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$55,000,000
11 Beds ⋅ 11 Baths ⋅ 202520629 MLS
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

Listing courtesy of Listing Agent: Noel Pietsch Shaw (ShawHawaii@HawaiiLife.com) from Listing Office: Hawaii Life.
$43,000,000
5 Beds ⋅ 7 Baths ⋅ 202520630 MLS
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

Listing courtesy of Listing Agent: Noel Pietsch Shaw (ShawHawaii@HawaiiLife.com) from Listing Office: Hawaii Life.
$37,500,000
5 Beds ⋅ 9 Baths ⋅ 202528159 MLS
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

Listing courtesy of Listing Agent: Anne Hogan Perry (anneperry@compass.com) from Listing Office: Compass.
$30,000,000
5 Beds ⋅ 6 Baths ⋅ 202609850 MLS ⋅ 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 Listing Agent: Tomoko Yamamoto (tomoko@gatewayshawaii.com) from Listing Office: Shimizu Gateways Inc.
$26,500,000
5 Beds ⋅ 8 Baths ⋅ 202603726 MLS
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.

213 Kaalawai Place, Honolulu

Listing courtesy of Listing Agent: Beth Chang (Beth@BethChang.com) from Listing Office: Coldwell Banker Realty.
$22,000,000
6 Beds ⋅ 10 Baths ⋅ 202606611 MLS
When a residence transcends architecture, it becomes a work of art. Set across 1.81 acres in the misted beauty of Nuuanu, LIHIWAI is one of Hawaii’s most iconic historic estates, a rare convergence of land, design, and legacy in a truly cinematic setting. Originally built between 1927 and 1929 for Territorial Governor George R. Carter and designed by Bertram Grosvenor Goodhue, the home has been completely restored and is offered following a meticulous renovation by Welch & Weeks, a museum-quality restoration for modern living. Gracious volumes, natural light, and a refined material palette, including ohia hardwood, old-growth redwood, plaster, bronze windows, and limestone, create spaces that feel both expansive yet intimate. The four-bedroom, seven-bathroom main residence is complemented by two guest homes. The grounds unfold as a private sanctuary with a natural auwai, flowing stream, dramatic waterfall, and heated saltwater pool and spa. Set within Nuuanu Valley, this is a composition of historic pedigree, quiet luxury, and natural beauty. A legacy estate, now coming to market.

51 Kepola Place, Honolulu

Listing courtesy of Listing Agent: Jovanna Giannasio-Fern (jovannagiannasiofern@hawaiilife.com) from Listing Office: Hawaii Life.
$16,500,000
6 Beds ⋅ 8 Baths ⋅ 202611158 MLS
Sophisticated, Modern, Unlimited Ocean Views...Designed to relish in the beauty of magnificent indoor spaces coupled w/ a seamless integration to expansive outdoor living this stunning ultra-luxury residence designed by renowned HI Architect Jim McPeak offers uninterrupted Diamond HD, ocean & coastline views, and the best direct sunset vistas on the island. Situated on Oahu’s Southeastern shoreline overlooking Maunalua Bay this breathtaking 6-BD, 7.5-BA residence offers exceptional appointments & a true private luxury resort experience. The Great Rm welcomes you w/its awe-inspiring panoramic landscapes, soaring custom wood inlaid ceilings, pocketing walls of glass & assortment of natural stone textures. The chef’s kitchen w/prof appliances provides a wonderful connection to both the dining alcove & lounge areas. The Primary Suite w/ secluded sitting nook, seaside lanai and dream spa like bath is stunning, Each BD suite provides a sensory experience & soothing sounds of the ocean waves. This modern-day masterpiece is complete w/ a gated, dual access driveway providing ample onsite parking + garage parking for 3-cars. For those in search of a stunning island villa, welcome home.

