Diamond Head Homes for Sale

Welcome to Diamond Head, one of Honolulu’s most iconic and sought-after neighborhoods! Nestled on the southeastern coast of Oahu, this enchanting area is renowned for its breathtaking views, vibrant culture, and outdoor adventures. The stunning Diamond Head crater, a dormant volcanic cone, serves as a picturesque backdrop and offers hiking trails that reward explorers with panoramic vistas of the Pacific Ocean and the Honolulu skyline.

Living in Diamond Head means immersing yourself in a unique blend of natural beauty and urban convenience. The neighborhood boasts a laid-back vibe while being just a stone’s throw away from the bustling heart of Honolulu. Residents enjoy easy access to pristine beaches, lush parks, and an array of dining and shopping options that celebrate both local and international flavors.

For those looking to call Diamond Head home, you’ll find a diverse selection of properties for sale. From charming bungalows to luxurious oceanfront condos, there’s something for everyone in this picturesque locale. Many homes feature stunning views, spacious layouts, and modern amenities, making them perfect for families, retirees, and everyone in between.

Whether you’re seeking a serene retreat or a vibrant community, Diamond Head offers an unparalleled lifestyle. With its rich history, stunning landscapes, and welcoming atmosphere, it’s no wonder that homes for sale in this area are highly coveted. Discover your dream home in Diamond Head and experience the magic of island living!

Newest Diamond Head Homes for Sale

$1,488,000

14 Beds ⋅ 6 Baths ⋅ 202618635 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

The property features five separate residential units, in beautiful Palolo Valley, providing immediate income and a compelling value-add investment opportunity. Priced to reflect its current condition, including existing water intrusion and significant repair needs, this offering provides investors the opportunity to acquire a multi-unit asset at a substantial discount. With renovation and repositioning, the property offers meaningful upside through increased rental income and long-term appreciation.

2001 10th Avenue, Honolulu

$2,150,000

3 Beds ⋅ 4 Baths ⋅ 202614948 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 DOM

From the moment you arrive, you’ll sense what sets this exceptional home apart. Designed and built as a 100% custom residence offering approximately 4,100 square feet of living space, it offers generous bedrooms, spacious hallways, and an impressive sense of openness throughout. A custom-made front door opens to a beautiful marble entry and an authentic Japanese-style room with tatami and shoji imported from Japan. The open kitchen features quartz countertops and a large island, flowing seamlessly into the living and dining areas and covered courtyard for effortless indoor-outdoor living. Upstairs, an open space and tranquil library offer a peaceful retreat. The primary bedroom features a raised platform mattress space with built-in storage and a versatile den. Adjacent are an oversized walk-in closet, dedicated makeup room, and powder room. The primary bath features a spacious shower and skylit tub for a luxurious, hotel-inspired retreat. A separate suite with its own entrance, full bath, and kitchenette offers flexibility as a guest suite or home office. There is still so much more to discover. Schedule your private showing to experience this remarkable home for yourself.

3468 Keanu Street, Honolulu

$3,000,000

11 Beds ⋅ 6 Baths ⋅ 202618631 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Located in the heart of Kaimuki, 3513 Harding Ave. presents a rare opportunity to acquire a multi-cottageinvestment property on a 15,000 SF lot. The property consists of five separate cottages totaling approximately3,828 SF, offering flexible use potential for investors, owner-users, or future redevelopment considerations.Cottages need improvements, previous commercial use. Improvements needed to restore residential use.

3513 Harding Avenue, Honolulu

$2,100,000

5 Beds ⋅ 5 Baths ⋅ 202615943 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Location, Location, Location - Please Do not miss your opportunity at a RARELY available single-family home located on a desirable street on Luawai street. Single family Kaimuki / Kahala residence minutes to Times super market, Kahala Mall and surrounding shops and restaurants. This 5-bedroom, 4 and half-bath home features an open kitchen with, quartz counter tops, stainless steel appliances. Enjoy meals and entertaining along with a formal dining area. Features new painting, split ACs in the main living area and each bedroom. The fenced yard with large patio provides privacy and an relaxing retreat time. A conveniently located home with parks and shopping a couple blocks away.

