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Honolulu 3735 Diamond Head Road
Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties, spanning over two acres across two adjacent parcels. Zoned R-7.5 and encompassing nearly 89,120 square feet, the estate features two residences and an open lot, offering sweeping ocean views, beachfront access, and exceptional flexibility for development or preservation. Perfectly positioned between Kahala and Waikiki, this property combines luxury, tranquility, and proximity to world-class surfing, shopping, dining, golf, hiking, and more. Offered as a singular acquisition under TMKs 1-3-1-039-042-0000 and 1-3-1-039-005-0000, Ho‘oluana Estate presents a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records. Last four digits of the listing TMK do not exist, these are used only for MLS entry purposes.$55,000,000
Kailua 508 N Kalaheo Avenue
Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With an impressive 12 beds and 13 baths, this 12,005 square-foot architectural marvel was meticulously designed prioritizing enjoyment with 9 ocean facing bedrooms and 11 private lanais. At 2.2-acres it's the largest residential lot on the Kailua Beachfront. The Primary Hale, boasting 6 beds and 6.5 baths within 5,835 sqft, and the Guest Hale, a companion masterpiece with 6 beds and 6.5 baths spanning 6,170 sqft, offer unparalleled living spaces designed with the perfect combination of luxury comforts and Hawaiian detail. Indulge in resort-style living with a 96,000 gallon pool showcasing a waterfall, slide, jacuzzi, and a private grotto. The 2,000 sqft Pool Cabana with a full kitchen, full bath, spacious loft, and laundry facilities adds an extra touch of convenience and comfort. Mele Komo provides the utmost in privacy and efficiency, featuring 94 photovoltaic panels, privately owned beach access, and stunning views of the famed Mokulua Islands. A unique opportunity to own a true jewel of the Hawaiian coastline.$50,000,000
Honolulu 4505 Kahala Avenue
Spectacular Oceanfront Estate in Prestigious Kahala– Welcome to a stunning oceanfront estate in Kahala, a rare 1.3-acre retreat from street to sea. With 171 linear ft of breathtaking ocean frontage, this newly reimagined home blends contemporary design w/Hawaii’s natural beauty. A gated entrance leads to a grand motor court, setting the tone for exclusivity. Inside the 10,000 sq ft, single-level HM, rich Burma Teak, soaring ceilings, & floor-to-ceiling glass create a seamless indoor-outdoor connection. Walls of glass pocket away, revealing uninterrupted ocean views. The expansive oceanfront lanai, spanning 5,000 sq ft, is designed for intimate gatherings or grand entertaining, featuring a sunken wet bar, built-in BBQ, & multiple lounge areas. The primary suite is a private retreat w/ lanai access & a spa-like bath wrapped in stone. Each guest suite offers its own peaceful escape, w/ separate living areas & serene garden or ocean views. A chef’s kitchen, resort-style beachside pool & spa, & meticulous craftsmanship complete this one-of-a-kind estate. Thoughtfully designed & impossible to replicate, this is oceanfront living at its finest in one of Hawaii’s most prestigious enclaves.$45,000,000
Honolulu 3735- Diamond Head Road
Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet, the estate features an expansive residences and several open lots, offering sweeping ocean views, private/deeded beachfront access, and exceptional flexibility for development or preservation. Perfectly positioned between Kahala and Waikiki, this property combines luxury, tranquility, and proximity to world-class surfing, shopping, dining, golf, hiking, and more. Neighboring property located at 3735 Diamond Head Road A, is also available for sale, presenting a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records.$43,000,000
Honolulu 4324 Kaikoo Place
The Hemmeter Estate is a rare, oceanfront estate located at the end of Kaikoo Place on Black Point. Featuring an extraordinary 339.45 linear feet of ocean frontage, this property offers one of the most expansive coastal settings in Hawaii, with exceptional frontage in the heart of Kaikoo. Blending Hawaiian natural elements with European Renaissance–inspired design, the residence showcases exceptional craftsmanship throughout. Set on 35,870 sq ft of land, the estate offers approximately 21,266 sq ft of interior living, complemented by extensive covered and open lanais ideal for entertaining. Highlights include cast-bronze entry doors, coffered Venetian-inspired ceilings, Italian perlato marble staircases and flooring, carved and finished on-site, a two-story oceanfront living room, and refined Art Deco bronze detailing. Amenities include a private theater, library, entertaining lounge, and grotto pool. The expansive primary suite spans nearly 5,000 sq ft and features dual dressing rooms, a fitness area, and sweeping coastline views. The Hemmeter Estate is an irreplaceable oceanfront estate distinguished by scale, privacy, and architectural significance.$37,500,000
Honolulu 2955 Makalei Place
