Diamond Head Homes with Other Frontage

Diamond Head Homes with Other Frontage

Welcome to Diamond Head, a stunning gem nestled in the heart of Honolulu, Oahu. Renowned for its iconic volcanic crater and breathtaking coastal views, this vibrant neighborhood offers a unique blend of natural beauty and urban convenience. With its picturesque landscapes, Diamond Head is not just a destination; it's a lifestyle.

The region boasts a rich history and a diverse cultural scene, making it a perfect place for those who appreciate both adventure and relaxation. Whether you’re hiking the scenic trails of Diamond Head State Monument or enjoying a leisurely day at the nearby pristine beaches, you’ll find that outdoor activities abound. The warm Hawaiian sun and gentle ocean breezes create an inviting atmosphere that beckons residents and visitors alike.

When it comes to real estate, Diamond Head offers an array of homes that cater to various tastes and preferences. Many properties feature unique frontages that enhance their charm and character, allowing for beautiful outdoor spaces that seamlessly blend with the stunning surroundings. Imagine waking up to panoramic views of the Pacific Ocean or enjoying a sunset from your lanai. Homes here often come with expansive yards, perfect for entertaining or simply soaking in the tranquil ambiance.

Living in Diamond Head means embracing a lifestyle filled with natural beauty, cultural experiences, and a strong sense of community. With its proximity to Honolulu's bustling city life, residents enjoy the best of both worlds: the serenity of island living and the conveniences of urban amenities. Discover your dream home in Diamond Head, where paradise meets everyday life.

Newest Diamond Head Homes with Other Frontage

$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.

$775,000
3 Beds ⋅ 1 Baths ⋅ 202614249 MLS ⋅ FS - Fee Simple Tenure

1739 9th Avenue Unit A, Honolulu

Listing courtesy of Dream Home Realty Hawaii LLC.

$1,295,000
6 Beds ⋅ 2 Baths ⋅ 202611484 MLS ⋅ FS - Fee Simple Tenure
Bring your vision to this versatile two-level property featuring 6 bedrooms and 2 baths, with 3 bedrooms and 1 bath on each level. Offering flexible living options, including the potential for a studio with bath, this home is ideal for multi-generational living or investment possibilities. With some TLC, the property offers exceptional potential in a quiet, established neighborhood near Palolo Elementary School. Easy to see with 24-hour notice.

1842 Mahana Street, Honolulu

Listing courtesy of Artie Wilson & Associates.

$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.

$5,050,000
4 Beds ⋅ 3 Baths ⋅ 202614040 MLS ⋅ FS - Fee Simple Tenure
Nestled on the prestigious Diamond Head neighborhood, offers a large 15,000 sqft lot overlooking Kahala with ocean views. Bring your architect and contractor to design your home. Conveniently located near Kapiolani Park, Diamond Head, Kahala Mall, beaches, and Waikiki, making it an exceptional place to enjoy both tranquility and island living at its best.

633 Hakaka Place, Honolulu

Listing courtesy of Hawaii Resource Realty.

$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.

$1,750,000
5 Beds ⋅ 2 Baths ⋅ 202613079 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Century 21 Island Homes.

$2,200,000
3 Beds ⋅ 3 Baths ⋅ 202612638 MLS ⋅ FS - Fee Simple Tenure
Perched on the highly coveted Waialae Nui Ridge, one of Honolulu's most desirable ridge communities, this beautifully renovated home offers the perfect blend of comfort, convenience, and breathtaking views. Enjoy Diamond Head, city skyline, and stunning sunset vistas from the spacious lanai, all while living just minutes from the Honolulu metro area, shopping at Kahala Mall, dining, beaches, and much more. Situated along a relatively flat street in a walkable area of the ridge, this 3-bedroom, 2.5-bath residence offers a thoughtfully designed living space featuring exposed beam ceilings, a spacious kitchen, and an open inviting layout. Recent upgrades include luxury vinyl plank flooring throughout, updated appliances, Taj Mahal quartz kitchen countertops, California Closets storage, fresh interior and exterior paint, and low-maintenance Trex decking. Energy-efficient features include an owned 10-panel photovoltaic system on Net-Metering, and a solar hot water heater. Complete with a spacious yard, two-car garage, and access to the Waialae Ridgeline community center with pool, this exceptional home truly has it all.

