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$1,450,000
7 Beds 7 Baths 202608719 MLS
Great multi-generational and investment opportunity with this spacious 7-bedroom, 6.5-bath home designed for flexibility and privacy. Thoughtfully configured across multiple living areas, the property offers three distinct spaces with separate entrances, ideal for extended family living or rental income potential. Also well-suited for home care arrangements. The ground level features 3 bedrooms, 2.5 baths, and a dedicated laundry area with private access. The second level offers 3 bedrooms and 3 full bathrooms, enhanced by a pass-through connection to a studio with kitchenette, full bath, private entrance, and its own laundry area. The property is equipped with leased photovoltaic panels and three Tesla Powerwall batteries, providing energy efficiency and long-term utility savings. A private shared driveway leads to a 2-car garage and additional carport parking, offering convenience and functionality. A versatile layout allows for owner-occupancy with supplemental income, or comfortable accommodation for extended household living.

2802 Numana Road, Honolulu

Listing courtesy of Listing Agent: Ania Partin (ania@c21islandHomes.com) from Listing Office: Century 21 Island Homes.

$2,395,000
9 Beds 7 Baths 202608473 MLS
Two homes on one lot. Live in one, rent the other, and let the income work for you every month. The front home offers six bedrooms, four bathrooms, 4-car parking, and 32 solar panels, spacious enough to attract serious tenants and keep them. The back home tucks in quietly behind with three bedrooms, two bathrooms, a 2-car garage, and 23 solar panels, a comfortable and private place to call your own. Whichever you choose to live in, the other is ready to generate rental income from day one.Centrally located with easy access to downtown Honolulu, this is a property that makes sense on paper and feels right in person. Short commutes, high rental demand, and two well-appointed homes make 2134 Kanealii St the kind of opportunity that rarely comes available in this market. Own your home. Offset your costs. Build toward something real. 2134 Kanealii St isn't just a place to live. It's a smarter way to own in Hawaii.

2134 Kanealii Avenue, Honolulu

Listing courtesy of Listing Agent: Paul D Sebastian (pauls@agorahawaii.com) from Listing Office: Agora Hawaii.

$4,485,000
3 Beds 6 Baths 202605472 MLS
Situated on one of Oahu’s most treasured streets in one of the most private, yet convenient neighborhoods, this mid-century contemporary home combines architectural integrity, character and functionality all dressed in a palate of solid and evocative materials. Thin mullioned French windows, brick and custom tile conspire to create a home that is warm, timeless and very much aligned with today’s living. 12 Lumahai St. is a landmark 1975 custom estate representing a compelling renovation opportunity. Set on 15,577 sq. ft. of land, this home offers 3,881 sq. ft. of interior living space and includes a thoughtfully designed main home as well as a separate guest cottage — offering flexibility for multi-generational living, guest accommodation or home gym or office. The home’s terraced architecture cascades toward a stunning pool and deck, framing breathtaking, unobstructed ocean views. Original brick archways, soaring ceilings and bold contemporary lines speak to the craftsmanship of its era and remain ready to anchor a world-class modern renovation. The property invites transformation as few properties on O'ahu offer this combination of scale, privacy, location, views and opportunity.

12 Lumahai Street, Honolulu

Listing courtesy of Listing Agent: Michael Shower (michael.shower@compass.com) from Listing Office: Compass.

$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.

$6,998,000
5 Beds 8 Baths 202607760 MLS
This home is an exceptional buy for the Kahala market. Priced below replacement cost for this INCREDIBLE & RARE to see craftsmanship! Completed in 1993 & built from quality materials & impeccably detailed carpentry. The original décor & finishes of each room was created as a series of elaborate fantasies from Shakespeare to the travels of Napoleon. A dramatic entry boasts soaring ceilings impeccably detailed; a sweeping staircase highlighted by walls of glass; & an extensive use of fine marble & granite throughout. Wide pocketing glass doors joins the interior to the outdoor spaces & pool for relaxing in this splendid residence. The first level includes a grand dining area with a reflective mirrored ceiling, a service bar with a spacious lounge for social gatherings, a library/media room & two bedroom ensuites. On the second level is a billiard area with a step down cozy seating area for spectators to relax. To the right & left of the billiard room are two additional bedroom ensuites. The home includes a 3-car garage & lots of storage areas. Located across the street from the former Weinberg Estate & a direct access to sandy beach for a stroll along the ocean.