A Rare Diamond Head Estate with Timeless Elegance and Botanical Distinction- The legacy estate that reflects decades of thoughtful ownership and unmatched care. Lovingly maintained and meticulously upgraded, this refined residence sits on an expansive 34,157 sq ft lot and showcases an extraordinary level of craftsmanship, preservation, and pride. Honoring the property’s architectural heritage while introducing modern enhancements that elevate daily living. From the custom woodwork, curated interiors, and peaceful lanais, every element exudes quality and intention. Central to the plan of the garden, which was meant to create “an oasis in the midst of chaos”, were water features and arbors, which bring shade and structure to the garden with the addition of terraces connected by a winding path. The fountains and water features add visual beauty to the garden, as well. Tucked into the side of one of the lower hillside terraces, the path wanders up to and around a pilates studio and guest cottage. The grounds are a living masterpiece. Breathtaking panoramic ocean and coastal views, minutes from Waikiki resort amenities, private clubs, and beautiful beaches.$34,000,000
Kailua 1240 Mokulua Drive
The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Mokulua Islands from nearly every vantage point. With over 150 linear feet of ocean frontage and a private gated entrance, the estate provides an ideal blend of seclusion, security, and harmony with its natural surroundings. Encompassing more than 10,000 square feet of refined indoor/outdoor living space, this state-of-the-art residence, designed by award winning architect Jim Jennings showcases dramatic ocean and mountain vistas throughout. A guest house and caretaker’s quarters ensure ample accommodation for family and guests. Direct ocean access from the backyard invites an active island lifestyle, from swimming and snorkeling to kayaking, surfing, fishing, or simply relaxing by the pool in your own tropical paradise. This is a rare, Once-In-A-Lifetime offering you won’t want to miss!!$31,000,000
Kahuku 56-1081 Kamehameha Highway
Your own private 170-acre Ranch or farm on Oahu’s North Shore! A rare opportunity to own over 1/3 mile of stunning oceanfront & Beachfront. The Ritz-Carlton just purchased Turtle Bay Resort next door and is expanding with a new hotel and custom homes. This is one of the largest tracks of oceanfront available in Hawaii. It is located next to 2 Championship Golf Courses to the west and a bird sanctuary to the east, offering you privacy, seclusion, and a pristine location. Over 2 miles of sandy beach are located to the east, fronting the bird sanctuary. You can create your own private beachfront horse ranch, farm, aquaculture business, or whatever you can dream of under AG2 Zoning. The sale includes 11 parcels (011, 019, 020, 021, 022, 024, 026, 030, 031, 046, and 049), three homes, and several other structures on the property. Access to the property is from Kamehameha Hwy and Marconi Road. This Oceanfront property is the last of its kind in Hawaii and has enormous potential and would be an amazing family legacy property, Ocean Laboratory, University facility, small farms subdivision, and more. Please click on the drone video tour to see the whole property.$28,800,000
Kahuku 56-1081 Kamehameha Highway
Your own private 170-acre Ranch or farm on Oahu’s North Shore! A rare opportunity to own over 1/3 mile of stunning oceanfront & Beachfront. The Ritz-Carlton just purchased Turtle Bay Resort next door and is expanding with a new hotel and custom homes. This is one of the largest tracks of oceanfront available in Hawaii. It is located next to 2 Championship Golf Courses to the west and a bird sanctuary to the east, offering you privacy, seclusion, and a pristine location. Over 2 miles of sandy beach are located to the east, fronting the bird sanctuary. You can create your own private beachfront horse ranch, farm, aquaculture business, or whatever you can dream of under AG2 Zoning. The sale includes 11 parcels (011, 019, 020, 021, 022, 024, 026, 030, 031, 046, and 049), three homes, and several other structures on the property. Access to the property is from Kamehameha Hwy and Marconi Road. This Oceanfront property is the last of its kind in Hawaii and has enormous potential and would be an amazing family legacy property, Ocean Laboratory, University facility, small farms subdivision, and more. Please click on the drone video tour to see the whole property.$28,800,000
Kahuku 56-1081 Kamehameha Highway
Your own private 170-acre Ranch or farm on Oahu’s North Shore! A rare opportunity to own over 1/3 mile of stunning oceanfront & Beachfront. The Ritz-Carlton just purchased Turtle Bay Resort next door and is expanding with a new hotel and custom homes. This is one of the largest tracks of oceanfront available in Hawaii. It is located next to 2 Championship Golf Courses to the west and a bird sanctuary to the east, offering you privacy, seclusion, and a pristine location. Over 2 miles of sandy beach are located to the east, fronting the bird sanctuary. You can create your own private beachfront horse ranch, farm, aquaculture business, or whatever you can dream of under AG2 Zoning. The sale includes 11 parcels (011, 019, 020, 021, 022, 024, 026, 030, 031, 046, and 049), three homes, and several other structures on the property. Access to the property is from Kamehameha Hwy and Marconi Road. This Oceanfront property is the last of its kind in Hawaii and has enormous potential and would be an amazing family legacy property, Ocean Laboratory, University facility, small farms subdivision, and more. Please click on the drone video tour to see the whole property.$28,800,000
