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65-283 Kaukonahua Road Unit 24, Waialua
$2,000,000
202608440 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Rare opportunity to own within a newly established CPR community built around a functioning, income-producing agricultural model on O'ahu’s North Shore. Framed by sweeping views of Mt. Ka'ala and the Pacific Ocean, each unit offers a balance of productive farmland and long-term value. This is not raw land — it is part of a working farm with a centralized, professionally managed agricultural operation already underway, focused on high-value crops suited to Waialua’s climate. Fertile soils, steady trade winds, and year-round sunshine support consistent production and long-term agricultural use, while still allowing owners to maintain their own private agricultural footprint. Located minutes from Haleiwa and world-class beaches, yet set within a peaceful ag corridor, this is a rare opportunity to invest in Hawai'i’s agricultural future.

65-283 Kaukonahua Road Unit 24, Waialua

Listing courtesy of eXp Realty.

65-283 Kaukonahua Road Unit 21, Waialua
$2,000,000
202608435 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Rare opportunity to own within a newly established CPR community built around a functioning, income-producing agricultural model on O?ahu’s North Shore. Framed by sweeping views of Mt. Ka?ala and the Pacific Ocean, each unit offers a balance of productive farmland and long-term value. This is not raw land — it is part of a working farm with a centralized, professionally managed agricultural operation already underway, focused on high-value crops suited to Waialua’s climate. Fertile soils, steady trade winds, and year-round sunshine support consistent production and long-term agricultural use, while still allowing owners to maintain their own private agricultural footprint. Located minutes from Haleiwa and world-class beaches, yet set within a peaceful ag corridor, this is a rare opportunity to invest in Hawai?i’s agricultural future.

65-283 Kaukonahua Road Unit 21, Waialua

Listing courtesy of eXp Realty.

65-283 Kaukonahua Road Unit 17, Waialua
$2,000,000
202608148 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Rare opportunity to own 5 acres agricultural estate parcels at Waialua Farm, a 152-acre CPR on designated Important Agricultural Lands (IAL). This low-density community offers privacy, scale, and long-term value in one of Oahu's most desirable regions. each parcel supports agricultural use and potential estate-style living. The project features a high-density mango orchard program, creating a unique farm-to-lifestyle concept with long-term upside. Enjoy panoramic views of Mount Ka'ala, the Pacific Ocean, and Haleiwa. Located minutes from Haleiwa Town and the North Shore coastline. Ideal for a private estate, investment, or legacy holding. Limited availability, secure your position​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ early.

65-283 Kaukonahua Road Unit 17, Waialua

Listing courtesy of Coldwell Banker Realty.

65-283 Kaukonahua Road Unit 15, Waialua
$2,000,000
202608137 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Rare opportunity to own 5 acres agricultural estate parcels at Waialua Farm, a 152-acre CPR on designated Important Agricultural Lands (IAL). This low-density community offers privacy, scale, and long-term value in one of Oahu's most desirable regions. each parcel supports agricultural use and potential estate-style living. The project features a high-density mango orchard program, creating a unique farm-to-lifestyle concept with long-term upside. Enjoy panoramic views of Mount Ka'ala, the Pacific Ocean, and Haleiwa. Located minutes from Haleiwa Town and the North Shore coastline. Ideal for a private estate, investment, or legacy holding. Limited availability, secure your position early.

65-283 Kaukonahua Road Unit 15, Waialua

Listing courtesy of Coldwell Banker Realty.

65-283 Kaukonahua Road Unit 16, Waialua
$2,000,000
202608143 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Rare opportunity to own 5 acres agricultural estate parcels at Waialua Farm, a 152-acre CPR on designated Important Agricultural Lands (IAL). This low-density community offers privacy, scale, and long-term value in one of Oahu's most desirable regions. each parcel supports agricultural use and potential estate-style living. The project features a high-density mango orchard program, creating a unique farm-to-lifestyle concept with long-term upside. Enjoy panoramic views of Mount Ka'ala, the Pacific Ocean, and Haleiwa. Located minutes from Haleiwa Town and the North Shore coastline. Ideal for a private estate, investment, or legacy holding. Limited availability, secure your position early.

