Diamond Head Homes with Coastline View

Welcome to Diamond Head, one of the most iconic neighborhoods in Honolulu, Hawaii. Nestled on the southeastern coast of Oahu, this stunning locale is renowned for its breathtaking views, rich history, and vibrant culture. The centerpiece of the area, Diamond Head itself is a dormant volcanic crater that offers outdoor enthusiasts a variety of hiking trails, including the popular summit trail, which rewards trekkers with panoramic vistas of the Pacific Ocean and the lush landscape below.

The charm of Diamond Head extends beyond its natural beauty; it is a community that exudes a relaxed yet sophisticated island lifestyle. Imagine waking up to the sound of waves crashing against the shoreline and the gentle trade winds rustling through palm trees. Homes in this area often boast spectacular coastline views, allowing residents to bask in the beauty of sunrises and sunsets right from their own backyards.

The real estate market in Diamond Head is as diverse as its residents, featuring a mix of historic homes, modern condos, and luxurious estates. Many properties are designed to maximize the stunning ocean vistas, with spacious balconies and expansive windows that invite the outside in. Living in Diamond Head means not only enjoying the serene beauty of coastal life but also being just minutes away from the vibrant culture of Honolulu, with its eclectic dining options, shopping, and entertainment.

Whether you’re seeking a peaceful retreat or an active lifestyle, Diamond Head offers the perfect blend of both, making it one of the most desirable places to call home in Hawaii. Dive into the Diamond Head experience and discover your dream home with a view that will take your breath away.

Newest Diamond Head Homes with Coastline View

$2,249,000

5 Beds ⋅ 3 Baths ⋅ 202618419 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 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 ⋅ 5 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 ⋅ 5 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 ⋅ 5 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

$1,350,000

3 Beds ⋅ 3 Baths ⋅ 202617808 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 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

$1,625,000

4 Beds ⋅ 3 Baths ⋅ 202617599 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM

This spacious 2-story home is designed for multi-generational living, offering both togetherness and privacy under one roof. Upstairs, you'll find an open kitchen flowing into the spacious living area -- perfect for gathering, entertaining, or simply enjoying family life together. This main level features 3 bedrooms, including a primary suite with its own attached bathroom, plus a second full bathroom for the additional bedrooms. Step outside to the large lanai, where you can unwind and take in ocean views — the perfect spot to relax any time of day. Downstairs is a self-contained living space with a private bedroom and full bathroom, a cozy family room complete with a wet bar, plus a separate study and craft room — giving everyone room to work, create, and relax on their own terms. The backyard is a tropical retreat, featuring three varieties of mango, plus starfruit, avocado, sour sap, surinam cherry and citrus— offering fresh, homegrown flavor right from your own yard. With four bedrooms, flexible living spaces, an ocean-view lanai, and a backyard orchard, this home is designed to bring families together while giving each member their own place to call their own.

506 Hao Street, Honolulu

$2,095,000

3 Beds ⋅ 3 Baths ⋅ 202616161 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM

Welcome to 5943 Haleola Street in Niu Valley, one of East Honolulu’s most sought-after neighborhoods, known for its strong sense of community, convenient town location, bikeability, and easy access to shops, dining, beaches, and outdoor recreation. This spacious multi-level home begins with a two-car garage on the ground floor. The second level features two bedrooms, two bathrooms, a laundry room, and a second living area with dedicated office space. The upper level is the showpiece, with high vaulted ceilings, travertine flooring, a massive living area, and sweeping valley and ocean views. The chef’s kitchen features Sub-Zero and Bosch appliances, while the large lanai includes both open-air and enclosed areas for flexible indoor-outdoor living. The oversized primary suite features a large en suite bathroom with both a soaking tub and walk-in shower. With some of the most impressive views in Niu Valley, this is a special opportunity in one of Honolulu’s most desirable neighborhoods. FIRST OPEN HOUSE THIS SUNDAY 3-6PM.