Honolulu 213 Kaalawai Place
Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisal! This modern masterpiece, nestled in the prestigious Cove Area of Diamond Head, offers over 7,465 square feet of living space that seamlessly blends cutting-edge design with island inspiration. From the expansive living areas that capture breathtaking views to the advanced whole-house automation and security systems, this home is a true technological marvel. The chef's kitchen, featuring professional-grade appliances and a spacious butler’s pantry, is a culinary dream. Every corner reveals something extraordinary, from the exquisite interior finishes to the stunning outdoor oasis. This beachfront home represents the pinnacle of island living, now available at an exceptional price that underscores its unmatched quality and prestige. Seize the opportunity to own this extraordinary residence and make it your own private paradise.$26,500,000
Kapaa 00 Aleka Loop
The Coconut Beach Resort development site is offered for sale in connection with the chapter 7 bankruptcy case of SPD II Makaiwa Resort Development, LLC (“SPD”) currently pending as Case No. 23-07153 in the U. S. Bankruptcy Court for the Northern District of Illinois (“Bankruptcy Court”) by the duly appointed and acting trustee (“Trustee”) of the SPD bankruptcy estate. The Trustee is selling the property pursuant to certain bidding procedures to be approved by the Bankruptcy Court (“Bidding Procedures”). The property will be sold pursuant to order of the Bankruptcy Court under Section 363 of the United States Bankruptcy Code free and clear of all liens, claims and encumbrances to the greatest extent authorized under applicable law.$25,000,000
Waimanalo 41-471 Kalanianaole Highway
Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanning nearly 1 acre, this oceanfront property includes 152 linear feet along the Pacific Ocean. Nestled in a private, gated location, the 2 lot compound offers over 8600 sq ft of living area in its main house, guest house, cottage, and studio. Expansive lawns provide mesmerizing views across the ocean to Manama (Rabbit) Island and stunning vistas of the Koolau Mountains. The main house completed in 2022, sets a new standard of quality craftsmanship. Exceptional design, flawlessly executed using premium materials, creates a luxurious, beautiful, and comfortable home. Floor to ceiling sliding glass doors span the oceanfront side, providing spectacular views of the lush landscaping and ocean. The gourmet kitchen includes top of the line appliances, custom walnut cabinetry, and a disappearing pantry consistent with its sleek, modern design. Next door includes a 3BR oceanfront guest house, 2BR cottage and studio. This irreplaceable compound offers its next owner an opportunity to enjoy a spectacular lifestyle with family and friends in a magnificent oceanfront setting.$24,900,000
Honolulu 401 Kamakee Street
Location, Location, Location! This offering presents a unique opportunity to acquire a One-of-a-Kind mix-use building in the thriving Kaka'ako Honolulu area. A highly visible location directly across from Wholefoods attracting substantial vehicular and pedestrain traffic. Only blocks away from all the luxury condos, Ala Moana Mall and Beach Park. 40 on site parking stalls and other options in the area. Well managed, maintained, and remodled through the year. Strong rental rates, Low CAM, controled cost, and 100% occupancy. A great purchase for a future Owner-User, High net worth Investor, or 1031 exchange opportunity. A truely amazing performing property. A must see to believe.$23,280,000
Kahuku (unit #4/20) 57-275 Kamehameha Highway
North Shore Club | Penthouse Residence | Now previewing. An exceptionally rare opportunity to acquire a signature Penthouse at the North Shore Club. This premier 6 bedroom, 7 bath residence offers over 6,029 square feet of exquisitely curated interior living, complemented by more than 1,321 square feet of panoramic lanai space, a private pool, and commanding ocean views. The Residences at the North Shore Club offer a rare chance to own an oceanfront home just steps from the beach and the newly opened Ritz-Carlton Oahu at Turtle Bay Resort. Meticulously designed for refined island living, this residence showcases bespoke finishes, grand-scale great rooms, and seamless indoor outdoor flow to expansive lanais framing uninterrupted Pacific views. Designed for absolute privacy and distinction, this exceptional Penthouse blends contemporary architecture with the raw beauty of Oahu’s North Shore, offering a timeless oceanfront retreat in one of Hawaii’s most rare and irreplaceable settings.$21,000,000
Based on information from the Multiple Listing Service of the HiCentral MLS®, Ltd. active listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by the HiCentral MLS®, Ltd.
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