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$6,300,000
3 Beds ⋅ 2 Baths ⋅ 202605681 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
A rare opportunity to acquire an incredible Honolulu estate. Built in 1908 by Alfred Castle, this remarkable 13+ acre Tantalus property has been held by just four distinguished families, Castle, McCandless-Marks, Dillingham lineages, and the estate of Juan Hamilton—renowned artist and protégé of Georgia O’Keeffe. A stately drive welcomes you with eucalyptus trees where expansive lawns evoke the elegance of a bygone era and invite grand outdoor gatherings. Panoramic views from Diamond Head to Haleiwa showcase striking sunsets over the Pacific. Fragrant puakenikeni, jasmine and white ginger bloom amid a landscape of moss rock walls, brick pathways, and wooded trails. The buildings are rich with historic details and distinctive architectural finishes. A 60,000-gallon water catchment system underscores the estate’s blend of heritage and stewardship. More than a residence, this is a landmark property awaiting its next chapter—a chance to reimagine one of Honolulu’s great estates. For those drawn to the intersection of history, nature and place, this extraordinary offering represents far more than real estate. It is a legacy to inherit, shape, and preserve for generations to come.

3330 Tantalus Drive, Honolulu

Listing courtesy of Compass.

$7,888,000
4 Beds ⋅ 4 Baths ⋅ 202612440 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Oceanfront elegance awaits in this exceptional Kaimalino residence, perfectly positioned to capture panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This stunning 4-bedroom, 3.5-bath home welcomes you with breathtaking ocean vistas from the living room, dining room, and kitchen, all flowing seamlessly to an expansive lanai and lush backyard that’s ideal for entertaining family and friends, enjoying time with pets, or simply relaxing while taking in spectacular sunrises and sunsets over one of Oahu's most coveted waterfront locations. Upstairs, the spacious primary suite features breathtaking ocean and mountain views, an ensuite bath, walk-in closet, and shared lanai with one of the additional bedrooms, perfect as a guest room or home office. Two more spacious bedrooms complete the upper level, including one with its own ensuite bath and walk-in closet, offering comfort and privacy for family or guests. Located in the highly desirable Kaimalino neighborhood, this prestigious low-key enclave offers stunning coastal scenery and is minutes from the heart of Kailua Town with its renowned beaches, boutiques, cafés, and restaurants.

611 Kaimalino Place, Kailua

Listing courtesy of Hawaii Modern Realty.

$6,088,888
6 Beds ⋅ 6 Baths ⋅ 202611993 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
NEW LISTING!! This truly exceptional waterfront estate on Kaneohe Bay offers rare wide oceanfront frontage, deep-water channel, and a private boat dock with direct access to the bay, sandbar, and open ocean. Sweeping panoramic views of Kaneohe Bay and the Koolau Mountains define this remarkable property. Just moments from Kaneohe Yacht Club, it delivers an unmatched boating lifestyle and a rare opportunity for multigenerational living or a private family compound on a 62,315 sq. ft. (nearly 1.5-acre) R-10 zoned parcel. The estate includes two dwellings. The main residence is a 3-bedroom, 3-bath home with vaulted ceilings, hardwood floors, and renovation potential PLUS an attached 1-bedroom, 1-bath unit offering its own entry, open floor plan, vinyl plank flooring, and covered lanai. A separate 2-bedroom, 2-bath guest residence features soaring vaulted ceilings and a wraparound deck, ideal for entertaining and relaxing. With expansive grounds, ample parking, and exceptional boating access suitable for larger vessels, this is a rare waterfront offering for those seeking space, privacy, and ocean recreation in one of Oahu’s most coveted settings.

44-519 Kaneohe Bay Drive, Kaneohe

Listing courtesy of REMAX Hawaii.

