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$1,450,000
7 Beds 7 Baths 202608719 MLS FS - Fee Simple Tenure 130 DOM
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

$2,295,000
9 Beds 7 Baths 202608473 MLS FS - Fee Simple Tenure 135 DOM
Two homes, one lot, endless flexibility. Live in one, rent the other, and let the income work for you every month. The front home is built for space: six bedrooms, four bathrooms, and 4-car parking, with 32 solar panels keeping utility costs low. It's the kind of layout that draws serious, long-term tenants. Tucked behind it, the back home offers a quieter footprint: three bedrooms, two and a half bathrooms, a 2-car garage, and 23 solar panels of its own. Private, comfortable, and easy to fill. Live in either one and the other starts generating income from day one. Minutes from downtown Honolulu, with strong rental demand and short commutes in every direction, 2134 Kanealii St offers two well-appointed homes and a rare kind of flexibility in this market.

2134 Kanealii Avenue, Honolulu

$8,980,000
11 Beds 12 Baths 202607845 MLS FS - Fee Simple Tenure 142 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

$2,680,000
6 Beds 5 Baths 202607680 MLS FS - Fee Simple Tenure 146 DOM
Nestled in a highly desirable Hawaii Kai neighborhood, this exceptional home at 928 Puuomao Place offers breathtaking panoramic views of the ocean, coastline, and surrounding mountains. Enjoy stunning sunrises and tranquil island breezes from this peaceful, elevated location. Situated on a quiet cul-de-sac, the property provides both privacy and convenience-just minutes from world-class beaches, scenic hiking trails, marina activities, shopping centers, dining, and top-rated schools. The home's prime location perfectly balances serene island living with easy access to all that East Honolulu has to offer. A rare opportunity to own a view property in one of Oahu's most sought-after communities.

928 Puuomao Place, Honolulu

$1,950,000
6 Beds 5 Baths 202603875 MLS FS - Fee Simple Tenure 156 DOM
Nestled in the lush and prestigious Manoa Valley, this expansive single-family residence offers a rare blend of space, comfort, and timeless island charm. Featuring 6 bedrooms and 4.5 bathrooms, the home spans 3,588 square feet of living area on a 6,860 square foot lot, providing exceptional flexibility for multigenerational living, extended family, or home office needs. Thoughtfully designed, the spacious floor plan includes generously sized bedrooms, multiple living areas, and abundant natural light throughout. The kitchen and common areas flow seamlessly, ideal for both everyday living and entertaining. Well-appointed bathrooms and ample storage enhance functionality, while the home's layout offers privacy and versatility - Rental opportunity on Lower Level. Set against the tranquil backdrop of Manoa's verdant mountains, this property enjoys a peaceful residential setting while remaining conveniently close to the University of Hawaii, top schools, shopping, dining, and freeway access. Just minutes from town yet surrounded by nature, this is a unique opportunity to own a substantial home in one of Honolulu's most.

2742 Manoa Road, Honolulu

$22,000,000
6 Beds 10 Baths 202606611 MLS FS - Fee Simple Tenure 157 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

$6,900,000
7 Beds 8 Baths 202601735 MLS FS - Fee Simple Tenure 167 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

$14,250,000
6 Beds 8 Baths 202604666 MLS FS - Fee Simple Tenure 196 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

$2,398,000
7 Beds 5 Baths 202601630 MLS FS - Fee Simple Tenure 198 DOM
Back on market! Now is your opportunity to own this multigenerational/flexible-living opportunity in Kuliouou! Main house plus ADU on separate level with separate entrance & driveway! Discover this elegant turn-key residence with breathtaking ocean & mountain view, thoughtfully redesigned with quality craftsmanship & modern comfort throughout. A brand-new 2BD/2BA ADU on the lower level offers exceptional privacy with its own driveway, separate electric meter, full kitchen, laundry & water heater—ideal for extended family / flexible living arrangements. The main home offers 5BD/3BA with oversized lanais, remodeled and expanded in 2026, and features a bright & spacious open-concept kitchen & living area with beautiful lighting. The new kitchen is appointed with granite countertops, soft-close cabinetry, and quality finishes, blending style with functionality. A luxurious primary suite with a walk-in closet, freestanding soaking tub, separate shower, and a serene, spa-like ambiance on the main level. The upper level offers 4BD/2BA, enhanced by ocean & mountain views. Near Kuliouou Trail, community park, basketball & tennis courts, shopping center, dining &water activities

