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$5,990,000
4 Beds 6 Baths 202604465 MLS FS - Fee Simple Tenure 137 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 143 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 143 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

$4,980,000
5 Beds 7 Baths 202528395 MLS FS - Fee Simple Tenure 144 DOM
Perfectly situated on one of the prettiest tree-lined drives in Honolulu, known for its refined estates, this gorgeous classic treats you to panoramic Diamond Head, ocean, and mountain views. From the luxurious porte-cochere, a lovely hall opens to elegant living and dining rooms with high ceilings. The generous covered lanai and spacious pool overlook the landscaped lawn and magnificent views. You’ll be proud to entertain guests in museum-quality spaces or simply enjoy your serene, indoor-outdoor lifestyle. A desirable ground floor bedroom suite, family room, breakfast room, kitchen and plentiful storage complete the expansive main level. Upstairs are three more large bedroom suites, each with its own bath. A separate cottage provides flexible options for guests or extended living. Attributed to architect C. W. Dickey, who designed the original Halekulani Hotel and other island-style treasures, this home is on the Hawaii Register of Historic Places with property taxes of only $25/month. Lovingly maintained and upgraded with PV and more, the residence offers masterful design, privacy, and views in a stellar location.

2475 Makiki Hts Drive, Honolulu

$3,980,000
202605996 MLS FS - Fee Simple Tenure 148 DOM
A rare opportunity to build your custom oceanfront estate in Honolulu's coveted Portlock neighborhood. This expansive, south-facing 35,155 sq ft rim lot offers exceptional privacy and security, with breathtaking panoramic views of Maunalua Bay. Enjoy seasonal sightings of turtles, dolphins and whales right from your future home. Preliminary architectural plans are available for a stunning 11,000+ sq ft multi-level modern residence, thoughtfully designed to maximize the natural beauty, topography, and integrity of the land. SMA permits approved. Build as designed or bring your own vision, the possibilities are endless. This is more than land, it is a rare and prestigious opportunity to create a true oceanfront masterpiece. Renderings and plans are conceptual only. No structures currently exist on the property.

3 Poipu Drive, Honolulu

$2,999,000
4 Beds 2 Baths 202601613 MLS FS - Fee Simple Tenure 155 DOM
Step into the enduring elegance of this Historic Registry residence, a gracious Manoa home set against lush valley greenery. Expansive living areas, warm hardwood floors, original architectural details and oversized picture windows fill the interiors with character and natural light. Generous living and dining spaces flow easily for everyday comfort and entertaining, while multiple sitting areas and flexible rooms offer options for work, guests, hobbies or relaxation. Enjoy Diamond Head, city, ocean and sunrise views, along with peaceful valley outlooks. Charming courtyards and garden settings invite morning coffee, outdoor dining and quiet evenings beneath the stars. With four bedrooms, two baths, a high-ceiling garage/workshop this distinctive property offers versatility and a rare connection to Honolulu history.

2618 Ferdinand Avenue, Honolulu

$1,695,000
4 Beds 3 Baths 202605317 MLS FS - Fee Simple Tenure 160 DOM
NEW PRICE! Tucked away in a private, forested mountainside enclave, this rare architectural estate by noted architect Charles Chamberland offers a striking blend of mid-century modern heritage and smart, flexible living. Enveloped by trees and a stunningly peaceful setting this 4-bedroom, 3-bath gem provides nearly 3,000 sq. ft. of living space masterfully designed to accommodate multi-generational families with separate private entrances. Refreshed with new paint and carpet, the upper levels feature an expansive open floor plan anchored by soaring ceilings and floor-to-ceiling windows that perfectly frame the lush, verdant surroundings. The gourmet kitchen combines timeless mahogany cabinetry with elegant marble floors, leading up to a loft-style primary suite. The first-level layout provides the perfect separation of space, allowing for potential rental, secured with hurricane shutters. The estate features world-class botanical grounds that flow seamlessly into the forest, offering peaceful sitting areas, winding trails, and tranquil water features. Unwind on the scenic third-level landing with peek-a-boo ocean views. Your ultimate, flexible nature retreat awaits. Sold as is.

