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$5,493,000
4 Beds 4 Baths 202601273 MLS FS - Fee Simple Tenure 202 DOM
Luxury living beyond expectations - Sweeping, breathtaking views unfold in a way that can only be fully appreciated in person. Meticulously redesigned and rebuilt, the home blends architectural sophistication with tranquility, oriented to capture expansive ocean views, mountain ranges, and iconic Diamond Head stretching as far as the eye can see. High ceilings, an open floor plan, and beautiful finishes elevate both form and function, with the home thoughtfully designed for effortless entertaining. Expansive living spaces and a seamless indoor/outdoor flow create the perfect setting for gatherings, allowing the home to live as beautifully as it looks. The architectural design is further enhanced by premium, custom-made and imported Eagon aluminum doors engineered for luxury living, offering exceptional thermal performance and effortless function. Refined design, coastal serenity, and craftsmanship that speaks for itself. Walk through video and upgrades and features list attached. Rebuilt in 2023!

132 Poipu Drive, Honolulu

$6,900,000
3 Beds 4 Baths 202528103 MLS FS - Fee Simple Tenure 216 DOM
Rarely will you find a home that evokes quintessential Hawaii living at its finest. This SINGLE LEVEL oceanfront home is located on a LARGE 15,000+lot on prestigious Portlock Rd. It has everything: a beautifully designed Ossipoff home, off-shore breezes, & rare double WIDTH private lane entrance. The local property Owner is the founder of the surf company, Local Motion. He says the area PORTLOCK has the BEST WEATHER IN THE WORLD, the location has direct West exposure w-off-shore breezes, slower living away from the hustle-bustle. Raised in Kailua, the seller has also lived in different areas of Hawaii & chose this area. ONLY a few homes on Portlock Rd. have private land in front, this is one of them. This home sits on the ocean but has NO SAND that attracts people, no music, trash or hanging around. Hawaii Kai has everything needed: 5 surfing areas in front (beginners-advanced), ranked schools, public golf, recreation pools & shopping conveniences. Private & separate entry for Guest room for family or care giving. Hawaii living at its finest; unpretentious, you deserve to live the dream. Rob is a Hawaiian Local & raised in Hawaii all his life & will provide his BIO if asked.

469 A Portlock Road, Honolulu

$4,500,000
8 Beds 3 Baths 202600153 MLS FS - Fee Simple Tenure 218 DOM
Fabulous opportunity to own a large lot property in Manoa! Keep as is or let your imagination go! Nestled in a peaceful and private setting at the end of a quiet, traffic-free dead end street, this exceptional property offers a rare blend of space, potential, and classic charm on over half an acre of land. This unique compound features three distinct dwellings, providing ultimate flexibility for multi-generational living, rental income, or a private home with ample space for guests and offices. Built in 1950, the homes carry the enduring character of the era, waiting for your personal touch to restore and modernize. The true standout is the unparalleled outdoor space and practical convenience, tons of open space—a dream for owners with multiple vehicles, hobbyists, or hosting gatherings. Adjacent lots 1-2-9-023-013-0000 and 1-2-9-023-003-0000 available to expand to over 3 acres. Property tax reflective of tax exempt status of renter. Actual square footage and bed/bath count may differ from tax records. Buyer to verify all.

2727 Hipawai Place Unit B, Honolulu

$2,300,000
4 Beds 4 Baths 202600138 MLS FS - Fee Simple Tenure 220 DOM
Brand new! Beautiful house completed in 2022. 4-bedrooms and 4-bathrooms PLUS 2 extra-large rooms (one of therooms has a big walk-in closet and plumbing ready to hook up - can be used as ensuite). Bright and breezy home!Easy to maintain. Pretty garden views from bedrooms. Flexible floorplan. Designed for one large family or multi-family/generation living with 3 separate entrances. Spacious 3 car garage with storage. Large driveway can park3+additional cars. Second-floor lanai offers incredible ocean, mountain, and valley views. Large lot of 22,510 squarefeet (and no back neighbors). Located at the end of a quiet street, situated in a wonderful neighborhood nearshopping, beaches, schools, and scenic spots like Kuliouou Beach Park, Kuliouou Neighborhood Park, and the RidgeTrail. Peaceful and convenient location, short drive to Koko Marina, world famous Sandy Beach, Hawaii Kai TowneCenter, and Costco!