65-283 Kaukonahua Road Unit 16, Waialua

Listing courtesy of Coldwell Banker Realty.

47-483 Pakai Place, Kaneohe
$2,000,000
4 Beds ⋅ 2 Baths ⋅ 202603865 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Rare opportunity to own a large Kaneohe property with incredible multi-rental & investment potential on an expansive 33,349 sq. ft. lot with breathtaking views of the Pacific Ocean, Chinaman’s Hat, and the Ko?olau Mountains. Tons of interior living space features vaulted ceilings, and a split-level open floor plan offering a strong foundation for renovation or reconfiguration with multiple existing income-producing living spaces including a Cottage with Views! Owned photovoltaic panels and solar water heating add energy efficiency and long-term value. The large lot offers ample parking and flexibility for extended family living or rental possibilities, making it ideal for investors or homeowners seeking to offset living expenses with additional income. Conveniently located minutes from Windward Mall, shopping, dining, Windward Community College, Marine Corps Base Hawai?i, and easy access to H-3, Pali, and Likelike Highways. Even more opportunity awaits — neighboring property 47-481 Pakai is also available (MLS #202617999), creating a rare chance to own side-by-side properties with significant income and development potential.

47-483 Pakai Place, Kaneohe

Listing courtesy of Real Broker.

2937 Kalakaua Avenue Unit 49, Honolulu
$1,999,999
2 Beds ⋅ 2 Baths ⋅ 202607799 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status ⋅ Castle Surf Apts BLDG.
This is a rare chance to own a home in one of the Gold Coast’s most sought-after buildings. This fully renovated two-bedroom, two-bath property offers two covered parking spaces and sweeping views of Diamond Head. The unit boasts stunning Ipe wood floors and a new washer/dryer combination. Over the past two years, the building has also undergone extensive upgrades, including spalling repairs, fresh paint, and new railings. Perfectly situated on the convenient location at Gold Coast, Castle Surf is an condominium with direct ocean access and just minutes from Waikiki, Diamond Head, and dining and shopping destinations. Whether you’re looking for a peaceful residence or an Hawaii island retreat. This unit is turn key move-in-ready. Don’t miss your opportunity to own this beautifully updated oceanfront property home The seller will pay the current special assessment fees at closing.

2937 Kalakaua Avenue Unit 49, Honolulu

Listing courtesy of HOMETIQUE.

5404 Poola Street, Honolulu
$1,999,999
202523925 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
A RARE canvas for a custom vision with gorgeous views and a stunning natural backdrop! This extraordinary 3.3 acre, residentially zoned parcel presents an unparalleled opportunity for those seeking privacy, scale, and possibility in one of Oahu's most coveted neighborhoods! This land is currently structured as a four unit CPR, and is being sold as a package with TMKs: 0001–0004 combined. Whether envisioned as a private estate retreat, multi-generational compound , the opportunity for multiple homes through the existing CPR , or legacy property to hold for future generations, this extraordinary parcel is a rare offering not to be missed. Buyer to conduct their own due diligence with the City and County of Honolulu / Department of Planning and Permitting (DPP) for building options. Also listed as Vacant Land MLS 202523921. Do not enter without an appointment. All parties must sign liability waiver prior to access.

5404 Poola Street, Honolulu

Listing courtesy of Engel & Volkers Honolulu.

5404 Poola Street, Honolulu
$1,999,999
202523921 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
A RARE canvas for a custom vision with gorgeous views and a stunning natural backdrop! This extraordinary 3.3 acre residentially zoned parcel presents an unparalleled opportunity for those seeking privacy, scale, and possibility in one of Oahu's most coveted neighborhoods! This land is currently structured as a four unit CPR, and is being sold as a package with TMKs: 0001–0004 combined. Whether envisioned as a private estate retreat, multi-generational compound , the opportunity for multiple homes through the existing CPR, or legacy property to hold for future generations, this extraordinary parcel is a rare offering not to be missed. Do not walk the property without appointment and signed waiver. Buyer to conduct their own due diligence with the City and County of Honolulu on desired build out.