4504 Kahala Avenue, Honolulu

Listing courtesy of Listing Agent: Julianna Garris (julie@garrishawaii.com) from Listing Office: Hawaii Life.

$2,042,250
9 Beds 6 Baths 202607482 MLS
Rare Kakaako live-work opportunity in the centrally located Kakaako Community Development District. Situated on approximately 6,000 sq. ft. of level land, this versatile property features three separate living areas offering exceptional flexibility for owner-occupants, remote professionals, shared living arrangements, guest accommodations, or supplemental rental income. The spacious floor plans and generously sized rooms are ideal for home offices, consulting spaces, creative studios, study areas, wellness rooms, or other personal workspaces while maintaining comfortable residential living. Three distinct living areas create privacy and separation, making it easy to balance living, working, and hosting on one property: Upstairs: 3-bedroom, 2-bath residence (~1,241 sq. ft.); Downstairs: a move-in ready 3-bedroom, 2-bath unit (~1,201 sq. ft.); above the carport: 3-bedroom, 2-bath ADU built in 1997 (~1,128 sq. ft.).A rare urban convenience, this property also offers a 6-car tandem carport and long driveway. Thre is the opportunity to combine with the neighboring duplex (additional 6,000 sq. ft. lot) for future redevelopment potential or a larger multigenerational compound.

1128 Alohi Way, Honolulu

Listing courtesy of Listing Agent: Thomas S Kiyabu (tomkiyabu@gmail.com) from Listing Office: Coldwell Banker Island Prop.

$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.

$5,990,000
4 Beds 6 Baths 202604465 MLS
Experience refined island luxury living in this executive-style 4-bedroom, 5.5-bath residence ideally positioned on the slopes of iconic Diamond Head. Encompassing nearly 5,900 sq ft of interior space on an 11,752 sq ft lot, this impressive home captures beautiful ocean and sunset views while offering exceptional indoor-outdoor living. Expansive lanai areas, complemented by a heated pool and spa, create a private retreat designed for effortless entertaining. Soaring ceilings enhance the home’s grand scale and invite abundant natural light throughout. The chef’s kitchen anchors the main living spaces, while separate guest quarters with a private entrance provide flexibility and privacy. Remodeled by Jeff Long in 1995, this distinguished property blends timeless design with a premier location just moments from Kapiolani Park, the Gold Coast, world-famous beaches, and renowned shopping and dining of Waikiki. A rare offering in one of Honolulu’s most prestigious neighborhoods.

2999 Makalei Place, Honolulu

Listing courtesy of Listing Agent: Myron N Kiriu (Myron.Kiriu@remaxhawaii.com) from Listing Office: REMAX Hawaii.

$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.

$4,980,000
5 Beds 7 Baths 202528395 MLS
Perfectly situated on one of the prettiest tree-lined drives in Honolulu, known for its refined estates, this gorgeous classic treats you to panoramic Diamond Head, ocean, and mountain views. From the luxurious porte-cochere, a lovely hall opens to elegant living and dining rooms with high ceilings. The generous covered lanai and spacious pool overlook the landscaped lawn and magnificent views. You’ll be proud to entertain guests in museum-quality spaces or simply enjoy your serene, indoor-outdoor lifestyle. A desirable ground floor bedroom suite, family room, breakfast room, kitchen and plentiful storage complete the expansive main level. Upstairs are three more large bedroom suites, each with its own bath. A separate cottage provides flexible options for guests or extended living. Attributed to architect C. W. Dickey, who designed the original Halekulani Hotel and other island-style treasures, this home is on the Hawaii Register of Historic Places with property taxes of only $25/month. Lovingly maintained and upgraded with PV and more, the residence offers masterful design, privacy, and views in a stellar location.

