Diamond Head Homes with Ocean View

Welcome to Diamond Head, a breathtaking gem nestled on the southeastern coast of Oahu, Hawaii. Renowned for its iconic volcanic crater and stunning vistas, this vibrant neighborhood in Honolulu offers a unique blend of natural beauty, rich history, and a laid-back island lifestyle. With its close proximity to pristine beaches and lush hiking trails, Diamond Head is a haven for outdoor enthusiasts and those seeking the ultimate Hawaiian experience.

One of the most alluring aspects of living in Diamond Head is the opportunity to enjoy homes with spectacular ocean views. Imagine waking up each morning to the soothing sound of waves crashing against the shore, with the sun rising over the vast Pacific Ocean right outside your window. These residences not only offer breathtaking panoramas but also provide a serene retreat from the hustle and bustle of city life.

The architectural styles in Diamond Head range from charming beach cottages to luxurious modern homes, all thoughtfully designed to complement the stunning landscape. Many properties feature expansive lanais, perfect for entertaining or simply soaking in the glorious Hawaiian sunsets. With an array of amenities and access to world-class dining, shopping, and recreational activities, Diamond Head is more than just a neighborhood; it’s a lifestyle.

Whether you’re seeking a permanent residence, a vacation home, or an investment opportunity, Diamond Head’s ocean-view properties are a rare find that embody the spirit of island living. Come discover the magic of Diamond Head, where the beauty of nature meets the comfort of home. Your dream oasis awaits!

Newest Diamond Head Homes with Ocean View

$1,625,000

3 Beds ⋅ 3 Baths ⋅ 202614187 MLS ⋅ FS - Fee Simple Tenure

Commanding panoramic, unobstructed city and ocean views protected by the Board of Water Supply property below. Extensively remodeled over the years (1997, 2015, and 2019). At the heart of the home is a beautifully renovated island kitchen that opens seamlessly to the house-wide deck and main living areas where panoramic vistas are the backdrop for everyday living and memorable gatherings. Desirable floor plan features a primary suite on the main living level w/private office & TV/den/reading room and separate entry to side yard. Lower level includes two bedrooms, spacious living area, wet bar, separate entry - ideal for extended family, guests, multigenerational or assisted living. Rare parking includes a two-car carport, driveway parking for two additional vehicles, plus coveted street parking. Just minutes from UH, freeway access, shopping, dining, and beaches. Experience the perfect blend of breathtaking views, versatile living, and exceptional convenience.

1516 Alencastre Street, Honolulu

Listing courtesy of Coldwell Banker Realty.

$2,800,000

5 Beds ⋅ 3 Baths ⋅ 202613575 MLS ⋅ FS - Fee Simple Tenure

First open house 7/26/2026 from 1:30 - 5:00. Exceptional views, exceptional house!! Rare opportunity to make this coveted combination your home! Sweeping ocean views include views of Waialae Golf Course and Diamond Head. Living room, dining area, primary bedroom, covered lanais all perfectly situated to savor the views. Main upper level contains 3 bedrooms, 2 baths, laundry/pantry area. Bonus: no stairs to navigate from from carport to main living area, upper level has Mitsubishi ceiling a/c for living/dining area & kitchen. Upper level bedrooms have split a/c and ceiling fans. Lower level contains family room, office 'niche', guest bedroom, exercise room (5th bedroom), bath (also accessible to pool). Ocean views from family room & exercise room. Separate workshop adjacent, but not connected to family room. Pool level is easily accessible from family room, exercise room and bath. Pool area also has stunning views. Bonus: Lanai overhang provides a comfortable, shaded area for lounging around the pool while being protected from the sun. Bonus: House has PV system and solar water heater. House has been well cared for but is being sold in "as is" condition.

1474 Kamole Street, Honolulu

Listing courtesy of Hawaii Modern Realty.

$1,298,000

3 Beds ⋅ 3 Baths ⋅ 202612198 MLS ⋅ FS - Fee Simple Tenure

Cooled by gentle mountain breezes & blessed with sweeping coastline views stretching toward Diamond Head, this exceptional 3-unit property offers the kind of island lifestyle people dream about. Upstairs, a spacious covered lanai becomes the heart of the home, a place to greet the morning with a cup of coffee as the sun rises over the Pacific, to gather with friends for leisurely meals, or unwind in the evening while watching mesmerizing sunsets paint the sky in shades of gold & pink. The well-appointed kit flows effortlessly to the outdoor living space, making entertaining and dining al fresco both easy & enjoyable. Whether preparing a casual breakfast or hosting a sunset dinner, everything is designed to embrace the HI indoor-outdoor way of life. The upstairs residence features 2 comfortable bedrooms & 1 bathroom, creating a peaceful retreat where the sights, sounds & breezes of the islands are never far away. The downstairs 1 bedroom unit has a generous sized living area leading out to the covered lanai. Easy walking distance to Waialae Avenue with numerous restaurants & boutique shops. Small studio also included in the offering.