466 Lani Street, Honolulu

$6,500,000
5 Beds 6 Baths 202528543 MLS FS - Fee Simple Tenure 220 DOM
Tucked behind a private gate in prestigious Portlock, this extensively rebuilt residence offers rare privacy and peacefulness. Thirty-foot sliding glass doors and ceilings open to a large covered lanai and backyard featuring a 50-foot saltwater pool and spa. Mature palms along the property line create a natural privacy buffer. Step through the front door into expansive open living spaces with marble-like Italian porcelain flooring and soaring ceilings. The layout includes five bedrooms with two primary suites — each with a private lanai — plus a versatile bonus room with private entrance and an in-home sauna. Designed by award-winning architect James McPeak and reimagined in recent years, the home features dramatic floor-to-ceiling windows and spa-inspired bathrooms. Set on a 13,000+ sq ft lot with ¼ shared ownership in a nearby beach access walkway. Recent improvements include a new custom roof (2021), updated windows (2022, excluding select doors), and a solar system subject to a power purchase agreement. Just minutes to Costco, Hawaii Kai shopping centers, and dining. A rare offering in one of O?ahu's most established coastal neighborhoods.

235 Portlock Road, Honolulu

$4,800,000
5 Beds 7 Baths 202528272 MLS FS - Fee Simple Tenure 232 DOM
Perched on the eastern facing perimeter of the prestigious Hawai’i Loa Ridge, 875 Ikena Circle brings a unique grandness to Oahu. Enjoy picturesque views of the Pacific Ocean, Hawai’i Kai Marina, Koko Head, and Portlock. A multi level layout provides the ideal recipe for entertainment and multigenerational living. The main level of the home showcases vaulted ceilings and an abundance of natural light. A spacious primary bedroom suite is situated on the main level adjacent to the living room. Make your way downstairs where you are presented with 3 suites along with an additional living room that opens to the pool deck. A detached pool house provides a personal sanctuary that can be utilized as a home office, a space for guests, or a cozy man cave. Amenities within the community include: Gated entry, 24/7 security, tennis & pickleball.

875 Ikena Circle, Honolulu

$37,500,000
5 Beds 9 Baths 202528159 MLS FS - Fee Simple Tenure 235 DOM
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.

4324 Kaikoo Place, Honolulu

$8,875,000
5 Beds 6 Baths 202525308 MLS FS - Fee Simple Tenure 239 DOM
RARE OCEAN ADJACENT ESTATE ON ROYAL PLACE. Between Royal Place and Kahala Avenue lies an extraordinary estate offering privacy, space & refined coastal living just moments from the ocean. Set on a generous 14,809 sq ft parcel, this remarkable residence features 5 generously sized bedrooms & 5.5 baths, highlighted by a dramatic primary suite with open air lanai, dual walk-in closets & spa-inspired bath. Expansive interiors showcase multiple lounge & living areas designed for entertaining, all overlooking stunning landscaped grounds. A versatile studio apartment w/full bath & kitchenette sits above the 4-car garage, connected through a spacious gym complete w/ climbing wall. Outdoors, an array of inviting spaces includes a sizable poolside covered lanai with dedicated dining & entertaining areas, a free-form swimming pool w/ adjacent spa & cold plunge, dramatic water features & lush tropical landscaping filled w/ flowering trees & stately palms. Blending artistry & discretion, this home captures the essence of modern luxury & timeless sophistication. Conveniently located near multiple beaches, golfing, The Kahala Hotel & premier shopping and dining. Truly a very special property.

4366 Royal Place, Honolulu

$1,450,000
3 Beds 2 Baths 202524687 MLS FS - Fee Simple Tenure 272 DOM
Enjoy sweeping skyline and harbor views with a single level floorplan, a rare combination! The private forest in your backyard with conservation land next door provides privacy and shade from majestic trees. Don't miss this luxurious home with no pesky neighboring houses blocking your views or staring into your windows. 3 Bed 2 Bath house with optional 4th Bedroom or home office. Huge porch for outdoor dining, home gym, hot tub socials, BBQs... you decide! Peaceful living with views from Alewa Heights, yet close to Kaka'ako dining, Downtown offices, Ala Moana Mall/Beach, Costco, military bases, and top schools. AC in every bedroom and the living room. Previously rented by doctors, military officers, and corporate renters. 2 reserved parking + 4 bonus parking. Built brand-new in 2021 without any HOA fees, the real deal! The preferred choice for corporate housing, traveling clinicians, film crew, military housing, insurance relocation housing, and families with children attending top schools nearby. Close to Liliha Bakery, Natsunoya Tea House, scenic lookouts and famous hiking trails—giving residents the rare advantage of urban convenience with quick escapes into nature.