2475 Makiki Hts Drive, Honolulu

Listing courtesy of Listing Agent: Lori Makiya (lori.makiya@cbrealty.com) from Listing Office: Coldwell Banker Realty.

$5,500,000
5 Beds 6 Baths 202604792 MLS
Hawaii Loa Ridge is one of Oahu’s most prestigious residential enclaves. Privately positioned within the secluded gated community of The Pointe, this remarkable estate captures commanding ocean vistas and sweeping panoramas stretching toward Koko Head Crater. Designed by architect Mark Lively, the five-bedroom, five-and-a-half-bath Mediterranean masterpiece reflects timeless architectural elegance and exceptional craftsmanship throughout. The main level unfolds with a gracious formal dining room, an expansive family room, and a sumptuous primary suite retreat. A grand living room opens seamlessly to the resort-style pool terrace, where shimmering ocean views create an unforgettable backdrop. Upstairs, an additional en-suite bedroom, a secondary lounge, and two adjoining bedrooms provide both comfort and flexibility. A private maid’s quarters is discreetly integrated for added convenience. An extraordinary offering in one of Honolulu’s most coveted neighborhoods, this residence epitomizes elevated island living — where scale, privacy, and breathtaking horizons converge in effortless sophistication. Property to be conveyed "As Is".

525 Moaniala Street, Honolulu

Listing courtesy of Listing Agent: Lena Lin (listings168@gmail.com) from Listing Office: ECentury Homes Hawaii LLC.

$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.

$3,900,000
23 Beds 16 Baths 202603761 MLS
$975,000 per house! TRY COOPERATIVE ownership-buy w/friends . Each owner gets their own house + rent income from 2 other rentals! DIAMOND HEAD COTTAGES terrific Property Invest-quality property/4 legal full size 2 story individual homes! Flexibility, privacy, comfort & easy living. Views of Kapiolani Park/Waikiki. Loc base Diamond Head 3-6 min.to beach, Kahala Mall; Kaimuki "Foodie" neighborhood; Culinary Inst; Farmer's Market; Kapiolani Park; Zoo; Beach; freeway & bus access etc. Loc boasts the BEST weather on Oahu-sunny blue skies & cooling trade winds. Prime high demand living area. Hayden has City improved sidewalks & underground utilities. EX rental rates & cash flow.3 Homes w/6 bedrooms 2.5+ baths & 4th home has 5 bedrooms 2.5+ baths. Front #1 Liv Area 1,992; Unit "A" (2nd from St) Liv Area 1,792; Unit "B" (3rd from St) Liv Area 1,664;& Unit "C"(end of lane )Liv Area 1,792. A great BUY! Income & Exp. figures short as of Dec 2025 due to vacancy in "B"; now rented for $5,000. "C" now rented $4,850/$5,000.Updated Income & Exp. figures will be provided when available. DREAM property for COOPERATIVE OWNERHSHIP-EACH HOUSE LESS THAN $1M- NOT A CPR. Get Creative! See MLS# 202527826

3331 Hayden Street Unit FRONT,A,B,C, Honolulu

Listing courtesy of Listing Agent: Aleta E Klein (aleta2135@gmail.com) from Listing Office: KleinCo, LLC.

$2,650,000
14 Beds 8 Baths 202603820 MLS
Rarely available multiple dwelling property located in desirable Keeaumoku St. Units are separated as follows: one 3-bedroom with 2 bathrooms, four 1-bedrooms with 1 bathroom each, and 7 bedrooms that share 2 bathrooms without a kitchen. In total 8 bathrooms and 7 parking spots. Currently occupied by multiple tenants that come out to a monthly gross income of $10,245. Annual yearly gross income comes out to around $113,000. The 3-bedroom has a washer/dryer in dwelling. There are 2 coin-operated washers shared by tenants outside. The property was originally built in 1918 but was completely remodeled in 1948 and the second floor was added then. During ownership the current owner repainted, made many repairs, and replaced the roof about 4 years ago. Good investment opportunity and a chance to own land in a residential Makiki neighborhood. To be sold as is.

