Diamond Head Homes For Sale

Overlooking historic Waikiki and wrapping around towards the upscale eastern side of Honolulu, the iconic Diamond Head mountain features some of Hawaii's most beautiful homes sitting along its base. Near the heart of Honolulu's economic center, the Diamond Head community is known for the friendliness of the nearby Kaimuki area combined with the luxury of the homes found in the bordering areas of Kahala, stretching all the way out to the far southeast shores of Hawaii Kai.

One of the favorites of Asian Pacific Investments, Diamond Head is an ideal place for any family, young or old and will delight in the selection of fine homes to choose from. Learn more about the offerings in this fine community by checking the listings below or Contacting Us today.

Diamond Head Homes For Sale

$1,288,800

3 Beds ⋅ 1 Baths ⋅ 202616505 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 DOM

Come home to the charm, space, and possibilities of 777 Ahuwale St., where everyday living feels a little more special! Imagine stepping from the kitchen onto your private deck, gathering with friends for happy hour, firing up the BBQ on the weekend, or simply unwinding as you take in beautiful ocean and valley views. Freshly painted inside and out, this inviting home offers a spacious living room, separate dining area, and a refinished shower—ready for you to move in and make it your own. The generous 7,500-square-foot lot is where the real possibilities begin. There’s room for gardening, outdoor play, entertaining, or creating additional living space to suit your needs and dreams. Look around the neighborhood and you’ll see how others have maximized their lots through thoughtful expansions. The opportunity is here—now it’s your turn to imagine what’s possible. Downstairs, the laundry area provides abundant storage and potential for future improvements or additional living space. Whether you’re searching for a place to enjoy today or a home you can grow into tomorrow, 777 Ahuwale St. offers the space, views, lifestyle, and potential to create something truly your own.

777 Ahuwale Street, Honolulu

$1,149,000

4 Beds ⋅ 2 Baths ⋅ 202617246 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 DOM

A rare Palolo Valley find offering true flexibility: 2 bedrooms & 1 bath upstairs, 2 bedrooms & 1 bath downstairs with a separate entry, ideal for multigenerational living or house hacking, live in one level & rent the other. Set on a corner lot for added privacy, the fully fenced, wrap-around yard is planted with avocado, mandarin, lemon, calamansi & ulu, alongside plumeria, jasmine, white & purple crown flower & hibiscus. Ample off-street parking with a 2-car carport plus a large driveway. Upstairs is bright & airy, with views stretching across the valley to Waikiki. Gas appliances including a tankless water heater adds everyday efficiency. Tucked at the back of lush Palolo Valley, minutes to the shops, coffee & restaurants along Waialae Avenue. Palolo District Park sits just around the corner, with a pool, boxing gym, basketball gym, locker room & wide open fields for kids & dogs alike. Neighbors are owner-occupants, adding to the settled, community feel. Open this Sunday, 9/13, 2-5pm!

3470 Kalua Road, Honolulu

$600,000

2 Beds ⋅ 1 Baths ⋅ 202617320 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 DOM ⋅ Hale Pua Lei BLDG.

Diamond Head neighborhood and island lifestyle come together at Hale Pua Lei. This Charming 2-bedroom, 1-bath corner unit is located on the third floor of a three-story walk-up and includes one assigned parking stall. Situated in the sought-after Pualei Circle neighborhood at the base of Diamond Head, the property offers convenient access to Kapiolani Park, Kaimana Beach, the Gold Coast and Waikiki. Enjoy the convenience of being approximately a mile from Waikiki Beach, with nearby restaurants, outdoor recreation, and the neighborhood amenities of Monsarrat Avenue. A few photos are enhanced.

3111 Pualei Circle Unit 301, Honolulu

$2,259,000

4 Beds ⋅ 4 Baths ⋅ 202617360 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Executive modern home with panoramic Ocean Views! The flagstone driveway welcomes you to this home featuring an open floor plan with the Living area, Kitchen and Dining on the Main(2nd) level. The contemporary designed and high ceilings, gives this home an airy and custom tasteful touch. On the upper(3rd) floor you find an expansive Primary Bedroom with an Ensuite bath and walk-in closet, a Junior Suite also with walk-in closet and a third bedroom. The Studio(4th bedroom) unit off the garage give you flexibility as a guest room. There are 2 lanais, a rooftop deck, and separate laundry room. To access the multi-levels, the home also features a residential ELEVATOR! Travertine flooring throughout, granite countertops, split-air conditioning, ceiling fans, Owned-Photovoltaic System with 48 panels, and much more!

