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$9,850,000
5 Beds ⋅ 7 Baths ⋅ 202608794 MLS ⋅ FS - Fee Simple Tenure ⋅ 118 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
$1,748,880
5 Beds ⋅ 3 Baths ⋅ 202610098 MLS ⋅ FS - Fee Simple Tenure ⋅ 118 DOM
Rare opportunity to own three separate homes on one lot! Live in one and rent out the others for added income potential. Situated on a 7,500 sq. ft. lot and zoned R-5, this unique property offers flexibility for homeowners and investors alike. The front home features 992 sq. ft. with 2 bedrooms and 1 bathroom. The middle home offers 300 sq. ft. with 1 bedroom and 1 bathroom, while the back home includes 535 sq. ft. with 2 bedrooms and 1 bathroom. All homes have been freshly painted and are ready for move-in this summer. Ample on-site parking accommodates all residents, and the property enjoys convenient access from multiple directions within the desirable Kaimuki neighborhood. Just minutes from Kaimuki Shopping Center, Kahala Mall, and H-1 freeway access eastbound or westbound, the location offers exceptional convenience to local eateries and markets. Whether you're looking for a multi-generational living arrangement, rental income, or future development potential, the possibilities are endless. Bring your vision and make this property your own. Invest today! Homes have separate electric meters. Please note:Bedrooms do not match tax office records. Showings by appointment only.

1030 16th Avenue, Honolulu
$775,000
7 Beds ⋅ 4 Baths ⋅ 202610202 MLS ⋅ FS - Fee Simple Tenure ⋅ 128 DOM
Tucked at the end of a little lane in Liliha, this is one of those “you’d never know it’s here” kind of properties. With multiple living spaces and separate entrances, this flexible property opens the door to multigenerational living, rental income potential, or the savvy investor looking for their next town opportunity. Previously remodeled with updated kitchen cabinetry and finishes, it blends convenience, charm, and versatility all in one hidden-in-plain-sight location. Minutes to Downtown, hospitals, freeway access, and local favorites, because in Honolulu, location still matters.

1843 Liliha Street Unit F, Honolulu
$3,600,000
6 Beds ⋅ 6 Baths ⋅ 202609253 MLS ⋅ FS - Fee Simple Tenure ⋅ 144 DOM
Get ready for Old Pali living in the modern era! Feast your eyes on this 2022 remodel on a massive 20,000+ squarefoot lot gated for privacy. The main home features 4 bedrooms, 4.5 bathrooms, and offers luxury living. Each bedroom has its own en suite bathroom, walk in closet and all but one are on the main floor, which features luxury vinyl plank flooring. Gourmets will adore the expansive kitchen featuring an 8-burner gas stove, Viking appliances and an island for extra prep space. There's also an adjacent bonus pantry space off the laundry/mud room. This home is perfect for entertaining as there's tons of parking, a great room, a sunken living area with a fireplace and a gigantic outdoor covered lanai. Enjoy indoor outdoor living in Nuuanu with ample yard space. Although it's typically cooler, you can also close everything up and run the split AC and dehumidifiers were cleverly built into the remodel. The property also contains a separate 2-bedroom, 1-bathroom cottage, perfect for visitors or multi-generational living. With its fenced yard, this home is a perfect sanctuary for your furry friends. Must see to appreciate and shown to qualified buyers upon request.

14 Hakumele Place, Honolulu
$2,295,000
9 Beds ⋅ 7 Baths ⋅ 202608473 MLS ⋅ FS - Fee Simple Tenure ⋅ 155 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
$3,985,000
3 Beds ⋅ 6 Baths ⋅ 202605472 MLS ⋅ FS - Fee Simple Tenure ⋅ 157 DOM
Price Reduction! 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 int. 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. Inviting transformation as few properties on O'ahu offer this combination of scale, privacy, location, views and opportunity.

