Feature Properties

2 Beds ⋅ 2 Baths ⋅ 407170 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Outside the box, Inside the box... the choice is yours. Welcome to the QK Haiku, homegrown Maui modernism at its best. Located oceanfront in a diverse and welcoming north shore agricultural neighborhood, the QK offers concise modern living - everything you need, and nothing you don't. Designed in collaboration with Maui Architectural Group, the project combines state of the art energy and water self sufficiency with a minimalist architectural form that gets out of the way of the bold and energetic oceanfront setting. The two rectangular forms use transparency to minimize their boundaries to the natural world, while cleverly concealing water catchment, solar electricity harvesting and battery storage. The 2 bedroom house with its living green roof is tucked into the earth, and the art gallery-like farm office floats above the property tucking itself into the sky. Seclusion can be enjoyed here without loneliness as Hoolawa road has a great community and even its own cafe and gathering space. The land offers the possibility of building another main residence. Entertaining... Contemplation... Growing Food... What will you do when you move in?

454 Hoolawa Rd, Haiku

Listing courtesy of Hawaii Life (W).

$5,500,000

4 Beds ⋅ 3 Baths ⋅ 406427 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Oceanfront home and cottage in a highly desirable private and quiet Kuau neighborhood on Maui’s renowned North Shore. This unique offering is ideally situated in the perfect location, just minutes away from sandy beaches, Kuau Store, Mama’s Fish House, and a quick drive to the lively town of Paia - known for its boutique shopping, local dining options, and vibrant plantation style charm. The main residence is a 4-bedroom, 3-bath home that captures the relaxed island lifestyle with its thoughtfully remodeled interior and breezy, beach-inspired exterior. The first floor features an open-concept layout with wall-to-wall sliding doors providing captivating ocean views as a backdrop with complimentary high ceilings. The expansive sliding doors open up to a wrap-around lanai just off the kitchen and dining area, seamlessly blending indoor and outdoor living while showcasing stunning ocean views and refreshing trade winds. The first floor hosts a guest bedroom, and a full guest bathroom. Upstairs, you will find the primary suite with ensuite, two additional bedrooms, and a second living area with panoramic views spanning from Kahakuloa and Molokai, to Kuau Bay with Ho’okipa just around the corner. Outdoor enthusiasts will appreciate the proximity to world-class water and wind sports such as surfing, kite surfing, wind surfing, diving, paddling, and shelling all just steps away. Adding to the appeal is a charming detached 3-bedroom, 2-bath cottage with classic plantation-style architecture, ready for your personal touch and available to generate potential rental income. This property offering is your opportunity to own in one of Maui’s most coveted locations, where the rhythm of the ocean meets you at the comfort of your home.

116 Kuau Beach Pl, Paia

Listing courtesy of Hawaii Life (W).

$5,495,000

4 Beds ⋅ 4 Baths ⋅ 406329 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Self Sustaining Tropical Estate and Cacao Farm - Potential for Seller Financing - Nestled between two river streams on Maui’s serene east end, this extraordinary 14.9-acre tropical estate and working farm offers a rare chance to embrace an off-the-grid lifestyle in true paradise. Designed for self-sustainability at its finest, this unique gentleman’s and ladies’ farm features a deep water well providing pristine drinking water, a powerful state-of-the-art solar energy system, modern septic systems, and acres of mature, fruit-bearing cacao trees. The land is also rich with juicy tropical fruits and vibrant flowering plants. Currently home to approximately 600 cacao trees, the property has the potential to expand up to 11,500 trees. Additionally, an adjacent 180 acres may be available, supporting up to 180,000 more trees. As global cacao production declines and chocolate prices soar, Hawaii is emerging as a prime location for cacao cultivation—making this a timely and strategic investment. Located just 600 feet from the ocean, the estate is exceptionally private and peaceful, with lush botanical surroundings, sweeping ocean views, and three separate access points. Bordered by streams and wrapped in natural beauty, this tropical sanctuary offers unparalleled tranquility, sustainability, and the luxury of living in harmony with nature.

1600 Lower Nahiku Rd, Hana

Listing courtesy of Coldwell Banker Island Prop(S).

$5,460,000

3 Beds ⋅ 4 Baths ⋅ 405113 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Montage Residences Kapalua Bay BLDG.

Luxury Oceanfront Living at Resort at Kapalua Bay – Residence 3503 Poised on the fifth floor of the prestigious Kapalua Bay Resort, Residence 3503 is a rare opportunity to own a luxurious oceanfront retreat in one of Maui’s most sought-after resorts. This spacious three-bedroom, three-and-a-half-bathroom residence showcases breathtaking panoramic views of the Pacific, with the islands of Moloka‘i and Lana‘i painting a stunning backdrop. Designed for seamless indoor-outdoor living, the expansive lanai is the perfect setting to unwind and take in Maui’s unparalleled sunsets. Inside, the open-concept chef’s kitchen features premium appliances, custom cabinetry, and a large island, ideal for entertaining. The two ocean-view primary suites offer a tranquil retreat, each with a spa-inspired en-suite bath and direct access to the lanai, creating a serene escape in the heart of paradise. As an owner, you’ll enjoy world-class amenities, including multiple pools, fine dining, a full-service spa, 24-hour concierge, and valet services. Just steps away, immerse yourself in the beauty of Kapalua Bay, play on championship golf courses, explore scenic hiking trails, or relax on pristine white-sand beaches. Offered fully furnished and hotel-zoned for nightly rentals, Residence 3503 is an exceptional opportunity for those seeking a luxury island lifestyle or a high-end investment in one of Maui’s most coveted locations. Schedule your private showing today and experience the pinnacle of oceanfront living.

1 Bay Dr Unit 3503, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ki.

$5,450,000

3 Beds ⋅ 4 Baths ⋅ 410058 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Coconut Grove BLDG.

Welcome to the gated community of Coconut Grove. The moment you step into the main living area, the crystal-blue waters of Kapalua Bay greet you. True oceanfront luxury at G26 means waking to endless ocean views, in a home designed to move with your lifestyle. Beachfront living at its finest, this residence holds a treasured position above one of the world's most beautiful crescent sand beaches, with the Pacific stretching toward the neighboring islands of Molokai and Lanai. Positioned front and center within Coconut Grove, G26 enjoys one of the community's most desirable locations, immersed in the beauty of Kapalua Bay while comfortably removed from nearby parking areas and neighboring resort activity. Offering approximately 2,625 square feet of interior living space and more than 550 square feet of outdoor lanai, the thoughtfully designed floor plan features three bedrooms with ensuite baths, three and a half bathrooms, generous storage, an attached private garage, and a welcoming tropical entry. The separation between bedroom suites provides comfort and privacy for owners and guests alike, while expansive living spaces open seamlessly to the sea breeze, embracing Maui's indoor-outdoor lifestyle in nearly every room. The ocean-view primary bedroom enjoys its own private ocean-view lanai, with direct access to the main lanai as well. The generous ensuite bath features a shower and soaking tub, double vanities finished in deep, lustrous, veined stone, a walk-in closet, and a second deep closet. The second primary suite offers its own Mauka-facing lanai and a spacious ensuite bath with two closets, including a walk-in. The third bedroom enjoys its own full bath. The ocean-facing kitchen is appointed with premium appliances, including a gas range, Sub-Zero refrigeration, wine storage, an integrated oven and microwave, and Fisher & Paykel dish drawers. High ceilings, travertine flooring, solid mahogany doors, cherry wood cabinetry, and quality stone finishes complete this timeless island residence. Coconut Grove was designed for ownership rather than transient occupancy. Short-term vacation rentals are not permitted, preserving a private environment that's increasingly rare along Maui's coastline. With only 36 residences and limited turnover, opportunities to acquire a front-row home overlooking Kapalua Bay don't come often. Residents enjoy exclusive access to a private pool, spa, fitness center, clubhouse, and barbecue area, just moments from one of Maui's most celebrated beaches. Ideally situated between Merriman's and The Resort at Kapalua Bay (scheduled to become St. Regis Kapalua Bay in 2027), owners enjoy convenient access to award-winning dining, spa, championship golf, tennis, hiking trails, and the many amenities of Kapalua Resort. Whether as a primary residence, seasonal retreat, or legacy property to be enjoyed for generations, G26 represents a rare opportunity to own within one of Kapalua Bay's most coveted beachfront communities. Contact us today for your exclusive showing.

