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$1,399,000
6 Beds 4 Baths 202614301 MLS FS - Fee Simple Tenure
Location, location... come see this recently updated, move in ready, Kahala residence. This spacious 6-bedroom, 4-bath residence offers the ideal setup for multi-generational living, extended family, or flexible living arrangements. Offered fully furnished, this turnkey property includes 8 flat-screen TVs, 6 fully furnished rooms and furnished family rooms, making it ready for immediate enjoyment as a rental or residence. The home has been tastefully updated throughout with durable luxury vinyl plank (LVP) flooring, modern finishes, and a recently refreshed stucco exterior that provides excellent curb appeal. Stay comfortable year-round with air conditioning in the bedrooms and two mini-split AC systems serving the main living areas. Conveniently located just blocks from Kahala Mall, Diamond Head, Waikiki, major medical centers, shopping, dining, beaches, and entertainment. Enjoy quick access to downtown Honolulu and easy freeway connections for commuting across Oahu. PRICED TO SELL, WON'T LAST LONG!!

4576 Kalanianaole Highway, Honolulu

Listing courtesy of OahuRE.com.

$1,350,000
6 Beds 2 Baths 202613125 MLS FS - Fee Simple Tenure
Rare opportunity to secure a premier redevelopment site in the prestigious Wilhelmina Rise neighborhood. Situated on an expansive 11,017 sq. ft. lot with breathtaking panoramic views of the city skyline, ocean, mountains, sunsets, and iconic Diamond Head, this property is a true value-add opportunity for investors, builders, developers, and contractors. The existing 6-bedroom, 2-bath residence (approximately 2,532 sq. ft., built in 1962) is in very poor condition, with the structure conveying zero value and offered strictly As-Is. Bring your vision and explore the possibilities to reimagine this exceptional homesite in one of Honolulu's most established neighborhoods. Conveniently located near parks, restaurants, shopping, grocery stores, and everyday conveniences. CAUTION: Property may present safety hazards. Interior access is limited and not recommended without appropriate precautions. Do not enter or access the property without prior approval. Buyer to conduct their own due diligence. Opportunities like this are rare—contact your REALTOR® today for more information.

4326 Sierra Drive, Honolulu

Listing courtesy of ENRG Realty.

$4,498,000
6 Beds 8 Baths 202613193 MLS FS - Fee Simple Tenure
Experience refined island living in this expansive 6 bdrm, 7.5 ba Kahala residence! Set on a level 11,193 sq. ft. lot with an impressive 7,866 sq. ft. of interior living space, this home is designed for grand entertaining and exceptional comfort. Soaring high ceilings and elegant marble flooring anchor the grand living space, seamlessly flowing from the formal living room to the privately situated swimming pool and whirlpool spa—perfect for indoor-outdoor entertaining. Every bedroom features its own en-suite bathroom, offering privacy for family and guests alike. Additionally, the home is thoughtfully appointed with a private sauna and entertainment room—perfect for lounging and gathering. A rare opportunity to own a luxury estate in one of Honolulu’s most prestigious neighborhoods just moments from the shopping and eateries at Kahala Mall!

4327 Kilauea Avenue, Honolulu

Listing courtesy of REMAX Hawaii.

$2,260,000
6 Beds 5 Baths 202613122 MLS FS - Fee Simple Tenure
This Mediterranean Style home is located at the convenient lower section of St Louis Heights with views of Diamond Head & Waikiki coastline. No need to drive up the steep hill. It has 3552 SF of living area: 3Bd/2B upstairs & 3Bd/3B downstairs with separate entrances. The upstairs showcases a modern custom home with high ceiling & sunken living room, central AC in living area & split AC in each bedroom. The downstairs has open floor plan with a delightful porch for morning coffee or evening relaxation. This home has 32 Solar panels owned & on the power purchase agreement with HECO. The electric bill is very low. The effective year built is 1983, with extensive renovation & well maintained. This residence is in move in ready condition. Upstairs is vacant, downstairs has tenant with month to month lease. Please use Brandon Choi at TG King street.

1499 Alencastre Street, Honolulu

Listing courtesy of Shu-Hui Kuo.

$2,295,000
7 Beds 4 Baths 202612032 MLS FS - Fee Simple Tenure
Rare opportunity in the heart of Kaimuki! Situated on an expansive 8,190 sq. ft. lot, this unique property features two separate homes, offering exceptional versatility for multi-generational living, extended family, guests, or rental income potential. The front residence is a timeless Craftsman-style home filled with character and charm. Abundant natural light, soaring ceilings, and classic architectural details create a warm and inviting atmosphere throughout the 5-bedroom, 2-bath floor plan. A charming covered front porch provides the perfect place to relax and enjoy the neighborhood ambiance, while the spacious front yard offers ample room for gardening, entertaining, or play. Privately positioned toward the rear of the property, the second home features a two-story design with high vaulted ceilings and two generously sized bedrooms, each with its own en-suite bathroom. Conveniently located near Kaimuki's popular shops, restaurants, parks, and schools, this special property combines classic island charm with the rare benefit of two separate dwellings on a large lot, in one of Honolulu's most sought-after neighborhoods.