654 N Judd Street Unit 658, Honolulu

$4,999,000
3 Beds 3 Baths 202523545 MLS FS - Fee Simple Tenure 300 DOM
RARE, VINTAGE, MINT, BEACHFRONT OSSIPOFF GEM! Experience timeless Hawaii luxury in this exquisite 3-bedroom, 2.5-bathroom single-level home, meticulously crafted by renowned architect Vladimir Ossipoff. Nestled on a pristine, sandy, slight beachfront bluff, this architectural gem harmoniously blends indoor and outdoor living, with breathtaking ocean views+uninterrupted tranquility. Step inside this spacious, airy open floor plan, highlighted by classic mid-century design elements and artistry. The gourmet kitchen, equipped with top-line appliances, flows into the dining+living areas, perfect for entertaining guests or enjoying family evenings. Relax+unwind in the new hot tub, watching the stars above+the cool tradewinds, or stay cool inside, with central air conditioning. The enclosed garage and subtle lighting offer convenience+security. Embrace a lifestyle of elegance and a quiet, timeless luxury this special home beholds, while just minutes to world-class dining, shopping, schools, hospitals, and the best of Honolulu, or Waimanalo, Kailua, Northshore, & West Oahu! Every detail of this dream home embodies thoughtful ambiance, privacy, and the expansive beauty of Ossipoff.

5543 Kalanianaole Highway, Honolulu

$2,028,000
3 Beds 2 Baths 202517514 MLS FS - Fee Simple Tenure 300 DOM
BEAUTIFUL, SOPHISTICATED AND EXTENSIVELY REMODELED!!! Impeccable single level 3 bed/2 bath home in the highly coveted gated community of Queen’s Gate. This home features a completely remodeled kitchen with custom cabinets, quartz countertops, high-end stainless-steel appliances and an island. The primary suite is well-appointed with a sitting area, walk-in closet and a completely remodeled spa-like bath with double vanities, walk-in shower and a free-standing soaking tub. New windows and doors. Vaulted ceilings. Freshly painted interior. Split AC and 24 owned photovoltaic panels keep this home cool and energy efficient. Relax and entertain indoors/outdoors surrounded by a spacious tropical landscaped yard and mountain views. Clubhouse/Recreation Center amenities include a custom kitchen, lounge area with large TV, game table, ping pong, racquetball court and tennis/pickleball courts (soon to be upgraded). A fitness center is in the planning stages to include free weights, multi-gym, recumbent bicycle, treadmill and golf simulator. Experience island living near Sandy Beach, golf course, hiking, restaurants, shopping and baccalaureate schools. This is your DREAM HOME!

1016 Laukupu Way, Honolulu

$43,000,000
5 Beds 7 Baths 202520630 MLS FS - Fee Simple Tenure 313 DOM
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.

3735- Diamond Head Road, Honolulu

$55,000,000
11 Beds 11 Baths 202520629 MLS FS - Fee Simple Tenure 313 DOM
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.

3735 Diamond Head Road, Honolulu

$6,200,000
4 Beds 5 Baths 202519797 MLS FS - Fee Simple Tenure 336 DOM
Classic island elegance harmonizes with contemporary luxury at this distinguished Nu'uanu estate. Thoughtfully designed, this residence offers four bedrooms (including 2 expansive primary suites & 2 private guest suites), along with 4.5 bathrooms & a spacious three-car garage, providing generous accommodations for both family & visitors. A custom architectural layout effortlessly blends indoor & outdoor living, creating seamless spaces for everyday comfort & stylish entertaining amidst lush natural surroundings. The gourmet kitchen is appointed with a striking curved Labradorite granite bar, professional-grade appliances & refined cabinetry, making it both beautiful & functional for culinary endeavors. Meticulously landscaped grounds foster a serene ambiance, anchored by an inviting pool & jacuzzi complemented by a custom-built gazebo for leisure & privacy. A newly constructed meditation deck overlooks Niniko Stream & its tranquil waterfall, adding to the home's sense of retreat. Upon arrival, guests are greeted by a resort-style porte-cochère & leading to a private sanctuary in the heart of Nu'uanu Valley. A TRULY UNIQUE ESTATE THAT MUST BE EXPERIENCED TO BE FULLY​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ APPRECIATED!