176 Hanapepe Loop, Honolulu

Listing courtesy of Listing Agent: Tracy Allen (Tracy@TracyAllenHawaii.com) from Listing Office: Coldwell Banker Realty.
$15,950,000
5 Beds ⋅ 7 Baths ⋅ 202615041 MLS
Set on one of Hawaii Loa Ridge's most coveted lots, this five bedroom, six and one half bath residence delivers uninterrupted views of Diamond Head, the Pacific Ocean, and Honolulu's coastline from nearly every room, with complete privacy from neighbors and the street. Award-winning architect Jeff Long paired steel-and-concrete construction with interiors built by artisans whose past work spans ultra-luxury yachts and the ateliers of Chanel, Cartier, and Hermes. Book-matched travertine and marble carry through the home, alongside Spinneybeck and Holly Hunt Italian leather walls and Molteni closet systems. A pneumatic glass elevator connects the levels, and a private theater and wine cellar round out the entertaining spaces. The Pininfarina-designed kitchen centers on a Taj Mahal quartzite island, Snaidero cabinetry, dual Sub-Zero refrigerators, and Gaggenau appliances. Outside, a saltwater infinity pool and spa sit within a landscaped lanai framed by the same sweeping views. German-engineered shutters, a full security system, and 24-hour gated access make this a genuine lock-and-go estate.

360 Puuikena Drive, Honolulu

Listing courtesy of Listing Agent: Anne Hogan Perry (anneperry@compass.com) from Listing Office: Compass.
$14,500,000
5 Beds ⋅ 6 Baths ⋅ 202615821 MLS
Exceptional Portlock Estate. This oasis is along one of Oahu's most prestigious beaches. Iconic Diamond Head & Sunset Views. Rare Adjacent Vacant Lot. The property features a gated entry, leading to a fabulous private retreat. Inside, you'll find a spacious, flowing floor plan that extends to a beautifully tropical landscaped yard. The home includes a spacious primary bath and a large covered entry. The expansive yard is complete with a pool, waterfall, gas BBQ, and a pavilion, perfect for entertaining. This offering includes 2 separate parcels. A 14,491 sq ft lot with a 2 story 5 bedroom, 5.5 bath home (TMK 1-3-9-3-8) and an adjacent 13,500 sq ft vacant lot (TMK 1-3-9-3-11). To be sold "As Is".

Honolulu

Listing courtesy of Listing Agent: Keiko Soeda (keiko@zenproperties.com) from Listing Office: Zen Properties Incorporated.
$14,250,000
6 Beds ⋅ 8 Baths ⋅ 202604666 MLS
Spectacular beachfront estate ..two separate parcels seamlessly combined.Stroll through immaculately landscaped grounds with soothing waterfalls throughout and a separate guest studio.Fully walled for privacy.Step into this architectural masterpiece designed by well known architect Jeff Long with grand foyer directly looking out to breathtaking beach, ocean, and Diamond Head Views!! Three primary suite-sized bedrooms..one suite on the main level...all enjoying Diamond Head and ocean views. Two other primary suites on the upper level with "Romeo and Juliet" balconies looking down to the foyer.Open floor plan with soaring ceilings ... finished with the finest materials..hardwood floors,wood trim in bedroom ceilings,etched glass touches,floor to ceiling sliding glass doors..close to island themed restaurants by the marina, shopping, Hanauma Bay, Sandy Beach..Your own Private Hawaiian Paradise..Simply STUNNING!! Both TMK's are being sold together for a total purchase price of $14,250,000. This spectacular dream retreat is also a Celebrity Home ... having been featured in multiple episodes of Hawaii Five-O. Your chance to own a piece of Hollywood and paradise all in one !!