1063 Luawai Street, Honolulu

$1,800,000

6 Beds ⋅ 5 Baths ⋅ 202618308 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

A well cared for Kamaaina home, on a quiet street. 1st time on the market. Multi-family dwelling home. The front dwelling 4 bdrm 2 bath & a study/office with spacious kitchen, remodeled in 1958 and additional in 1999. The rear dwelling was built in 1977 with 2 bdrm, 2.75 bath and a spacious kitchen too. Both uses gas stoves. Storage under the stairways & one in the carport + one storage shed in the backyard. Enjoy cool cross breeze and natural lighting that brighten the living space. Front & back dwelling connected through a laundry room. 26 leased PV solar panels and an outdoor covered walkway area for family gatherings. Under ground utilities for electric. Near Kapiolani Park, Honolulu Zoo, Aquarium, Kaimana Beach, Ala Wai Golf course. . . . minutes drive to near-by Safeway, Foodland, Time Supermarket, restaurants, Waikiki, Kahala Mall and EZ access to freeway. Paradise living at it's best. Live in one and rent the other one out for extra rental income. To be sold " As Is". All Showings by appointments only, please allows 24 hours prior notice. Lister must be present. 1st showing on Saturday10/3 between 3-5 pm and Sunday 10/4 between 11-3 pm by appointment only !

3128 Hayden Street, Honolulu

$1,445,000

4 Beds ⋅ 2 Baths ⋅ 202618187 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Welcome to this newly renovated 4-bedroom, 2-bath home in Palolo’s Carlos Long subdivision. Completed in 2026, the renovation thoughtfully updates the home from top to bottom while preserving the character of its distinctive mid-century architecture. The open-concept great room is the heart of the home, featuring dramatic vaulted ceilings, exposed wood beams, multiple skylights, and abundant natural light. Large windows and the spacious lanai frame beautiful mountain and valley views of lush Palolo, creating a peaceful connection between the indoor and outdoor living spaces. Situated on a 6,367 sq. ft. lot on a quiet cul-de-sac, the home is conveniently located near Kaimuki, Kapahulu, UH Manoa, shopping, and dining. Come experience the fresh design and character of 2550 Ipulei Way. BROKER’S OPEN Thursday, October 1, 2026 | 9:30 AM–11:30 AM

2550 Ipulei Way, Honolulu

$2,249,000

5 Beds ⋅ 3 Baths ⋅ 202618419 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

OPEN HOUSE on SUNDAY, 10/4 from 2-5pm. Experience elevated East Oahu living from this distinctive Kuliou?ou hillside retreat, showcasing sweeping ocean, coastline, and mountain views! Set on an expansive 18,598 sq ft lot, this 5-bedroom, 3-bathroom, 3,380 sq ft residence offers ideal flexibility for multi-generational living, hosting guests, or rental income potential. Major structural and capital improvements include a new roof, sewer line restoration, owned 24-panel PV solar system, engineered retaining wall, foundation stabilization, a $100k+ engineered drainage system, renovated baths, and reconstructed driveway. Soaring vaulted ceilings, split A/C, and expansive sliding glass doors open to a generous view deck. A separate lower unit adds complete privacy and versatility. Outside, enjoy a private in-ground pool, mature tropical landscaping, workshop, sprinkler system, and parking for 3+ vehicles. Moments from Maunalua Bay ocean access, Hawaii Kai shopping centers, parks, and local dining complete this East Oahu sanctuary. See Supplemental Documents section for full list of improvements. Accepts Cash, Conventional, and VA terms.

5926 Kalanianaole Highway, Honolulu

$6,895,000

5 Beds ⋅ 6 Baths ⋅ 202618082 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

A rare opportunity to own one of Diamond Head's most captivating oceanfront estates at amazing price; truly the best value Diamond Head. This Balinese-inspired masterpiece blends timeless island elegance with modern sophistication. Designed to embrace Hawaii's indoor-outdoor lifestyle, the residence opens seamlessly to panoramic ocean vistas and the rhythmic sound of the waves. This five-bedroom sanctuary showcases bespoke finishes, natural textures, and an architectural flow that evokes both serenity and grandeur. The primary suite offers breathtaking ocean views and a spa-like en-suite retreat, while a private guest apartment-complete with its own entrance-provides stunning views of Diamond Head and total privacy for family or guests. Outdoors, a private tropical oasis awaits. Surrounded by lush landscaping, the grounds feature a resort-style pool, elevated spa, fire pit, and tranquil koi pond, creating an atmosphere of peaceful indulgence. Gated and secure, yet minutes from Waikiki Beach and Diamond Head State Monument, this rare offering perfectly balances luxury, seclusion and convenience. it is the premier value in Diamond Head's pristine oceanfront enclave.