26 Coconut Grove Ln Unit G26, Lahaina

Listing courtesy of Maui Real Estate Advisors LLC.

$5,395,000

2 Beds ⋅ 2 Baths ⋅ 407499 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Beach Villas BLDG.

Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath villa offers over 2,000 square feet of thoughtfully designed indoor and outdoor living space, seamlessly blending contemporary elegance with relaxed island sophistication. Perched approximately 100 feet above the Pacific Ocean, the villa showcases panoramic views of Wailea Beach, the islands of Kaho?olawe, Molokini, and Makena's Pu?u Olai. The open-concept great room, finished with travertine flooring, extends onto a spacious partially covered lanai ideal for year-round indoor/outdoor living and entertaining. The primary suite offers a serene retreat with exceptional privacy. The second bedroom is furnished with two twin beds, and an additional room features a queen bed, allowing the villa to comfortably accommodate up to six guests. The gourmet kitchen combines granite and stainless-steel countertops with ample cabinetry and premium appliances, including Fisher & Paykel refrigerator and freezer (2025) and Bosch dishwasher (2024). It is also fully equipped with an array of convenient small appliances and gadgets, making daily living effortless. Additional conveniences include a new central air conditioning system (2022), new lanai furniture & carpet (2024), electronic blackout shades (2021), SimpliSafe smart water sensors (2025), and a full-size GE washer and dryer. Zoned for hotel/resort use, this elegantly furnished villa is currently operated as a short-term rental and is ready for immediate enjoyment or income potential. Projected rental income for 2026 is $244,000. Wailea Beach Villas is the newest oceanfront luxury gated community located in the heart of the world-renowned Wailea Resort, positioned directly in front of The Shops at Wailea and between the Grand Wailea and Marriott hotels. There are 99 luxury residences situated across 10.7 acres of beautifully landscaped tropical grounds. Amenities include an oceanfront swimming pool, a family pool, a fitness center, conference facilities, and a game room with a pool table, along with 24-hour gated security. Just steps from pristine beaches, upscale dining, designer shopping, and championship golf, this remarkable luxury penthouse villa is offered at an exceptional value and presents a rare opportunity to own in one of Maui’s most prestigious beachfront communities—an opportunity not to be missed.

3800 Wailea Alanui Blvd Unit PH511, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$5,245,000

4 Beds ⋅ 5 Baths ⋅ 406460 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Contemporary aesthetics define this gorgeous new home in Ka'anapali's Lanikeha community. This elegant new 4-bedroom, 5-bathroom home boasts 3,691 sq. ft. of living space, 956 sq. ft of covered lanai space, a 104 sq. ft. covered entry, and 1,298 sq. ft. of double-garage space: that's two separate, two-car garages - a rare and highly desirable feature for added flexibility and storage! The finishes in this new construction are luxury-class, featuring elegant tile and stone throughout, custom wood cabinetry, refined bathroom fixtures, and best-in-class kitchen appliances. From the entry, the home draws you into the Great Room and out to stunning ocean and outer-island views, which are protected by the community’s CCR roof-height restrictions. The Great Room and kitchen open onto the covered lanai; this functional and beautiful space lends itself to classic indoor-outdoor Hawaiian resort-style living. Outside, the lanai provides ample shaded space for dining, with an infinity-edge pool and jetted spa just beyond. The design allows bathers and those relaxing outside to take in the stunning ocean views from every angle. A built-in barbecue area complements the lanai amenities, making it ideal for entertaining and everyday living. The home features two wings that flank the Great Room, each housing bedrooms and amenities. On the left side is the Primary Suite wing, complete with an ocean-facing, private, covered lanai and a spacious bathroom; a second guest room is also located in the Primary wing. The right wing is home to two additional guest rooms; an ocean-facing bedroom also boasts a private covered lanai. The lucky owners of this new home will enjoy stunning views of the outer islands of Lanai and Molokai, as well as arguably the best sunsets on Maui year-round. During the winter, you will be treated to the magical sight of Hawaii's famous humpbacks breaching in the blue Pacific. While you will enjoy living inside a gated community, you are also just minutes from some of Maui's best beaches, restaurants, and shopping in the Ka'anapali Beach resort area. Be the first to live in this Maui dream designer property that's been three years in the making!

44 Loli'i Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$5,200,000

2 Beds ⋅ 2 Baths ⋅ 408996 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kaanapali Alii BLDG.

Rarely offered a very desirable inter courtyard location this 2 bedroom 2 baths with DEN floorplan is perfect for families, or those who just want some extra space. The ocean views exceed all expectations from every room. Pride of ownership is evident. This upgraded property is a must see for those who want the absolute Best. Walk to fine dining, shopping or hit a favorite surf spot Kaanapali Point. If you're a golfer world class golf is available at nearby Royal Kaanapali Golf Course. Or maybe you want to hop on one of the catamarans right out front for snorkeling or a sunset sail. There is great Whale watching during the season right from your patio/lanai area. A delightful poolside oceanfront barbeque area is a hit with many guests. Tennis and the gym are amenity options as well as a yoga room. The Best of everything is right at your fingertips. Truly a destination resort. Once you have arrived you never want to leave. This property is full furnished and ready for occupancy.

50 Nohea Kai Dr Unit 4104, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$5,200,000

5 Beds ⋅ 5 Baths ⋅ 407666 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Nestled on 3.02 acres in the gated Puunoa community, 257 Hokiokio Place overlooks Lahaina from its gently sloping hillside setting, offering sweeping ocean and sunset views from nearly every room. Built in 2024 and now nearing completion by its owner-builder, this single-level estate blends modern design with comfortable, open-concept living. Spanning over 3,500 square feet, the home features 5 bedrooms and 4.5 baths, providing generous space for family and guests. The thoughtful floor plan captures both indoor and outdoor living, perfectly positioned to take advantage of Maui’s year-round sunshine and trade winds. While the finishing touches and landscaping are still in progress, the groundwork for a remarkable estate has been laid. Many fruit trees have already been planted, and grading is underway for future horse stables, an ideal setup for equestrian enthusiasts seeking proximity to nearby riding trails. An infinity-edge pool has been fully designed and permitted, allowing the next owner to complete this final element to their own taste. Easy bypass access ensures convenient travel around Maui and quick connection to the rebirth of historic Lahaina town below. This is an exceptional opportunity to own a newly built residence in one of West Maui’s most sought-after locations, offering expansive space, unmatched views, and a chance to put your own finishing touches on a true Lahaina legacy property. This is a residential CPR. The 3.02 acre property is lot "A". The six acre lot "C", makai of lot "A", may also be available for purchase.

257 Hokiokio Pl Unit A, Lahaina

Listing courtesy of eXp Realty.

$5,195,000

3 Beds ⋅ 4 Baths ⋅ 408268 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Set against the dramatic backdrop of the Pacific, 1008 Sunset Place offers a rare opportunity to own a refined island residence in the heart of Kapalua. Perfectly positioned to capture glowing sunsets, gentle trade winds, and sweeping ocean views, this Kapalua home is thoughtfully designed for seamless indoor–outdoor living. Open, light-filled interiors flow effortlessly to expansive lanais, creating ideal spaces for entertaining, dining al fresco, or simply unwinding while enjoying seasonal whale watching during the winter months. Thoughtful architectural lines, quality finishes, and casually elegant furnishings contribute to a timeless island aesthetic. The well-appointed kitchen features premium Sub-Zero and Dacor appliances, enhancing both form and function. Located within the gated community of Pineapple Hill, one of Kapalua Resort’s most sought-after residential enclaves, residents enjoy access to a community swimming pool, tennis and pickleball courts, and on-site resident management. Pineapple Hill offers close proximity to Kapalua’s world-class amenities, including championship golf courses, award-winning beaches, scenic coastal trails, tennis facilities, and fine dining—while maintaining a sense of privacy and tranquility. This is West Maui living at its finest, defined by ocean views, spectacular sunsets, and the enduring appeal of the Kapalua lifestyle.