$6,800,000
202612365 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status ⋅ Na BLDG.
BUILD THE NEXT LANDMARK ON THE ICONIC KALAKAUA AVENUE! 1694 Kalakaua Avenue presents a rare redevelopment and investment opportunity along one of Honolulu’s premier commercial corridors. The offering includes a 12,932 SF lot, improved with an existing 7,843 SF mixed-use building. Also included is an "adjacent A-2 zoned 7,497 SF stream lot (TMK 1-2-3-23-10)." With strong visibility, street frontage, and a prime location near Waikiki and Ala Moana, this property offers exceptional potential for investors, developers, and owner-users.

1694 Kalakaua Avenue, Honolulu

Listing courtesy of Coldwell Banker Comm Realty.

$5,895,000
4 Beds ⋅ 3 Baths ⋅ 202612139 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagined in 2019, a comprehensive down-to-the-studs renovation blends refined design with enduring quality. A tranquil waterfall welcomes you home while easy care products such as Resysta siding, a standing seam roof, and Fleetwood doors enhance beauty and functionality. An expansive covered lanai increases living space while perfectly framing Mokulua Island to Mokapu Peninsula views. Natural light abounds throughout the spa inspired primary bedroom suite. A home office/library with built in reading nook offers a dedicated place for a nursery, home office, studio or nature inspired restorative meditation or yoga. Two storerooms flank a spacious garage. Other design elements include walnut kitchen cabinets with generous amounts of storage, an outdoor shower, and a Jacuzzi perfectly situated for stargazing! Additional deeded access from Po’opo’o Pl.; 26,833 sq. ft. land is zoned R-10. Offering an exceptional combination of privacy, sophistication, and timeless elegance, this property is a one of a kind treasure!

211 Luika Place, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

$7,745,000
4 Beds ⋅ 4 Baths ⋅ 202611655 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Set on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island retreat captures the charm and spirit of old Hawai‘i. Nestled at the peaceful end of Lanikai, the property enjoys sweeping views of the Mokulua Islands and unforgettable sunrise panoramas across the turquoise waters. Rich in character, the classic mid-century residence has been thoughtfully updated while preserving its authentic beach-house feel. The main home offers 3 bedrooms and 2.5 baths, complemented by a separate 1-bedroom, 1-bath cottage, perfect for guests or extended family. Designed for effortless indoor-outdoor living, the home opens to a world where the ocean is your backyard. Spend your days snorkeling, kayaking, canoeing, windsurfing, foiling, or fishing just steps from your back door. Surrounded by Lanikai’s powder-soft white sands, gentle trade winds, and crystal-clear waters, this special property offers a rare glimpse of Hawai‘i as it once was. Stroll or bike the neighborhood loop, greet friendly neighbors, and embrace a slower pace of life. A truly rare opportunity to own a piece of Lanikai’s cherished oceanfront legacy, where every day feels like a return to paradise.

1414 Mokulua Drive, Kailua

Listing courtesy of eXp Realty.

$5,795,000
5 Beds ⋅ 6 Baths ⋅ 202612065 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Privately gated and offered fully furnished, this exceptional Mediterranean-inspired estate evokes the ambiance of a private resort. Crowned by a striking turquoise tile roof and surrounded by lush tropical landscaping, the residence blends timeless architecture with Kahala's coveted indoor-outdoor lifestyle. Designed by Pyramid Premier Properties, the home features 5 bedrooms, a den, and 5.5 baths, including dual primary suites—one on the main level and another upstairs. Thoughtfully designed for both everyday living and gracious entertaining, the chef's kitchen is appointed with a Sub-Zero refrigerator, 60-inch Viking gas range, walk-in pantry, and abundant storage. Outside, a private oasis unfolds with a sparkling heated pool, spa, cascading waterfall, and Badu swim jet system for exercise. A whimsical bridge and separate pool cabana with full bath complete the resort-like setting. With an oversized garage, gated entry, and beautifully curated living spaces throughout, this remarkable Kahala retreat offers a rare blend of elegance, comfort, and escape.

917 Iiwi Street, Honolulu

Listing courtesy of Hawaii Life.

