Diamond Head Homes with Ocean View

Welcome to Diamond Head, a captivating gem nestled on the southeastern coast of Oahu, Hawaii. This iconic volcanic tuff cone is not just a stunning natural landmark; it’s also a vibrant community that offers a unique blend of breathtaking scenery, rich history, and an enviable lifestyle. With its proximity to the vibrant city of Honolulu, residents enjoy the best of both worlds—serene landscapes and urban conveniences.

One of the most alluring features of Diamond Head is the stunning ocean views that many homes in the area provide. Imagine waking up each morning to the gentle sound of waves crashing against the shore and the spectacular sight of the Pacific Ocean stretching out before you. Homes here are designed to embrace the beauty of their surroundings, with expansive windows and spacious balconies that invite the outdoors in. From cozy bungalows to luxurious estates, the real estate options are as diverse as the community itself.

Beyond the stunning properties, Diamond Head boasts a rich cultural heritage and a plethora of recreational opportunities. Residents can explore the historic Diamond Head State Monument, hike the famous trail to the summit for panoramic views, or simply relax on the nearby beaches. The area is also home to a variety of dining, shopping, and entertainment options, making it a vibrant place to live.

Whether you’re seeking a tranquil retreat or an active lifestyle, Diamond Head offers an unparalleled blend of natural beauty and community charm. Discover your dream home with ocean views in this idyllic Hawaiian paradise today!

Newest Diamond Head Homes with Ocean View

$1,488,000

202618637 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

$1,488,000

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

2001 10th Avenue, Honolulu

$925,000

1 Beds ⋅ 1 Baths ⋅ 202618544 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM ⋅ Colony Surf Ltd BLDG.

Welcome to this well-maintained 1-bedroom, 1-bath residence in the iconic in the iconic Colony Surf, an oceanfront landmark at the edge of Waikiki and Diamond Head. This light and bright unit features a separate bedroom, in-unit washer/dryer, and an open layout with refreshing trade winds. While it does not have direct ocean view, it is just steps from the beach. Enjoy morning swims, surfing, and sunset strolls, with Kapiolani Park, shopping, and dining at Michel's and the Kaimana Beach Hotel nearby. Low monthly fee includes electricity, internet, front desk service, parking stall, and more. A rare opportunity to own in one of Honolulu's most sought-after Gold Coast buildings.

2895 Kalakaua Avenue Unit 207, Honolulu

$1,650,000

202615390 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Discover a rare opportunity in the highly desirable St. Louis neighborhood! This versatile 5-bedroom property features a legal, permitted ADU, offering flexibility for multi-generational living, extended family, guests, or potential rental income! Enjoy the ocean and Diamond Head views from your upper lanai while sipping your morning coffee. The remodeled lower level showcases modern finishes and updated living spaces, while the home's functional layout provides room for a variety of living arrangements. Whether you're looking for additional privacy, space to work from home, or an income-producing opportunity, this property delivers. Back side of the backyard borders State land, providing an added sense of privacy with no neighboring home along that boundary. Conveniently located to UH Manoa, Waikiki, Kaimuki, shopping, dining, parks, and freeway access, you'll enjoy neighborhood charm and town convenience. Don't miss the chance to own this unique St. Louis home with endless possibilities!

1938 Bertram 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

$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

$2,398,000

4 Beds ⋅ 2 Baths ⋅ 202618034 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Offering $5000 credit to buyer's closing costs & ready to receive offers again! OCEAN views; NOT in flood zone; PRIDE of ownership & shows BEAUTIFULLY! Nestled at the back of sought after Niu Valley, this elegant home offers a perfect blend of privacy, style, & sophisticated living. Enjoy lush mountain & distant ocean views from multiple vantage points. The generous yard provides a haven for gardeners or a perfect space for outdoor entertaining & play. The home features vaulted ceilings, abundant natural light, & a thoughtful layout & curated remodel inside and out. An upstairs primary suite is separate, well-appointed, offering comfort & privacy for family or guests. A spacious 2-car garage includes extra storage. The thoughtful layout includes 3 additional lower level bedrooms, w/adjacent family room & a 2 large walk-in storage closets. This lovely home is move-in ready, an EXCELLENT value in the current market! Convenient to nearby beaches, parks, restaurants, shopping, schools, & hiking trails, offering EZ access to everything you need. Enjoy the comfort & peaceful setting, surrounded by gorgeous verdant mountain, & the refined island living this home presents.

6046 Haleola Street, Honolulu

$1,800,000

3 Beds ⋅ 2 Baths ⋅ 202615810 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Rare opportunity to own a classic Mid-Century Modern residence designed by renowned architect Vladimir Ossipoff, widely considered the master of Hawaiian Tropical Modernism. Perched on a generous 7,500 sq. ft. lot, this beautifully updated 3-bedroom, 2-bath home blends timeless architectural character with modern comfort. Vaulted ceilings and an open-concept living, dining, and kitchen area create a bright, airy atmosphere that flows seamlessly to a 264 sq. ft. wraparound lanai. Enjoy mesmerizing panoramic views of Diamond Head, the ocean, city skyline, and colorful sunsets from this inviting indoor-outdoor living space. Thoughtfully upgraded throughout, the home features a fully renovated kitchen, remodeled bathrooms, and luxury vinyl plank flooring. A 2-car carport and extensive storage beneath the home provide exceptional functionality. Conveniently located just minutes from Kahala Mall, Whole Foods, beautiful beaches, UH Manoa, Punahou School, Iolani School, Mid-Pacific Institute, and freeway access. An exceptional opportunity to own a piece of Hawaii architectural history in a highly desirable location. Some photos have been Virtually Staged.

1761 Halekoa Drive, Honolulu

$1,350,000

3 Beds ⋅ 3 Baths ⋅ 202617808 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM

Welcome home to 1416 Luinakoa Street, tucked away on a cul-de-sac in desirable Lower Waialae Nui. This 3-bedroom home offers three bathrooms, including a full bath near the spacious covered patio—ideal for gatherings, entertaining, and island living. Enjoy ocean views from the living room and refreshing tradewinds from the home’s elevated setting. The kitchen and one bathroom have been renovated, and the landscaped yard features hibiscus and ti leaf plants in a variety of colors, along with gardenia, citrus trees, and a mango tree. The property backs to preservation land with no immediate rear neighbors, offering added privacy. Additional highlights include a separate enclosed utility/washroom, abundant storage, updated plumbing, and electrical upgraded to 200 amps. The home also features 22 leased PV panels on a Net Energy Metering agreement, with all inverters recently replaced. Lower Waialae Nui offers exceptional convenience with easy freeway access, while this cul-de-sac setting provides a welcome sense of privacy. A wonderful opportunity to enjoy island living in a highly convenient East Honolulu location.

1416 Luinakoa Street, 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.