1008 Sunset Pl, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$5,165,000

4 Beds ⋅ 4 Baths ⋅ 407481 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana'i and Moloka'i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted cedar ceilings, Italian marble and eucalyptus wood floors, quartz countertops and sapele cabinets, just to name a few of the recent refinements of this tastefully furnished home. This most popular floorplan offers all 4 bedrooms, 3 1/2 bathrooms, living room, kitchen, outdoor living are and pool on the main level. The added bonus of an upstairs loft offers many use options, currently set up as an office/sitting area to enjoy the ocean views from the high dormer windows. A beautiful infinity edge pool with Baja steps and spa was just completed, with the entire house and pool equipment are supported by 52 solar panels and 2 Tesla batteries. This home is perched on a quiet cul-de-sac at the crest of Pineapple Hill, a highly desirable gated subdivision which offers residents a very large community/lap pool, tennis & pickleball courts, a pavilion / entertainment area, catering kitchen and barbecues. Pineapple Hill itself is located inside the 1,650-acre resort area of Kapalua's famed 23,000-acre plantation. Kapalua offers more than 100 miles of hiking trails, duck pond, bike trails, tennis center, two world famous golf courses, two five-star hotels plus five-star Montage Spa and numerous fine dining restaurants, all accessible via complimentary resort-wide shuttles. 104 Woodrose Place is a must-see home in impeccable condition, it looks and shows as if it were built yesterday.

104 Woodrose Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,150,000

3 Beds ⋅ 4 Baths ⋅ 406667 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Coconut Grove BLDG.

Welcome to Residence D14 at Coconut Grove on Kapalua Bay, a rare offering of unparalleled beachfront luxury in the heart of the world-renowned Kapalua Resort on Maui’s spectacular West Side. This 3-bedroom, 3.5-bathroom oceanfront villa spans 2,625 square feet of exquisitely designed interior living space and is located directly in front of the white sand beach of Kapalua Bay—one of Hawaii’s most celebrated beaches. Inside and out Coconut Grove D14 offers a bright and fresh, modern design aesthetic, thoughtfully curated with premium finishes, gourmet kitchen, custom cabinetry, rich wood accents, motorized window blinds, and sophisticated island-contemporary furnishings and art. The expansive open floor plan blends indoor and outdoor living seamlessly, with floor-to-ceiling sliding doors that open to your private covered lanai and lush tropical gardens—just steps from the sand. Perfectly positioned between Montage Kapalua Bay and Napili Bay. This private end-unit residence delivers intimate sensory views of the Pacific Ocean, the outer islands of Moloka‘i and West Maui’s legendary sunsets. With the gentle sounds of waves as your daily soundtrack, D14 offers an unmatched sense of tranquility, exclusivity, and luxury. Coconut Grove Villas is an exclusive gated enclave of just 36 residences on 11 meticulously landscaped acres, offering a private clubhouse, fitness center, oceanfront pool, and spa. As part of the prestigious Kapalua Resort, owners enjoy proximity to two championship golf courses, award-winning dining, hiking trails, tennis and pickleball courts, and the Kapalua Coastal Trail. Whether you’re seeking a world-class vacation home, or a permanent oceanfront residence, Coconut Grove D14 delivers the ultimate Maui lifestyle experience in one of the most coveted locations in all of Hawaii. This is beachfront living at its finest—schedule your private tour of Coconut Grove D14 today.

14 Coconut Grove Ln Unit D14, Lahaina

Listing courtesy of Hawaii Life (L).

$5,000,000

4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$5,000,000

409381 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Welcome to Kapalua Farms, a remarkable opportunity to own over 35 acres of agricultural land perched above Napili Bay at the gateway to Kapalua. Imagine waking up to sweeping, panoramic ocean views that create a breathtaking backdrop for this unique property. With access from both Honoapiilani Highway and the Lower Road, convenience and tranquility come together in this stunning location. This expansive property is nestled near the Pineapple Hill community and the scenic Kapalua Golf Course, offering a perfect blend of natural beauty and limitless potential. Whether you're envisioning a private retreat, a working farm, or something entirely your own, the possibilities here are as vast as the views. Opportunities like this are rare—don’t let it pass you by. Kapalua Farms is ready for your vision.

Kapalua Farms Hui Rd F Rd, Lahaina

Listing courtesy of Compass.

$4,999,999

2 Beds ⋅ 3 Baths ⋅ 409543 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakala. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose.

8515 Kula Hwy, Kula

Listing courtesy of Island Sotheby's International Realty(M).

$4,999,999

3 Beds ⋅ 4 Baths ⋅ 408222 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Hoolei BLDG.

Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an additional 596 square feet of covered lanais across two levels. Each bedroom includes a private ensuite bath, offering comfort and privacy for owners and guests alike. Thoughtful design elements include a private elevator, an attached garage, a covered carport, and an outdoor storage closet. Floor-to-ceiling sliding glass doors and retractable screens open almost 30 feet onto the expansive lanai, embracing Maui's indoor/outdoor lifestyle. The lanai is ideal for entertaining and is equipped with a Wolf 36" grill, a Sub-Zero under-counter refrigerator, and custom cabinets. The Villa features polished travertine floors, recessed lighting, high tray ceilings, surround sound, a security system, and a 2-zone central air conditioning system. The Chef's kitchen includes premium appliances by Sub-Zero, Wolf, Thermador, and Bosch. A touch of elegance is added with the Snaidero Italian custom cabinetry. You can enjoy ocean views from high above the resort pool. Ho'olei's amenities include a lagoon-style pool with cascading waterfalls and grottos, a sandy beach entry, two hot tubs, a massage cabana, an outdoor kitchen with covered pavilion, and a fully equipped, air-conditioned fitness center with sauna, locker rooms, and showers. Offered fully furnished, the Villa is truly turn-key & has been meticulously maintained. The property is hotel-zoned, allowing use as a short-term vacation rental, private residence, or a combination of both. Successfully operated as a vacation rental since 2007, the Villa has received over 150 five-star reviews. The owner is willing to continue marketing the property or assist with a smooth transition to new management. This remarkable Ho'olei Villa presents a rare opportunity to own a luxury, hotel-zoned home in paradise.

81 Makakehau St Unit Apt H-2, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,999,000

408462 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Also listed as Single Family - MLS# 408461. Best Mixed Use, Turnkey business/residential complex, Landmark & Iconic Maui, HI property. $26K/mo. existing & diversified residential & commercial rental income with 5,000sf commercial space and 1800sf residential space currently leased with 100% occupancy. Multiple very profitable business opportunities grossing over $1.2mil/yr. Additional rental and business income being added. This property is way less than free!! Subdividable and CPRable. Exceptional, 360 deg views in perfect weather, very affluent Lower Kula area of $2-15mil homes. This growing area needs more business development with a huge upside potential in the near future. Destined to be a possible $40mil project-mixed use condos, medical plaza, hotel/restaurant, or Kula Town Center. Purchase now at a high cap rate and realize your future income ambitions with this unique offering in Paradise. Almost an acre, all utilities, 2 water meters, level and all useable. Over $150K in repairs/upgrades recently. Owner or SBA financing with best terms available. 1031 Exchange, Sale Leaseback, or Lease Option possible. More info/pics at Loopnet.com and Bizbuysell.com. Do Not Disturb businesses/tenants. Shown by appt only. Beware!! Vicious guard dog on site 24/7. You will not find a better, more lucrative deal Anywhere!

3135 Lower Kula Rd, Kula

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$4,999,000

2 Beds ⋅ 1 Baths ⋅ 408461 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Also listed as Commercial-For sale - MLS# 408462. Best Mixed Use, Turnkey business/residential complex, Landmark & Iconic Maui, HI property. $26K/mo. existing & diversified residential & commercial rental income with 5,000sf commercial space and 1800sf residential space currently leased with 100% occupancy. Multiple very profitable business opportunities grossing over $1.2mil/yr. Additional rental and business income being added. This property is way less than free!! Subdividable and CPRable. Exceptional, 360 deg views in perfect weather, very affluent Lower Kula area of $2-15mil homes. This growing area needs more business development with a huge upside potential in the near future. Destined to be a possible $40mil project-mixed use condos, medical plaza, hotel/restaurant, or Kula Town Center. Purchase now at a high cap rate and realize your future income ambitions with this unique offering in Paradise. Almost an acre, all utilities, 2 water meters, level and all useable. Over $150K in repairs/upgrades recently. Owner or SBA financing with best terms available. 1031 Exchange, Sale Leaseback, or Lease Option possible. More info/pics at Loopnet.com and Bizbuysell.com. Do Not Disturb businesses/tenants. Shown by appt only. Beware!! Vicious guard dog on site 24/7. You will not find a better, more lucrative deal Anywhere!