5943 Haleola Street, Honolulu

$1,600,000

3 Beds ⋅ 2 Baths ⋅ 202617568 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM

High above Aina Haina valley, 835 Ahuwale St offers a fully restored home ready for its new owners! The highlight here is the newly-added expansive composite-plank lanai, largely covered and open to steady breezes and stunning ocean and mountain views. Inside, the 3-bedroom, 2-bathroom home feels modern and open. By raising the ceilings throughout the 1,200-square-foot interior, the entire space expands. Classic hardwood floors throughout the main living areas, while both bathrooms feature clean ceramic tile. The layout’s biggest shift from its original 1957 footprint is the massively expanded primary bedroom, which includes a new, ensuite bathroom. The property was recently renovated to upgrade essential infrastructure, including a new roof, and updated plumbing and electrical systems. Outside, the 8,750-square-foot lot provides a spacious backyard framed by mature mango and plumeria trees. A single-car carport and an additional uncovered space provide parking for two. It is a wonderfully comfortable home and you'll love the elevated sight-lines, updated condition, and the beauty of a quiet evening outdoors on the lanai.

835 Ahuwale Street, Honolulu

$3,395,000

4 Beds ⋅ 4 Baths ⋅ 202617530 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM

One of the most coveted views on all of Oahu. Unobstructed panoramic ocean views stretch from Koko Head to Diamond Head. Immaculate, ultra-modern, custom-designed estate in Hawaii Loa Ridge. Stylishly renovated with designer landscaping. Soaring ceilings, walls of windows, chef's kitchen w/waterfall counters, & elegant baths. This residence features 4 beds & 4 full baths, stunning living spaces, multiple outdoor lanai areas for effortless indoor/outdoor living. A versatile 1 bd/ 1bath room with a wet bar and separate entry can serve as a second family room or guest quarters. Energy-efficient with newer owned photovoltaic & Tesla Powerwall battery. Beautiful natural light fills the open, airy & breezy floor plan. The primary suite offers a luxury bath w/soaking tub & shower, a true retreat at the end of the day. Recoated roof, 2-car garage, plus a driveway for 5 additional vehicles. A den off the entry could be converted into a bed w/full bath (main level). Hawaii Loa Ridge is Honolulu's most prestigious guard-gated community, offering pickleball courts, clubhouse, 24hr security & ridge trail with rec. area for a truly elevated & active lifestyle right in your backyard.

1179 Ikena Circle, Honolulu

$2,195,000

2 Beds ⋅ 2 Baths ⋅ 202617486 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM ⋅ 3056 Kalakaua BLDG.

RARE GOLD COAST PENTHOUSE OPPORTUNITY! Welcome to 3056 Kalakaua, a charming boutique building with only two residences per floor. This highly desirable penthouse showcases expansive ocean and coastline views, spectacular sunsets, and sweeping vistas of Kapiolani Park and iconic Diamond Head. Refreshing breezes flow throughout the residence from the Diamond Head side, creating a truly comfortable island atmosphere. This spacious 2-bedroom, 2-bath residence features a covered lanai, in-unit laundry, a private trash chute, and a charming office nook overlooking the ocean. The pet-friendly building also offers two assigned tandem parking stalls. Just above the penthouse, the rooftop provides breathtaking 360-degree views of Honolulu. Enjoy the world-famous Gold Coast lifestyle, with swimming, surfing, dining, shopping, and the many activities of Kapiolani Park just minutes away. A truly special residence in one of Honolulu’s most coveted oceanfront neighborhoods.

3056 Kalakaua Avenue Unit PHW, Honolulu

$2,259,000

4 Beds ⋅ 4 Baths ⋅ 202617360 MLS ⋅ FS - Fee Simple Tenure ⋅ 23 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

2957 Kalakaua Avenue Unit 615/616, Honolulu

$999,000

2 Beds ⋅ 2 Baths ⋅ 202615953 MLS ⋅ FS - Fee Simple Tenure ⋅ 23 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

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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.