5984 Kalanianaole Highway, Honolulu

$999,000

2 Beds ⋅ 2 Baths ⋅ 202615953 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM ⋅ Diamond Head Ambassador A BLDG.

Experience penthouse living at the edge of the Pacific along one of Honolulu’s most iconic stretches of coastline. Located at the Diamond Head Ambassador on Oahu’s coveted Gold Coast, this rarely available combined, updated 615/616 residence offers approximately 1,040 square feet of living space & an incredible opportunity to create your own retreat at the edge of the ocean. Here, the Gold Coast lifestyle becomes part of everyday life—morning swims, surf sessions, Kapiolani Park, & evenings spent watching the sky change over the Pacific. Enjoy the building’s oceanfront saltwater pool & direct ocean access, while recent building improvements, including updated plumbing & an upgraded pool, add to the ease of oceanfront living. Ideally positioned near Kaimana Beach, Kapiolani Park, Outrigger Canoe Club, Elks Lodge, Waikiki Aquarium, Honolulu Zoo, & the dining, shopping, and entertainment of Waikiki, this location offers a lifestyle that is increasingly difficult to replicate. A penthouse setting, two combined units, approx. 1,040 square feet, & an extraordinary oceanfront setting make 615/616 a rare opportunity to make a home on Honolulu’s Gold Coast & that's entirely your own.

2957 Kalakaua Avenue Unit 615/616, Honolulu

$5,999,999

5 Beds ⋅ 5 Baths ⋅ 202616928 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

We invite you to discover a home built for legacy—where family stories flourish and generations thrive. Perched within gated Hawaii Loa Ridge on a double rim lot, this Mediterranean-inspired estate commands sweeping, unobstructed views of the ocean, Diamond Head, and the coastline. Sunsets here are nothing short of breathtaking. This 5-bedroom, 4.5-bath residence showcases premium materials imported from Greece and Germany, offering timeless elegance and understated sophistication. Soaring ceilings and abundant windows bathe every room in natural light, with views from nearly every major space.The primary suite is a private retreat, featuring a 400 sq ft lanai, jacuzzi tub, and walk-in closets. The gourmet kitchen, with German cabinetry, opens to a breakfast nook overlooking the sparkling pool and spa. Outside, the pool deck is ideal for entertaining, while the manicured tropical backyard includes an 880 sq ft sport court. Parking for 3+ cars and 24-hour security complete the offering.We would be honored to host your private showing. May this residence become the heart of your family's enduring legacy—warmth, prosperity, and grace, for generations to come. All offers are welcome!

671 Kahiau Loop, Honolulu

$2,700,000

202615292 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Wake up to views of the open ocean, Koko Crater and Kokohead, then paddle out to an uncrowded surf break straight out or go fishing from your own legal seawall. This 13,000+sf unbuilt oceanfront property in East Oahu/Aina Haina at the end of a quiet dead end lane on the north side of Wailupe Peninsula is ready to go with an SMA Major permit already secured for a new single family residence by renowned architect Kristan Everloh. Extensive entitlement work done and recorded: building site plans, shoreline survey, archeological inventory survey proposal and geotechnical investigation report are all available to serious buyers. Ten minutes to Kahala, twenty to town, twenty to Sandy Beach/Makapuu. Easy to see. Call listing agent for an onsite inspection.

914 C Punahele Place, Honolulu

$1,799,000

4 Beds ⋅ 3 Baths ⋅ 202617102 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Beautifully updated & exceptionally flexible, 620 Hao Street pairs move-in-ready living with a rare multigenerational floor plan in the heart of Aina Haina. Set above street level on a 7,500 sf lot with sweeping ocean & valley views, the 2,264 sf home offers 3 beds & 2 baths upstairs plus a separate-entry 651 sf 1-bed/1-bath suite downstairs, complete with its own wet bar, living area & a dramatic lava rock accent wall opening to a private 220 sf covered lanai: ideal for parents, adult children, guests, or rental income. The remodeled 2026 kitchen features quartz countertops, white cabinetry, brass accents & open wood shelving. The primary suite impresses with 15-ft vaulted ceilings, abundant natural light & a newly remodeled spa-inspired bath, opening to a ~250 sf lanai with panoramic ocean & valley views. Additional upgrades include split AC, 16 owned PV panels on NEM, solar water heating, luxury vinyl plank flooring & fresh paint. A terraced backyard & front lawn complete this versatile Aina Haina retreat. Sellers are offering a $20,000 credit toward buyer's closing costs, usable for a rate buydown to lower your monthly payment or to offset other costs of purchase.