3135 Lower Kula Rd, Kula

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$4,995,000

5 Beds ⋅ 4 Baths ⋅ 409257 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Welcome to perfection in Upcountry Kula. Imagine a private retreat spanning 2.367 acres, surrounded by the abundant natural beauty of the land, combined with pristine bi-coastal ocean views reaching to Moloka’i and Lana’i. A legacy estate of this caliber defines tranquil upcountry living at its best, creating a home to celebrate life’s landmarks. Resting at 2,200 feet on Haleakala’s western slope, this unique residence enjoys the best of the mild upcountry climate. Kula residents appreciate year-round Springtime with gentle Pacific breezes and consistently comfortable temperatures. Panoramic views of the Pacific greet you throughout the home’s interiors. Oversized picture windows in the living room and primary suite frame these reach-out-and-touch unequaled vistas, changing throughout the day as the light does. The main residence’s light-filled, lofty spaces seamlessly meld together with 5 bedrooms and 3.5 baths, spanning 3,644 square feet. The home's custom Mediterranean architecture and local craftsmanship embrace simplicity, which defines the unique upcountry lifestyle. In addition to those ocean views, there are forty native fruit trees (avocado, mango, citrus, mangosteen, star apple, lychee, peach, nectarine, star fruit), honoring the land and the year-round outdoor living experience. A separate suite with a private entrance is the perfect flex space for a creative studio, work-from-home office, full-size gym with infrared sauna, second kitchen, full bathroom, private deck, and yard. The main residence has brand-new Wolf appliances, including an induction range, refrigerator, and dishwasher. Custom new white oak hardwood flooring throughout is the canvas for your personal design statement. Discover the custom yurt with 20ft ceilings, including ocean and unequaled Haleakala’s views. Walking trails wind throughout the property's landscape, with ocean views at every turn, and are a natural amenity to this perfect retreat. The redesigned pool and spa are the home’s centerpiece, boasting a 40-foot saltwater pool with solar heating. Imagine experiencing the best of Kula from sunrise to sunset, 365 days a year. Visit this Upcountry Kula home, and you will discover it is exactly where you are meant to be.

1260 Naalae Rd, Kula

Listing courtesy of Compass-W.

$4,995,000

2 Beds ⋅ 2 Baths ⋅ 409141 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Makena Surf BLDG.

This truly one of a kind masterpiece villa in highly coveted Makena Surf Resort is an exceptional example of quintessential beachfront living at its finest. With a complete studs-out renovation completed in 2022, the meticulous nature and curated bespoke design of this stunning villa is highly evident the moment you enter. The contemporary modern finishes of this sensational ground level residence perfectly infuse indoor/outdoor island living via massive hidden track sliders for seamless integration between the spaces. Enjoy captivating ocean views and picturesque sunsets while whale watching from the privacy of your oversized lanai with space for entertaining family and friends with your favorite libations. A-101 has the luxury of no stairs and minimal steps to enter due to its very close proximity to the private gated entry and parking while perched on the hillside of perfectly manicured lawns and mature landscaping yielding maximum privacy due to the unique and desirable positioning within the complex. Only 50 steps to the sand and immediate access to the incredible onsite resort quality amenities such as two pools, Jacuzzi’s, tennis, pickle ball, gym, BBQ areas, herb gardens/orchard and an owner’s pavilion with poolside kitchen. This is the largest two bed, two bath floor plan available, boasting 1644 sq foot with an oversized covered lanai at just over 600sf. This is an absolute must see as there are far too many details and upgrades to list in this no-expenses spared statement piece. Schedule your private showing today to view this amazing ownership opportunity. Lavishly appointed and sold fully furnished.

4850 Makena Alanui Rd Unit A101, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,995,000

4 Beds ⋅ 5 Baths ⋅ 404626 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Elevated design meets serene island living in this architectural triumph within the esteemed double-gated Lanikeha community in the Ka'anapali Golf Estates. This 4-bedroom, 5-bathroom residence spans 3,710 square feet of interior space, offering a harmonious blend of contemporary luxury and timeless Hawaiian elegance. From the moment you enter, you'll be captivated by the expansive, light-filled layout. High ceilings and wide-plank white oak flooring create a seamless flow throughout the home. The gourmet kitchen boasts a Miele refrigerator, a Wolf range, dual dishwashers, and a thoughtfully designed pass-through window connecting to the outdoor kitchen and BBQ—a feature crafted for effortless entertaining. Nearly 1,000 square feet of covered lanai beckons you to savor meals and tranquil moments while soaking in panoramic ocean and outer-island views. Just beyond, the stunning in-ground pool boasts a Baja shelf and an oversized hot tub—a true retreat designed for relaxation and indulgence. Practicality meets luxury with features such as a three-car garage, two-zone central air conditioning, and Hana Hou Builders' signature attention to detail. Each element of the home has been meticulously curated to enhance your elegant living experience, including the landscaped grounds that complement the home's modern aesthetic. You are within 5 minutes of Kaanapali Beach and Whalers Village shops. You are also a stone's throw away from the Ka'anapali Golf Courses, while the PGA Plantation Course in Kapalua is just a 15-minute drive. Lanikeha owners also enjoy access to a fabulous community clubhouse with a fitness center, billiards, and a beautiful infinity-edge pool. This move-in ready, new luxury residence exemplifies elegant contemporary island design. Its flawless design, functionality, and perfect location make it an extraordinary opportunity to open the door to the ultimate Ka'anapali resort-style living.

837 Anapuni Loop, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$4,975,000

4 Beds ⋅ 5 Baths ⋅ 409156 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities

620 Silversword Dr Unit 26, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$4,975,000

3 Beds ⋅ 2 Baths ⋅ 407249 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Elua Ii BLDG.

Truly one of Wailea's pinnacle properties, Wailea Elua 803 defines single-level luxury living, with a full-scale remodel encompassing the finest in surfaces and amenities and sweeping ocean views from the main living area and Master Suite. Every detail has been refined in this rare 3-bedroom offering (only 7 have come to market in the last 10 years), which is bathed abundantly in natural light and features a spacious, open floor plan with 1609 square feet under roof. This unit includes a private, enclosed garage. Upgrades include Travertine flooring throughout, a new electrical system with recessed LED lighting, and Fleetwood sliding glass doors and windows in the living area and Master Suite. An open-concept gourmet-level kitchen features beautifully crafted custom cabinetry, waterfall stone countertops. Bosch induction range, and Sub-Zero fridge. The luxurious Master Suite was beautifully upgraded and features a walk-in shower, and a custom closet design. The Travertine flooring extends to a private adjoining back courtyard barbeque area, yet another unique feature of this showcase property. Wailea Elua fronts Ulua Beach, one of the most beautiful sandy beaches and snorkeling enclaves in the Hawaiian islands, and the famed Wailea Beach path, which meanders along an array of world class resorts and fine dining and shopping options. Wailea Elua features two pools: unit 803 is a convenient distance from the upper one, and the lower pool is the centerpiece of the property's ocean front pavilion area, which features a gym, kitchen, and outdoor dining. Well known for its meticulous and lush array of tropical plants, orchids, and manicured lawns, the Wailea Elua grounds showcases tropical Hawaii. Elua Village is known for its beautiful, lush landscape of tropical plants, orchids and perfectly manicured lawns directly above Ulua Beach. Sold completely turnkey. The last Elua 3-bedroom (same square footage) closed at $4.9M -- unit 803 offers a significantly upgraded interior, better location, and superior views. Call today for a private showing.