597 Papahehi Place, Honolulu

$1,790,000
6 Beds 2 Baths 202603780 MLS FS - Fee Simple Tenure 206 DOM
Located in the highly desirable Kaka‘ako Development District, this unique property presents outstanding upside with future income potential. Zoning allows for select commercial uses—please refer to the MLS Land Use attachment for permitted development options. Currently configured as a 6-bedroom, 2-bath single- or multi-family home, the residence features a durable tiled lower level and a flexible two-story layout with independent entrances, just one block from Kapi‘olani Boulevard.The upper level offers three bedrooms and a full bath, highlighted by classic plantation-style windows. The lower level includes an additional three bedrooms and full bath, ideal for extended family living or separate occupancy. Both levels include full kitchens, with the upstairs kitchen recently updated with new countertops and upgraded cabinetry. Bathrooms on each floor feature refreshed porcelain tile showers and flooring.A generously sized backyard provides an excellent space for gatherings or outdoor enjoyment. Additional features include a covered carport and on-site coin-operated washer and dryer. Conveniently situated near Ala Moana, Ward Village theaters, shop.

1142 Kamaile Street, Honolulu

$3,900,000
23 Beds 16 Baths 202603761 MLS FS - Fee Simple Tenure 250 DOM
$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

$1,850,000
12 Beds 8 Baths 202601575 MLS FS - Fee Simple Tenure 213 DOM
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

$6,888,000
6 Beds 7 Baths 202603331 MLS FS - Fee Simple Tenure 218 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

$4,500,000
8 Beds 3 Baths 202600153 MLS FS - Fee Simple Tenure 249 DOM
Fabulous opportunity to own a large lot property in Manoa! Keep as is or let your imagination go! Nestled in a peaceful and private setting at the end of a quiet, traffic-free dead end street, this exceptional property offers a rare blend of space, potential, and classic charm on over half an acre of land. This unique compound features three distinct dwellings, providing ultimate flexibility for multi-generational living, rental income, or a private home with ample space for guests and offices. Built in 1950, the homes carry the enduring character of the era, waiting for your personal touch to restore and modernize. The true standout is the unparalleled outdoor space and practical convenience, tons of open space—a dream for owners with multiple vehicles, hobbyists, or hosting gatherings. Adjacent lots 1-2-9-023-013-0000 and 1-2-9-023-003-0000 available to expand to over 3 acres. Property tax reflective of tax exempt status of renter. Actual square footage and bed/bath count may differ from tax records. Buyer to verify all.

2727 Hipawai Place Unit B, Honolulu

$12,000,000
6 Beds 4 Baths 202520628 MLS FS - Fee Simple Tenure 344 DOM
Exceptional Beachfront Luxury on Honolulu’s Iconic Diamond Head! A rare gem on one of Honolulu’s most coveted stretches of beach, this stunning beachfront estate offers an unparalleled lifestyle. Nestled on the prestigious Diamond Head coastline, this exquisite residence sits directly on a pristine white sand beach with crystal-clear waters perfect for snorkeling and a variety of ocean activities. This turnkey home is a true Kama'aina re-treat, offering a balance of comfort and coastal beauty. The property boasts a meticulously manicured lawn, lush tropical landscaping, and an elevated private yard that ensures both serenity and seclusion. Gated entryways provide ultimate privacy and security, making this an ideal retreat. This rare opportunity is exclusively available for purchase either in conjunction with the neighboring property at 3735 Diamond Head Road OR after the larger estate has sold.

3735 Diamond Head Road Unit A, Honolulu

$55,000,000
11 Beds 11 Baths 202520629 MLS FS - Fee Simple Tenure 344 DOM
Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties, spanning over two acres across two adjacent parcels. Zoned R-7.5 and encompassing nearly 89,120 square feet, the estate features two residences and an open lot, offering sweeping ocean views, beachfront access, and exceptional flexibility for development or preservation. Perfectly positioned between Kahala and Waikiki, this property combines luxury, tranquility, and proximity to world-class surfing, shopping, dining, golf, hiking, and more. Offered as a singular acquisition under TMKs 1-3-1-039-042-0000 and 1-3-1-039-005-0000, Ho‘oluana Estate presents a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records. Last four digits of the listing TMK do not exist, these are used only for MLS entry purposes.

3735 Diamond Head Road, Honolulu

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.