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$3,000,000
4 Beds ⋅ 4 Baths ⋅ 202604599 MLS ⋅ FS - Fee Simple Tenure ⋅ 174 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
$3,900,000
23 Beds ⋅ 16 Baths ⋅ 202603761 MLS ⋅ FS - Fee Simple Tenure ⋅ 227 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
$1,564,999
3 Beds ⋅ 3 Baths ⋅ 202601634 MLS ⋅ FS - Fee Simple Tenure ⋅ 205 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
$4,800,000
2 Beds ⋅ 2 Baths ⋅ 202603618 MLS ⋅ FS - Fee Simple Tenure ⋅ 190 DOM ⋅ 3003 Kalakaua BLDG.
Direct Oceanfront apt in one of the most desirable, luxurious buildings on the Gold Coast overlooking famous surf spot from living area, and Diamond Head from each bedroom. Only two apts per floor. Apt. 7B has 2 bdrms, 2 baths, plus spacious office/media room or den. Storage in building and A/C in apt. Brand new floors throughout recently installed. In addition to covered, gated garage parking for all owners, the front deck has 14 guest parking spaces. Entrance lobby has video call-up and keyed elevator. Resident manager on site. Private and quiet, but in close proximity to parks and Waikiki. Pet friendly building.

3003 Kalakaua Avenue Unit 7B, Honolulu
$1,188,000
2 Beds ⋅ 1 Baths ⋅ 202603557 MLS ⋅ FS - Fee Simple Tenure ⋅ 191 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 ⋅ 195 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
$1,599,000
1 Beds ⋅ 1 Baths ⋅ 202601401 MLS ⋅ FS - Fee Simple Tenure ⋅ 207 DOM ⋅ Tahitienne Inc BLDG.
Seller is offering $12,000 credit to Buyer at closing. This oceanfront condo on O'ahu's Gold Coast offers an unparalleled living experience, combining modern luxury with natural beauty. The sound of the waves, the stunning ocean and sunset views make for an an incredibly peaceful and rejuvenating experience. This completely and tastefully remodeled unit boasts new cabinets and quartz countertops, luxury vinyl floors, automatic blinds, new appliances, in-unit washer and dryer, smooth ceilings (no popcorn), crown molding. Fully furnished and situated in a secure building, this condo provides direct ocean access. Enjoy the convenience of Kapiolani Park nearby, along with world-class shopping, boutiques, and fine dining just minutes away. This waterfront jewel promises a perfect blend of comfort and elegance in a prime location. Coop taxes are included in the maintenance fee.

2999 Kalakaua Avenue Unit 202, Honolulu
$2,325,000
2 Beds ⋅ 2 Baths ⋅ 202601109 MLS ⋅ FS - Fee Simple Tenure ⋅ 213 DOM ⋅ Diamond Head Apts Ltd BLDG.
Located in the heart of Diamond Head’s Gold Coast, this unique 2 bed/2bath floorplan in the treasured Diamond Head Apartments Ltd., designed by renowned Hawaii architect Vladimir Ossipoff, includes both a beachside surf level lanai and a Kapiolani Park/Diamond Head view enclosed lanai! Relax on your private vista overlooking the Pacific Ocean with breathtaking sunsets as sailboats, surfers, and canoes play offshore. This 4th floor spacious unit has ideal positioning for amazing views of the surfing waves and coconut trees dancing right in front. Enjoy Kapiolani Park activities, a daily swim just out front, or walk to the Outrigger Canoe Club and Waikiki Elk’s Club. A leisurely stroll past the Aquarium takes you to famous Waikiki beaches into the heart of Waikiki entertainment with award-winning dining options. You are also minutes to Kahala and Ala Moana Shopping Malls. This 3rd generation Kama’aina residence is now offered for the first time and ready to enjoy island style, or prime for your unique interior remodel. Secured parking has outlet ready for an EV. Building amenities enhance that charming beachfront lifestyle where your new life awaits on the prestigious Gold Coast!

