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4324 Kaikoo Place, Honolulu
$37,500,000
5 Beds ⋅ 9 Baths ⋅ 202528159 MLS ⋅ FS - Fee Simple Tenure ⋅ 313 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
1388 Ala Moana Boulevard Unit 6800, Honolulu
$30,000,000
5 Beds ⋅ 6 Baths ⋅ 202609850 MLS ⋅ FS - Fee Simple Tenure ⋅ 161 DOM ⋅ 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
213 Kaalawai Place, Honolulu
$30,000,000
5 Beds ⋅ 8 Baths ⋅ 202603726 MLS ⋅ FS - Fee Simple Tenure ⋅ 259 DOM
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
51 Kepola Place, Honolulu
$22,000,000
6 Beds ⋅ 10 Baths ⋅ 202606611 MLS ⋅ FS - Fee Simple Tenure ⋅ 204 DOM
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
176 Hanapepe Loop, Honolulu
$16,500,000
6 Beds ⋅ 8 Baths ⋅ 202611158 MLS ⋅ FS - Fee Simple Tenure ⋅ 111 DOM
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
360 Puuikena Drive, Honolulu
$15,950,000
5 Beds ⋅ 7 Baths ⋅ 202615041 MLS ⋅ FS - Fee Simple Tenure ⋅ 82 DOM
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
Honolulu
$14,500,000
5 Beds ⋅ 6 Baths ⋅ 202615821 MLS ⋅ FS - Fee Simple Tenure ⋅ 71 DOM
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
255 & 257 Portlock Road, Honolulu
$14,250,000
6 Beds ⋅ 8 Baths ⋅ 202604666 MLS ⋅ FS - Fee Simple Tenure ⋅ 243 DOM
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
6015 Kalanianaole Highway, Honolulu
$13,275,000
5 Beds ⋅ 7 Baths ⋅ 202611456 MLS ⋅ FS - Fee Simple Tenure ⋅ 134 DOM
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
2470 Kalakaua Avenue Unit 3901/3902 PH, Honolulu
$12,500,000
4 Beds ⋅ 3 Baths ⋅ 202615592 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM ⋅ Waikiki Beach Tower BLDG.
For the discerning buyer who wants only the best in Waikiki, this is a unique residence that would be difficult, if not impossible, to repeat anywhere on the Waikiki beach front. Occupying half of the entire 39th floor, the penthouse is reached through an exclusive private foyer with security few Waikiki homes offer. About 2,200 square feet of interior living space opens onto two lanais, with 330 square feet overlooking Waikiki Beach. Unobstructed ocean views carry from Diamond Head across the full arc of Waikiki Beach to Honolulu. Offered decorated and fully furnished to a very high standard, the home has never been rented, is in pristine condition, and is ready for turnkey occupancy. The current owner has occupied it only three to four weeks a year for the last ten years. Four bedrooms and three bathrooms join a designer kitchen with spacious living areas and four covered parking stalls which are very rare in Waikiki are included. Waikiki Beach Tower offers a pool, barbecue deck, fitness center, valet, concierge, and on-site security. The building even carries approval for short-term rental stays for extra income.

2470 Kalakaua Avenue Unit 3901/3902 PH, Honolulu
3735 C Diamond Head Road, Honolulu
$12,500,000
5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure ⋅ 100 DOM
TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence presents a rare opportunity to own in one of Oahu's most iconic oceanfront enclaves. Situated on a 15,398 sq ft parcel, the home enjoys spectacular unobstructed ocean views, rolling surf, swaying coconut palms & the soothing sounds of the Pacific from an exceptionally private setting. A welcoming courtyard w/ tropical landscaping & signature plumeria tree leads to light-filled interiors w/ vaulted ceilings & an open floor plan showcasing the sparkling azure waters of the Pacific. Expansive living & dining areas flow seamlessly to the oceanfront lanai, grassy seaside lawn, and steps to the water's edge. The kitchen features granite countertops, abundant cabinetry, dine-in seating & a breakfast nook. The oceanfront primary suite enjoys breathtaking views & spa like bath. Four additional bedrooms offer flexibility for family/guests or office. Conveniently located near Kapiolani Park, Diamond HD hiking trails, golf, Farmers Market, Waikiki, restaurants & shopping. A truly rare opportunity to own on Diamond Head Beach.

