Diamond Head Homes with Coastline View

Welcome to Diamond Head, a breathtaking gem nestled on the southeastern coast of Oahu, Hawaii. Renowned for its iconic volcanic crater and stunning coastline, this vibrant neighborhood of Honolulu offers a unique blend of natural beauty and urban convenience. With its lush landscapes and panoramic ocean views, Diamond Head is not just a place to live; it’s a lifestyle that embodies the essence of island living.

Imagine waking up to the gentle sounds of waves crashing against the shore and stepping out onto your balcony to soak in the mesmerizing views of the Pacific Ocean. Homes in Diamond Head with coastline views provide an unparalleled experience, allowing residents to enjoy the beauty of sunrises and sunsets right from their own backyards. Whether you’re sipping your morning coffee or hosting an evening gathering, the captivating scenery serves as the perfect backdrop for any occasion.

The community is dotted with charming local shops, gourmet restaurants, and cultural attractions, ensuring that you’re never far from the vibrant pulse of Honolulu. Outdoor enthusiasts will appreciate the proximity to pristine beaches, hiking trails, and the famous Diamond Head State Monument, where you can explore the rich history and stunning vistas that this area is known for.

Living in Diamond Head means embracing a lifestyle that celebrates both relaxation and adventure. With homes that boast breathtaking coastline views and a community that radiates warmth and hospitality, it’s no wonder that this neighborhood is one of Oahu’s most sought-after destinations. Discover your dream home in Diamond Head, where every day feels like a vacation in paradise.

Newest Diamond Head Homes with Coastline View

$2,050,000

6 Beds ⋅ 3 Baths ⋅ 202615523 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Views, convenience and privacy! Minutes from Kahala Mall, schools, medical clinics and H-1 freeway access, this lower Waialae Nui Ridge home offers views of the sparkling Kahala coastline, Diamond Head and Waikiki skyline. Flexible SINGLE LEVEL floorplan includes 6 bedrooms, 3 bathrooms and a spacious family room. Enjoy mornings and unwind in the evenings on the covered view lanai. A variety of mature fruit trees enhance the yard with room to garden. Wonderful corner location with driveway on Uhi Place.

1688 Halekoa Drive, Honolulu

$985,000

2 Beds ⋅ 2 Baths ⋅ 202615363 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM ⋅ Kuliouou Kai Villa BLDG.

Rarely available WATERFRONT residence at Kuliouou Kai Villa, just steps from the beach! Corner unit offers exceptional privacy. Inspiring views over Paiko Lagoon & the Pacific set the backdrop for this stylish and beautifully maintained townhome. An airy living room takes full advantage of the oceanfront setting, with soaring vaulted ceilings and sweeping views. Contemporary kitchen opens to a spectacular private garden, where a travertine patio is surrounded by immaculate landscaping, two fountains, and a bird bath, all fully irrigated. The split-level layout offers two spacious bedroom suites, each with a walk-in closet. Unwind in your primary suite with panoramic views and ample room for a home office and sitting area. Kuliouou Kai Villas is a resort style community with a private pool and beautiful walking paths overlooking a bird sanctuary, and Kuliouou Beach Park. Two parking stalls & storage included.

6109-A Summer Street Unit 6109A, Honolulu

$1,825,000

5 Beds ⋅ 3 Baths ⋅ 202614839 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Most homes trade elevation for the view—climb higher, live farther from everything. This Halekoa Drive home rewrites that story: nearly 180 degrees of open ocean and Diamond Head from every level, perched low enough to keep daily life close. Four bedrooms sit upstairs; below, a detached rental unit with its own entrance, bath, and wet bar gives you a flexible lower level - an income offset, a guest suite, or extra room for your Ohana. Sixteen owned solar panels and solar hot water run on net metering, putting the energy math in your favor. A neighborhood park sits just a few blocks off, and the address lands in some of Honolulu's most sought-after public school districts. This house is built for the buyer who wants the unobstructed views without the climb. The home has been tastefully maintained with contemporary flooring, spacious bedrooms, and an EV equipped garage you can pull into after a long day at the beach. You can count on one hand how many homes on the hill like this come to market. Don't miss your chance to stand in this space and feel the tranquility it holds. Call your favorite realtor today for a private showing, and welcome home.