5404 Poola Street, Honolulu

Listing courtesy of Engel & Volkers Honolulu.

705 Alulike St Unit Lot 27, Kihei
$1,999,900
3 Beds ⋅ 2 Baths ⋅ 410444 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
This exceptional South Maui property features a 3-bedroom, 2-bath main home and an attached 2-bedroom, 1-bath Ohana with its own private entrance and dedicated parking—ideal for extended family, guests, or rental income. Thoughtfully upgraded, the home includes 48 owned photovoltaic panels, four Tesla Powerwall batteries, a new roof (all done in 2025), tongue-and-groove cedar plank ceiling in the main home, solar hot water, custom lanai screens, and many additional improvements done in 2024/2025. Step outside to your own private backyard oasis featuring a large saltwater pool and spa, mature fruit trees, and stunning Haleakala views. The spacious lanai is the perfect place to relax and enjoy Maui's beautiful sunsets. Located just minutes from South Maui's world-famous beaches, shopping, dining, and schools, this property truly offers the full package and Maui Island lifestyle!

705 Alulike St Unit Lot 27, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

1303 Kalanianaole Ave Unit 12, HILO
$1,999,888
12 Beds ⋅ 12 Baths ⋅ 734068 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status ⋅ Plumeria Apartments BLDG.
Amazing opportunity to own a one of a kind Hotel V-zoned -12 studio unit vacation rental along the beach corridor in Hilo , Hawai'i located just up the street from Chalk's Beach. Build your own Multi use options: - Live on property and self manage up to 10 vacation rental studios - Or live offsite and self manage for rental revenue. - Purchase as investment with hands off rental with current turnkey management - Own your own condo complex- Purchase and sell off individual units - All have a separate CPR /TMK numbers - Rent both long and/or short term The possibilities are tremendous!!! Currently there are 10 STVR permits, One unit used as office and laundry and one as a expandable lock out unit. 7 units are currently in vacation rental program and 4 being used a long term rentals. Do not miss this one-of-a-kind opportunity to build your legacy in Hawaii. . One Seller holds an active real estate license in the State of California.

1303 Kalanianaole Ave Unit 12, HILO

Listing courtesy of COMPASS.

1304 Maalahi Street, Honolulu
$1,999,800
6 Beds ⋅ 4 Baths ⋅ 202617290 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE UNDER CONTRACT Status
Newer construction (2012) in a convenient central Oahu location (Moanalua Gardens)! This spacious (main 2,907 sf) 6-bedroom, 4-bath home was thoughtfully designed for multigenerational living with 3 bedrooms and 2 full baths on each level. Flexible floor plan offers privacy and versatility for extended ohana, guests, or home office needs. Upstairs wet bar, split A/C, ceiling fans, and solar water heater provide added comfort and energy efficiency. Move-in ready with fresh interior paint, new stainless steel appliances, and luxury vinyl plank flooring downstairs. Ideally located near Tripler Army Medical Center, Fort Shafter, shopping, dining, and freeway access. Close to highly regarded Moanalua Elementary, Middle, and High Schools. Move fast to own a newer, move-in ready home with space, flexibility, and convenience in the highly desired neighborhood of Moanalua Gardens where family & community come.

1304 Maalahi Street, Honolulu

Listing courtesy of Locations LLC.

677 Hunalewa Street, Honolulu
$1,999,000
4 Beds ⋅ 2 Baths ⋅ 202618600 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Welcome home to this spacious 4BR/2BA residence in desirable Kahala-Puupanini! Classic upscale charm w/tile roof, formal dining, 2-car garage, upgraded kitchen, oversized laundry rm & ample storage. Extensive 2025 improvements include fresh int/ext paint, new vinyl flooring, renovated downstairs bath, 5 split ACs (4 new), new garage door, garage closets/door, chandeliers & micropile foundation reinforcement. Private 2nd-floor primary suite features 2 spacious his & hers walk-in closets. Sunken room converted to 4th BR. Fully fenced yard w/front landscaping. Ideally situated on a quiet dead-end street, just 1 block from Kilauea District Park, playground, tennis courts & Kaimuki Middle School. Minutes to Kahala Mall, beaches, schools, bus lines, freeway access, State Nursery, KCC farmers market, shopping, groceries, eateries, fine dining & all that Kahala has to offer! Number of BR does not match tax records.