3735 C Diamond Head Road, Honolulu
1288 Ala Moana Boulevard Unit Alii C, Honolulu
$9,900,000
4 Beds ⋅ 6 Baths ⋅ 202524705 MLS ⋅ FS - Fee Simple Tenure ⋅ 361 DOM ⋅ 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
4561 Aukai Avenue, Honolulu
$9,850,000
5 Beds ⋅ 7 Baths ⋅ 202608794 MLS ⋅ FS - Fee Simple Tenure ⋅ 145 DOM
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
431/433 Portlock Road, Honolulu
$9,000,000
5 Beds ⋅ 4 Baths ⋅ 202616314 MLS ⋅ FS - Fee Simple Tenure ⋅ 64 DOM
Rare opportunity to own a true Portlock oceanfront estate spanning two separate lots totaling approximately 33,276 sq. ft., from the street to the ocean. The existing residence at 433 Portlock Rd offers direct oceanfront living with a swimming pool, covered lanai, generous yard, recently installed split ACs in every room, and ample off-street parking for 10+ vehicles. Enjoy sweeping ocean, Diamond Head, sunset, and Maunalua Bay views from this exceptional setting. Included is an adjacent 15,000+ sq. ft. vacant lot at 431 Portlock Rd, offering the potential to create a private family compound, build a custom residence, or preserve additional open space and privacy. A unique opportunity to own a substantial double-lot estate in one of East Honolulu’s most desirable oceanfront neighborhoods. TMKs: 1-3-9-016-009 and 1-3-9-016-012.

431/433 Portlock Road, Honolulu
2139 Kuhio Avenue Unit 2701-2711, Honolulu
$8,980,000
11 Beds ⋅ 12 Baths ⋅ 202607845 MLS ⋅ FS - Fee Simple Tenure ⋅ 189 DOM ⋅ 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
4758 Kahala Avenue, Honolulu
$8,580,000
5 Beds ⋅ 8 Baths ⋅ 202612088 MLS ⋅ FS - Fee Simple Tenure ⋅ 117 DOM
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
4125 Black Point Road, Honolulu
$8,000,000
5 Beds ⋅ 6 Baths ⋅ 202507863 MLS ⋅ FS - Fee Simple Tenure ⋅ 581 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
365 Portlock Road, Honolulu
$7,950,000
4 Beds ⋅ 4 Baths ⋅ 202604645 MLS ⋅ FS - Fee Simple Tenure ⋅ 196 DOM
Welcome to an oceanfront jewel on Portlock Road. This meticulously maintained, single-level residence presents four bedrooms and four bathrooms across more than 3,800 square feet of thoughtfully designed living space, where comfort and elegance blend seamlessly with the beauty of the Pacific. From the moment you open the front door, your gaze is drawn straight through the home to sweeping ocean views, with Diamond Head framed perfectly against radiant sunset skies beyond. The privately positioned primary suite serves as a tranquil retreat, capturing expansive ocean vistas and gentle trade winds. Designed for effortless entertaining, the well-appointed kitchen features marble countertops, two stoves, and two refrigerators-ideal for gatherings both intimate and grand. The spacious great room flows seamlessly to a covered lanai, extending to the pool and exquisitely landscaped grounds. Private, quiet, and serene, this exceptional residence is a true oasis-an inviting sanctuary to relax and savor refined oceanfront living.