2969 Kalakaua Avenue Unit 401, Honolulu
$3,900,000
202527826 MLS ⋅ FS - Fee Simple Tenure ⋅ 227 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
$450,000
202528576 MLS ⋅ FS - Fee Simple Tenure ⋅ 231 DOM
Build your custom home in prestigious Maunalani Heights! Incredible value for an ocean, Diamond Head and city view homesite. P-1 Preservation zoning allows construction of a single-family residence (buyer to verify plans with architect and City). A rare opportunity priced dramatically below comparable view lots. Bring your vision and create something extraordinary.

4730 Halehoola Place, Honolulu
$37,500,000
5 Beds ⋅ 9 Baths ⋅ 202528159 MLS ⋅ FS - Fee Simple Tenure ⋅ 243 DOM
The Hemmeter Estate is a rare, oceanfront estate located at the end of Kaikoo Place on Black Point. Featuring an extraordinary 339.45 linear feet of ocean frontage, this property offers one of the most expansive coastal settings in Hawaii, with exceptional frontage in the heart of Kaikoo. Blending Hawaiian natural elements with European Renaissance–inspired design, the residence showcases exceptional craftsmanship throughout. Set on 35,870 sq ft of land, the estate offers approximately 21,266 sq ft of interior living, complemented by extensive covered and open lanais ideal for entertaining. Highlights include cast-bronze entry doors, coffered Venetian-inspired ceilings, Italian perlato marble staircases and flooring, carved and finished on-site, a two-story oceanfront living room, and refined Art Deco bronze detailing. Amenities include a private theater, library, entertaining lounge, and grotto pool. The expansive primary suite spans nearly 5,000 sq ft and features dual dressing rooms, a fitness area, and sweeping coastline views. The Hemmeter Estate is an irreplaceable oceanfront estate distinguished by scale, privacy, and architectural significance.

4324 Kaikoo Place, Honolulu
$10,700,000
3 Beds ⋅ 3 Baths ⋅ 202525708 MLS ⋅ FS - Fee Simple Tenure ⋅ 274 DOM ⋅ Kuu Makana@ Diamond Hd BLDG.
This turnkey luxury residence is a rare offering, now enhanced with further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the exclusive oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication. Rich, handcrafted woodwork flows throughout, elevating its timeless aesthetic. The gourmet kitchen is equipped for the discerning chef, showcasing Sub-Zero & Wolf appliances, custom Koa cabinetry & premium countertops. Generous living spaces incl a fireplace, creating a warm & tranquil setting. Expansive bedrooms offer peaceful retreats w/custom shelving, stunning Koa doors, and the convenience of an elevator. Every detail reflects exceptional craftsmanship and thoughtful design. Sustainable feats incl 34 PV panels, 3 TESLA Powerwalls and EV charger. Also features a large 2-car enclosed garage. With unparalleled ocean views, a premier location, and impeccably curated interiors, this home stands alone. This is a rare chance to own a piece of paradise in one of Hawaii’s most coveted coastal communities.

3165 Diamond Head Road Unit 4, Honolulu
$10,700,000
3 Beds ⋅ 3 Baths ⋅ 202525685 MLS ⋅ FS - Fee Simple Tenure ⋅ 274 DOM ⋅ Kuu Makana@ Diamond Hd BLDG.
This turnkey luxury residence is a rare offering, now enhanced with further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the exclusive oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication. Rich, handcrafted woodwork flows throughout, elevating its timeless aesthetic. The gourmet kitchen is equipped for the discerning chef, showcasing Sub-Zero & Wolf appliances, custom Koa cabinetry & premium countertops. Generous living spaces incl a fireplace, creating a warm & tranquil setting. Expansive bedrooms offer peaceful retreats w/custom shelving, stunning Koa doors, and the convenience of an elevator. Every detail reflects exceptional craftsmanship and thoughtful design. Sustainable feats incl 34 PV panels, 3 TESLA Powerwalls and EV charger. Also features a large 2-car enclosed garage. With unparalleled ocean views, a premier location, and impeccably curated interiors, this home stands alone. This is a rare chance to own a piece of paradise in one of Hawaii’s most coveted coastal communities.