3600 Wailea Alanui Dr Unit 803, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 410375 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Perched within the prestigious double-gated enclave of Lanikeha in the Ka‘anapali Golf Estates, this exceptional fully furnished single-level residence was thoughtfully designed to showcase one of West Maui’s most captivating panoramas. Framed by breathtaking views of the Pacific Ocean, the neighboring islands of Lana'i and Moloka'i, and spectacular sunsets throughout the year, the home offers an effortless blend of timeless craftsmanship, modern technology, and the relaxed elegance that defines luxury island living. From the moment you enter, soaring vaulted Tigerwood ceilings, exquisite Sapele wood trim, and impressive 8-foot solid Mahogany doors create an immediate sense of warmth, scale, and refinement. Every finish has been carefully selected, resulting in a residence that feels both sophisticated and inviting. An integrated whole-home audio system provides the perfect soundtrack whether enjoying a quiet evening or entertaining family and friends. Designed for those who appreciate both beauty and functionality, the gourmet kitchen features premium Bosch appliances, a Liebherr refrigerator and freezer, and an open-concept layout that keeps the spectacular ocean views front and center. Whether preparing a casual breakfast or hosting sunset dinners, the surrounding scenery becomes part of every experience. The primary suite serves as a private sanctuary, offering a spa-inspired bath complete with both indoor and outdoor showers. The outdoor shower is a true work of art, highlighted by an extraordinary solid granite slab that transforms a daily routine into a uniquely luxurious experience. Modern convenience is seamlessly integrated throughout the home with Legrand smart lighting and fan controls, voice-activated motorized lanai screens, multi-zone air conditioning, and advanced home automation. Sustainability is equally impressive, with 33 owned photovoltaic solar panels paired with three Tesla Powerwalls, providing exceptional energy efficiency and peace of mind without sacrificing comfort. Beyond the residence itself, Lani?keha offers one of Maui’s most desirable lifestyles. Situated behind two private gated entrances within a golf cart-friendly community, owners enjoy the convenience of leaving the car behind for many of life’s daily pleasures. A short golf cart ride leads to world-renowned Ka‘anapali Beach, Whalers Village, championship golf, oceanfront dining, upscale shopping, tennis and pickleball facilities, luxury resorts, and countless recreational activities. West-facing and perfectly positioned between the islands of Lana'i and Moloka'i, the home captures mesmerizing sunsets nearly every evening, while seasonal whale watching becomes part of everyday life during the winter months. Combined with West Maui’s remarkably temperate climate—widely regarded as one of the finest anywhere in the world—this extraordinary property offers an unparalleled opportunity to experience the very best of island living.

24 Lolii Pl, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 408178 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living.

232 Crestview Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000

4 Beds ⋅ 2 Baths ⋅ 408089 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1606 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 408090 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1598 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 406123 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Honua Kai - Konea BLDG.

If the "best of the best" is what you're looking for, look no further! Very rare three-bedroom OCEAN FRONT home is now available for sale. This is the first offering of an oceanfront home at Honua Kai in almost three years! Endless views of the ocean, resort and pools and the majestic Maui Mountains. Seamless indoor/outdoor living. Enjoy cooking in your professional grade kitchen or, choose to grill outside on your personal Viking grill overlooking the Pacific – the choice is yours! The L-Shaped lanai is grand, giving you 600sqft of sunshine or shade. This home conveys to the buyer fully appointed. Three large bedrooms (2-ensuite) offer luxurious king-size bed comfort. A 3rd 3/4 bathroom is directly across the 3rd bedroom. New bedroom carpeting was installed in 2022. K202 is located adjacent to the stairs and gives you the flexibility of not taking the elevator. This home comes with an additional owner storage closet located on the 9th floor, as well as a reserved parking area for the 3 bedroom owners. K202 participates in a very successful rental program. This is certainly Honua Kai at its best. This is a “MUST” consider for the discriminating Buyer.

130 Kai Malina Pkwy Unit NR202, Lahaina

Listing courtesy of Susan Jackson Real Estate.

$4,900,000

409153 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Extremely rare parcel in Kahana/Napili area of approximately 10 acres along Honoapiilani Highway with frontage also along Lower Honoapiilani Road. This listing also includes TMK (2)4-3-15-46 which affords access off Lower Honoapiilani Road. Interesting possibilities for having catchment system for water for parcel.

Honoapiilani Hwy, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,900,000

2 Beds ⋅ 2 Baths ⋅ 407132 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Point I Ii Iii BLDG.

An absolutely exquisite property in every way, Residence 2802 at Wailea Point boasts a fabulous location with breathtaking ocean, island, beach and coastal views facing iconic Molokini Island and stretching from the South Maui coastline to Lanai Island. This upper floor plan features soaring ceilings and an open, airy design. The elegant mitered glass bay windows majestically frame the already stunning vistas. The kitchen and bathrooms have been beautifully renovated with modern finishes, blending elegance and comfort. A loft (estimated at 250 gross sq. ft.) has been added, providing a separate, third sleeping area, den or play room. Garage 2802G is included (CPR 76). The property is tenant occupied until 1/1/26. Wailea Point was developed to be the finest residential condominium in Hawaii - and many believe it is just that. It features exceptional quality construction, very low density (just over 4 units per acre), garden environment, low-rise buildings, 24-hour gated & roving security patrol, two outstanding pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, full kitchens, lighted tennis court, 2 pickleball courts (1 lighted), a superbly equipped, air conditioned fitness gym, barbeque areas, fruit & herb gardens, ample parking - and it’s a golf-cart friendly property. Enjoy the Four Seasons and Fairmont Kea Lani Hotels as immediate neighbors (the Grand Wailea 1 property away) and all the 5-star services they offer. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 2802, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$4,900,000

404126 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

One-of-a-kind Beachfront property in Prime Maalaea neighborhood. Often a place for beginning and intermediate surfers and on rare occasions, one of the World’s Greatest Waves, for which it was named Freight Trains. Four lots down from Haycraft Park and miles of the broad, Pristine sand Shoreline extending down through Kihei. This gem has access to city water and a private well for irrigation. A Rare Beachfront lot and one of only six vacant beachfront /oceanfront lots in all of West Maui!!!! Nearly an Acre to play with, you have the opportunity to build a home that may be passed down over the generations. You may bring your own Design Plans and builder to construct your Dream Estate. Otherwise, plans have been drafted by the reputable local Maui architectural firm Rixey Maui - Design / Build. George Rixey has dreamed-up a Custom Home with Ohana, special for this Beachside Lot, that maximizes the footprint so you may fully take advantage of the Maui Lifestyle at this quiet ocean side location. Permit plans have been initiated. Maui County Planning Department has been asked to conduct a Shoreline Management Assessment, and the seller is waiting on the Hawaii State Historic Preservation Department to conduct their Archeological Monitoring or Survey Plan. Come, walk the property and imagine how your dreams will be fulfilled. Seller's agent is related to the seller.

220 Hauoli St, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ka.

$4,895,000

4 Beds ⋅ 6 Baths ⋅ 409534 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Located within the coveted acreage community of Wailuku Country Estates, 2150 Kamaile Street offers a rare combination of privacy, scale, and resort-style living across approximately 2.78 acres. The main residence spans approximately 3,175 square feet and is designed to capture the essence of indoor-outdoor island living. Generous living spaces flow effortlessly to the surrounding grounds, creating an inviting setting for both everyday comfort and elevated entertaining. A detached two-bedroom, two-bathroom Ohana of approximately 1,000 square feet enhances the compound feel of the property. Complete with an oversized garage, this separate residence offers privacy and versatility while remaining integrated into the overall estate design. Recent enhancements have transformed the outdoor experience into a private retreat. A newly constructed resort-style pool and spa anchor the property’s recreational amenities, complemented by an expanded pool deck ideal for gatherings. A tranquil water feature and private putting green further elevate the grounds, creating a curated setting designed for relaxation and enjoyment. The detached barn structure has been thoughtfully upgraded and finished, adding substantial flexibility to the estate. Whether utilized as a studio, gym, office, creative space, or extended entertaining area, it contributes meaningful utility and enhances the property’s overall functionality. With nearly three acres of usable land, multiple structures, and newly added resort-level amenities, 2150 Kamaile Street presents a compelling opportunity to own a private lifestyle compound in one of Central Maui’s most desirable estate communities. This is a property designed not only as a residence — but as a destination.