255 & 257 Portlock Road, Honolulu

Listing courtesy of Listing Agent: Dolores P Bediones (dolores.bediones@cbrealty.com) from Listing Office: Coldwell Banker Realty.
$13,898,000
7 Beds ⋅ 10 Baths ⋅ 202611234 MLS
Positioned waterside of the iconic Koko Kai cliffs, the Koko Kai Compound presents a once-in-a-generation opportunity to own one of East O?ahu’s most extraordinary legacy estates. Comprising 120 & 128 Hanapepe Loop, each on its own separate TMK, this rare offering blends privacy, flexibility, and an unmatched island lifestyle. Together, the residences offer 7 bedrooms, 6 full baths, 4 half baths, approximately 195 feet of ocean frontage, 2 pools, beach access, a detached surf shack/art studio, a versatile entertainment flex room, expansive indoor-outdoor living, and breathtaking views of Maunalua Bay, lush mountains, and unforgettable sunsets. Oversized glass sliding doors flood both homes with natural light while embracing Hawai?i’s indoor-outdoor lifestyle. Perfect for multigenerational living, fractional ownership, a corporate retreat, or the ultimate surfers’ and water sports enthusiasts’ dream. Ideally located in prestigious Portlock, just moments from Koko Marina, shopping, dining, golf, world-class beaches, and endless ocean adventures. The Koko Kai Compound is an exceptionally rare opportunity to own one of Hawai?i’s most iconic private compounds. More photos to come

120/128 Hanapepe Loop, Honolulu

Listing courtesy of Listing Agent: James Kiko (kiko@kindagentshawaii.com) from Listing Office: Corcoran Pacific Properties.
$13,800,000
5 Beds ⋅ 7 Baths ⋅ 202611456 MLS
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 Listing Agent: Alesia D Barnes (alesia@barneshawaii.com) from Listing Office: Compass.
$10,500,000
5 Beds ⋅ 7 Baths ⋅ 202608794 MLS
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 Listing Agent: Anne Hogan Perry (anneperry@compass.com) from Listing Office: Compass.
$9,900,000
4 Beds ⋅ 6 Baths ⋅ 202524705 MLS ⋅ Hokua At 1288 Ala Moana BLDG.
This remarkable residence is located with the prestigious Hokua luxury condominium in Kakaako, Honolulu, Hawaii. The interior living space is approximately 4,422 square feet plus 2,448 square feet (2nd floor and deck) which is currently used to entertain many guests. Alii C is a custom designed and built home, situated on the 40th floor. From every room, you will be treated to an awe-inspiring ocean or mountain view that elevates your living experience. The unit boasts a spacious layout that is impeccable. The views from this unit encompass the Diamond Head, marina and ocean. Property will be sold AS-IS.

1288 Ala Moana Boulevard Unit Alii C, Honolulu

Listing courtesy of Listing Agent: Rika A Jones (rika@errealty.com) from Listing Office: ER Realty LLC.
$8,980,000
11 Beds ⋅ 12 Baths ⋅ 202607845 MLS ⋅ The Ritz-Carlton Residences Twr 2 - 383 Kalaimoku BLDG.
One of a kind. Owning the entire 27th floor at the Ritz-Carlton Residences Waikiki Beach, specifically in the Diamond Head Tower, represents a pinnacle of luxury retreat to Hawaii. With sweeping views of the Pacific Ocean, Diamond Head Crater, and the Waikiki Skyline, the residence is perfectly positioned to offer both sunrise and sunset vistas. This high-ceiling full-floor residence provides unmatched privacy and exclusivity, consisting of 10 separate units of studios,1 bedrooms & 2 bedrooms. Many of these homes are available fully furnished, making it effortless to move in, generate income through the hotel pool, or begin hosting guests. Beyond the residence, ownership comes with access to the Ritz-Carlton’s signature five-star service. This includes in-residence dining, daily housekeeping (in hotel pool), concierge services, valet parking, and access to world-class amenities like infinity pools, a fitness center, a full-service spa, and top-tier dining. The sale includes 10 units (CPR) 2701 (1BR 1BA), 2702 (0BR 1BA), 2703 (0BR 1BA), 2705 (1BR 2BA), 2706 (1BR 1BA), 2707 (0BR 1BA), 2708 (0BR 1BA), 2709 (0BR 1BA), 2710 (2BR 2BA), & 2711 (0BR 1BA).