620 Hao Street, Honolulu

$1,245,000

3 Beds ⋅ 2 Baths ⋅ 202617087 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Prime opportunity awaits in the highly desirable lower section of Waialae Iki! This exceptional property features a spacious 10,005 square foot flat, level lot zoned R-10. This premier property offers a blank canvas to either renovate the existing structure or design a brand-new custom luxury estate—without the challenges or costs of steep hillside construction. Bring your contractor and vision to this exceptional parcel, located just minutes from Kahala Mall, local dining, parks, and pristine beaches, with effortless highway access. Property to be sold strictly As-Is.

4935 Poola Street, Honolulu

$895,000

3 Beds ⋅ 1 Baths ⋅ 202616979 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

A true gem, this CPR home is a rare find. The single level floor plan is full of potential and ready for new homeowners, investors, renovation or upgrades. The open deck is perfect for outdoor entertainment, with ample parking in the 2-car garage and on the parking pad. Conveniently located in Palolo Valley, this desirable residential neighborhood provides easy access to major freeways and is just blocks away from shopping, grocery and some of Honolulu’s best eateries in Kaimuki. Don’t pass up on this unique opportunity.

1661 Palolo Avenue Unit A, Honolulu

$599,000

2 Beds ⋅ 2 Baths ⋅ 202616997 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM ⋅ Waialae Gardens BLDG.

Perfect split level starter home in a great location. Walking distance to Kahala mall, Whole Foods, strip malls, and a handful of eateries. Renovated and move in ready with brand new ac units. Close proximity to beaches, surf spots and Waikiki. First Open House Sunday, September 13, 2026, 1-4pm.

4952 Kilauea Avenue Unit 82, Honolulu

$1,325,000

3 Beds ⋅ 2 Baths ⋅ 202616490 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

NEW LISTING!! Peaceful Palolo Valley Retreat! Tucked away in the highly desirable "flower streets" in Palolo Valley, this exceptionally well-kept 3-bedroom, 2-bath single-family home offers 1,670 sq. ft. of interior living space on a 5,200 sq. ft. landscaped lot with room to expand at the back of the property. A generous great room provides an inviting space for living and dining, complemented by vinyl plank flooring and split AC for year-round comfort. Beautifully landscaped grounds complete with stephanotis, ginger plants, and tangerine and Malama avocado trees. Two covered parking stalls add convenience. Nestled toward the back of Palolo Valley, this peaceful setting offers a wonderful sense of privacy while remaining close to schools, shopping, dining, and parks.

2432 Myrtle Street, Honolulu

$2,895,000

5 Beds ⋅ 7 Baths ⋅ 202616940 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Perched on a coveted rim lot within the prestigious Waialae Ridgeline Estates Association, this impeccably maintained three-story custom residence captures breathtaking panoramic views of the ocean, Diamond Head, Honolulu skyline, and majestic mountain ranges from all three levels. The home features soaring ceilings, double-wall construction, and expansive windows that invite natural light while framing the spectacular surroundings. The top two floors comprise the main residence with 4 bedrooms and 5½ bathrooms, offering spacious living areas for comfortable living and entertaining. The lower level features a separate 1-bedroom, 1-bathroom living space with a wet bar, ideal for multigenerational living or extended guests. Seamless indoor-outdoor living opportunities enhance the connection to the spectacular surroundings. Pride of ownership is evident throughout, an owned photovoltaic (PV) system, and solar water heater providing energy efficiency and long-term value. This exceptional Waialae Nui Ridge residence offers privacy, quality construction, flexible living arrangements, and unobstructed island views from one of Oahu’s premier ridge locations.

2356 Aha Maka Way, Honolulu

$3,950,000

4 Beds ⋅ 4 Baths ⋅ 202616685 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Modern, fully remodeled home in the premier gated community of Hawaii Loa Ridge. This 4-bedroom, 4-bathroom luxury residence features just under 4000sf of interior space including a 2nd ground level entertainment suite with wet bar that opens out to a heated pool, deck, and hot tub. With large lanai spaces featuring ocean and Diamond Head views, this home is perfect for entertaining in different areas of the home. An extra large primary ensuite is privately located in its own corner looking over Koko Head and the ocean, and a lovely spacious bathroom complete with shower, soaking tub, and walk-in closet. Each bedroom features ocean views! Prepaid roof upgrade to be completed soon includes NXT acrylic coating over tiles for protection, longevity, and increased cooling.

779 Moaniala Street, Honolulu

$1,050,000

3 Beds ⋅ 2 Baths ⋅ 202616833 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

A sweet home nestled in a prime location, this Kaimuki gem is truly cute as a button. Original hardwood floors and redwood walls, 3-bedrooms plus a den and 2 bathrooms. Exterior paint, tent fumigation, survery and roof recoating were all completed in 2024. Close to both the Kaimuki and Kapahulu marketplace making errands and the daily commute a breeze. Located makai of the H-1 freeway.