2150 Kamaile St, Wailuku

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$4,895,000

3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home (approx. 4,355 sq. ft.) welcomes you with a stately sense of arrival with soaring ceilings and beautifully crafted ARCHITECTURAL detail. Arched mahogany-and-glass entry doors, keystoned with African Wenge accents, open to a GRAND CURVED VESTIBULE where rounded plaster walls and RICH MAHOGANY paneled wainscotting set a sophisticated tone. A grand staircase—finished with stained-glass artistic newel finials—creates a memorable centerpiece Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$4,850,000

2 Beds ⋅ 2 Baths ⋅ 410106 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kaanapali Alii BLDG.

Penthouse offering in the highly desirable Kaanapali Alii community. Situated on the Top Floor, this 2 Bedroom 2 Bath Plus Den functions like a 3 Bedroom and is considered by many to be the most desirable floor plan at the Kaanapali Alii. The Top Floor location offers incredible Ocean views, Mountain views, Golf Course views and views of Kaanapali Beach. Enjoy the perfect Beachfront Lifestyle with everything that Kaanapali has to offer. It is just a short beachfront walk to Whalers Village for some of the Best Restaurants and Shopping that Maui has to offer. The property is in a successful rental program with strong rental income, making it a perfect fit as a turn key luxury resort rental or as a second home.

50 Nohea Kai Dr Unit 3-1104, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,795,000

3 Beds ⋅ 4 Baths ⋅ 410334 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Papali Wailea BLDG.

Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier location, this exquisite residence is being offered for the first time since the original developer release. This single-level three bedroom and three-and-a-half baths provides the comfort and presence of a private home with the carefree and secure lock and leave benefits of a luxury condominium lifestyle. Sweeping ocean and outer-island views are complemented by Papali’s award winning design, contemporary architecture, and distinctive copper rooflines. Set on over ten acres of beautifully maintained tropical landscaping, Papali offers an exclusive sense of serenity with only two homes per acre providing privacy, tranquility, and a spacious sense of place just moments from Wailea’s pristine beaches, golf, dining, and shopping. Inside highlights include soaring vaulted ceilings with Alaskan Yellow Cedar beams, rich African mahogany millwork, limestone flooring, and a gourmet kitchen with premium granite surfaces. Flooded with natural light, expansive glass doors, and open generous lanai spaces for seamless indoor-outdoor living. Perfect for sunset gatherings and relaxed island evenings under the stars. A private garage, abundant storage, and dual entry points complete this rare and remarkable offering - furnished for your turn-key Maui lifestyle. Papali #17 isn’t just a home – it’s a legacy. Wailea’s most extraordinary offering.

3100 Wailea Alanui Dr Unit 17, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,750,000

3 Beds ⋅ 4 Baths ⋅ 409873 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

This 10 acre Piiholo property at 4,000' elevation borders a 41-acre State forest and has incredible ocean and mountain views. The very distinctive and extraordinary main residence, designed by renowned architect Jim Hestand of Maui Architectural Group, is an absolute work-of-art. Almost entirely constructed with old-growth redwood, the architectural inspiration was designed for the well-known concerts and poetry gatherings among the owners in the days of its grandeur...a true legacy property. The main home has recently been thoroughly and lovingly returned to its original beauty and beyond, with the remodeling and modernizing of the kitchen and bathrooms. All of the out-buildings, concrete driveway and landscaping have also been restored. Rare peace and privacy are assured within the grounds. The 2nd residence is reminiscent of a mountain cabin vibe. The 2 residences are separated by many usable acres of trees and orchards. One could certainly imagine this property being ideal for horses. In between the two homes there is an artist/musician studio with flexible use. There are 2 water meters, serving each end of the property. Additionally, there is a large garage/workshop and a useful farm structure. Pi'iholo, is known for cool days and cooler evenings with passing mists, reliable rainfall and refreshing trade winds. There are several respected public schools and excellent private schools in the region. Farmers markets, supermarkets and roadside stands assure you can keep your shopping Up Country. The range of restaurants is remarkable. And for health care, Up Country has it all.

2450 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$4,700,000

3 Beds ⋅ 4 Baths ⋅ 409698 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Escape to your own private paradise in the serene coastal town of Hana, Maui. This custom-built 3-bedroom, 3.5 bathroom home is a testament to luxury and tranquility, offering an expansive 3295 square feet of carefully crafted living space. Upon entering, you'll be greeted by soaring high ceilings that create an open and airy ambiance, inviting you to unwind in the comfort of this exquisite residence. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing a seamless flow for both relaxation and entertainment. The gourmet kitchen is a culinary masterpiece, featuring top-of-the-line appliances, custom cabinetry, and a spacious island for culinary creations. The primary bedroom is a private sanctuary, offering an en-suite bathroom and showcasing panoramic ocean views that envelop the space in a sense of calm and escape. Each additional bedroom is generously sized and offers its own unique charm and comfort. The well-appointed bathrooms feature elegant finishes and luxurious amenities. Step outside to the expansive 1.1-acre oceanfront property, where you'll be greeted by unobstructed and sweeping ocean views that stretch to the horizon. The tiki bar area is the perfect setting to savor the coastal breeze, while the presence of coconut trees adds to the tropical ambiance. Keep an eye out for passing dolphins and whales, as well as the graceful presence of sea birds, all enhancing the natural beauty of this coastal retreat. A detached garage provides ample space for vehicles and storage, while the ocean view guest suite offers a private haven for visitors or additional living space. Embrace the beauty of the sunrise and the tranquil rhythm of coastal living, as you immerse yourself in the enchanting allure of Hana, Maui. This exceptional property offers a rare opportunity to experience the ultimate oceanfront lifestyle, where each day is graced by the beauty of the sea and the tranquility of coastal living. Whether you're seeking a luxurious permanent residence or a vacation retreat, this home offers a unique blend of elegance, comfort, and natural splendor. Don't miss the chance to make this oceanfront oasis your own. Contact your Realtor today to schedule a private tour and discover the endless possibilities of coastal living in this extraordinary home in Hana, Maui.

51 Kapohue Rd, Hana

Listing courtesy of Compass-W.

$4,650,000

3 Beds ⋅ 4 Baths ⋅ 408839 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Hoolei BLDG.

E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building, enhancing privacy and extending the living area. This villa has new upgraded flooring in the bedrooms, a chef's kitchen with Wolf and Sub Zero appliances, a built in BBQ and fridge on the lanai, attached garage, private elevator, and so much more. Pocketing Fleetwood glass sliders blend the indoors with the outdoors, making a perfect space for entertaining your family and guests. The Ho'olei property offers a resort style pool and spas, with a state of the art workout facility and saunas. Ho'olei is gated with 24hr security and lush landscaping that gives you a sense of place here in Hawai'i. Owners are eligible for the Kulana Club with the Grand Wailea, allowing them rental management, shuttle service, on-site front desk and concierge, as well as a myriad of discounts and perks. The Wailea Resort offers some of the finest dining, shopping, golf, tennis, beaches, sunny days and views in the world!

21 Kiloa St Unit O-4, Kihei

Listing courtesy of Hawaii Life (W).

$4,650,000

4 Beds ⋅ 5 Baths ⋅ 406659 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Welcome to 116 Pulelehua Street in Pineapple Hill Estates, where elegance meets leisure! Nestled behind the scenic 7th tee box of the renowned Kapalua Bay Course, this stunning home is designed for both relaxation and enjoyment. With its inviting westerly views stretching down the iconic 7th fairway to Molokai, every evening is graced by breathtaking sunsets that will leave you in awe. This elegant single-story retreat features a thoughtfully designed dual-master suite floor plan that prioritizes comfort and luxury. Imagine waking up to the serene sight of expansive golf course and ocean vistas from the comfort of your own haven. This fully-furnished sanctuary boasts four ensuite bedrooms, accented by exquisite travertine floors and countertops, seamlessly blending style with functionality. As part of the community, indulge in a wealth of on-site amenities: take a refreshing dip in the large heated pool, challenge friends to a match on the tennis/pickleball courts, or simply unwind at the clubhouse. If that’s not enough, the surrounding resort amenities elevate your lifestyle even further. Imagine treating yourself to a day at the award-winning Montage spa, perfecting your swing on world-class golf courses like the Plantation Course and The Bay Course, or savoring delectable dishes at some of the island's finest restaurants—all just moments from your door. Experience the finest blend of luxury living and island lifestyle at 116 Pulelehua Street. Your paradise awaits.

