Diamond Head Homes with Coastline View

Welcome to Diamond Head, a breathtaking gem nestled on the southeastern coast of Oahu, Hawaii. This iconic volcanic tuff cone is not just a stunning natural landmark; it’s a vibrant community that offers a unique blend of rich history, captivating scenery, and a lifestyle that dreams are made of.

As you explore the charming streets of Diamond Head, you'll find a delightful mix of architectural styles, from classic Hawaiian homes to modern beachfront estates. Many of these residences boast spectacular coastline views, allowing you to wake up to the gentle sounds of the ocean waves and the stunning sight of the sunrise over the Pacific. Imagine sipping your morning coffee while gazing out at the shimmering waters or unwinding in the evening with a sunset that paints the sky in vibrant hues of orange and pink.

Living in Diamond Head means more than just enjoying beautiful homes; it’s about embracing an active lifestyle. The area is renowned for its outdoor activities, including hiking the famous Diamond Head State Monument trail, which rewards adventurers with panoramic views of Honolulu and the sparkling ocean below. The nearby beaches, such as Kaimana Beach and Sans Souci Beach, offer perfect spots for swimming, sunbathing, and surfing.

With its rich cultural heritage, vibrant community, and stunning natural beauty, Diamond Head is more than a place to live; it's a lifestyle. Whether you’re seeking a serene retreat or an active coastal experience, homes in Diamond Head with breathtaking coastline views are waiting to welcome you to your new paradise. Discover the magic of Diamond Head and make it your home today!

Newest Diamond Head Homes with Coastline View

$2,800,000

4 Beds ⋅ 3 Baths ⋅ 202615777 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Perched within the gated community of Hawaii Loa Ridge, 869 Ikena Circle captures sweeping ocean, coastline, and mountain views from an elevated East Honolulu setting. Expansive windows fill the home with natural light and showcase the blue Pacific from the spacious main living areas, which extend to a covered lanai for effortless indoor-outdoor living. Renovated in 2025, the thoughtfully designed floor plan offers a bedroom and full bath on the main level, along with a versatile office/den, while upstairs you'll find two generously sized en-suite bedrooms offering privacy and separation. Step outside to your own private pool surrounded by tropical greenery—the perfect setting to relax, entertain and take in the island surroundings. Additional highlights include 86 owned photovoltaic panels, a laundry room, and a 2 car garage with more covered parking in front. Residents of Hawaii Loa Ridge enjoy 24-hour gated security along with community tennis courts, a clubhouse, playground, BBQ areas and access to the Hawaii Loa Ridge hiking trail. A rare opportunity to enjoy privacy, space, security, and panoramic views in one of East Honolulu's most sought-after gated neighborhoods!

869 Ikena Circle, Honolulu

$2,000,000

3 Beds ⋅ 3 Baths ⋅ 202615383 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

RARELY AVAILABLE - LOWER WAIALAE IKI NEXT TO THE PARK!! This renovated 3bed/3bath home is located in desirable Waialae Iki and features an open floorplan, panoramic ocean views, quartz counter tops, large designer kitchen, recessed lighting, custom cabinets, chandeliers, newer appliances, gas cooktop, laundry room, large jacuzzi, ample storage, split AC's, built-in shelves, Diamond Head/Ocean views, cool trade winds, mango tree, and a large rooftop space perfect for nightly sunsets & entertaining family, friends, & children! This home is located just steps from Waialae Iki Neighborhood Park, and is conveniently located near Kahala Mall, Waialae Country Club, Aina Haina Shopping Center, Kahala Beach, University of Hawaii, Chaminade, Diamond Head, Kaimuki restaurants, schools, grocery stores, parks, bus stops, beaches & more...Don’t miss this opportunity!!

4846 Analii Street, Honolulu

$2,050,000

6 Beds ⋅ 3 Baths ⋅ 202615523 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 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 ⋅ 10 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 ⋅ 12 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 ⋅ 13 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 ⋅ 14 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

5 Beds ⋅ 4 Baths ⋅ 202615058 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 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. Outdoor shower designed opposite the 1/2 bath wall and already connected to sewer for optional full bath conversion. 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 ⋅ 14 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 ⋅ 15 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 ⋅ 17 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 ⋅ 17 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

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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.