2139 Kuhio Avenue Unit 2701-2711, Honolulu

Listing courtesy of Listing Agent: Jordan T Kam (jordank@cbpacific.com) from Listing Office: Coldwell Banker Realty.
$8,950,000
6 Beds ⋅ 6 Baths ⋅ 202614467 MLS
Available now on coveted Kahala Avenue, this recently renovated gated estate offers refined modern island living just moments from the premier access to the sandy shores of Kahala beach. Thoughtfully designed with over 7,100 sq. ft. of indoor-outdoor living, the flexible 6+ bedroom floor plan features multiple living areas, guest accommodations, three separate office areas, a detached fitness bungalow, and a seamless connection to the tropical pool and yard areas. Contemporary upgrades include natural stone flooring throughout, a custom chef’s kitchen with walnut cabinetry, Miele and Wolf appliances, formal dining with a wet bar, and luxury suite retreats on both levels. Complete with an enclosed two-car garage, generous guest parking, and gated privacy, this sophisticated Kahala residence is move-in ready and designed for exceptional island living and entertaining. Access to Kahala Beach and the ocean is conveniently located directly across the street from the property.

4714 Kahala Avenue, Honolulu

Listing courtesy of Listing Agent: Noel Pietsch Shaw (ShawHawaii@HawaiiLife.com) from Listing Office: Hawaii Life.
$8,875,000
5 Beds ⋅ 6 Baths ⋅ 202525308 MLS
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

Listing courtesy of Listing Agent: Tracy Allen (Tracy@TracyAllenHawaii.com) from Listing Office: Coldwell Banker Realty.
$8,580,000
5 Beds ⋅ 8 Baths ⋅ 202612088 MLS
New construction on .41 acres along Kahala Avenue, this 7,741 sq ft residence was designed around light, water and the art of entertaining. Walls of glass rise to soaring ceilings, and three living areas open to one another and to the outdoors in a single continuous flow. At the heart of the home, an interior garden and koi pond bring a stillness felt in every room. Five en-suite bedrooms offer privacy for family and guests. and an attached ADU/guest residence extends the home for visitors or multigenerational living. Studio Becker cabinetry, Miele and Bosch appliances, Italian porcelain tile, and hardwood floors throughout. Minutes from the beach and the Kahala Hotel, where some of Honolulu's best dining is right around the corner.

4758 Kahala Avenue, Honolulu

Listing courtesy of Listing Agent: Anne Hogan Perry (anneperry@compass.com) from Listing Office: Compass.
$8,500,000
5 Beds ⋅ 6 Baths ⋅ 202612765 MLS
This Aukai Avenue residence in Kahala has been remodeled with real intention, not just updated. The floor plan holds five bedrooms, a dedicated office, and multiple gathering spaces across two levels, built for the way people actually live and host in Hawai‘i. On the main level, a formal sitting room, a spacious living room, and an open-concept kitchen with a custom bar open onto a covered lanai set up for formal dining. Two bedrooms on this level lead straight out to the backyard, where a pool, spa, level lawn, and several seating areas do the work of turning outdoor space into living space. Upstairs, three more bedrooms share a second living room, giving the floor its own separation from the rest of the house. The finishes were chosen with care: top-tier appliances, custom closets, built-in cabinetry and shelving throughout. Modern conveniences and amenities include ample storage, a Tesla charger, and a well-equipped gym with a sauna located in one of the main-level bedrooms. Kahala Beach, Waialae Country Club, and the neighborhood's shopping and dining are a short distance away. This is a well-executed renovation in one of Honolulu's most established addresses.

4612 Aukai Avenue, Honolulu

Listing courtesy of Listing Agent: Noel Pietsch Shaw (noelshaw@hawaiilife.com) from Listing Office: Hawaii Life.
$8,000,000
5 Beds ⋅ 6 Baths ⋅ 202507863 MLS
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