156 Forest Ridge Way, Honolulu

$1,500,000
5 Beds 4 Baths 202604150 MLS FS - Fee Simple Tenure 162 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

$1,400,000
5 Beds 4 Baths 202605116 MLS FS - Fee Simple Tenure 165 DOM
The Giving House - A truly rare offering on highly desired St. Louis Drive in Honolulu. Commanding sweeping ocean views from its prized east-west orientation, this exceptional residence is designed to capture natural light and refreshing trade winds throughout the day. Architectural surprises and thoughtful details are found throughout, adding warmth and character to every level. The flexible floor plan features 4 bedrooms and 2.5 baths upstairs, creating generous space for living and entertaining, while a separate one-bedroom, one-bath downstairs offers ideal potential for multi generation guests, or long-term rental income. Step outside to an abundant edible yard with mature plantings, offering both beauty and bounty. With versatility, view, and income potential combined in one property, this is truly the house that keeps on giving - a rare opportunity to own a distinctive island retreat in a highly desirable Honolulu location.

1834 St Louis Drive, Honolulu

$1,298,000
2 Beds 3 Baths 202604749 MLS FS - Fee Simple Tenure 169 DOM
Dwelling is of no value; listing price is less than actual land value. Welcome to an exceptional opportunity in one of Honolulu’s most desirable hillside neighborhoods Maunalani Heights, off Wilhemina Rise. Tucked away on a quiet, peaceful cul-de-sac, this property offers breathtaking panoramic views stretching from east of iconic Diamond Head, over Waikiki, and the Pacific Ocean- capturing stunning sunsets to the west, and sweeping coastal scenery that simply cannot be duplicated. Create your dream home! Needing a complete re-build, the existing home is of no value. Yard has various mature fruit trees. The upside is in the land, location, and view plane. Bring your contractor, architect, and your dreams. Reimagine, and rebuild, with a rare chance to create something special in an unbeatable setting. Priced less than land value, opportunities like this are few and far between. Listing description doesn’t match tax records. Do not step onto lanai; do not visit property without an appointment. Open house 2-5 PM, 8/9/26

3655 Nihipali Place, Honolulu

$5,500,000
5 Beds 6 Baths 202604792 MLS FS - Fee Simple Tenure 170 DOM
Hawaii Loa Ridge is one of Oahu’s most prestigious residential enclaves. Privately positioned within the secluded gated community of The Pointe, this remarkable estate captures commanding ocean vistas and sweeping panoramas stretching toward Koko Head Crater. Designed by architect Mark Lively, the five-bedroom, five-and-a-half-bath Mediterranean masterpiece reflects timeless architectural elegance and exceptional craftsmanship throughout. The main level unfolds with a gracious formal dining room, an expansive family room, and a sumptuous primary suite retreat. A grand living room opens seamlessly to the resort-style pool terrace, where shimmering ocean views create an unforgettable backdrop. Upstairs, an additional en-suite bedroom, a secondary lounge, and two adjoining bedrooms provide both comfort and flexibility. A private maid’s quarters is discreetly integrated for added convenience. An extraordinary offering in one of Honolulu’s most coveted neighborhoods, this residence epitomizes elevated island living — where scale, privacy, and breathtaking horizons converge in effortless sophistication. Property to be conveyed "As Is".