1542 Keeaumoku Street, Honolulu

Listing courtesy of Listing Agent: Mickey Hyun (mikihyun@gmail.com) from Listing Office: New Star Hawaii Top Realty.

$2,350,000
6 Beds 6 Baths 202603819 MLS
Totally remodeled and built brand new first floor two story single family house in Kapahulu neighborhood. Perfect for three families to live together. Second floor has its own entrance, new kitchen, 3 bedrooms, 2 bathrooms, and living room. Also features a large covered back porch as well as an open front deck. The first floor is separated into two units, 1 bedroom with a new kitchen, new bathroom, and its own separate entrance. The other unit features a new kitchen, 1 living room, 1 large family room, 2 bedrooms and 3 full bathrooms. In total there are 7 split AC units (3 on the 2nd floor, 4 on the 1st floor). The property also features a large carport area where you can fit about 6 compact cars as well as parking on the street. The renovations and additions have been completed with an approved ADU permit. Buyer is to do their due diligence. To be sold as is.

3233 Francis Street, Honolulu

Listing courtesy of Listing Agent: Mickey Hyun (mikihyun@gmail.com) from Listing Office: New Star Hawaii Top Realty.

$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.

$1,895,000
12 Beds 8 Baths 202601575 MLS
Located in desirable Palolo Valley, this four-plex offers an excellent investment opportunity with four separately metered units, each featuring 3 bedrooms and 2 bathrooms, for a total of 12 bedrooms and 8 bathrooms. Each unit includes a private entrance, tile flooring throughout, abundant natural light, granite countertops, and stainless steel appliances. Conveniently situated near schools, public transportation, shopping, dining, and other neighborhood amenities, with easy access to Downtown Honolulu, Waikiki, and major thoroughfares. Property is tenant-occupied. Showings are by appointment only; please allow a minimum of 48 hours' notice. Motivated seller. One or more photos have been virtually enhanced to protect tenant privacy.

1628 9th Avenue, Honolulu

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

$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.

$2,495,000
5 Beds 7 Baths 202602181 MLS
Positioned on a prime rim lot in the highly sought-after Wilhelmina Rise neighborhood, this expansive residence enjoys sweeping panoramic views from the mountains, across the city and Pacific Ocean, to iconic Diamond Head. Situated on a 10,015 square foot lot, the property offers 5,162 square feet of interior living space with a flexible 5 bedroom, 6.5 bath configuration ideal for multi-generational living, guest accommodations, or future income potential. The upper level main residence features 3 bedrooms and 3.5 baths, with a spacious kitchen with handcrafted cabinetry and living areas designed to capture the views. The lower level, with a separate entrance, includes 1 bedroom, a spacious den, and2 full baths, offering excellent separation. A detached cottage adds further versatility. With its elevated setting and substantial square footage, this Wilhelmina Rise home presents a rare opportunity to reimagine a distinctive island residence. Some areas are in average condition, while others would benefit from renovation and repairs. Please do not visit the property without a confirmed appointment, and refrain from trespassing. Please watch the video for more photos!

1732-A Mikahala Way, Honolulu

Listing courtesy of Listing Agent: Gloria C Brasuel (gloriab@cbpacific.com) from Listing Office: Coldwell Banker Realty.

$6,500,000
5 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.

$4,800,000
5 Beds 7 Baths 202528272 MLS
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

Listing courtesy of Listing Agent: Derek Kamm (kammtm@islandproperties.com) from Listing Office: Coldwell Banker Island Prop.

$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.

$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.

$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 (noelshaw@hawaiilife.com) from Listing Office: Hawaii Life.

$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 (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.

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.