$5,950,000
3 Beds ⋅ 2 Baths ⋅ 202606682 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
A rare opportunity to create a legacy waterfront estate on one of Kaneohe Bay’s most exceptional parcels. Stretching just shy of a full acre from Kaneohe Bay Drive to the ocean, this property offers a gentle, park-like slope framed by breathtaking views of the Ko’olau Mountains and iconic Coconut Island, with no view of the Marine Corps Base to interrupt the natural beauty. A winding driveway leads through a canopy of mature trees, creating a private and enchanting arrival experience. The expansive grounds provide a canvas for a world-class custom residence, resort-style pool, guest accommodations, and outdoor entertaining spaces designed to capture Hawaii’s indoor-outdoor lifestyle. An existing home provides rental income or a place to reside while planning and permitting your dream estate. Just moments away, the Kaneohe Bay Yacht Club offers a vibrant waterfront lifestyle with sailing, tennis, pickleball, live music, family events, and the renowned Thursday evening regattas that can be enjoyed from the property itself. Equally appealing, the world-famous Kailua Beach is only a short drive away. Properties of this size, setting, and potential rarely become available.

44-375 Kaneohe Bay Drive, Kaneohe

Listing courtesy of eXp Realty.

$13,800,000
5 Beds ⋅ 7 Baths ⋅ 202611456 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
The Paiko Retreat stands as a true Architectural Masterpiece after a comprehensive restoration. Sitting on over an acre of mature landscaping, Kanewai Spring, waterfalls, and koi ponds, there’s no place quite like this home. A unique estate designed by John Hara in 1983, Hara brings an intentional, open-air feeling to this home like he built at the Honolulu Museum of Art, UH West Oahu, and Punahou School. Spanning 9,295 square feet, the interior is vast, yet warm and deliberate. A dedicated primary wing and private sitting room tucked away from the main entertaining areas, plus four guest bedrooms, each with its own ensuite bath and connected by a custom glass elevator. A media room, family room, and private offices provide space for everyone. The transition to the sweeping lanais is seamless. The grounds carry the calm of a private Japanese resort, with gardens and water features weaving through the property. You have direct frontage on Kanewai Spring feeding into Historic Paiko Lagoon. Because it’s a state wildlife sanctuary, the view is strictly nature—quiet and serene. Evenings here are best spent on the lanai watching shorebirds wade through the shallow waters.

6015 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

$5,300,000
202611622 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Exceptional opportunity to acquire a well-maintained 11-unit concrete apartment building in the highly desirable Makiki neighborhood, directly across from Makiki District Park. This investment property features eleven renovated 1-bedroom, 1-bath units with dens, averaging approximately 644 sq. ft. each. Every unit includes a private lanai and one assigned parking stall, with abundant natural light, cool trade winds, and pleasant views. Residents enjoy the convenience of an on-site coin-operated laundry. Ideally located just minutes from H-1 Freeway access, Punahou School, Maryknoll School, Kapiolani Medical Center, Shriners Children's Hawai?i, shopping, dining, and public transportation. Ownership has invested over $500,000 in recent capital improvements, reflecting pride of ownership and reducing near-term capital expenditure needs. Current rents are below market, providing an attractive value-add opportunity with future income growth potential. Fee Simple. Property to be sold in AS IS condition. Please do not disturb tenants.

1430 Wilder Avenue, Honolulu

Listing courtesy of HI Choice Realty.

$6,200,000
5 Beds ⋅ 6 Baths ⋅ 202611466 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Luxury Kahala Living at Its Finest! This stunning custom residence blends timeless elegance with modern island comfort in one of Honolulu’s most prestigious neighborhoods. Set on an expansive 11,250 sq. ft. lot, this 5-bedroom, 5.5-bath home welcomes you with a dramatic skylit foyer, soaring ceilings, and beautifully crafted stone and hardwood finishes throughout. Designed for effortless indoor-outdoor living, the spacious floor plan flows seamlessly to a private tropical oasis featuring a resort-style pool, pool cabana, and lush landscaped grounds—perfect for entertaining or relaxing in paradise. Just minutes from Kahala Beach, Waialae Country Club, premier shopping, dining, and top schools, this exceptional residence offers the ultimate blend of luxury, privacy, and convenience. A rare opportunity to own a true Kahala gem.