2544 Halekoa Drive, Honolulu

Listing courtesy of Paradise Real Estate Brokers.

$8,580,000
5 Beds ⋅ 8 Baths ⋅ 202612088 MLS ⋅ FS - Fee Simple Tenure
New construction on .41 acres along Kahala Avenue, this 7,741 sq ft residence was designed around light, water and the art of entertaining. Walls of glass rise to soaring ceilings, and three living areas open to one another and to the outdoors in a single continuous flow. At the heart of the home, an interior garden and koi pond bring a stillness felt in every room. Five en-suite bedrooms offer privacy for family and guests. and an attached ADU/guest residence extends the home for visitors or multigenerational living. Studio Becker cabinetry, Miele and Bosch appliances, Italian porcelain tile, and hardwood floors throughout. Minutes from the beach and the Kahala Hotel, where some of Honolulu's best dining is right around the corner.

4758 Kahala Avenue, Honolulu

Listing courtesy of Compass.

$2,950,000
5 Beds ⋅ 5 Baths ⋅ 202612377 MLS ⋅ FS - Fee Simple Tenure
Stunning Ocean and Diamond Head views highlight this residence located halfway up the prestigious and highly sought after Waialae Iki ridge. Offering 5bedrooms, 5 baths plus a den/office. This spacious home features 3 primary suites with breathtaking views. The thoughtful layout includes 2 primary suites on the upper level, 2 additional bedrooms and a den/office on the main level and a private in-law suite with it's own separate entrance, wet bar and living area. With nearly 4,200 sqft of interior space, this home represents exceptional value. Enjoy the convenience to Kahala Mall, Waialae Country Club, Kahala resorts, shops and restaurants, all just minutes away. Recent improvements enhance the value and appeal of this house, including a brand new roof, picture frame windows, and new flooring throughout. The updates provide added peace of mind, and a fresh modern feel, move in ready for the next owner.

1717 Palaau Street, Honolulu

Listing courtesy of Locations LLC.

$3,600,000
3 Beds ⋅ 3 Baths ⋅ 202612743 MLS ⋅ FS - Fee Simple Tenure
Looking for back up offer. Easy to show. Modern Luxury timeless in Diamond Head. Experience modern island luxury, Beautifully upgraded throughout, this elegant residence features 3 bedrooms, 1 office/ bedroom , and 3 full bathrooms with a spacious, open-concept design filled with natural light. Contemporary finishes, quality craftsmanship, and thoughtful details create a sophisticated yet comfortable living environment. Enjoy the open concept from the main living room open to yard areas while overlooking peaceful, lush gardens that provide exceptional privacy and tranquility. Located on a quiet cul-de-sac in one of Honolulu's most desirable neighborhoods, this move-in-ready home offers the perfect balance of luxury, comfort, and convenience—just minutes from beaches, shopping, dining, and schools.

3942 Kaualio Place, Honolulu

Listing courtesy of Central Pacific Properties Inc.

$5,795,000
5 Beds ⋅ 6 Baths ⋅ 202612065 MLS ⋅ FS - Fee Simple Tenure
Privately gated and offered fully furnished, this exceptional Mediterranean-inspired estate evokes the ambiance of a private resort. Crowned by a striking turquoise tile roof and surrounded by lush tropical landscaping, the residence blends timeless architecture with Kahala's coveted indoor-outdoor lifestyle. Designed by Pyramid Premier Properties, the home features 5 bedrooms, a den, and 5.5 baths, including dual primary suites—one on the main level and another upstairs. Thoughtfully designed for both everyday living and gracious entertaining, the chef's kitchen is appointed with a Sub-Zero refrigerator, 60-inch Viking gas range, walk-in pantry, and abundant storage. Outside, a private oasis unfolds with a sparkling heated pool, spa, cascading waterfall, and Badu swim jet system for exercise. A whimsical bridge and separate pool cabana with full bath complete the resort-like setting. With an oversized garage, gated entry, and beautifully curated living spaces throughout, this remarkable Kahala retreat offers a rare blend of elegance, comfort, and escape.

917 Iiwi Street, Honolulu

Listing courtesy of Hawaii Life.

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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.