677 Hunalewa Street, Honolulu

Listing courtesy of Locations LLC.

818 Kumulani Dr, Kihei
$1,999,000
2 Beds ⋅ 3 Baths ⋅ 410821 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Experience the Maui Meadows lifestyle where space, privacy, and relaxed island living come together in one of South Maui’s most desirable residential neighborhoods. Set on a generously sized lot in an exceptionally quiet setting, this unique property offers the flexibility to create a private Maui residence with potential rental income or an inviting multi-generational family compound with room for everyone to enjoy their own space. This residence features a distinctive brick exterior and tile roof, a combination that not only adds character but also helps keep the interior naturally cooler in Maui’s warm tropical climate. Two split-system air conditioners provide additional year-round comfort, while the home’s flexible layout lends itself beautifully to everyday island living. Adding even more versatility is the detached ohana, remodeled in 2021 with a new roof and water heater. The separation between the main residence and ohana creates wonderful possibilities for extended family, guests, a home office, additional private living space or rental income. Outside, the expansive grounds and outdoor living areas invite you to embrace the lifestyle Maui is famous for—morning coffee in the fresh island air, relaxed afternoons at home, and evenings spent outdoors under the Maui sky. The large fully fenced lot provides a sense of openness and privacy that can be increasingly difficult to find in South Maui. Maui Meadows is prized for its peaceful residential atmosphere, larger properties, and proximity to the best of South Maui. This private Estate is just minutes from world-famous beaches, Wailea and Kihei restaurants, shopping, championship golf courses, resorts, and countless opportunities to enjoy the ocean and outdoors. Whether you envision a private island retreat or a multi-generational Maui home with space to gather and room to spread out, this home offers a rare combination of location, flexibility, privacy, and the laid-back lifestyle that makes Maui Meadows so special.

818 Kumulani Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

101 Elepaio Pl Unit A, Kula
$1,999,000
5 Beds ⋅ 3 Baths ⋅ 410515 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
This property is a Residential Condo Property approved for the Main House, Unit A of the Pueo Hills Condominium. Contemporary Maui living comes to life in this thoughtfully designed new-construction home offering 5 bedrooms, 3 bathrooms, and 3,104 sq. ft. of interior living space with 1,280 sq. ft. of covered lanais. Set along a lovely cul-de-sac, enjoy Kula's cooler upcountry climate and relaxed lifestyle, along with ocean and mountain views. As you enter, the flexible living area opens to the left, while stairs to the right lead to the home's main living level. Upstairs, the main living area features a 20-foot sliding door connecting seamlessly to a 320 sq. ft. covered lanai. The primary suite offers a walk-in closet, well-appointed private bath and direct lanai access. The lower level offers two bedrooms, a wet bar with beverage cooler and a large covered lanai—ideal for guests, entertaining, recreation or extended living. Quality details include three-coat stucco, aluminum standing-seam roofing, decorative concrete, hardwood mahogany doors, walnut engineered hardwood flooring, solid plywood cabinetry, quartz countertops and beautifully finished baths with onyx and basalt tile. Additional features include an oversized heat-pump water heater, split-system A/C, two electric fireplaces, new appliances and a two-car garage. Newly established landscaping supports an easy-care island lifestyle. Easy to tour and ready for immediate occupancy.

101 Elepaio Pl Unit A, Kula

Listing courtesy of Equity One Real Estate Inc (M).

59-055 Kahae Road, Haleiwa
$1,999,000
202613606 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
A rare opportunity to own an original, one-family-owned corner lot encompassing approximately 12,952 square feet directly across from the pristine shores of Ke Iki Beach. The existing residence is currently configured as a duplex with two separate electric meters, offering exceptional flexibility for a variety of living or investment scenarios. The floor plan can easily be reimagined by removing the dividing wall to create one expansive residence featuring two kitchens, ideal for multigenerational living or extended guest accommodations. The bonus studio room has endless possibilities. Bedrooms and Baths and square footage does not reflect in Tax Records. Whether you envision restoring and modernizing the existing home, occupying one side while renovating the other, or creating an entirely new custom estate or private compound, this exceptional property offers limitless potential. With its generous lot size, premier corner location, and coveted proximity to one of Oahu's most beautiful beaches, this is a truly rare offering in an unparalleled setting.