950 Kealaolu Avenue, Honolulu

Listing courtesy of Starts International HI, Inc..

$6,950,000
202611443 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
3 large buildings near Waikiki and Ala Moana Shopping Center. One building is a 3 story hollow tile concrete building and 2- 2 story buildings. This property has great cash flow with significant upside growth. Easy to rent apartments because of strong Tenant demand. Property is a large parcel of land consisting of 14,400 square feet of land. Property is zoned A-2. Property is good for Bill 7 Affordable Project. 18 parking stalls.

1917 Algaroba Street, Honolulu

Listing courtesy of JW REALTY.

$8,900,000
3 Beds ⋅ 4 Baths ⋅ 202609175 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status ⋅ Park Lane BLDG.
Welcome home! A turnkey, fully furnished 3-bedroom Ocean Residence in Building 5 at Park Lane Ala Moana. Ideally located near the lobby, valet, resort-style amenities, & private residential elevator to Ala Moana Center. Enjoy 180-degree views spanning Ala Moana Beach, the Pacific Ocean, & Honolulu's coastline, creating a rare sense of openness and privacy. The spacious floor plan features a generous primary suite with dual walk-in closets, an open-concept kitchen, dining, and living area, and an expansive covered lanai with a built-in BBQ for seamless indoor-outdoor living and entertaining. Designer chandeliers, custom wall coverings, and tasteful upgrades enhance the residence. The home is beautifully presented with interior design by Lauren Rammer Interiors, curated artwork by Tokonoma Arts, and tropical plantings by Omai. Offered fully furnished and move-in ready, this residence presents an exceptional opportunity to enjoy the Park Lane lifestyle from day one. Developed by The MacNaughton Group and Kobayashi Group, Park Lane Ala Moana combines the privacy of an island residence with world-class amenities, security, services & direct access to shopping, dining, and entertainment.

1388 Ala Moana Boulevard Unit 5401, Honolulu

Listing courtesy of Hawaii Life.

$6,350,000
5 Beds ⋅ 5 Baths ⋅ 202611319 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
RARE North Shore luxury retreat with panoramic ocean views to Kaena Point! Elevated approx. 85 ft above sea level and outside the flood zone, enjoy peace of mind, cooling trade winds, and seasonal whale watching from your own property. Ideally located near the world-famous "7 Mile Miracle" surf breaks, Haleiwa, and Turtle Bay Resort. The expansive 5 bedroom, 4 bath main home offers open-concept living, seamless indoor-outdoor flow, and a grand porte-cochere entry. Resort-style grounds feature a pool, jacuzzi, covered outdoor grill, cabana, and hotel quality turf lawn--perfect for entertaining. A detached guest house with full bath plus an attached apartment WITHIN the main home (separate entry + kitchenette) creates strong multi-generational living or income potential. Opportunities like this are limited-- secure your piece of North Shore paradise before it's gone.

59-011 Kamehameha Highway, Haleiwa

Listing courtesy of Keller Williams Honolulu.

$8,480,000
2 Beds ⋅ 3 Baths ⋅ 202611013 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status ⋅ Park Lane BLDG.
A rare opportunity to own at Park Lane Ala Moana, Honolulu's most prestigious address. Residence 6700 is a gracious 2-bedroom, 2.5-bath estate home with a flexible den — ideal as a home office, media room, or guest space. Curvature of Ala Moana Boulevard allows 6700 to sit out proudly in relation to Building 7 to maximize views and natural light. The open kitchen, living, and dining flow effortlessly to an expansive 340sf+ lanai, offering the quintessential Hawaiian indoor-outdoor lifestyle. The primary suite features a dedicated bath and generous closet space, while the second bedroom enjoys its own full bath for complete privacy. Includes two side-by-side parking stalls and a storage room. Park Lane's resort-caliber amenities include concierge and valet service, 24/7 security, pool and spa, fitness center, private dining, wine room, theater, and direct private elevator access to Ala Moana Center.