365 Portlock Road, Honolulu
509 Moaniala Street, Honolulu
$7,800,000
7 Beds ⋅ 10 Baths ⋅ 202617765 MLS ⋅ FS - Fee Simple Tenure ⋅ 40 DOM
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
5599 Kalanianaole Highway, Honolulu
$7,000,000
5 Beds ⋅ 7 Baths ⋅ 202614361 MLS ⋅ FS - Fee Simple Tenure ⋅ 86 DOM
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
935 Koloa Street, Honolulu
$6,950,000
7 Beds ⋅ 7 Baths ⋅ 202619636 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM
Modern Luxury Meets Island Living in Kahala. Discover the epitome of luxury island living in this stunning, newly built two-story residence in the prestigious Kahala neighborhood. Thoughtfully designed with sophisticated architecture, elevated finishes, and seamless indoor-outdoor living, this exceptional home offers the perfect balance of contemporary elegance and the relaxed spirit of Hawaii. Designed for both grand entertaining and everyday comfort, the home features multiple outdoor entertainment spaces that invite you to enjoy the island lifestyle year-round. Take a refreshing dip in the private pool, host unforgettable gatherings under the Hawaiian sky, or unwind in your own secluded retreat with cabana. With generous living spaces spanning two levels, every detail is designed to deliver comfort, style, and effortless functionality. Set in one of Oahu’s most sought-after residential communities, this exceptional new build presents a rare opportunity to experience modern luxury in the heart of Kahala.

935 Koloa Street, Honolulu
3849 Poka Street, Honolulu
$6,900,000
7 Beds ⋅ 8 Baths ⋅ 202601735 MLS ⋅ FS - Fee Simple Tenure ⋅ 214 DOM
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
3647 Diamond Head Road, Honolulu
$6,888,000
6 Beds ⋅ 7 Baths ⋅ 202603331 MLS ⋅ FS - Fee Simple Tenure ⋅ 265 DOM
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
1555 Kapiolani Boulevard Unit 2301, Honolulu
$6,580,000
4 Beds ⋅ 4 Baths ⋅ 202615747 MLS ⋅ FS - Fee Simple Tenure ⋅ 72 DOM ⋅ One Ala Moana BLDG.
Rarely available 4-bedroom penthouse at One Ala Moana. The residence totals 5,700 square feet, including a private rooftop entertainment terrace of over 1,900 square feet. Twelve-foot ceilings and floor-to-ceiling glass walls run throughout, bringing ocean views into nearly every room and holding sunset exposure year-round. The open kitchen and living area was designed for hosting, with multiple built-in wine refrigerators and enough room to move easily between small dinners and larger gatherings. The primary suite and additional bedrooms offer the same glass-wall views and generous proportions found throughout the unit. Includes 3 parking stalls and a large private storage room. One Ala Moana was developed by the MacNaughton Group and Kobayashi Group and connects directly to Ala Moana Shopping Center, with full-service building amenities, on-site staff, and 24-hour security. A rare opportunity to own a penthouse of this size, elevation, and finish level in the heart of Honolulu. *Bedroom count and lanai square footage do not match tax records.

1555 Kapiolani Boulevard Unit 2301, Honolulu
235 Portlock Road, Honolulu
$6,500,000
7 Beds ⋅ 6 Baths ⋅ 202528543 MLS ⋅ FS - Fee Simple Tenure ⋅ 298 DOM
Tucked behind a gate in prestigious Portlock, this extensively remodeled home offers rare privacy and peace, just a two-minute walk from the beach. Thirty-foot sliding glass doors span the full width of the house and open to a large covered lanai and backyard with a 50-foot saltwater pool and spa. Mature palms along the property line keep the yard secluded. Step through the front door into expansive living spaces with soaring ceilings. The layout includes seven bedrooms, with two large primary suites that each have a private lanai and a luxurious marble bath. A spacious first-floor bedroom-studio with a private entrance, sauna, and kitchenette adds flexibility for guests, a home office, or separate living space. It all sits on a 13,000+ sq ft lot with ¼ shared ownership in a beach access walkway. Costco and two large Hawaii Kai shopping centers, with plenty of restaurants and shops, are a four-minute drive away. Close to the beach, close to everything, in one of the island's most established coastal neighborhoods. Owner financing available.

