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$2,398,000
7 Beds 5 Baths 202601630 MLS FS - Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Realty.

$525,000
2 Beds 1 Baths 202604045 MLS FS - Fee Simple Tenure Diamond Head Surf BLDG.
Available again! THE BEST VALUE IN PUALEI CIRCLE!!! Get in before he rents it out! Now at a COMPELLING new price of $525,000, this is your opportunity to own a great place in a coveted area at an unbeatable value. Welcome to Diamond Head Surf—where midcentury charm meets modern coastal living in the heart of an iconic neighborhood. This is the hands down best layout in the building. The only 2-bedroom unit featuring a bonus extra office room, it has rare versatility today's lifestyle demands. The interior strikes a perfect balance: a lovely kitchen and custom bedroom built-ins honor the building's nostalgic roots, while the open, airy flow provides a fresh canvas for your personal updates. Prime for the ultimate active lifestyle: Surf & Sand: World-class breaks and Gold Coast beaches are just moments away. Green Space: Expansive Kapiolani Park and Diamond Head is your backyard. Local Flavor: Towns top-rated restaurants and boutiques within a short distance. Attractively priced below market, this is an ideal long-term investment or a dream first-time primary residence. Experience the true essence of Honolulu—schedule a showing today! Some photos are digitally enhanced.

3824 Leahi Avenue Unit 215, Honolulu

Listing courtesy of KFG Properties, Inc..

$3,900,000
23 Beds 16 Baths 202603761 MLS FS - Fee Simple Tenure
$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 KleinCo, LLC.

$750,000
3 Beds 2 Baths 202603540 MLS FS - Fee Simple Tenure Regency Park BLDG.
Price Change! RARE 3-bedroom, Upgraded 2-full bath, PET FRIENDLY garden apartment in Regency Park! This is your chance to own a green space in town! This spacious backyard unit in a low-rise, east-facing stack offers cool, private exposure with views of your own lanai and garden. Features include fresh paint, a renovated kitchen with granite countertops and a pull-up breakfast bar, plus a new water heater and a new refrigerator. The living room with a pass-through window to the lanai -- perfect for indoor–outdoor living. Large primary bedroom with two closets and an en suite bathroom. Another bathroom, plus a new side-by-side washer and dryer with storage located in the hallway. It comes with two covered parking stalls—one right outside at ground level—and ample guest parking. Regency Park is on 7+ acres and has resort-like amenities including a pool, workout room, playground, huge park with picnic areas, riverside walk, tennis and basketball courts, onsite management, and 24-hour security. Conveniently located near restaurants and shopping, as well as Chaminade, St. Louis, and UH Manoa. This is a one-of-a-kind property and a great value priced well below the tax assessed value.

3138 Waialae Avenue Unit 325, Honolulu

Listing courtesy of American Dream Realty LLC.

$6,200,000
3 Beds 4 Baths 202524260 MLS FS - Fee Simple Tenure
This three-story, fairy tale of a home, is your dream come true! Divinely placed on the slopes of Diamond Head, this luxurious, custom built, real life fantasy home, overflows with 3,200 square feet of gorgeous living space; with an additional 745 square feet of purposeful, covered lanai areas. The unforgettable finishes throughout the home, will have you living like royalty with the featured high ceilings to the heavens, and thoughtful layout on every floor. You won’t be able to ignore the newly installed engineered, wood flooring, the newly installed carpet, and you’ll be magnetized by the presentation of the newly painted, interior and exterior. Custom cabinetry made from mahogany wood, teak, and koa, partners perfectly with the home’s gourmet kitchen featuring top-of-the-line appliances, and ample counter space. You may feel the need to pinch yourself because of the options you’ll have to enjoy the majestic Pacific Ocean sunsets and views from your private office, or your panoramic outdoor terrace, or from your refreshing pool or hot tub. This is an extraordinary dwelling that redefines luxury, comfort, and convenience, in Honolulu's most exquisite neighborhood.

3210 Diamond Head Road Unit 4, Honolulu

Listing courtesy of eXp Realty.

$1,099,000
5 Beds 2 Baths 202600101 MLS FS - Fee Simple Tenure
BIG PRICE CHANGE~A "DO NOT MISS" CHANCE! For Solid, mid-century custom designed Home in the "Carlos Long" subdivision of Palolo! Property emanates a tropical Country-like feel while remaining close to the amenities & urban life of Kaimuki, Honolulu, Oahu. Only one (1) Owner, lovingly built a spacious layout containing total 5 Bdrms, 2 Baths, 2-Carport parking. Includes special features like a tatami-like area w/ Shoji-style sliding doors that can double as a workout, office/den? - you decide! Well-place Skylights enhance the LARGE living area showcasing solid Lumber, open Wood beams and high vaulted Ceilings. Foundation is a combination of Hollow Tile/Concrete, Wood "Post & Pier" style, and ample crawlspace. Lots of Built-In Cabinets, Shelves, and Closet spaces throughout plus in Master, a "Furo" style tub, His & Her Vanity/Sink spaces. Inside, natural lighting helps promote a constant, tranquil feeling with surrounding Lush green Views of Trees and Mountains that are so peaceful, one can often hear birds and nothing else! Easily can be customized for Home + Work from Home needs, Multi-Generational housing, with room to expand, futher develop. Showings by Appointment only. MAHALO!

2550 Ipulei Way, Honolulu

Listing courtesy of Rainbow Realty International.

$4,750,000
202527707 MLS FS - Fee Simple Tenure
A rare opportunity to create a legacy estate in one of Honolulu’s most prestigious neighborhoods. Set on an expansive 20,021-square-foot parcel along coveted Kahala Avenue, this exceptional homesite offers nearly half an acre of level land—providing the scale and flexibility to design a truly remarkable private residence. Envision resort-style outdoor living, lush tropical gardens, expansive entertaining spaces, and a one-of-a-kind island home tailored to your vision. Ideally positioned moments from the beach, Waialae Beach Park, Waialae Country Club, The Kahala Hotel & Resort, and Kahala Mall, this premier address combines privacy, prestige, and convenience. Estate-sized parcels in Kahala’s coveted beachside enclave are exceptionally rare.

4744 Kahala Avenue, Honolulu

Listing courtesy of Real Broker.

$1,200,000
5 Beds 3 Baths 202524992 MLS FS - Fee Simple Tenure
Big Price Adjustment! Motivated Seller! Spacious Home perfect for large families or multi-generational living! Upstairs consist of 4 bedrooms, 1.5 baths, two living rooms, big open kitchen perfect for gourmet chefs, and downstairs there’s 1 bedroom, living room, bathroom, laundry room & 3 storage areas! Located in private lane with 21 PV Panels, Tesla Batteries, with sweeping views of Waikiki (watch the fabulous fire work displays) and Diamond Head, walking distance from Kapiolani Community College and Diamond Head Theater, minutes away from Waikiki, Kaimuki, Kahala with easy access to shopping, dining, beaches, entertainment and many private and public schools! Fantastic Location! Seller wants to downsize. This home offers the ideal blend of Island Living and Urban Accessibility.

3455A Wela Street, Honolulu

Listing courtesy of Coldwell Banker Realty.

$8,000,000
5 Beds 6 Baths 202507863 MLS FS - Fee Simple Tenure
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 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.