59-055 Kahae Road, Haleiwa

Listing courtesy of KLU Real Estate Inc..

59-055 Kahae Road, Haleiwa
$1,999,000
3 Beds ⋅ 3 Baths ⋅ 202613603 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
A rare opportunity to own an original, one-family-owned corner lot encompassing approximately 12,952 square feet directly across from the pristine shores of Ke Iki Beach. The existing residence is currently configured as a duplex with two separate electric meters, offering exceptional flexibility for a variety of living or investment scenarios. The floor plan can easily be reimagined by removing the dividing wall to create one expansive residence featuring two kitchens, ideal for multigenerational living or extended guest accommodations. The bonus studio room has endless possibilities. Bedrooms and Baths and square footage does not reflect in Tax Records. Whether you envision restoring and modernizing the existing home, occupying one side while renovating the other, or creating an entirely new custom estate or private compound, this exceptional property offers limitless potential. With its generous lot size, premier corner location, and coveted proximity to one of Oahu's most beautiful beaches, this is a truly rare offering in an unparalleled setting.

59-055 Kahae Road, Haleiwa

Listing courtesy of KLU Real Estate Inc..

91-1208 Waikapoo Street, Ewa Beach
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 202613549 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Fronting the 7th hole of the Hoakalei Golf Course, this meticulous 4-bedroom home is refined island living! From the welcoming foyer, the French doors open to a bonus room—ideal as a private office, reading retreat, or den—along with a main-level bedroom & full bathroom, perfect for guests or multi-generational living. The kitchen has upgraded cabinetry, stainless steel appliances, granite counters & a large island with additional seating. One of the home’s most captivating features is the expansive yard—a canvas to design a pool, tropical gardens, or an entertainer’s paradise, this oversized outdoor retreat is the ultimate private oasis! Energy efficient w/24-panel owned, net-metered PV system, 2 solar hot water panels, a whole-home water softening system & reverse osmosis drinking water tap. Located in an award winning resort community, residents enjoy HOA amenities including high-speed internet & cable, pool and spa, fitness center, tennis and pickleball courts, a dog park, and 3 playgrounds. Just moments away, you’ll find beaches, shopping, dining, and the best of island living. This is more than a home, it’s a lifestyle! *2.5% interest rate for VA eligible Buyers only*

91-1208 Waikapoo Street, Ewa Beach

Listing courtesy of Century 21 Island Homes.

65-0500 Kaukonahua Road Unit 18, Waialua
$1,999,000
5 Beds ⋅ 2 Baths ⋅ 202612162 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
A breathtaking location on Oahu’s North Shore. This expansive agricultural parcel offers sweeping ocean and mountain views, wide-open space, and endless potential to bring your vision to life. Run horses, raise cattle, plant orchards, grow crops, or start the dream farm you have always imagined. Valuable infrastructure is already in place, including installed potable and irrigation water systems, giving you a major head start for agricultural use. Permits for electric service are currently being processed, further supporting future improvements. Set in Waialua’s peaceful country landscape, this property offers rare beauty, usable land, and the opportunity to create something truly special in one of the North Shore’s most desirable agricultural settings.

65-0500 Kaukonahua Road Unit 18, Waialua

Listing courtesy of OahuRE.com.

