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$1,395,000
2 Beds ⋅ 2 Baths ⋅ 202608318 MLS ⋅ FS - Fee Simple Tenure ⋅ 153 DOM
Nestled in the vibrant Kapahulu neighborhood of Honolulu, 3252 Esther Street is a charming single-family home that seamlessly blends modern updates with classic Hawaiiana character. Built in 1930, this residence has been thoughtfully renovated to offer contemporary comforts while preserving its original appeal. 2 spacious bedrooms, including a newly added primary suite featuring a walk-in shower and walk-in closets. 2 full bathrooms, both updated with modern fixtures. Equipped with new cabinets, countertops and appliances, including a gas range. Tankless gas water heater split air conditioning units and updated lighting fixtures throughout. Electronic gate and fencing for added privacy and security. This home offers unparalleled access to Honolulu's best attractions. Experience the best of Honolulu living, combining modern comforts with a prime location!

3252 Esther Street, Honolulu

$1,425,000
202607989 MLS ⋅ FS - Fee Simple Tenure ⋅ 159 DOM
Well located in town apartment building featuring a desirable mix of two 2 bedroom units and one 4 bedroom unit, offering flexible rental options and strong income potential. All units are generously sized with functional layouts, washer/dryer hook ups, separate electrical meters, good natural light, and on site parking, making them easy to lease and simple to manage. Tenants enjoy quick access to shopping, bus lines, schools, and major commuter routes, supporting stable demand and low vacancy in this central location. Ideal for an investor seeking steady cash flow or an owner occupant looking to live in one unit and rent the others to offset the mortgage. Plumbing was upgraded and building painted prior to listing.

2221 Fern Street, Honolulu

$3,150,000
4 Beds ⋅ 5 Baths ⋅ 202607298 MLS ⋅ FS - Fee Simple Tenure ⋅ 160 DOM
This beautifully remodeled single-family home offers stunning ocean views and is designed for both comfort and entertaining. Featuring 4 bedrooms and 4.5 bathrooms, the spacious layout includes an expansive living room and a large, updated kitchen that is perfect for gatherings. Enjoy beautiful sweeping views of the ocean from the living room and bedrooms. Recent upgrades include new flooring, fresh interior paint, and various modern improvements throughout. The expansive kitchen features Bosch appliances and a Thermador fridge. Enjoy outdoor living with a private pool and ample space to host guests. Conveniently located near Kahala Mall, Waialae Country Club, the beach and more! There are many fruit trees including but not limited to: fig, lemon, white dragon fruit, soursop, guava and more! Two brand new (installed 2025) Tesla charging battery / charging station is included. The house also has 43 owned Panasonic solar panels. Property details does not match tax records. Buyer to verify and to conduct their own due diligence.

1632 Ihiloa Loop, Honolulu

$2,042,250
9 Beds ⋅ 6 Baths ⋅ 202607482 MLS ⋅ FS - Fee Simple Tenure ⋅ 166 DOM
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

$1,950,000
6 Beds ⋅ 5 Baths ⋅ 202603875 MLS ⋅ FS - Fee Simple Tenure ⋅ 172 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

$5,800,000
4 Beds ⋅ 6 Baths ⋅ 202604465 MLS ⋅ FS - Fee Simple Tenure ⋅ 177 DOM
“House of Blue Heaven” — an extraordinary Diamond Head estate where architectural heritage meets timeless luxury. Originally designed in 1931 by renowned Hawaii architect Hart Wood, a pioneer of Hawaiian Regional architecture, this distinguished residence reflects his signature fusion of tropical indoor-outdoor living with Japanese and Asian-inspired design. Thoughtfully remodeled by celebrated architect Jeff Long in 1995, the home preserves its historic character while offering refined modern living. This 4-bedroom, 5.5-bath residence encompasses nearly 5,900 sq. ft. of interior living space on an 11,752 sq. ft. lot, with beautiful ocean and sunset views. Soaring ceilings enhance the home’s grand scale and invite abundant natural light throughout. Expansive lanais, a heated pool and spa, and sophisticated indoor-outdoor spaces create an exceptional setting for entertaining and relaxing. Separate guest quarters with private entrance provide flexibility and privacy. Just moments from Kapiolani Park, the Gold Coast, world-famous beaches, and Waikiki’s renowned dining and shopping, this is a remarkable expression of Hawaii architectural history and elevated island living.

2999 Makalei Place, Honolulu

$6,900,000
7 Beds ⋅ 8 Baths ⋅ 202601735 MLS ⋅ FS - Fee Simple Tenure ⋅ 183 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

$1,675,000
3 Beds ⋅ 3 Baths ⋅ 202601029 MLS ⋅ FS - Fee Simple Tenure ⋅ 183 DOM
MOTIVATED SELLER. Bring any reasonable offer!! Nestled in lush Tantalus, above the Honolulu cityscape, this 3BD/3BA retreat offers privacy, nature, & modern comfort on a 0.40-acre lot surrounded by tropical greenery. Built in 1975,updated in 1987, it features soaring ceilings, rich redwood walls, & warm wood tones throughout. Its flexible layout includes an open kitchen & 3 living rooms, 1 on each level, making this property ideal for multi-family living. Sunlight pours through large windows, showcasing stunning views, while 31 PV panels with battery backup provide energy efficiency. Sip your morning coffee on one of 3 wrap-around covered lanais, enjoy your fenced garden patio, or play on your flat, terraced yard space—rare for the area—supported by beautiful, newly-engineered rock retaining walls. The detached 2-car garage adds convenience, & the forested setting enhances the serene ambiance of this home. Explore the terrain on your own lot or venture out. You're minutes from Pu'u 'Ualaka'a State Park & hiking trails, yet still close to downtown and schools. This home perfectly balances seclusion & accessibility. A true sanctuary to embrace Hawaii’s beauty & island living!