1492 Halekoa Drive, Honolulu

$15,950,000

5 Beds ⋅ 7 Baths ⋅ 202615041 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM

Set on one of Hawaii Loa Ridge's most coveted lots, this five bedroom, six and one half bath residence delivers uninterrupted views of Diamond Head, the Pacific Ocean, and Honolulu's coastline from nearly every room, with complete privacy from neighbors and the street. Award-winning architect Jeff Long paired steel-and-concrete construction with interiors built by artisans whose past work spans ultra-luxury yachts and the ateliers of Chanel, Cartier, and Hermes. Book-matched travertine and marble carry through the home, alongside Spinneybeck and Holly Hunt Italian leather walls and Molteni closet systems. A pneumatic glass elevator connects the levels, and a private theater and wine cellar round out the entertaining spaces. The Pininfarina-designed kitchen centers on a Taj Mahal quartzite island, Snaidero cabinetry, dual Sub-Zero refrigerators, and Gaggenau appliances. Outside, a saltwater infinity pool and spa sit within a landscaped lanai framed by the same sweeping views. German-engineered shutters, a full security system, and 24-hour gated access make this a genuine lock-and-go estate.

360 Puuikena Drive, Honolulu

$3,980,000

3 Beds ⋅ 5 Baths ⋅ 202614861 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM

Experience elevated island living in the prestigious gated community of Hawaii Loa Ridge. Showcasing breathtaking panoramic ocean and Koko Head views, this exceptional residence offers 4,012 square feet of thoughtfully designed living with 3 bedrooms, 3 full baths, and 2 half baths. Expansive picture windows fill the home with natural light while framing spectacular ocean vistas and iconic Koko Head. Elegant travertine flooring, soaring ceilings, a chef's kitchen with marble countertops, custom European cabinetry, automatic shades, and a wet bar create a refined atmosphere. Seamless indoor-outdoor living opens to a covered lanai, resort-style pool, spa, and beautifully landscaped grounds; perfect for entertaining or relaxing while taking in the stunning scenery. Residents enjoy 24-hour guarded security, tennis/pickleball courts, and recreation amenities, just minutes from beaches, shopping, dining. A rare opportunity to own an exceptional view residence in one of Oahu's most sought-after luxury communities.

738 Kaulana Place, Honolulu

$2,995,000

4 Beds ⋅ 4 Baths ⋅ 202615058 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM

Experience modern island living in this exceptional 2020-built home in the heart of Niu Valley. Designed for effortless indoor-outdoor living; expansive glass sliders and LaCantina stacking doors create a seamless connection between the spacious interior and a private backyard retreat featuring a resort-style pool, spa, covered lanai, and pool house. Thoughtfully designed with 4 bedrooms, a versatile bonus room, and a spacious downstairs den, the flexible floor plan easily accommodates guests, a home office, gym, media room, or playroom. The chef's kitchen is appointed with Bosch and Thermador appliances, while smart-home features include a 28-panel PV system with two Tesla Powerwall batteries (2026), Pentair app-controlled pool and spa automation, and Rain Bird irrigation. Enjoy exceptional privacy with no back neighbors, lush tropical landscaping, and mature fruit trees. This exceptional home offers the perfect balance of contemporary luxury, energy efficiency, and island living in one of East Honolulu's most desirable neighborhoods.

5872 Haleola Street, Honolulu

$2,299,000

5 Beds ⋅ 3 Baths ⋅ 202614462 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM

Grand Open House: Thursday, 8/20, 2-5pm. Open House: Sunday, 8/23, 2-5pm. Experience elevated East Oahu living from this distinctive Kuli’ou’ou hillside retreat, showcasing sweeping ocean, coastline, and mountain views. Set on an expansive 18,598-square-foot lot, this 5-bedroom, 3-bath, 3,380-square-foot residence offers flexibility for multi-generational living, guests, or income potential. Thoughtful improvements include a new roof, sewer restoration, owned 24-panel PV system, engineered retaining wall, foundation stabilization, a $100k+ engineered drainage system, renovated baths, and reconstructed driveway. Vaulted ceilings, split A/C, and expansive sliding doors open to a generous view deck, while a separate lower unit adds privacy, versatility, multi-generational living, or income potential. Enjoy a private in-ground pool, mature landscaping, workshop, sprinkler system, and parking for 3+ vehicles. Moments from ocean access, parks, and shopping complete this East Oahu sanctuary. See Supplement Section for improvements.

5926 Kalanianaole Highway, Honolulu

$4,099,000

4 Beds ⋅ 4 Baths ⋅ 202614472 MLS ⋅ FS - Fee Simple Tenure ⋅ 13 DOM

Live your best life by the Pacific Ocean in one of Oahu’s most prestigious and sought after enclave communities. Tucked away within the gates of Black Point, this hidden gem offers a rare blend of privacy, space, view, and coastal charm! Designed for effortless indoor-outdoor living, the expansive layout features 4 bedrooms, 3 full baths, and 1 half bath, with sun drenched spaces that open to a private swimming pool and sweeping patio poolside deck. This property was designed to capture refreshed year round trade winds, ocean, and sunrise views. Presenting an incredible restoration opportunity, the existing residence serves as the ultimate canvas to reimagine, rebuild, or restore a world-class coastal estate. Complete with private access to the legendary Black Point oceanfront saltwater pool naturally filled by the waves of the Pacific. This is a once in a lifetime opportunity to create a legacy property. A truly magnificent island lifestyle awaits!