18 Homelani Place, Honolulu

$1,599,000
5 Beds 3 Baths 202517371 MLS FS - Fee Simple Tenure 355 DOM
Experience modern living at its finest in this newly constructed home at Villas at Keeaumoku. With its sleek architecture and contemporary design, this property stands out for its clean lines and attention to detail. The main floor offers 3 bedrooms and 2 baths, with an open-concept kitchen, dining, and living area that’s perfect for gathering and entertaining. Large windows invite plenty of natural light, and the layout is designed to take full advantage of cooling trade winds. Downstairs, the flexible 2-bedroom, 1-bath space provides additional living options, ideal for extended family or guests. The fully enclosed yard offers privacy and a serene space for outdoor activities, pets, or unwinding at the end of the day. Centrally located in Honolulu, this home is close to Downtown, Ala Moana, and excellent schools, providing both convenience and a sense of community.

1729 Keeaumoku Street Unit B, Honolulu

$649,000
1 Beds 2 Baths 202509811 MLS FS - Fee Simple Tenure 487 DOM
This unique parcel situated on University Avenue provides a great opportunity to those seeking to build something truly creative! The property is hidden in plain sight, providing solitude and privacy in the heart of university area, as well as a design challenge for those wanting to take advantage of the A-2 zoning and build multi-unit housing. Being sold under November 2024 appraised value! This location is near freeway access in both east and west directions, bus stops, shops, and a popular eateries. Number of bedrooms and baths do not match tax records Carport structure was removed in March 2025. Existing structure may be non-conforming due to interior ceiling height and exterior construction. Bring your architect, contractor, and best planning team to this one! You may be surprised at all the possibilities! Total land Sq. Ft. is approximately 2,523 Sq. Ft. Sold together with TMK 1-2-7-011-060.

756 University Avenue, Honolulu

$8,000,000
5 Beds 6 Baths 202507863 MLS FS - Fee Simple Tenure 503 DOM
It's all about the view...Rare 360-degree panorama that captures breathtaking vistas in every direction. One-of-a-kind retreat designed to immerse you in nature's beauty from glorious Koko Head sunrises to dramatic sunsets over Diamond Head... and mesmerizing wave breaks along the coastline stretch. Improved in 2018, Built in 2008,w/Geoffrey Lewis, Architect. Thoughtful formal, informal and quiet spaces including ground floor suite w/wet bar& separate zoned AC. Heated spa & infinity pool - a masterful design w/its edge seamlessly blending into the horizon as if it flows directly into the ocean below. Easy access to incredible surf breaks and stunning Association's saltwater pool carved in the lava cliff that defines Black Point's charm. Gated and secured community for privacy. This site carries a legacy of ingenuity and distinction, once home to George Hemmeter, renowned inventor whose visionary spirit is echoed in its unique character and reflects the extraordinary essence of his contributions. Once-in-a-lifetime opportunity to own a piece of a prestigious storied history and experience the luxury and serenity that only this exceptional residence can offer.

4125 Black Point Road, Honolulu

$2,500,000
4 Beds 3 Baths 202427892 MLS FS - Fee Simple Tenure 587 DOM
This beautifully designed home is in scenic location close to Tantalus, which is post-card perfect like beautiful village in Switzerland. This house features an elegant, modern with very high ceilings, teak flooring, wooden plantation shutters, new shaker cabinet doors, quartz counters in the kitchen and hall bath, a back yard with newly planted grass sod and a covered lanai with access from the living room. This home also features a Large Bedroom suite, upstairs Sitting Room, and a bedroom and full bath on the main level. Two car garage and additional parking within the property. All that, and in a fabulous location right next to Hanahauoli school 2-minute walk to Punahou schools, close to University of Hawaii, restaurants, hospitals, and easy access to freeway. You will love this home!

1911 MAKIKI Streets, Honolulu

$1,900,000
5 Beds 3 Baths 202417895 MLS FS - Fee Simple Tenure 726 DOM
Property like this rarely comes on the market, with over 20,000 sqft of usable land zoned R-5 in the center of Honolulu! This gently-downsloped, nicely-shaped parcel has plenty of parking and is convenient to transportation. From its sweeping lawns, the mountain and valley views are spectacular. The owners have a topo map plus schematic designs for development of five homes, with sewer connections approved at that time, subject to re-applying--or buyers may build their own dreams! The two houses on the property have some solid qualities and are occupied by tenants, but the property is being sold well below the Assessed Value of even just the land. Don’t miss this amazing opportunity! Also listed on MLS under Multi-Family MLS #202417894.

322 Auwaiolimu Street, Honolulu

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.