25 Lumahai Pl, Makawao
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 409809 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Spacious, private, and full of character, 25 Lumahai Place, just off Olinda Road, sits on 2.88 acres with sweeping ocean and West Maui mountain views, cool fresh air, and temperatures that feel like spring year round. A 2,732 square foot main home and detached cottage, 5-7 minutes from Seabury Hall and Makawao Town. The main home's soaring wood-beam ceilings and wood-burning fireplace set a warm, welcoming tone from the moment you walk in. The living and dining areas flow naturally to a the lanai where the views take center stage. The kitchen is generous in size, flooded with natural light, and thoughtfully appointed with granite and butcher block countertops, a farmhouse sink, walk-in pantry, and a picture window perfectly framing the landscape outside. New refrigerator and stove were added in 2026, along with an updated under-sink water filtration system. A solar PV system with battery storage keeps energy costs in check. The primary suite is privately situated with vaulted ceilings, a gas stove, and a beautifully updated ensuite featuring dual vanities, walk-in shower, and soaking tub. Fresh paint and a fully redone second bathroom reflect the care and attention put into this home. Two additional bedrooms, a dedicated laundry room, built-in storage, and a finished loft, ideal as a library, playroom, or fun creative space, complete the main level. Downstairs, a separate 1-bedroom, 1-bath space with its own entrance and newly added sliding door offers excellent flexibility for guests, extended family, or a home office. The recently remodeled detached cottage has its own driveway, parking area, and cement stairs, providing true separation and privacy, and built to last. Perfect for multigenerational living, long-term guests, or rental income. Extensive eucalyptus clearing has opened up the property, improving views, natural light, and usable space while preserving its peaceful Upcountry character. Wake to birds singing and fall asleep to the sound of wind moving through the trees.

25 Lumahai Pl, Makawao

Listing courtesy of Compass-W.

50 Puu Anoano St Unit 3404, Lahaina
$1,999,000
2 Beds ⋅ 3 Baths ⋅ 409731 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Masters BLDG.
Perched within the prestigious Masters at Ka‘anapali, this extensively remodeled residence offers a rare combination of refined luxury, architectural volume, and breathtaking views spanning the Pacific Ocean, the outer islands of Lana‘i and Moloka‘i. Showcasing one of the largest two-bedroom floor plans in the community, this exceptional home has been thoughtfully reimagined from top to bottom with state-of-the-art technology, central air conditioning, premium custom finishes, and meticulously curated design throughout. A gracious entry sequence welcomes you through an exclusive front patio and dramatic double-door entrance, creating a true sense of arrival. Inside, soaring ceilings, skylights, expansive glass, and an open-concept layout fill the residence with natural light while seamlessly connecting indoor and outdoor living spaces. The designer kitchen is both elegant and functional, featuring high-end built-in appliances, custom cabinetry, sophisticated finishes, a built-in breakfast nook, and an integrated office space overlooking the lush West Maui Mountains. Both bedroom suites are generously sized and privately situated, each offering en suite bathrooms, walk-in closets, skylights, and dramatic vaulted ceilings. A charming powder room serves guests, while additional features include a dedicated laundry room and a flexible art studio/office space ideal for remote work or creative pursuits. To the west, two spacious covered lanais capture panoramic ocean, sunset, and outer island views. The primary suite enjoys its own private lanai, while the main living lanai is designed for entertaining with a wet bar and additional storage. Every window and door throughout the residence has been replaced with top-tier, state-of-the-art systems, enhancing both aesthetics and efficiency. Offered furnished and truly turnkey, this exceptional residence is move-in ready and includes most furnishings excluding artwork. A rare opportunity to own one of the most extensively upgraded and spacious residences within one of Ka‘anapali’s most sought-after gated communities.

50 Puu Anoano St Unit 3404, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

963 Niulani Rd, KAPAA
$1,999,000
3 Beds ⋅ 3 Baths ⋅ 730068 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status
VACATION RENTAL HOME IN THE HEART OF KAPAA — JUST STEPS FROM THE OCEAN Experience classic Old Hawai‘i charm paired with ocean views and the rare advantage of a Vacation Rental License. Nestled on a quiet one-way street in the charming Niulani neighborhood, this plantation-style home offers the perfect blend of island character, comfort, and convenience. Located just one street from the ocean, this inviting property is within close proximity to beaches, shopping, restaurants, and the coastal bike path, making it an ideal destination for visitors and owners alike. The spacious lot is framed by mature coconut palms, tropical landscaping, and a lush grassy yard that creates a private, relaxing island setting. The home is designed to comfortably accommodate up to 10 guests with 3 bedrooms, 3 full baths, an additional sleeping nook with twin beds off the upstairs primary suite, plus a pull-out sofa. The main level features two bedrooms and two baths, along with a spacious open-concept kitchen and dining area, separate sitting area, and comfortable living room. Upstairs, the private primary suite includes a full bath, charming sleeping porch, and a lanai with beautiful ocean views and cooling trade winds. Outdoor living is at the heart of this property, with an expansive front lanai perfect for relaxing, entertaining, or enjoying peaceful afternoons beneath the swaying palms. A detached two-car garage provides ample parking and additional storage space. Additional highlights include: Vacation Rental License Ocean views Detached 2-car garage with storage Updated from cesspool to septic Zoned R-20, offering potential for a guest house or additional structure (Buyer to verify with County) Showings available between guest stays. Owner requests all vacation rental reservations be honored transferred to new owners upon closing. Non branded video: https://player.vimeo.com/video/935112251