4134 Black Point Road, Honolulu

$5,750,000

6 Beds ⋅ 6 Baths ⋅ 202614908 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM

TIMELESS ISLAND LIVING ON WAILUPE BEACH WITH SEPARATE GUEST HOUSE. Set on a 25,216 sq ft beachfront parcel w/approx 90 linear ft of sandy shoreline, this charming, reimagined island beach house features a 3-bdrm, 3-bath main residence, a 3-bdrm, 2-bath guest house & detached pool house w/indoor swimming pool & full bath. Coconut palms, mature tropical landscaping, expansive lawns & outdoor gathering areas lead to the sandy shoreline. The main home features French windows, spacious open living & lounge areas w/seamless indoor/outdoor living. Wraparound decks overlook tropical gardens & ocean vistas. The kitchen features rich coastal blue-green cabinetry, abundant counter space, dine-in seating & ocean views. Three en-suite bdrms each offer a private bath w/updated vanities, while a separate seaside den serves as a home office w/lovely views. The detached guest house is situated above two separate 2-car garages w/ generous storage, laundry facilities & ample driveway parking. Enjoy surfing, paddleboarding, kayaking, swimming & beach walks just beyond your backyard. Conveniently located between Kahala & Aina Haina w/easy access to shopping, dining, banking & everyday conveniences.

4929 Kalanianaole Highway, Honolulu

$7,000,000

5 Beds ⋅ 7 Baths ⋅ 202614361 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM

Affectionately, known as 'Hotel Aloha,' a masterpiece of opulence, grace, and authentic Hawaiian design. This elegant 2-story private residence features 5 spacious en-suite bedrooms, each offering a private luxury bathroom, generous closet space & breathtaking views. Located on a white sandy beach in East Honolulu The upstairs primary suite opens to a sprawling lanai overlooking the saltwater pool, spa, & the vast Pacific Ocean—perfect for watching the surf & magenta sunsets. For added convenience, a gracious bedroom with an easy-access walk-in shower is located on the main level. The home showcases exquisite craftsmanship, featuring imported marble flooring and a matching fireplace. The gourmet kitchen includes gas cooking, while the media room offers a surround sound system. Exterior highlights include a newly painted automatic gated entry, lushly landscaped grounds & ample parking w/a two-car garage, a tiled driveway for 4 vehicles and space for a boat. Located off a private, crescent-shaped road shared by only three homes, this property offers unmatched security and privacy. Additional features: dual washer/dryer sets, central AC and direct beach access. Heated saltwater pool.

5599 Kalanianaole Highway, Honolulu

$2,750,000

202614756 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM

Build your legacy in the heart of Honolulu. Rarely does an opportunity like this become available. Set in Wilhelmina, this exceptional 13,246 sf vacant parcel offers breathtaking 180-degree views of Diamond Head, the Pacific Ocean, sparkling city lights, and unforgettable sunset vistas. This premier estate lot provides the perfect canvas for an exceptional custom estate. The generous lot size and favorable development potential allow for your dream lifestyle residence. The design allows for 3 -5 car garage plus, room for 6+ cars in the driveway A separate dwelling can also be built if desired. Conceptual plans and architectural renderings by local, award-winning architect Jim Schmit are available; the permitting process is underway. Buyers may obtain the plans and continue the process toward bringing this extraordinary vision to life. Enjoy a sought-after scenic island lifestyle that combines privacy, prestige, and convenience, just minutes from the vibrant dining, shopping, cafés, and beaches. This is a rare chance to secure a landmark property and build a legacy home. Being sold with TMK 1-3-3-032-031-0001.

3950 Sierra Drive, Honolulu

$2,995,000

4 Beds ⋅ 3 Baths ⋅ 202612590 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM

Perched on the coveted slopes of Waialae Iki, this exceptional home captures breathtaking panoramic views stretching from iconic Diamond Head to Maunalua Bay. Enjoy refreshing trade winds all day long, and the ever-changing ocean blues and sunset views from the comfort of your living room. Designed for both everyday living and effortless entertaining, the spacious floor plan offers four bedrooms, three bathrooms, a bonus loft, a sparkling salt water pool and spa, an expansive grassy backyard, and a spacious deck that extends directly from the bedrooms. You will also find a two car garage and abundant storage throughout. Upgrades include new Pella Windows and Sliding doors, new blinds throughout, engineered & oak hardwood floors in the bedrooms and main living areas, and travertine flooring downstairs. This energy-efficient home is equipped with 34 owned solar panels (25 installed in 2013 and 9 added in 2022), a Tesla Power wall Battery Gateway and Net Metering for nearly zero monthly electric bills, and a Tesla EV Charger. You have to see it for yourself!

1865 Alaweo Street, 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.