12 Lumahai Street, Honolulu
$4,750,000
5 Beds ⋅ 7 Baths ⋅ 202528395 MLS ⋅ FS - Fee Simple Tenure ⋅ 188 DOM
Rarely does a property of this scale, character, and historic significance become available in Makiki Heights. Perched above Honolulu among mature trees, landscaped lawns, and tropical foliage, this residence enjoys sweeping views from Diamond Head and the Pacific Ocean to downtown Honolulu and beyond. Lovingly maintained and preserved through the years, the home reflects a timeless island sensibility, with generous yet intimate living spaces that accommodate multigenerational living, entertaining, or simply enjoying the tranquility and privacy of its setting. A separate cottage provides flexibility for guests, extended family, creative pursuits, or a home office. Attributed to architect C.W. Dickey, who designed the original Halekulani Hotel, and listed on the Hawaii Register of Historic Places, the home enjoys the rare benefit of property taxes of $300 per year. With an owned photovoltaic system on net metering and a newer roof, the residence has been carefully cared for while retaining the character that makes it so special. The views, setting, and presence remain as compelling today as when it was first conceived.

2475 Makiki Hts Drive, Honolulu
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 202604150 MLS ⋅ FS - Fee Simple Tenure ⋅ 206 DOM
Rare opportunity to own two separate homes on one lot. Two Electrical meters The front home offers 3 bedrooms and 2 bathrooms, remodeled in 2015 and well maintained over the years. Comfortable layout, move-in ready, and easy for everyday living. The detached rear home features 2 bedrooms and 2 bathrooms with 1 bedroom and 1 bath upstairs and 1 bedroom and 1 bath downstairs. There is also an open patio with extra space for outdoor use. Parking for up to 5 vehicles on the property provides good separation and privacy between the two homes. Great option for extended family or rental income while living in the main home. Plenty of parking on the property plus easy street parking nearby. Flexible layout suitable for multi-generational living or investment. Convenient location close to hospitals, markets, and bus routes with easy access to daily necessities. Must see to appreciate.

709 Twin View Drive, Honolulu
$14,250,000
6 Beds ⋅ 8 Baths ⋅ 202604666 MLS ⋅ FS - Fee Simple Tenure ⋅ 216 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
$3,900,000
23 Beds ⋅ 16 Baths ⋅ 202603761 MLS ⋅ FS - Fee Simple Tenure ⋅ 270 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
$2,200,000
5 Beds ⋅ 7 Baths ⋅ 202602181 MLS ⋅ FS - Fee Simple Tenure ⋅ 241 DOM
A New Opportunity at a New Price! Positioned on a prime rim lot in the highly sought-after Wilhelmina Rise neighborhood, this expansive residence has 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, handcrafted cabinetry and living areas designed to capture the views. The lower level, with a separate entrance, includes 1 bedroom, a spacious den, and 2 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.Do not visit the property without a confirmed appointment, and refrain from trespassing.Please watch the video to see more!

1732-A Mikahala Way, Honolulu
$4,500,000
8 Beds ⋅ 3 Baths ⋅ 202600153 MLS ⋅ FS - Fee Simple Tenure ⋅ 269 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
$1,850,000
3 Beds ⋅ 2 Baths ⋅ 202523436 MLS ⋅ FS - Fee Simple Tenure ⋅ 353 DOM
Two properties to be sold together. 1944 10th Ave Apt A, TMK: 3-4-001-041 (Lot - 8,136 sf) with 1-DWELLING, 1944 10th Ave, TMK: 3-4-001-126 (Lot - 4,988 sf), with 1-DWELLING, The two lots total approximately 13,124 sf on R-5 zoning. All improvements to be sold in "As Is" condition. Listing Agent to be On Site for all showings. Please do not disturb tenants. Adjoining 1935 9th Avenue, TMK; 3-4-001-009 (Lot - 15,644 sf) recently sold.

1944 10th Avenue Unit A, Honolulu
$1,850,000
3 Beds ⋅ 2 Baths ⋅ 202523428 MLS ⋅ FS - Fee Simple Tenure ⋅ 353 DOM
Two properties to be sold together. 1944 10th Ave, TMK: 3-4-001-126 (Lot - 4,988 sf), with 1-DWELLING 1944 10th Ave Apt A, TMK: 3-4-001-041 (Lot - 8,136 sf) with 1-DWELLING. The two lots total approximately 13,124 sf on R-5 zoning. All improvements to be sold in "As Is" condition. Listing Agent to be On Site for all showings. Please do not disturb tenants. Adjoining 1935 9th Avenue, TMK; 3-4-001-009 (Lot - 15,644 sf) recently sold.

1944 10th Avenue, Honolulu
$55,000,000
11 Beds ⋅ 11 Baths ⋅ 202520629 MLS ⋅ FS - Fee Simple Tenure ⋅ 364 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.