963 Niulani Rd, KAPAA

Listing courtesy of Hawaii Life.

505 Hoohalahala St, Kihei
$1,999,000
3 Beds ⋅ 2 Baths ⋅ 409237 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Privately positioned in Maui Meadows, 505 Ho'ohalahala offers exceptional space, flexibility, and privacy. Located just minutes away from resort amenities and resort beaches, this home delivers the Wailea location without the Wailea price tag. This fully fenced and gated estate provides a true sense of privacy with expansive, all usable grounds. Mature landscaping surrounds the property, reflecting the seller’s pride of ownership and years of thoughtful care. Situated on one of the larger lots in Maui Meadows, this property has been owned and cared for by the seller for decades. Ample parking accommodates multiple vehicles and there's an abundance of storage space for equipment. Perfect for a general contractor or those needing space to operate and thrive. Large pool with spacious adjacent shade cabana creates the ideal super private setting for outdoor entertaining or relaxing. The detached ohana is well separated from the main residence, offering excellent flexibility for guests or extended ohana. Well designed for multi generational living with space and tons of separation. Built in equity opportunity with lots of room to add value. Property is on a septic system eliminating future headaches. Opportunities like this don’t come around often in Maui Meadows.

505 Hoohalahala St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

75-2632 Keopu Lani Rd, HOLUALOA
$1,999,000
3 Beds ⋅ 3 Baths ⋅ 726806 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status
This stunning Holualoa estate offers a rare blend of refined living, usable land, and a mature tropical orchard. Set on 1.3 acres with an impeccably designed single-level home, swimming pool, and sweeping Kailua-Kona coastline views, the property is ideal for buyers who value space, privacy, and room to grow. The land is one of the property’s greatest advantages. From many citrus varieties to avocado, cacao, lychee, Surinam cherry, jaboticaba and assorted tropicals, the acreage offers flexibility for additional plantings or outdoor living enhancements. For those looking for a grounded island lifestyle, the property provides the satisfaction of harvesting from your own land while remaining close to town, dining, services, and the Kona coast. The house is equally compelling, with a sophisticated floorplan that opens to stunning ocean vistas. A grand great-room with travertine floors and a striking curved ceiling detail anchors the residence. Designed for comfort and privacy, the primary suite and office occupy one wing, while a separate wing with Jack and Jill suite offers comfort for visiting family and friends. The primary bath has a spa-like feel with a slipper tub and walk-in shower. All bathrooms feature custom hardwood cabinetry and natural stone countertops. The gourmet kitchen combines beauty and everyday functionality with a large island, professional-grade 6-burner gas range with pot filler, built-in refrigerator, rich hardwood cabinetry, solid surface counters, and mosaic tile backsplash. Wood-wrapped sliding glass doors open to an expansive covered lanai with natural stone flooring, built-in wet bar, and multiple seating areas. A lily pond, turquoise pool, and lush surroundings create a resort-like setting that enhances the acreage and invites relaxed island living. Located in a quiet subdivision with no HOA dues, this Holualoa estate represents a rare blend of refined residential comfort and an upcountry lifestyle.

75-2632 Keopu Lani Rd, HOLUALOA

Listing courtesy of Aloha Pacific Realty.