1388 Ala Moana Boulevard Unit 6700, Honolulu

Listing courtesy of Heyer & Associates LLC.

$10,500,000
5 Beds ⋅ 7 Baths ⋅ 202608794 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Introducing a rare new luxury construction in the heart of Kahala, where no detail has been overlooked. This stunning estate features a primary residence and guest cottage/gym, both crafted with the finest materials, including custom cedar ceilings, copper gutters, high-quality composite roofing, and lava rock accents throughout. Designed for the discerning buyer, the property boasts a resort-style pool, whirlpool, koi pond, custom cedar gazebo, and expansive lava tile patios and walkways. Inside, you will find a marble primary bath tub, custom wood ceilings, lava tile feature walls, acoustic wall paneling, vanities, and interior tiling of the highest caliber. A true one-of-a-kind opportunity to own a brand new, thoughtfully designed luxury home.

4561 Aukai Avenue, Honolulu

Listing courtesy of Compass.

$8,200,000
202610484 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Prime Aiea development opportunity! Level 76,642 sq. ft. lot in a highly convenient location near shopping, schools, dining, the planned Aloha Stadium Entertainment District, Skyline rail station, Pearl Harbor, and freeway access. Final approval in progress for 10 single-family homes and 2 duplex units situated on land areas that vary between 3,318 to 12,666 square feet (4,500 sq ft median) per dwelling via CPR,  Building plans included. In 2024, the tax assessed values for all the original 11 CPR lots were collectively values at a total of $8.2M. Rare chance to develop a residential community in the heart of Oahu. Inquire about possible Seller financing and joint venture. Call listings agents for more information.

99-147 Mikalemi Street, Aiea

Listing courtesy of Locations LLC.

$6,350,000
5 Beds ⋅ 6 Baths ⋅ 202611061 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
This remarkable Estate on 21,832 sq ft lot. 4,577 sq ft of living space all on one level, including swimming pool. This 5 bedroom 5.5 bath has sweeping panoramic views of Diamond Head, Ocean, Mountains and the seasonal Whales, December thru March. Architectural elegance and exceptional craftsmanship throughout. Property to be conveyed "as is".

28 Moloaa Street, Honolulu

Listing courtesy of Tomoko Realty.

$5,678,000
4 Beds ⋅ 3 Baths ⋅ 202610507 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status ⋅ Waiea - 1118 Ala Moana BLDG.
A private 4 bedroom, two-level home with its own 2,799 sf yard/backyard oasis w/green synthetic turf, outdoor kitchen, pool/jacuzzi, separate storage Rm (~130 sf), and across the street from Ala Moana Beach Park. Located in the midst of dynamic Ward Village, this entertainer's paradise also affords access to Waiea's resort-level amenities. Additional highlights: first floor bedRm & full bathRm, attached 2 car garage (~525 sf), mudroom w/a secondary entrance via garage, outdoor Subzero fridge & BBQ, commissioned Maya Hayuk wall mural, front yard water feature, interior furniture/layout by design icon Tony Ingrao, built-in sound system w/outdoor speakers, 12 ft ceilings, hardwood oak flooring, motorized solar shades & blackout curtains, Miele appliances (2 ovens, 2 warming drawers, full size wine fridge). Enjoy spectacular ocean views from the building's 7th floor rec deck, w/ amenities: gym, active/passive exercise Rms, sunset bar, party Rm, chef's kitchen, theater, massage Rm, golf simulation Rm, swim/lap pool, spa, sauna, steam Rm, BBQ pavilions and cabanas. Additionally: concierge, security, dog park, & 5 guest suites. Some photos enhanced. Floor plan in supplements section.

1118 Ala Moana Boulevard Unit 2, Honolulu

Listing courtesy of Jack Tyrrell & Company.