Listing courtesy of Listing Agent: Myra Brandt (myra@brandts.com) from Listing Office: Coldwell Banker Realty.
$7,800,000
7 Beds ⋅ 10 Baths ⋅ 202617765 MLS
Designed by renowned local architect Fritz Johnson, this iconic estate is a masterful expression of architecture, craftsmanship, and island living. Custom interiors and furnishings curated through distinguished Italian design bring a sophisticated yet inviting character to the home. Perched within the prestigious gated community of Hawaii Loa Ridge at The Pointe, the “Pink Pineapple Palace in the Sky” commands panoramic views stretching from Diamond Head across the Pacific and along Oahu’s eastern coastline. Encompassing more than 10,000 square feet of interior living, the estate offers seven bedrooms, a garden room, and 9.5 baths. Imported Italian stone, soaring interiors, and expansive living spaces open seamlessly to the surrounding landscape. An infinity-edge pool overlooks the coastline, while a private wine cellar and multiple lanais provide exceptional spaces for entertaining or simply taking in the beauty of island sunsets. A truly rare offering, this remarkable residence combines scale, elegance, architectural distinction, and breathtaking natural beauty in one of Honolulu’s most coveted gated communities.

509 Moaniala Street, Honolulu

Listing courtesy of Listing Agent: Diane O Ito (diane@dianeito.com) from Listing Office: Coldwell Banker Realty.
$7,000,000
5 Beds ⋅ 7 Baths ⋅ 202614361 MLS
Affectionately, known as 'Hotel Aloha,' a masterpiece of opulence, grace & authentic Hawaiian design. This elegant 2-story private residence features 5 spacious en-suite bedrooms, each offering a private luxury bathroom, generous closet space & breathtaking views. Located on a white sandy beach in East Honolulu The upstairs primary suite opens to a sprawling lanai overlooking the heated saltwater pool, spa & the vast Pacific Ocean—perfect for watching the surf & magenta sunsets. For added convenience, a gracious bedroom w/an easy-access walk-in shower is located on the main level. The home showcases exquisite craftsmanship, featuring imported marble flooring & matching fireplace. The gourmet kitchen includes gas cooking. The media room offers a surround sound system. Exterior highlights: automatic gated entry, lushly landscaped grounds & ample parking w/a two-car garage, a tiled driveway for 4 cars & space for a boat. Located off a private, crescent-shaped road shared by only 3 homes, this property offers security & privacy. Additional features: 2 W/Ds, central AC, Steam room & direct Beach access. The pre-listing home inspection completed! Sold fully furnished! Appraised for $7.5M

5599 Kalanianaole Highway, Honolulu

Listing courtesy of Listing Agent: Mariliz Reilly (MarilizReilly@HawaiiLife.com) from Listing Office: Hawaii Life.
$6,900,000
7 Beds ⋅ 8 Baths ⋅ 202601735 MLS
PRICE REDUCED! MOTIVATED SELLER. This luxury home was taken nearly to the studs and rebuilt a few years ago, and it shows. Unobstructed ocean views are framed by 30-foot windows and ceilings spanning the entire front of the house, opening to oversized decks. A rooftop deck adds sweeping views of the coastline, Diamond Head, and the ocean. Quiet, private setting two blocks from Diamond Head Road and a short distance to the beach. Seven bedrooms and six full baths plus two half baths. Includes a separate studio with its own private entrance — one bedroom, one bath, full kitchenette — ideal for multigenerational living, guests, or rental income. Owned 27-panel photovoltaic system keeps energy costs low. Seller financing may be available.

3849 Poka Street, Honolulu

Listing courtesy of Listing Agent: Daniel Ulu (daniel@uluteam.com) from Listing Office: Keller Williams Honolulu.
$6,888,000
6 Beds ⋅ 7 Baths ⋅ 202603331 MLS
BREATHTAKING OCEAN VIEWS take center stage from the moment you step through the front doors of this elevated Spanish-style retreat at the base of world-renowned Diamond Head. Perched above neighboring homes, the property offers rare privacy, open sightlines, and the feeling of a private villa. Inside, graceful arched doorways, soaring ceilings, rich ohia wood floors, and beautiful carpentry reflect the home's timeless character. The layout features multiple living areas, a commercial-style kitchen with stainless steel counters, and three ocean-view bedroom suites with vintage bathrooms, and cedar-lined closets- offering a wonderful opportunity to update and personalize while honoring the home's original charm. Originally built by the Magoon family as a gathering space, the lower level includes two one-bedroom units and a studio, each with separate entrances and access to a shared laundry area. These spaces open to a lush, enclosed garden with fruiting trees and greenery, adding flexibility, income potential, a serene outdoor setting in one of Honolulu's most iconic locations.