4955 Uakea Rd, Hana
$1,999,000
2 Beds ⋅ 3 Baths ⋅ 408273 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Rare oceanfront opportunity in the heart of Hana, offering sweeping, unobstructed Hana Bay views, cooling trade winds, and the soothing sound of waves as your daily backdrop. This private island-style residence rests on a generous oceanfront lot, along this culturally rich coastline. Designed for seamless indoor–outdoor living, the home features open living areas, expansive lanais, and architectural elements that embrace the surrounding natural beauty. Enjoy breathtaking sun and moonrises, with the tranquility that defines life in Hana. Minutes to beaches, eateries, waterfalls, and off the world-famous Road to Hana. E Komo Mai! Come make this 3 bed 2.5 bath enchanting oceanfront home yours.

4955 Uakea Rd, Hana

Listing courtesy of Keller Williams Realty Maui-Ka.

54-333 Union Mill Rd, KAPAAU
$1,999,000
5 Beds ⋅ 4 Baths ⋅ 725499 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status
Since 1885, the Union Mill Plantation Manager's Estate has stood as one of North Kohala's most gracious landmarks — a beautifully restored residence set on park-like grounds that feel worlds away from modern Hawaiʻi. 5 bedrooms, 3.5 baths, and over 4,200 sq ft of soaring ceilings, period craftsmanship, and serene garden views from nearly every room — surrounded by century-old Monterey cypress, royal palms, and a botanical sanctuary of 30+ plant species including avocado, lychee, citrus, breadfruit, pineapple, orange, and more. Listed on the Hawaiʻi State Historic Register, the property carries an extraordinary financial advantage: real property taxes of approximately $200/year. This is not simply a home — it is a once-in-a-generation opportunity to steward a genuine piece of Hawaiian history, rich with character, legacy, and timeless architectural elegance. The 1.34-acre compound spans two parcels and five structures — main residence, original caretaker's cottage, garage/workshop, 4-stall carport, and storage building. Modern infrastructure throughout: fiber-optic internet, county water, overhead power — alongside an updated kitchen, laundry room, and workshop, offering a rare blend of historic charm and modern-day livability. Located in Lava Zone 9 and Flood Zone X — among the most desirable and lowest-risk designations on the Big Island, adding peace of mind to this exceptional offering. Positioned on quiet, private Union Mill Road between Hawi and Kapaʻau — just minutes to local markets, restaurants, schools, and the iconic King Kamehameha I Statue — yet surrounded by towering trees and gentle trade winds where the outside world feels wonderfully far away. Experience the slower rhythm and authentic charm that define life in North Kohala.

54-333 Union Mill Rd, KAPAAU

Listing courtesy of eXp Realty.

5-7330 Kuhio Hwy Unit B, HANALEI
$1,999,000
2 Beds ⋅ 2 Baths ⋅ 719166 MLS ⋅ ['Fee Simple'] Tenure ⋅ ACTIVE Status ⋅ Havana BLDG.
This Enchanting 2 bedroom flag lot Cottage situated on a lush tropical quarter acre in Hāʻena, is considered by many to be one of the most “magical” spots in all the Hawaiian Islands. Imagine living a moment’s walk away from a variety of exquisite white sand beaches, and waking up each morning to a symphony of exotic birds chirping. As you sit on the expanded Ipe deck, sipping your favorite morning beverage, gazing at the stunning Makana Mountain Range, you’ll pinch yourself to make sure you’re not dreaming. The Cottage has been lovingly curated inside, and out. You’ll have to see for yourself how the Owner/Interior Designer worked her magic to bring out the best of this classic Lindal Cedar Home…ready for you to make it your own special creation. The Lofted Ceiling’s and large Pane Windows not only enhance the bright and uplifting living space, but also invite in all the surrounding natural beauty in as well. There is large closed in Lanai that offers a pleasant place to read or relax and can also accommodate a large dining table to entertain family and friends. A 200sf “Shed” mirrors the look and design of the Main House. This extra space could be used as an Artist Studio, Office, Exercise Studio. If you’re looking for a private Tropical Oasis Retreat, Welcome Home!

5-7330 Kuhio Hwy Unit B, HANALEI

Listing courtesy of Hawaii Life.

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