$5,090,000
5 Beds ⋅ 4 Baths ⋅ 202610282 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Open House Cancelled 7/26/26 Nestled in the prestigious Hawaii Loa Ridge, this exceptional residence at 399 Puuikena offers breathtaking 180-degree panoramic views spanning the sparkling Pacific Ocean, coastline, and lush mountain ridges. Enjoy true island luxury with a stunning pool perfectly positioned to capture sunrise, sunset, and sweeping vistas. The elevated setting provides privacy, cooling tradewinds, and a serene atmosphere above the city. Designed for seamless indoor-outdoor living, the home features spacious open living areas, expansive lanais, and large windows that frame the incredible views from nearly every room. Whether relaxing poolside or entertaining guests, this property delivers an unforgettable Hawaii lifestyle experience. Located in a gated, secure community known for its exclusivity, scenic surroundings, and convenient access to beaches, shopping, and dining, this is a rare opportunity to own in one of East Oahu's most sought-after neighborhoods.

399 Puuikena Drive, Honolulu

Listing courtesy of Keller Williams Honolulu.

$6,480,000
2 Beds ⋅ 2 Baths ⋅ 202610016 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status ⋅ Trump Tower Waikiki BLDG.
An exceptionally rare penthouse residence, Residence 3805 at Ka La‘i Waikiki Beach Resort (formerly Trump Tower Waikiki), managed under the prestigious Hilton Worldwide LXR Hotels & Resorts collection, offers one of Waikiki’s most desirable private rooftop experiences. Sweeping unobstructed ocean, coastline, and sunset views surround the approx. 1,500 sq.ft. rooftop lanai featuring a private swimming pool, spa, BBQ area, and exceptional sky-level entertaining space. The rooftop wood decking was fully refinished in July 2026, beautifully refreshing this extraordinary outdoor retreat. Interior living exceeds 2,100 sq.ft. with soaring 10-ft ceilings, elegant Art Deco-inspired furnishings, and refined designer finishes throughout. Separate lanais off the living room and primary bedroom create seamless indoor-outdoor living. The spa-inspired primary suite features a Japanese hinoki soaking tub and private steam sauna. Enjoy renowned resort services including in-room dining, housekeeping, concierge, valet, and premium amenities. The newly completed full lobby renovation offers a beautifully refreshed arrival experience. A rare legacy-worthy residence in the heart of Waikiki.

223 Saratoga Road Unit PHD/3805, Honolulu

Listing courtesy of List Sotheby's Int'l Realty.

$6,998,000
4 Beds ⋅ 5 Baths ⋅ 202610714 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Nestled along one of Oahu’s most coveted stretches of coastline, this exceptional beachfront residence offers a rare combination of privacy, space, and direct access to a secluded sandy beach. Enjoy breathtaking sunrise/moonrise views, "Rabbit Island", Makapuu Lighthouse, and the "Mokes", with the majestic Koolau Mountains providing a dramatic backdrop. Spanning nearly 5,000 square feet of interior living space, the home features 4 bedrooms, a large office, and 5 full bathrooms. An attached guest suite with 2 bedrooms and 2 full bathrooms provides outstanding flexibility for extended family, guests, or a private retreat. Designed to embrace Hawaii’s indoor-outdoor lifestyle, the property offers generous living spaces, abundant natural light, and a tranquil setting. Enjoy the serenity of a private beachfront enclave while remaining conveniently connected, with multiple routes providing easy access to Kailua, Hawaii Kai, Waikiki, and Honolulu International Airport. Whether entertaining, hosting family and friends, or simply enjoying the peaceful rhythm of the ocean, this rare offering delivers the privacy, convenience, and lifestyle of Hawaii beachfront living at its finest.

41-459 Kalanianaole Highway, Waimanalo

Listing courtesy of Corcoran Pacific Properties.