735 9th Avenue, Honolulu

Listing courtesy of Corcoran Pacific Properties.

$3,750,000
8 Beds 6 Baths 202612081 MLS FS - Fee Simple Tenure
Nestled in the prestigious hillside community of Maunalani Heights, this exceptional residence offers an ideal blend of contemporary luxury, expansive living spaces, and breathtaking views of Diamond Head and the Pacific Ocean. Situated on a generous sized lot, the home provides over 5,500 square feet of interior living space designed for both grand entertaining and comfortable island living. The kitchen is a chef's delight, equipped with Sub-Zero and Wolf appliances. The thoughtfully designed floor plan features multiple living areas, spacious bedrooms, and a flexible lower-level suite with a separate entrance, ideal for extended family, or guests. Just moments from Kaimuki's vibrant dining scene, Waikiki’s renowned beaches, Downtown Honolulu’s business district, and some of Oahu’s most highly regarded schools, the property provides the perfect balance of scenic beauty and everyday convenience.

4556 Sierra Drive, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

$2,500,000
7 Beds 7 Baths 202611143 MLS FS - Fee Simple Tenure
Rare opportunity! Expansive 7BD/7BA home on a 7,500 SF R-5 zoned lot with legal duplex potential and stunning Diamond Head views. Designed for flexible living, the property can function as three separate living areas: 2BD/1BA, 1BD/2BA, and 4BD/4BA, making it ideal for multigenerational living, rental income, or extended family use. Features include two primary suites, split A/C throughout, a dumbwaiter elevator, enclosed 4-car garage, and durable hollow tile construction for low-maintenance ownership. Recent upgrades include a new roof (2025), two new water heaters, remodeled downstairs 2BD/1BA unit (2023), and appliances less than 3 years old. Energy-efficient with solar water heating and 46 PV panels. Enjoy beautiful outdoor spaces featuring copper gutters, a koi pond, and a charming tea house. Exceptional versatility, income potential, and location with iconic Diamond Head views.

648 10th Avenue, Honolulu

Listing courtesy of Sanford R. Ujimori Realty, Inc.

$1,398,000
6 Beds 4 Baths 202610891 MLS FS - Fee Simple Tenure
Welcome to your new 2-story, fully functional home. The property is in excellent condition. Built in 2017 and upgraded through 2024 and 2025. The home has been thoughtfully designed for separate living. You could live on one level and rent out the other, as there are separate entrances to upstairs and downstairs. On each level, you'll find 3 bedrooms, 2 full baths, an open concept living area, and a washer and dryer. Each room and living room is also equipped with a split AC unit to keep you cool no matter where you are in the home. Outside, you'll see that the property has been fully enclosed with new metal gates for added privacy and security. In the gates, you'll find 2 storage units, one for each level. The property can fit up to 4 parked cars; 2 tandem parking areas in the front and the back of the property. Call your realtor and schedule your showing!

1768 Palolo Avenue Unit A, Honolulu

Listing courtesy of OahuRE.com.

$1,800,000
6 Beds 3 Baths 202606830 MLS FS - Fee Simple Tenure
Located in the desirable Kapahulu neighborhood. Move in ready. The original 2-bedroom, 1-bath home was built in 1942. In 2005, a two-story 4-bedroom, 2-bath addition was added to the back of the original home, featuring hollow tile construction for the first floor, and wood frame on the second. Easy access to Kahala Mall, Kaimuki Town, Waikiki Beach, Ala Wai Golf Course, Diamond Head and quick access to the H-1 Freeway. Whether you are seeking a home with income potential, a flexible living setup, or a great investment in a prime location, this property delivers the best of island living to suit your needs. Buyer and Buyer's agent to do their own due diligence to verify and confirm all information provided. Sold "AS IS".

3261 Paliuli Street, Honolulu

Listing courtesy of Dower Realty, Inc..

$6,900,000
7 Beds 8 Baths 202601735 MLS FS - Fee Simple Tenure
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 Keller Williams Honolulu.

$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.

$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.

$2,350,000
6 Beds 6 Baths 202603819 MLS FS - Fee Simple Tenure
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 New Star Hawaii Top Realty.

$1,895,000
12 Beds 8 Baths 202601575 MLS FS - Fee Simple Tenure
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 Coldwell Banker Realty.

$6,888,000
6 Beds 7 Baths 202603331 MLS FS - Fee Simple Tenure
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 Marcus Realty.

$12,000,000
6 Beds 4 Baths 202520628 MLS FS - Fee Simple Tenure
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

Listing courtesy of Hawaii Life.

$55,000,000
11 Beds 11 Baths 202520629 MLS FS - Fee Simple Tenure
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 Hawaii Life.

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.