3647 Diamond Head Road, Honolulu

Listing courtesy of Listing Agent: Pam Maeda (pamm@marcushawaii.com) from Listing Office: Marcus Realty.
$6,500,000
7 Beds ⋅ 6 Baths ⋅ 202528543 MLS
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

Listing courtesy of Listing Agent: Daniel Ulu (daniel@uluteam.com) from Listing Office: Keller Williams Honolulu.
$6,350,000
5 Beds ⋅ 6 Baths ⋅ 202611061 MLS
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 Listing Agent: Tomoko M Stanyon (stanyontomoko@gmail.com) from Listing Office: Tomoko Realty.
$6,200,000
5 Beds ⋅ 6 Baths ⋅ 202611466 MLS
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 Listing Agent: Hanako Hata (hanako@startshawaii.com) from Listing Office: Starts International HI, Inc..
$5,800,000
4 Beds ⋅ 6 Baths ⋅ 202604465 MLS
“House of Blue Heaven” — an extraordinary Diamond Head estate where architectural heritage meets timeless luxury. Originally designed in 1931 by renowned Hawaii architect Hart Wood, a pioneer of Hawaiian Regional architecture, this distinguished residence reflects his signature fusion of tropical indoor-outdoor living with Japanese and Asian-inspired design. Thoughtfully remodeled by celebrated architect Jeff Long in 1995, the home preserves its historic character while offering refined modern living. This 4-bedroom, 5.5-bath residence encompasses nearly 5,900 sq. ft. of interior living space on an 11,752 sq. ft. lot, with beautiful ocean and sunset views. Soaring ceilings enhance the home’s grand scale and invite abundant natural light throughout. Expansive lanais, a heated pool and spa, and sophisticated indoor-outdoor spaces create an exceptional setting for entertaining and relaxing. Separate guest quarters with private entrance provide flexibility and privacy. Just moments from Kapiolani Park, the Gold Coast, world-famous beaches, and Waikiki’s renowned dining and shopping, this is a remarkable expression of Hawaii architectural history and elevated island living.

2999 Makalei Place, Honolulu

Listing courtesy of Listing Agent: Myron N Kiriu (Myron.Kiriu@remaxhawaii.com) from Listing Office: REMAX Hawaii.
$5,645,000
5 Beds ⋅ 6 Baths ⋅ 202612065 MLS
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 Listing Agent: Jovanna Giannasio-Fern (jovannagiannasiofern@hawaiilife.com) from Listing Office: Hawaii Life.
$5,500,000
5 Beds ⋅ 6 Baths ⋅ 202615998 MLS
A rare sanctuary nestled above the lush foliage of Manoa Valley, this extraordinary furnished estate offers an unparalleled sense of privacy, serenity, and connection to nature. Set on approximately 9.48 acres of beautiful hillside land, this exceptional retreat feels worlds away while remaining conveniently close to Honolulu. The 6,411-square-foot residence features 5 bedrooms, 4 full and 2 half baths, soaring ceilings, expansive windows, refined finishes, and seamless indoor-outdoor living. A 2021 update added a sleek glass elevator. Breathtaking valley, ocean, city, and sunset views unfold throughout the home. Outside, a heated, ionized infinity pool and separate spa create a private resort-like setting, complemented by a built-in grill and multiple outdoor spaces for entertaining or quiet reflection. An owned 39-panel solar PV system and separate solar hot water enhance the home's energy efficiency. More than a residence, this is a true private haven where luxury, nature, privacy, and tranquility converge in one of Honolulu's most coveted valleys.

3473 Paty Drive Unit 243A, Honolulu

Listing courtesy of Listing Agent: Maria Kawananakoa (mk@mkluxuryproperties.com) from Listing Office: Coldwell Banker Realty.

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.