$6,588,888
2 Beds ⋅ 2 Baths ⋅ 202610380 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status ⋅ Diamond Head Apts Ltd BLDG.
Breathtaking ocean views await from every room of "Maluhia," a sanctuary of quiet luxury perched at the edge of Diamond Head. Located within the prestigious Diamond Head Apartments—a landmark oceanfront building masterfully designed by Hawaii’s renowned architect, Vladimir Ossipoff—this fabulous penthouse unit was completely reimagined in 2024. The stunning residence beautifully blends contemporary design with the soulful simplicity of wabi-sabi. The home boasts soaring ceilings, an expansive primary suite, and a spacious, spa-inspired bath. Elegant interiors feature warm Italian natural stones and tiles, custom seamless cabinetry, and a premium Chef's kitchen. Thoughtfully curated with the finest natural materials, the soft textures and clean architectural lines evoke a deeply peaceful atmosphere. Floor-to-ceiling glass frames the Pacific Ocean, effortlessly inviting the outside in. True to its name, Maluhia (Peace) embodies an elevated, restorative lifestyle—a rare retreat where sophistication whispers. Experience the ultimate in Gold Coast oceanfront living, where timeless mid-century architecture meets modern coastal perfection.

2969 Kalakaua Avenue Unit 1201, Honolulu

Listing courtesy of List Sotheby's Int'l Realty.

$5,560,000
4 Beds ⋅ 4 Baths ⋅ 202604939 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
This is not just a rare landmark home standing proudly between the slopes of Diamond head and the turquoise warm waters of Honolulu’s Gold Coast. It is a lifestyle. Urban living rivaling the great international cities, in the most beautiful place on earth with an idyllic climate, a walkable neighborhood and the ocean just steps away. Within a gorgeous mile walk through Kapiolani Park you’ll find yourself amongst the flagship showrooms of the greatest luxury brands, the finest hotels and the most discerning chefs’ restaurants. Within a one minute walk, and without crossing a street, you are lying on the warm coral sands of Makalei beach. After a swim or surf, you return to your two story 4 bedroom home, walled and gated. Serene and secure. Cool and shaded with vistas of coconut palms, towering Diamond Head and the blue pacific ocean to the horizon. Your surroundings provide visual drama, the sound of the ocean, a sky filled with stars and even a hint of the Milky Way to the southeast, and always, the sweet aroma of plumeria. Your home provides sanctuary. Your secure tropical urban paradise surrounded by the air and the water in one of the most desirable neighborhoods on O'ahu.

3063 Diamond Head Road, Honolulu

Listing courtesy of Compass.

$5,284,800
4 Beds ⋅ 4 Baths ⋅ 202610571 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
OPEN HOUSE-SUNDAY 06/28/26 - 2-5pm! PRICE JUST REDUCED! Conveniently located near Kahala Mall, this beautiful property sits on a 12,117 approx sqft lot with a spacious 3,860 approx sqft interior. On the market for the very first time, the home showcases high ceilings, open living spaces, and a refined design throughout. The first floor offers a guest suite, bonus room, and an oversized laundry room. A dramatic staircase connects the first and second floors with an elegant open-to-above design, enhancing the sense of space while inviting an abundance of natural light in the home. The upstairs primary suite features high ceilings and a luxurious layout, while the additional bedrooms are designed with a peaceful ambiance, offering comfort and privacy. Surrounded by mature trees and lush tropical landscaping, this residence enjoys a rare sense of an exclusive setting while still being on a main street. A truly unique opportunity in the highly desirable Kahala neighborhood.

4363 Kilauea Avenue, Honolulu

Listing courtesy of Associated Real Estate Advisor.

$8,300,000
4 Beds ⋅ 3 Baths ⋅ 202610495 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Experience the ultimate oceanfront living with this stunning 3-bedroom, 3-bath single-family retreat. Perfectly positioned along the shoreline, this home offers rare privacy with a grandfathered seawall, creating your own private beach oasis - a truly unique feature in Hawai'i. Step inside to discover an updated interior featuring high-end finishes, modern flooring, and designer touches throughout. The gourmet kitchen is equipped with luxury appliances, perfect for entertaining or enjoying quiet seaside mornings. Outside, unwind in your beachfront jacuzzi as waves roll in, or host guests in an outdoor space that rivals any resort, designed for relaxation and stunning sunrise views. With owned solar panels and tropical landscaping, the property beautifully balances comfort, sustainability, and luxury. Currently operating as a lucrative monthly rental (buyer to verify), this extraordinary home captures the essence of island living - private, peaceful, and unforgettable.