4137 Sierra Drive, Honolulu

Listing courtesy of Coldwell Banker Realty.

$12,500,000

5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure

TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence presents a rare opportunity to own in one of Oahu's most iconic oceanfront enclaves. Situated on a 15,398 sq ft parcel, the home enjoys spectacular unobstructed ocean views, rolling surf, swaying coconut palms & the soothing sounds of the Pacific from an exceptionally private setting. A welcoming courtyard w/ tropical landscaping & signature plumeria tree leads to light-filled interiors w/ vaulted ceilings & an open floor plan showcasing the sparkling azure waters of the Pacific. Expansive living & dining areas flow seamlessly to the oceanfront lanai, grassy seaside lawn, and steps to the water's edge. The kitchen features granite countertops, abundant cabinetry, dine-in seating & a breakfast nook. The oceanfront primary suite enjoys breathtaking views & spa like bath. Four additional bedrooms offer flexibility for family/guests or office. Conveniently located near Kapiolani Park, Diamond HD hiking trails, golf, Farmers Market, Waikiki, restaurants & shopping. A truly rare opportunity to own on Diamond Head Beach.

3735 C Diamond Head Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

$3,250,000

3 Beds ⋅ 3 Baths ⋅ 202613506 MLS ⋅ FS - Fee Simple Tenure

Perched in the prestigious Waiale Iki neighborhood, this newly renovated 3-bed/2-bath residence offers an exceptional blend of modern elegance, flexible living and most of all dynamic panoramic ocean views. Bird's-eye views of Waialae Golf Course, The Kahala Hotel and Resort and Diamond Head are spectacular. A permitted 498 Sq. Ft. accessory recreation room/flex space with wet bar and bath, as reflected in the approved permit, offers additional flex space. Smartly updated with expansive lanais, this home creates the perfect setting for indoor-outdoor island living flowing to the saltwater pool, deck, and BBQ area. New appliances, flooring, paint, ceiling fans, AC, landscaping and more highlight this well-finished home.Located just minutes from Kahala's beaches, shopping, dining, exceptional schools and world-class golf, this is a rare opportunity to live and work in one of Honolulu's most sought-after neighborhoods while forever enjoying nature's beauty with the rising and setting sun!

1541 Laukahi Street, Honolulu

Listing courtesy of Hawaii Life.

$3,280,000

5 Beds ⋅ 4 Baths ⋅ 202613577 MLS ⋅ FS - Fee Simple Tenure

Spacious 5 bedroom 4 bath home on Maono Place, a quiet interior street, within prestigious Hawaii Loa Ridge. This home features a covered lanai with beautiful sweeping ocean views and sunsets. Upstairs also features a spacious living area, dining room, kitchen with breakfast room, and 2 bedrooms, 1 bath. Downstairs features the primary bedroom & bathroom which look out to a spacious lanai, 2 bedrooms each with their own ensuite, and a dedicated laundry room. This gated community features gated security, tennis courts, hiking trails, and club room.

167 Maono Place, Honolulu

Listing courtesy of Hawaii Homes & Estates LLC.

$1,349,000

3 Beds ⋅ 3 Baths ⋅ 202612101 MLS ⋅ FS - Fee Simple Tenure

Exceptional opportunity to own a single-level home with 25 owned photovoltaic (PV) panels in the highly desirable Aina Haina neighborhood. This charming 3-bedroom, 2-bath residence offers the perfect opportunity to update, personalize, or enjoy as is. The classic floor plan features beautiful hardwood floors, high ceilings, and abundant natural light. The kitchen is appointed with granite countertops and enjoys an ocean view, adding a scenic touch to everyday living. Situated on a level 6,121 sq. ft. lot, right off Kalanianaole Highway, the property offers a spacious garage, storage or workshop area, basement, and a generous yard with room for gardening, entertaining, or relaxing. Underground utilities and the absence of overhead power lines enhance the neighborhood's appeal. Conveniently located near schools, shopping, beaches, parks, and other everyday amenities, this home offers comfort, potential, and an excellent location. Priced to sell—don't miss this opportunity to own in Aina Haina! A few photos are virtually staged(enhanced).

5060 Kalanianaole Highway, Honolulu

Listing courtesy of REMAX Hawaii.