1018 2nd Avenue, Honolulu

$5,000,000

4 Beds ⋅ 3 Baths ⋅ 202616764 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM

Rare opportunity in one of Oahu’s most coveted locations with spectacular ocean views. This distinctive property is Lot 3 of Leahi Estates. Gated private access driveway. No HOA, no CCRs, no board, no fees. Directly across street from Leahi Beach Park; easy walk to Diamond Head, Makalei and Kaimana Beaches, Kapiolani Park, and iconic South Shore surf breaks. A truly exceptional Diamond Head location offering privacy, ocean views, and easy access to some of Oahu’s best beaches, parks, and surf.

3200 Diamond Head Road, Honolulu

$1,100,000

5 Beds ⋅ 2 Baths ⋅ 202616802 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM

Conveniently located in the desirable Kaimuki area, this quiet 5-bedroom, 2-bath single-family home features fragrant pikake bushes and bird-of-paradise landscaping in the front yard. The upper level offers 3 bedrooms, 1 bath, and a spacious kitchen. The lower level includes 2 bedrooms, 1 bath with Japanese hot tub, a storage room, and room for an additional full-size freezer and refrigerator. Laundry hookups and an exterior utility sink are located at the rear of the home. Enjoy a spacious backyard, with restaurants, supermarkets, shopping, schools, and freeway access nearby.

932 10th Avenue, Honolulu

$2,995,000

4 Beds ⋅ 4 Baths ⋅ 202616211 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Perched on a coveted rim lot in prestigious Waialae Iki, this spacious home captures sweeping views of the Pacific Ocean, iconic Diamond Head, and the lush fairways of Waialae Country Club. With a rare combination of privacy, scale, views, and effortless accessibility, this property offers a truly exceptional island lifestyle. A major highlight is the single-level, no-stairs entry, complemented by a flat driveway—an uncommon and highly desirable feature in Waialae Iki. The generous layout provides ample space for comfortable everyday living and entertaining, while expansive sightlines bring the beauty of Oahu's south shore into the home. Energy efficiency and modern sustainability are also front and center, with an impressive owned 33 photovoltaic panels and two Tesla Powerwall batteries, helping harness Hawaii’s abundant sunshine while providing substantial energy storage. A rare opportunity to enjoy spacious living, exceptional accessibility, spectacular vistas, and thoughtfully designed energy independence in one of Honolulu’s most sought-after neighborhoods.

1728 Kumakani Loop, Honolulu

$1,150,000

7 Beds ⋅ 2 Baths ⋅ 202616546 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Welcome to 3131 Mokihana Street, a spacious 7-bedroom, 2-bath home offering approximately 1,565 sq. ft. of interior living space, plus a 400 sq. ft. carport, all situated on a 5,000 sq. ft. lot. Well cared for and in great condition for its age, this home is ready to enjoy while offering the opportunity to make cosmetic updates that reflect your personal style. Located in the highly convenient Kapahulu neighborhood, you’ll be close to the best of Honolulu living. Kapahulu is known for its local character, diverse dining, neighborhood shops, and easy access to Waikiki, Diamond Head, Kapiolani Park, and nearby beaches. Everyday conveniences are nearby, including Safeway, Kapahulu Shopping Center, and an incredible selection of local restaurants. Enjoy the convenience of city living while coming home to an established residential neighborhood. A rare opportunity for space, location, and possibilities in the heart of Honolulu!

3131 Mokihana Street, Honolulu

$3,150,000

5 Beds ⋅ 4 Baths ⋅ 202612821 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM

Sweeping views of Diamond Head and the Pacific Ocean provide a quintessential Honolulu setting for this hillside retreat, tucked away behind a discreet gated entry. The property reveals itself as the gate slides open, unveiling a lush garden sanctuary with tropical vegetation, lawns, and artwork, creating an unexpected sense of beauty, privacy, and discovery. Double door etched glass entry frames the iconic view, drawing the eye straight through the home to Diamond Head and the vibrant ocean. The living, dining, and kitchen areas open seamlessly to a large wooden deck, perfect for outdoor dining, relaxing, and entertaining. This two-story home offers 5 bedrooms and 4 full bathrooms, an entertainment room, and multiple decks and lanais. The separate fifth bedroom provides flexibility as an art studio or office. Parking is unusually generous with a two-car garage and space for up to six additional vehicles. Original artwork throughout the home and gardens reflects the seller’s appreciation for Hawaii’s natural beauty. Artistic and deeply connected to its surroundings, this is a Honolulu home with a true sense of place.

3765 Lurline Drive, Honolulu

Start Your Search

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.