235 Portlock Road, Honolulu
3210 Diamond Head Road Unit 4, Honolulu
$6,295,000
4 Beds ⋅ 4 Baths ⋅ 202619936 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM ⋅ Leahi Estates BLDG.
Welcome to one of Diamond Head's most unique and architecturally distinctive homes. Designed by award-winning architect Norman Lacayo and perfectly positioned on the ocean-facing slopes of Diamond Head, this incredible residence offers breathtaking ocean views, spectacular sunsets, and exceptional privacy. Featuring over 3,200 square feet of interior living space, expansive covered lanais, soaring ceilings, and beautiful custom woodwork, the home was designed to take full advantage of its remarkable surroundings. The thoughtfully designed multi-level layout seamlessly connects indoor and outdoor living, while the private pool area, surrounded by lush tropical landscaping and a beautiful waterfall, feels like a magical retreat of its own. Check the surf right from your home, walk over to Leahi Park for morning yoga, or simply relax and enjoy the incredible surroundings. Just minutes from Waikiki, Kapiolani Park, and some of Oahu's most iconic beaches, this is a truly one-of-a-kind property. MLS and tax records may vary. Buyers to do their own due dilligence.

3210 Diamond Head Road Unit 4, Honolulu
671 Kahiau Loop, Honolulu
$5,999,999
5 Beds ⋅ 5 Baths ⋅ 202616928 MLS ⋅ FS - Fee Simple Tenure ⋅ 55 DOM
We invite you to discover a home built for legacy—where family stories flourish and generations thrive. Perched within gated Hawaii Loa Ridge on a double rim lot, this Mediterranean-inspired estate commands sweeping, unobstructed views of the ocean, Diamond Head, and the coastline. Sunsets here are nothing short of breathtaking. This 5-bedroom, 4.5-bath residence showcases premium materials imported from Greece and Germany, offering timeless elegance and understated sophistication. Soaring ceilings and abundant windows bathe every room in natural light, with views from nearly every major space.The primary suite is a private retreat, featuring a 400 sq ft lanai, jacuzzi tub, and walk-in closets. The gourmet kitchen, with German cabinetry, opens to a breakfast nook overlooking the sparkling pool and spa. Outside, the pool deck is ideal for entertaining, while the manicured tropical backyard includes an 880 sq ft sport court. Parking for 3+ cars and 24-hour security complete the offering.We would be honored to host your private showing. May this residence become the heart of your family's enduring legacy—warmth, prosperity, and grace, for generations to come. All offers are welcome!

671 Kahiau Loop, Honolulu
4240 Kaikoo Place, Honolulu
$5,995,000
5 Beds ⋅ 6 Baths ⋅ 202618082 MLS ⋅ FS - Fee Simple Tenure ⋅ 30 DOM
SHORT SALE…. A rare opportunity to own one of Diamond Head's most captivating oceanfront estates at amazing price; truly the best value Diamond Head. This Balinese-inspired masterpiece blends timeless island elegance with modern sophistication. Designed to embrace Hawaii's indoor-outdoor lifestyle, the residence opens seamlessly to panoramic ocean vistas and the rhythmic sound of the waves. This five-bedroom sanctuary showcases bespoke finishes, natural textures, and an architectural flow that evokes both serenity and grandeur. The primary suite offers breathtaking ocean views and a spa-like en-suite retreat, while a private guest apartment-complete with its own entrance-provides stunning views of Diamond Head and total privacy for family or guests. Outdoors, a private tropical oasis awaits. Surrounded by lush landscaping, the grounds feature a resort-style pool, elevated spa, fire pit, and tranquil koi pond, creating an atmosphere of peaceful indulgence. Gated and secure, yet minutes from Waikiki Beach and Diamond Head State Monument, this rare offering perfectly balances luxury, seclusion and convenience. it is the premier value in Diamond Head's pristine oceanfront enclave.

4240 Kaikoo Place, Honolulu
28 Moloaa Street, Honolulu
$5,850,000
5 Beds ⋅ 6 Baths ⋅ 202611061 MLS ⋅ FS - Fee Simple Tenure ⋅ 144 DOM
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
2999 Makalei Place, Honolulu
$5,690,000
4 Beds ⋅ 6 Baths ⋅ 202604465 MLS ⋅ FS - Fee Simple Tenure ⋅ 208 DOM
“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

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.

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