525 Moaniala Street, Honolulu

$1,399,999
4 Beds 3 Baths 202604463 MLS FS - Fee Simple Tenure 169 DOM
Absolutely Stunning 4-Bedroom Home in Desirable Kainui Court - Hawaii Kai Living at Its Best! Welcome to your dream home in the highly sought-after Kainui Court subdivision of beautiful Hawaii Kai! This spacious and thoughtfully designed 4-bedroom, 2.5-bath residence offers approximately 1,543 square feet of comfortable living space - perfect for families, entertaining, and everyday island lifestyle. Step inside to discover a light-filled, open floor plan that blends effortless indoor/outdoor living with modern convenience. The inviting living area flows seamlessly into the dining space and well-appointed kitchen - ideal for gatherings large and small. A convenient half bath rounds out the main level. Upstairs, you'll find four generous bedrooms, including a serene primary suite with its own private bath, plus additional full bath for family and guests. Each room offers ample closet space and opportunities for personalization. Don't miss out on this exceptional opportunity to own a piece of paradise in one of Oahu's most desirable communities. Schedule your private showing today.

321 Ainahou Street Unit J, Honolulu

$14,250,000
6 Beds 8 Baths 202604666 MLS FS - Fee Simple Tenure 172 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 173 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

$2,398,000
7 Beds 5 Baths 202601630 MLS FS - Fee Simple Tenure 174 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

$985,000
3 Beds 2 Baths 202604032 MLS FS - Fee Simple Tenure 181 DOM
Opportunity awaits in desirable Aliamanu! This property boasts sweeping panoramic views stretching from Pearl Harbor across Ewa and up to Halawa. This home offers solid bones and tremendous upside for buyers ready to renovate and make it their own. Interior painting, new flooring, and updating are needed, presenting a fantastic opportunity to customize and build equity. A major bonus: owned photovoltaic (PV) panels, providing energy efficiency and long-term savings. Generous living areas, a functional layout, and abundant storage space add to the home’s practicality and potential. With vision and creativity, this property can truly shine. Conveniently located near Daniel K. Inouye International Airport, shopping, schools, and freeway access. Number of bedrooms and/or baths may not match with tax office records.

4485 Likini Street, Honolulu

$1,790,000
6 Beds 2 Baths 202603780 MLS FS - Fee Simple Tenure 182 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 226 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

$26,500,000
5 Beds 8 Baths 202603726 MLS FS - Fee Simple Tenure 188 DOM
Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisal! This modern masterpiece, nestled in the prestigious Cove Area of Diamond Head, offers over 7,465 square feet of living space that seamlessly blends cutting-edge design with island inspiration. From the expansive living areas that capture breathtaking views to the advanced whole-house automation and security systems, this home is a true technological marvel. The chef's kitchen, featuring professional-grade appliances and a spacious butler’s pantry, is a culinary dream. Every corner reveals something extraordinary, from the exquisite interior finishes to the stunning outdoor oasis. This beachfront home represents the pinnacle of island living, now available at an exceptional price that underscores its unmatched quality and prestige. Seize the opportunity to own this extraordinary residence and make it your own private paradise.

213 Kaalawai Place, Honolulu

$1,564,999
3 Beds 3 Baths 202601634 MLS FS - Fee Simple Tenure 204 DOM
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

$1,895,000
12 Beds 8 Baths 202601575 MLS FS - Fee Simple Tenure 189 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

$1,188,000
2 Beds 1 Baths 202603557 MLS FS - Fee Simple Tenure 190 DOM
Perched in Maunalani Heights, this cozy home captures the Honolulu lifestyle in its purest form—cool mauka breezes, a peaceful hillside setting, and a front-row seat to sweeping views of Diamond Head, Waikiki, Kahala, and the ocean beyond. Imagine winding down each evening as the sky melts into color and the city lights begin to sparkle below—your daily sunset routine, right at home. Inside, it’s comfortable and inviting—perfect for those who value charm, simplicity, and an incredible backdrop. Outside, the expansive backyard offers exciting room to create: garden, play space, outdoor entertaining, or future possibilities. A bonus basement area adds flexible space for storage, a workshop, or your own creative retreat. A special opportunity to own a view home in one of Honolulu’s most beloved hillside neighborhoods.

3925 Nioi Place, Honolulu

$6,888,000
6 Beds 7 Baths 202603331 MLS FS - Fee Simple Tenure 194 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

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.