3165 Diamond Head Road Unit 4, Honolulu
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 202524992 MLS ⋅ FS - Fee Simple Tenure ⋅ 275 DOM
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
$1,000,000
2 Beds ⋅ 1 Baths ⋅ 202525423 MLS ⋅ FS - Fee Simple Tenure ⋅ 275 DOM ⋅ Kainalu BLDG.
Come and experience breathtaking ocean views from this rare beachfront 2 bedroom, located directly on a sandy beach at the base of Diamond Head. Situated on the private, tranquil end of Oahu’s prestigious Gold Coast, Kainalu is one of the most desirable boutique buildings in the area. This spacious Co-op unit welcomes your personal touches and offers an open layout with generous living and dining areas. Enjoy the soothing sound of waves and cool tradewinds drifting through your windows, creating the ultimate island retreat. Step outside to your own private sandy beach—swim, surf at Tonggs, or unwind in the oceanfront lounge area. The unit includes a covered parking stall and in-unit washer and dryer for your convenience. The secure building features easy walk-up or elevator access and a peaceful, quiet environment. Located just minutes from Waikiki, Kapiolani Park, Diamond Head Lookout, and the Outrigger Canoe Club, Kainalu offers the perfect balance of serenity and island lifestyle. Live the Gold Coast lifestyle — where every day feels like a vacation.

2801 Coconut Avenue Unit 3E, Honolulu
$4,999,000
3 Beds ⋅ 3 Baths ⋅ 202523545 MLS ⋅ FS - Fee Simple Tenure ⋅ 308 DOM
RARE, VINTAGE, MINT, BEACHFRONT OSSIPOFF GEM! Experience timeless Hawaii luxury in this exquisite 3-bedroom, 2.5-bathroom single-level home, meticulously crafted by renowned architect Vladimir Ossipoff. Nestled on a pristine, sandy, slight beachfront bluff, this architectural gem harmoniously blends indoor and outdoor living, with breathtaking ocean views+uninterrupted tranquility. Step inside this spacious, airy open floor plan, highlighted by classic mid-century design elements and artistry. The gourmet kitchen, equipped with top-line appliances, flows into the dining+living areas, perfect for entertaining guests or enjoying family evenings. Relax+unwind in the new hot tub, watching the stars above+the cool tradewinds, or stay cool inside, with central air conditioning. The enclosed garage and subtle lighting offer convenience+security. Embrace a lifestyle of elegance and a quiet, timeless luxury this special home beholds, while just minutes to world-class dining, shopping, schools, hospitals, and the best of Honolulu, or Waimanalo, Kailua, Northshore, & West Oahu! Every detail of this dream home embodies thoughtful ambiance, privacy, and the expansive beauty of Ossipoff.

5543 Kalanianaole Highway, Honolulu
$43,000,000
5 Beds ⋅ 7 Baths ⋅ 202520630 MLS ⋅ FS - Fee Simple Tenure ⋅ 321 DOM
Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet, the estate features an expansive residences and several open lots, offering sweeping ocean views, private/deeded 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. Neighboring property located at 3735 Diamond Head Road A, is also available for sale, presenting a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records.

3735- Diamond Head Road, Honolulu
$12,000,000
6 Beds ⋅ 4 Baths ⋅ 202520628 MLS ⋅ FS - Fee Simple Tenure ⋅ 321 DOM
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
$55,000,000
11 Beds ⋅ 11 Baths ⋅ 202520629 MLS ⋅ FS - Fee Simple Tenure ⋅ 321 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
$8,000,000
5 Beds ⋅ 6 Baths ⋅ 202507863 MLS ⋅ FS - Fee Simple Tenure ⋅ 511 DOM
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

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.