116 Pulelehua St Unit 1, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$4,500,000

3 Beds ⋅ 2 Baths ⋅ 202614139 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status

RARE KIHEI BEACHFRONT OPPORTUNITY – PRICED WITH EMPHASIS ON LAND VALUE. An exceptional opportunity to acquire an oversized 15,785 sq. ft. direct beachfront property along highly desirable Halama Street on Maui’s South Shore. With limited beachfront land available, the value here is in the land, location and long-term potential. Enjoy breathtaking panoramic ocean and outer-island views of Lanai, Kahoolawe, West Maui and Molokini. The property fronts a peaceful sandy beach sheltered by offshore reefs, creating calm, shallow waters ideal for swimming and paddling. An existing 3-bedroom, 2-bath residence provides the opportunity to enjoy, rent or renovate while exploring the potential for a future custom beachfront estate, subject to applicable governmental approvals. Conveniently located near restaurants, coffee shops, shopping, parks, tennis courts and golf. Acquire the land. Enjoy it today. Create your vision for tomorrow. A truly rare opportunity to secure a substantial fee-simple beachfront parcel in one of South Maui’s most desirable locations. Whether held for the future, renovated or reimagined, this is an opportunity to own an irreplaceable piece of Maui beachfront.

1756 Halama Street, Kihei

Listing courtesy of Five Star Realty, Inc..

$4,500,000

2 Beds ⋅ 2 Baths ⋅ 410325 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Laulea is often translated as “peace and friendship,” which feels particularly appropriate for one of Spreckelsville’s most desirable private roads. Set on just under one-third of an acre, this inviting house and cottage property captures the relaxed character of Maui’s North Shore. The two-bedroom, two-bath main home was completely rebuilt in 1996 with style, warmth, and distinctive details, including seashell relief work, bamboo accents, and ohia posts. Skylights, open-truss ceilings, and an open kitchen and living area fill the home with natural light, while two spacious covered lanais extend the living space outdoors and create inviting settings for dining, relaxing, and gathering with friends. Built in 2005, the elevated cottage has its own Balinese-inspired character, with merbau wood and travertine floors, vaulted ceilings, Venetian plaster, and thoughtful architectural touches throughout. A flexible bonus space below the cottage provides additional room for a home office, gym, studio, storage, or other uses. The lovely backyard and two outdoor showers are perfectly suited to life near the beach. Multiple beaches and surf spots are nearby, along with Maui Country Club, Kaunoa Senior Center, Pa?ia, and convenient access to OGG, Whole Foods, and Costco. Peaceful, private, and full of personality, this is a special little compound in one of the North Shore’s most sought-after neighborhoods.

450 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$4,500,000

2 Beds ⋅ 2 Baths ⋅ 410129 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Point I Ii Iii BLDG.

Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and front-row seats for seasonal whale watching—all from one of Maui's premier luxury communities. This spacious single-level, ground-floor residence is complemented by expansive covered and open-air lanais that create an exceptional indoor-outdoor lifestyle—perfect for outdoor dining, entertaining, whale watching, spectacular sunsets, and tranquil evenings under the stars with the soothing sound of the Pacific below. Enjoy effortless access to the lush tropical grounds while surrounded by exceptional privacy in one of Wailea Point's most coveted oceanfront settings. The thoughtfully designed floor plan features a spacious primary suite with a soaking tub, dual vanities, and Wailea Point's signature circular walk-in shower. A generously sized second bedroom with an en-suite bath provides comfortable accommodations for family and guests. A private single-car garage (Garage 1203G) is included in the sale. Wailea Point is widely regarded as one of Hawaii's finest luxury residential communities. Set on over 30 acres of lush tropical landscaping with fewer than five residences per acre, it offers an unmatched combination of privacy, beauty, and resort-style amenities. Residents enjoy 24-hour gated security, four swimming pools, spa pavilions, a 25-meter lap pool, fitness center, tennis and pickleball courts, barbecue areas, walking paths, and beautifully maintained gardens. The community is ideally situated between the Four Seasons Resort Maui and the Fairmont Kea Lani, with world-class beaches, championship golf, fine dining, and luxury shopping just moments away. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 1203, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$4,500,000

7 Beds ⋅ 5 Baths ⋅ 202611944 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status

E Komo Mai to Your Own Private Paradise Above Wailea. As you pass through the gates, a lush tropical landscape unfolds. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Cascading waterfalls and a tranquil koi pond greet you upon arrival. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view, with Kaho'olawe to the left and Lana'i to the right. Mornings begin slowly, coffee in hand, the ocean below. Evenings end with the sky igniting in color, each sunset an original. Rare in scale and versatility, the main residence offers two living rooms, an attached guest suite, a separate two-bedroom rental, and an additional guest suite. Perfect for multi-generational families or investors. Outside, resort-caliber living awaits: a sparkling pool, sauna, steam room, outdoor bar, and poolside television. Over 72 solar panels and smart home technology reduce energy costs. Offered fully furnished and turnkey, including your own electric car and charging station. Bring your suitcase. Everything else is waiting. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Drive, Kihei

Listing courtesy of eXp Realty.

$4,500,000

5 Beds ⋅ 4 Baths ⋅ 409863 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

E Komo Mai to Your Own Private Paradise Above Wailea As you pass through the gates at 3264 Keha Drive, a lush tropical landscape unfolds before you. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Every detail of this incredible multi-family estate has been designed to embrace the beauty and peacefulness of island living, while delivering the comforts and amenities of a private luxury retreat. Cascading waterfalls and a tranquil koi pond greet you upon arrival, and from the very first moment, the stage is set for an immersive Maui experience. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view that stops you in your tracks every single time. The Pacific stretches endlessly before you, with Kaho'olawe rising from the sea to the left and Lana'i to the right, two islands framing a horizon that transforms at golden hour into something that simply cannot be described, only witnessed. This is the view that Maui is famous for, and it belongs to this home. Life here is lived looking outward from every vantage point the estate offers. Mornings begin slowly, coffee in hand, the ocean laid out below you. Evenings end with the sun dropping toward the horizon as the sky ignites in brilliant color, the trade winds moving through, each sunset an original. You will never see the same one twice. The estate is rare in both scale and versatility, offering significant square footage and a multi-structure configuration that opens up genuine possibilities. The main residence, complete with two living rooms and generous proportions, is complemented by an attached private guest suite, a separate two-bedroom rental, and an additional private guest suite. For a multi-generational family, it is the perfect gathering place. For the investor, it is an income-producing property with the rental infrastructure already in place. Outside, resort-caliber living awaits. A sparkling pool anchors the outdoor space, with a sauna, steam room, full outdoor bar, and poolside television all within reach, thoughtfully designed for quiet mornings and unforgettable gatherings alike. These spaces don't just complement the Maui lifestyle; they embody it. Over 72 solar panels paired with integrated smart home technology run quietly in the background, dramatically reducing energy costs and delivering the kind of efficiency a property of this caliber deserves. A fully electric Nissan Leaf and dedicated charging station are included, making the transition to island living as seamless as it should be. This estate is offered fully furnished and completely turnkey, perfectly suited for the island family ready to settle into something exceptional, the buyer watching another winter roll in somewhere far from here, or the investor seeking a property that works as beautifully as it looks. Bring your suitcase. Everything else is already waiting. Opportunities like this are rare. The elevation, the views, the scale, the versatility, all within one of Maui's most coveted neighborhoods. This kind of property doesn't come around often, and when it does, it doesn't last. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Dr, Kihei

Listing courtesy of eXp Realty.

$4,500,000

408585 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Set within the untouched beauty of Kipahulu, this rare 128-acre legacy parcel offers a level of privacy, scale, and natural richness that is increasingly hard to find. The land unfolds with native koa forest, established fruit trees, a seasonal stream, and stunning ocean views, creating a deeply serene and immersive environment. The land offers access to a spring that offers naturally filtered, pristine water. A cleared building envelope, where a home once stood, provides a rare opportunity to rebuild and design a private estate positioned to capture the surrounding beauty. Despite its peaceful seclusion, the property is conveniently located just a 15-minute drive up from the Hana Highway, offering access without sacrificing privacy. With sweeping acreage, abundant natural resources, breathtaking views, and complete tranquility, this is a remarkable opportunity to reimagine a legacy property in one of East Maui’s most unspoiled landscapes. Drone Videos & Satellite Imagery coming soon!