4240 Kaikoo Place, Honolulu

$1,680,000

5 Beds ⋅ 4 Baths ⋅ 202618318 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

An Artist’s Flair overlooking the City brings this little gem into the SPOTLIGHT. Romantic terraced gardens and inviting outdoor spaces overlook the city to the ocean, creating the perfect setting for morning coffee, entertaining, gardening, or simply enjoying the view. The low-maintenance grounds offer beauty without the upkeep. This idyllic home on the hill has character that never goes out of style. It’s not perfect—there are two small car bays and a road that can be busy—but these are easily balanced by the home’s charm, timeless appeal, and wonderful location in one of Honolulu’s beloved neighborhoods. Ask Cammie—she’s on the neighborhood board! Featuring 3 bedrooms, 3 full bathrooms, a den that could be used as a 4th bedroom, a separate studio with its own bathroom, new appliances, split AC, and four levels of living space, this unique property offers flexibility, privacy, and plenty of personality. Come see it for yourself. Someone is going to fall in love!

1449 St Louis Drive, Honolulu

$1,650,000

4 Beds ⋅ 1 Baths ⋅ 202618337 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Prime, level corner lot offering 10,247 sq. ft. of land in a highly desirable East O‘ahu neighborhood. This vintage single-story kama‘aina home features 4 generously sized bedrooms, 1 full bathroom, and a naturally breezy setting. Bring your vision and transform this property into something truly special-renovate and expand the existing home or build your dream residence. Building plans featuring a swimming pool are available. Spacious, usable lot with endless possibilities. Conveniently located near ?Aina Haina Shopping Center, restaurants, shopping, bus routes, and nearby beaches. A rare opportunity to create your ideal East O‘ahu home. Property to be sold As Is.

5265 Manauwea Street, Honolulu

$3,195,000

3 Beds ⋅ 4 Baths ⋅ 202617956 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Prestigious Waialae Iki living with breathtaking views of the Pacific Ocean, Diamond Head, Waikiki, mountains and spectacular sunsets. Extensively remodeled in 2020, this distinctive 3-bedroom, 3.5 bath residence offers an impressive 4,468 sq. ft. of living space with vaulted ceilings, expansive windows, and a beautifully updated open kitchen. Flexible living spaces offer endless possibilities ready to adapt to your lifestyle; whether it be a home office, library, creative studio, guest retreat, wellness sanctuary, or ultimate home theater. Outside, a spacious patio, tiled pool, and jacuzzi create a relaxed resort-like setting for sunny afternoons, sunset gatherings, or evenings under the stars. Private, spacious, and beautifully positioned above Honolulu, 1906 Alaweo Street offers an exceptional opportunity to enjoy convenient access to Honolulu amenities and a sophisticated yet relaxed expression of the Oahu lifestyle.

1906 Alaweo Street, Honolulu

$1,149,000

3 Beds ⋅ 2 Baths ⋅ 202618039 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Welcome to a refreshed 3 bedroom, 2 bath home in the heart of Palolo Valley. The versatile two-level floor plan is designed for flexibility and privacy. The main level features a spacious living room, kitchen, family room, 2 bedrooms, and 1 full bath. Upstairs, you'll find a private retreat with its own living room area, 1 bedroom, and 1 full bath, ideal for guests, a home office, or anyone wanting their own space. Recent upgrades make this one truly move-in ready: new luxury vinyl plank flooring, 2 split A/C, new water heater, and more! The home offers 1705 sq ft of interior living space on a 5652 sq ft fee simple lot, with car carport. Enjoy lush valley/mountain views, a private yard in a peaceful residential setting. Palolo's valley setting puts you just minutes from Kaimuki's Waialae Avenue shops and restaurants, with easy access to H-1, UH Manoa, Kahala, and Waikiki. Whether you're a first-time buyer, looking to upgrade, or seeking a solid investment, this updated home is a great opportunity. Schedule your private showing today! One or more photos have been enhanced/virtually staged.

3347 Kalua Road, Honolulu

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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.