53-841 Kamehameha Highway, Hauula

Listing courtesy of eXp Realty.

$5,280,000
3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kamaaina Beach BLDG.
KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct beach frontage, this charming 1950's cottage harkens back to a slower time in the Islands. Expansive front lawn leads to a Powder White Sand Beach with gentle rolling waves suitable for all ages. Perfect location to build a dream home, restore the existing structure or simply slow down and enjoy the property. Kama'aina Beach CPR. Sold with contents and strictly As-Is. A Rare Beachfront find at this price.

140C N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Island Prop.

$5,985,000
202610227 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
Rare North Shore beachfront multi-dwelling property on 45,346 sq. ft. R-5 zoned lot with panoramic ocean and mountain views. The oceanfront residence is an iconic elevated 3-bedroom, 3-bath "Pole House of Hawaii" structure (1974) featuring a wrap-around covered lanai and direct beach access. A split driveway provides separate access to the beachfront home and two additional mountain-side dwellings. Both units are 2-bedroom, 1-bath homes with one offering an additional half bath. Built in 1955 and 1961, the homes were designed by noted mid-century architect Frank Slavsky & maintain his original concept. This beachfront estate is surrounded by mature tropical landscaping and offers exceptional potential to restore, renovate or reimagine. Large parcels of this size and character on the beach are increasingly rare on the North Shore of Oahu!

67-421 Waialua Beach Road, Waialua

Listing courtesy of Portfolio.

$7,895,000
3 Beds ⋅ 4 Baths ⋅ 202609948 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status
TIMELESS BLACK POINT OCEANFRONT LIVING WITH SPELLBINDING SUNRISES. Beautifully reimagined oceanfront residence in the seaside community of Black Point offers 3 BD + den/4th BD option, 4 BA and over 4,000 sq ft of interior living on a sprawling 23,214 sq ft parcel. Thoughtfully designed w/a linear floor plan paralleling the coastline, every room captures breathtaking oceanfront vistas overlooking rolling waves, the palm lined shores of Kahala Beach & iconic Koko Head beyond. Expansive open living spaces feature vaulted shiplap ceilings, exposed natural wood trusses, walls of glass & a dramatic lava rock fireplace w/koa wood mantel. The sunken oceanfront lounge area is ideal for relaxing while taking in the soothing sounds of the sea & mesmerizing coastline views. The spacious primary suite enjoys extraordinary ocean views & spa inspired bath w/walk in shower overlooking the Pacific. Seaside lanais, tropical gardens, palms & outdoor spaces create wonderful entertaining areas. Black Point residents enjoy private access to the community’s ocean fed saltwater pool. Exceptional privacy, dramatic views & timeless island living in one of Honolulu’s most treasured oceanfront neighborhoods.

4157 Black Point Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

$30,000,000
5 Beds ⋅ 6 Baths ⋅ 202609850 MLS ⋅ FS - Fee Simple Tenure ⋅ ACTIVE Status ⋅ Park Lane BLDG.
A Rare Grand Penthouse Residence—An Exclusive Privilege Reserved for the Select Few. It is your own private sanctuary, undisturbed by the outside world. Here, a unique vista and living space unfold—a setting found nowhere else on earth. The yacht harbor and Waikiki skyline, bathed in the glow of the morning sun. Ahead lies the lush greenery of Ala Moana Beach Park, stretching toward an endless expanse of blue sky and ocean. As day turns to dusk, the sea begins to shimmer, shifting to hues of crimson and gold—ushering in that magical, radiant moment just before the sun dips below the horizon. A breathtaking vista, framed as if it were your own personal work of art. Spanning an expansive 5,700 sqft living space , this residence is a true masterpiece—a harmonious fusion of residential grandeur and cutting-edge luxury. Situated in the heart of Honolulu, it offers absolute privacy, allowing you to savor the profound serenity and liberation typically found only in a private villa.

1388 Ala Moana Boulevard Unit 6800, Honolulu

Listing courtesy of Shimizu Gateways Inc.

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