40811 Hana Hwy Hwy, Hana

Listing courtesy of Keller Williams Realty Maui-Ka.

$4,500,000

2 Beds ⋅ 3 Baths ⋅ 407611 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Ironwoods BLDG.

The very best location at The Ironwoods is now available! Located directly on the 17th green of the world famous Bay Course at Kapalua! Incredible ocean, golf course, and Molokai views await you. There is nothing better! Apartment is pretty original and needs updating but no better location at the Ironwoods and is priced accordingly! Come enjoy all the amenities at The Ironwoods including gated access, pool and hot tub just steps away from this location and 2 private tennis courts. Workout area adjacent to the pool for easy access from this apartment. The Kapalua walking trail is easily accessible for you to stroll to Kapalua Bay, one of the best beaches in the world, Oneloa Bay, and Fleming's Beach. Also easy walking distance to the Montage Kapalua Bay and Ritz Carlton Kapalua. Enjoy 5 star dining at Merriman's, Banyan Tree Restaurant at the Ritz Carlton Kapalua, and to Cane and Canoe at the Montage Kapalua Bay. A short distance away is the Plantation House Restaurant and the Sea House Restaurant at Napili Kai. Great snorkeling in and around Makaluapuna Point which teems with native sea turtles.

71 Ironwood Ln Unit 71, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,499,995

4 Beds ⋅ 4 Baths ⋅ 409092 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in harmony. Upon entry, BI-COASTAL OCEAN AND MOUNTAIN vistas unfold like nature’s own work of art. Thoughtfully renovated and expanded in 2025, the home was re-imagined as a place of beauty, recreation, and restoration. Perched at Kulamalu Hilltop, an exclusive and highly coveted gated enclave of just 13 residences, this 4-bedroom, 4-bath home offers approximately 3,882 square feet under roof, including a 3-car garage. Soaring ceilings create architectural volume, while hybrid Koa flooring and Roman Gold Travertine establish a rich foundation. In the foyer, a custom glass-enclosed 150+ bottle wine display makes a striking impression. The main living area is anchored by a split-faced marble wall, linear fireplace, suspended glass sculpture chandeliers, and sliding glass walls that open effortlessly to the outdoors, creating the kind of seamless indoor-outdoor living that defines the Maui lifestyle. A private resort unfolds with a natural-style infinity-edge lap swimmable water feature echoing the stillness of a reflection pond. Practice greens with six golf holes, two tee boxes, a sand bunker, and gathering areas with fire pits create a sublime, curated outdoor experience. A gourmet kitchen designed for culinary creativity and entertaining features a multifunctional workstation sink with LED temperature display, waterfall and rain dance functions, Sub-Zero, Wolf, and Bosch appliances, Calacatta West quartz counters, and a beveled glass tile backsplash. The Primary Suite Retreat offers a serene sitting area positioned to take in both ocean and mountain views, with an ensuite spa-like bathroom, dual-sided gas fireplace, and walk-in closet. The game room may also serve as a great room, private lounge, media retreat, or flex space. Tech features include dual-zone AC, Nest thermostat, Blink security, and app-enabled smart home integration. Special features include: This entertainer's dream estate offers bi-coastal ocean and outer island views at Upcountry Maui's most coveted elevation, with convenient access to Maui's top-rated schools. Six-hole private practice green with two tee boxes and sand bunker, natural-style infinity-edge lap pool, extensively and thoughtfully renovated and expanded in 2025, Sub-Zero and Wolf gourmet kitchen, dual-sided gas fireplace, La Cantina sliding pocket doors, custom glass-enclosed 150+ bottle wine display, suspended glass sculpture chandeliers, hybrid Koa flooring and Roman Gold travertine, 40-panel PV solar system, and Tesla EV charging. Gated enclave of just 13 residences. Please see the full list of improvements and features. The pineapple cultivation supports the property’s agricultural land classification, resulting in reduced water rates and other benefits. 35 Ohia Lehua Place offers a rare expression of Upcountry luxury, artfully designed, deeply restorative, and shaped by an awe-inspiring view of nature.

35 Ohia Lehua Pl, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

$4,495,000

2 Beds ⋅ 2 Baths ⋅ 408086 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Point I Ii Iii BLDG.

Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point. High ceilings, huge picture windows, and beautiful finishes create the perfect setting for comfortable living and memorable entertaining that flows from spacious interiors to oceanview lanais. The spacious living room features large windows that let in plenty of natural light and offer panoramic views of the beach and ocean. Brand new window installation just completed, featuring a beautiful mitered glass bay window with custom automatic roll-down shades. The extraordinary, panoramic views look from the surf and sand of Polo Beach, across the ocean to the islands of Lanai, Kahoolawe, & Molokini, down the coast to Makena, and up to the summit of Haleakala. The kitchen features exceptionally fine Koa cabinets and high-quality appliances, including an oven, microwave, refrigerator/freezer, dishwasher, and ample cabinet space. The covered lanai is the perfect spot to savor a cup of coffee in the morning, enjoy the sunrise, or barbecue in the evening while taking in the expansive ocean views, sunsets, whales, dolphins, and seabirds. Wailea Point is a low-density 26-acre oceanfront property with impeccably landscaped common areas and top-quality amenities. 24-hour security, three swimming pools, a lap pool, two spas, BBQ pavilions, a fully equipped fitness center, lighted tennis, paddle tennis, and pickleball courts. Wailea Point is conveniently located between Wailea Beach and Polo Beach.

4000 Wailea Alanui Dr Unit 2904, Kihei

Listing courtesy of Coldwell Banker Island Prop(P).

$4,400,000

2 Beds ⋅ 3 Baths ⋅ 410147 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

Located in Baldwin Ranch Estates, this property is a refined expression of contemporary plantation coastal design, where timeless architecture and effortless indoor-outdoor living come together against a backdrop of sweeping ocean and West Maui Mountain views. Designed by Jeff Lundahl, the residence is oriented to capture Maui's natural beauty from nearly every room, with expansive pocketing doors opening to an oversized covered lanai that becomes a seamless extension of the living space. The gated entry to resort-inspired grounds are designed for both relaxation and entertaining, featuring a sparkling pool, a pool cabana with a lounge area, a bathroom, and an outdoor shower, all surrounded by beautifully landscaped living areas that embrace Maui's year-round climate. A spacious three-bay garage of more than 1,000 square feet includes versatile air conditioned flex space and a bathroom, providing options for a home gym, workshop, creative studio, and additional storage for surfboards, bikes, and other North Shore pursuits. Positioned between the charming boutiques and cafés of Makawao and the vibrant beaches and lifestyle of Paia, this exceptional property has refreshing trade winds, panoramic vistas, and convenient access to some of Maui's most sought-after schools, world-class beaches and connections to Maui's North Shore lifestyle. The is Unit B of a CPR.

2350 Baldwin Ave Unit B, Makawao

Listing courtesy of Hawaii Life (W).

$4,400,000

2 Beds ⋅ 2 Baths ⋅ 408607 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status

This is a rare opportunity to own in one of Maui’s premier water-sports communities. Set on a private, gated quarter-acre, the elevated Tahitian-style dwellings have a bright, relaxed treehouse feel, with cathedral ceilings and natural cross-ventilation. The main residence is a 2-bedroom, 2-bathroom home with bonus space for guests, while the separate 1-bedroom cottage includes a loft, screened sleeping lanai, and coffee lanai for the morning wave check. The peaceful, private grounds feature low-maintenance landscaping, permeable gravel surfaces, room for a garden, and two outdoor showers for rinsing off after the beach. Created for an active North Shore lifestyle, the property offers an indoor board room with cushioned wall-to-wall matting, a covered 22-foot bay for a jet ski, skiff, or kayaks, two covered parking spaces, and three open-air spaces. An open-air concrete pad for a jet ski provides versatility. The ipe and 316 marine-grade stainless steel sliding gate is suited to the coastal setting. After a day on the water, a dedicated area for a future sauna and cold plunge, with a 220-volt outlet in place, offers a transition from high-energy recreation to recovery and relaxation. Near the bike path and a short walk from Sprecks Beach and the Maui Country Club, this is North Shore living at its best.

462 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

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