$1,425,000

3 Beds ⋅ 2 Baths ⋅ 202613311 MLS ⋅ FS - Fee Simple Tenure

Welcome to 1568 Halekoa Drive in desirable Waialae Nui Ridge! Ideally located in town and not too far up the hill, this well-maintained 3-bedrm, 2-bath family home has been cared for by the same owner over the years and is ready for its next chapter. Freshly painted interior and ceilings give the home a clean, bright feel while allowing the next owner to update and personalize. Enjoy tradewind breezes and peekaboo ocean and Diamond Head views from the balcony, front of the home, and select windows. Designed for everyday living, the floor plan includes a living room, rumpus room, kitchen, enclosed utility/washroom area, and large basement/flex area with stairs—ideal for storage, hobbies, home office, game room, study area, or creative space. A rare bonus for hillside living, the property offers a level yard, 2-car carport/garage with storage, generous under-house storage, and workshop area. Front yard has red and yellow hibiscus; backyard has coconut, mango, and lychee trees providing afternoon shade. Roof replaced in 2010 and recently tented with transferable warranty. Convenient to Kahala Mall, Kaimuki, schools, parks, restaurants, and freeway access. 1st OH Sunday, 7/19, 2-5pm.

1568 Halekoa Drive, Honolulu

Listing courtesy of REMAX Hawaii.

$1,350,000

6 Beds ⋅ 2 Baths ⋅ 202613125 MLS ⋅ FS - Fee Simple Tenure

Rare opportunity to secure a premier redevelopment site in the prestigious Wilhelmina Rise neighborhood. Situated on an expansive 11,017 sq. ft. lot with breathtaking panoramic views of the city skyline, ocean, mountains, sunsets, and iconic Diamond Head, this property is a true value-add opportunity for investors, builders, developers, and contractors. The existing 6-bedroom, 2-bath residence (approximately 2,532 sq. ft., built in 1962) is in very poor condition, with the structure conveying zero value and offered strictly As-Is. Bring your vision and explore the possibilities to reimagine this exceptional homesite in one of Honolulu's most established neighborhoods. Conveniently located near parks, restaurants, shopping, grocery stores, and everyday conveniences. CAUTION: Property may present safety hazards. Interior access is limited and not recommended without appropriate precautions. Do not enter or access the property without prior approval. Buyer to conduct their own due diligence. Opportunities like this are rare—contact your REALTOR® today for more information.

4326 Sierra Drive, Honolulu

Listing courtesy of ENRG Realty.

$2,980,000

3 Beds ⋅ 3 Baths ⋅ 202608180 MLS ⋅ FS - Fee Simple Tenure

Within the prestigious gates of Hawaii Loa Ridge, this elegant island home blends privacy, comfort, and sweeping ocean views high above the coastline. Welcomed by floor to ceiling windows, that frame panoramic blue-water views, the main level flows effortlessly, with a bedroom, a full bathroom, laundry room and a versatile office or den—ideal for working from home or hosting guests. The spacious living area opens out to a covered lanai. Upstairs, two generously sized en-suite bedrooms provides two separate sanctuaries. Step outside to your own private pool, where you can cool off while enjoying the surrounding greenery and distant ocean horizon. The property also features parking for three or more vehicles, accommodating both residents and guests. Living in Hawaii Loa Ridge means access to a private community lifestyle, complete with tennis courts, a club room for gatherings, and 24-hour gated security—all designed to provide peace of mind and a sense of community in one of Honolulu's most sought-after hillside neighborhoods.

869 Ikena Circle, Honolulu

Listing courtesy of Locations LLC.

$1,488,000

14 Beds ⋅ 6 Baths ⋅ 202613187 MLS ⋅ FS - Fee Simple Tenure

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

Listing courtesy of CBI Residential Advisory Svcs..

$3,500,000

4 Beds ⋅ 4 Baths ⋅ 202613010 MLS ⋅ FS - Fee Simple Tenure

Spectacular ocean views!! Nestled within the private gated community of Kahala Kua, this elegant residence exudes sophistication and luxury. Soaring high ceilings and floor to ceiling sliding glass doors and windows flood the home with natural light, showcasing stunning ocean views. Polished marble floors throughout living, dining and kitchen areas. Top of the line kitchen appliances- Thermador gas stove and Subzero appliances. Step outside to the big patio with a heated swimming pool, jacuzzi and views beyond. The upstairs level transitions to warm, rich Brazilian cherry wood floors. All 4 upstairs bedrooms have their own lanais to catch the views. Great open floor plan, ideal for indoor outdoor living. Enjoy poolside barbecues and sunset gatherings while taking in the ocean view. Drive up and enjoy this peaceful and elegant home.

5609 Poola Street Unit A, Honolulu

Listing courtesy of Coldwell Banker Realty.

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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.