4142 Round Top Drive, Honolulu

$4,750,000
5 Beds ⋅ 7 Baths ⋅ 202528395 MLS ⋅ FS - Fee Simple Tenure ⋅ 184 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 ⋅ 202 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 ⋅ 212 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

$3,000,000
4 Beds ⋅ 4 Baths ⋅ 202604599 MLS ⋅ FS - Fee Simple Tenure ⋅ 213 DOM
View! View! View! This spectacular view home in lower Hawaii Loa Ridge features large 12,631 square foot rim lot with 4,132 square foot home and big swimming pool. Walk into open floor plan with living, dining, kitchen on main level looking out to beautiful views plus one bedroom and full bath on the main level. Primary bedroom upstairs opening out to lanai with ocean and Koko Head views. Two additional bedrooms and family room on lower level. Nice views from every level. Convenient with plenty of driveway parking space. House requires some TLC - ideal for a buyer to live in the house and restore. It's all about the view! Priced below appraisal of $3,381,700 - A Great Value! Property tax is assessed as a non primary residence.

483 Maono Loop, Honolulu

$19,800,000
202604171 MLS ⋅ FS - Fee Simple Tenure ⋅ 213 DOM
Discover a rare and extraordinary offering—over 45,000 square feet of prime buildable land along prestigious Kahala Avenue. This expansive oceanfront property, comprised of two parcels (TMKs: 1-3-5-006-014 & 1-3-5-006-009), boasts 126 linear feet of direct beachfront access, inviting you to experience breathtaking, sunsets, and over a mile of direct serene sandy shoreline. Recently improved with grading and new perimeter walls, this R-5-zoned property is an exceptional canvas for a grand estate, private compound, or luxury family residence. Short distance to the Kahala Hotel or Waialae Country Club, embrace the ultimate island lifestyle in one of Oahu’s most prestigious neighborhoods. Nestled down a private lane, this exclusive setting offers privacy, gorgeous ocean views, and an opportunity to craft an oceanfront legacy in one of Hawaii’s most coveted locations. Don’t miss this chance to build your dream home in Kahala.

4767 Kahala Avenue Unit B&D, Honolulu

$3,900,000
23 Beds ⋅ 16 Baths ⋅ 202603761 MLS ⋅ FS - Fee Simple Tenure ⋅ 266 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

$1,564,998
3 Beds ⋅ 3 Baths ⋅ 202601634 MLS ⋅ FS - Fee Simple Tenure ⋅ 244 DOM
Sunday, Open House 9//27/26 2-5pm. STUNNING Diamond Head, ocean, coastline, and city views set the stage for this tastefully renovated and meticulously maintained 3-bedroom, 2.5-bath residence in the highly sought-after St. Louis Heights neighborhood. Over $400,000 invested over the past 12 years in thoughtful improvements and ongoing maintenance, showcasing true pride of ownership. A permitted addition completed in 2017 enhanced the home with: A spacious front deck designed to capture the breathtaking views; An accessory wet bar ideal for entertaining; and An additional full bathroom—adding both functionality and value. The terraced backyard is a peaceful retreat featuring apple banana, papaya, dragon fruit, lime, along with other plantings, perfect for gardening or relaxing outdoors. This is a home that truly must be seen in person to appreciate the quality, care, and attention to detail throughout. Conveniently located with easy access to the freeway, iconic Kaimuki Town, Waikiki, beaches, dining, and shopping. 2025 Permitted 200 amp electrical upgrade completed. Click the Virtual Tour tab to experience the spectacular sunset video with drone footage.

1952 Bertram Street, Honolulu

$1,850,000
12 Beds ⋅ 8 Baths ⋅ 202601575 MLS ⋅ FS - Fee Simple Tenure ⋅ 229 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

$6,900,000
3 Beds ⋅ 4 Baths ⋅ 202528103 MLS ⋅ FS - Fee Simple Tenure ⋅ 263 DOM
Rarely will you find a home that evokes quintessential Hawaii living at its finest. This SINGLE LEVEL oceanfront home is located on a LARGE 15,000+lot on prestigious Portlock Rd. It has everything: a beautifully designed Ossipoff home, off-shore breezes, & rare double WIDTH private lane entrance. The local property Owner is the founder of the surf company, Local Motion. He says the area PORTLOCK has the BEST WEATHER IN THE WORLD, the location has direct West exposure w-off-shore breezes, slower living away from the hustle-bustle. Raised in Kailua, the seller has also lived in different areas of Hawaii & chose this area. ONLY a few homes on Portlock Rd. have private land in front, this is one of them. This home sits on the ocean but has NO SAND that attracts people, no music, trash or hanging around. Hawaii Kai has everything needed: 5 surfing areas in front (beginners-advanced), ranked schools, public golf, recreation pools & shopping conveniences. Private & separate entry for Guest room for family or care giving. Hawaii living at its finest; unpretentious, you deserve to live the dream. Rob is a Hawaiian Local & raised in Hawaii all his life & will provide his BIO if asked.

469 A Portlock Road, Honolulu

$3,900,000
202527826 MLS ⋅ FS - Fee Simple Tenure ⋅ 266 DOM
Each House for less than $1.0M! TRY COOPERATIVE ownership-buy w/friend. Each owner has their own house + rent income from other 2 houses! DIAMOND HEAD COTTAGES terrific Rental Invest-quality property4 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)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#202603761.

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

$6,500,000
7 Beds ⋅ 6 Baths ⋅ 202528543 MLS ⋅ FS - Fee Simple Tenure ⋅ 267 DOM
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

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.