Diamond Head Homes for Sale

Welcome to Diamond Head, one of Honolulu’s most iconic and sought-after neighborhoods, where the beauty of nature meets the vibrancy of island living. Nestled on the southeastern coast of Oahu, Diamond Head is renowned for its stunning volcanic crater, breathtaking ocean views, and lush landscapes. This picturesque area not only offers a rich cultural history but also serves as a gateway to adventure, with hiking trails, pristine beaches, and an array of outdoor activities just steps from your front door.

As you explore the real estate opportunities in Diamond Head, you’ll discover a diverse selection of homes for sale that cater to various lifestyles and preferences. From charming single-family residences with tropical gardens to modern condominiums boasting panoramic views of the Pacific Ocean, there’s something for everyone in this enchanting community. Many properties feature spacious layouts, updated amenities, and easy access to the vibrant local scene, including trendy cafes, boutique shops, and world-class dining options.

Living in Diamond Head means embracing the island lifestyle to its fullest. Imagine waking up to the sound of waves crashing against the shore, enjoying morning hikes along the scenic trails, and unwinding with breathtaking sunsets from your lanai. Whether you’re looking for a permanent residence, a vacation home, or an investment property, Diamond Head offers a unique blend of natural beauty and urban convenience that is hard to resist.

Discover your dream home in Diamond Head today and experience the unparalleled charm of this exceptional Oahu neighborhood!

Newest Diamond Head Homes for Sale

$775,000

3 Beds ⋅ 1 Baths ⋅ 202614249 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

1739 9th Avenue Unit A, Honolulu

$1,399,000

6 Beds ⋅ 4 Baths ⋅ 202614301 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Location, location... come see this recently updated, move in ready, Kahala residence. This spacious 6-bedroom, 4-bath residence offers the ideal setup for multi-generational living, extended family, or flexible living arrangements. Offered fully furnished, this turnkey property includes 8 flat-screen TVs, 6 fully furnished rooms and furnished family rooms, making it ready for immediate enjoyment as a rental or residence. The home has been tastefully updated throughout with durable luxury vinyl plank (LVP) flooring, modern finishes, and a recently refreshed stucco exterior that provides excellent curb appeal. Stay comfortable year-round with air conditioning in the bedrooms and two mini-split AC systems serving the main living areas. Conveniently located just blocks from Kahala Mall, Diamond Head, Waikiki, major medical centers, shopping, dining, beaches, and entertainment. Enjoy quick access to downtown Honolulu and easy freeway connections for commuting across Oahu. PRICED TO SELL, WON'T LAST LONG!!

4576 Kalanianaole Highway, Honolulu

$1,295,000

6 Beds ⋅ 2 Baths ⋅ 202611484 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

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

$1,400,000

3 Beds ⋅ 2 Baths ⋅ 202614156 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Discover the potential of this well-maintained single-level home with a few interior steps to an extended living room on a desirable corner lot of nearly 7,800 sq. ft. in Upper Aina Haina Valley. Surrounded by cool trade winds and lush mountain views, this home boasts front and side yards with fully fenced/walled perimeters offering generous space for outdoor living, gardening, entertaining, or play, and is ideal for your furry friends to roam. The flexible floor plan provides an excellent opportunity to update and personalize the home to your style. Additional features include newer exterior paint, updated electrical, a covered carport with a dedicated laundry storage area, and abundant street parking. Enjoy the peaceful valley setting with convenient access to Aina Haina Shopping Center, restaurants, schools, nearby beaches, Aina Haina Community Park, and scenic hiking trails. With its established neighborhood and easy access to Kahala, Hawaii Kai, and downtown Honolulu, this is a rare opportunity to own in one of East Honolulu's most desirable communities.

860 Hind Iuka Drive, Honolulu

$1,388,000

3 Beds ⋅ 2 Baths ⋅ 202614098 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Located in the coveted Waikiki Elementary School district, this single level home offers 3-bedroom, 2-bathroom with ample parking upfront. This home provides the Hawaiian lifestyle we are all looking for. Located only 1 house away from Paki Park, minutes away from Waikiki, Waikiki Beach, Diamond Head Crater, Kapiolani Park, Honolulu Zoo and Ala Moana, the best of Oahu is your backyard! It is in livable fixer upper condition with great bone and super floor plan. This home is ready for you to move in immediately while updating slowly. With love and care and yes, some money, the effort will be rewarded. The outdoor space is mostly concrete all around for easy maintenance. Come see this charming home before it's gone. *A few photos are virtually staged(enhanced).

3012 Lakimau Street, Honolulu

$2,800,000

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

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

$1,298,000

3 Beds ⋅ 3 Baths ⋅ 202612198 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

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

$1,080,000

3 Beds ⋅ 1 Baths ⋅ 202613586 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Location, Lifestyle & Opportunity! Classic island charm meets endless possibilities. Nestled in the highly desirable Kapahulu neighborhood, just minutes from Waikiki, Diamond Head, Kapiolani Park, zoo, Waikiki Shell, beautiful beaches, local dining, shopping, and entertainment. Filled with timeless character, this home offers the opportunity to update and personalize while preserving its classic island appeal. Where you're looking for a place to call home or an investment in one of Honolulu's most sought -after neighborhoods, you'll appreciate the convenience of the vibrant island lifestyle that makes Kapahulu so special. Discover the Charm, Embrace the possibilities and make this property your own. Actual Bedroom count does not match tax records.

3042 Makini Street, Honolulu

$2,395,000

5 Beds ⋅ 2 Baths ⋅ 202610744 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Discover a rare Kaimuki find — two separate homes on one expansive 10,000 sq ft lot, zoned R-5. This is the multi-generational or income-producing property you've been waiting for! The front home offers 3 bedrooms, 1 bath, while the second home features 2 bedrooms, 1 bath — perfect for extended family living, house hacking, or growing your investment portfolio with two rentable units. Set on one of the largest lots in the neighborhood, there's plenty of room to spread out, garden, park multiple vehicles, or explore future potential (buyer to verify). Enjoy the classic Kaimuki lifestyle — walkable to Waialae Avenue's boutique shops, coffee spots, and local eateries, with easy access to Schools, Kapiolani Community College, Diamond Head, and Kahala Mall. Opportunities like this — two homes, one large lot, prime Kaimuki location — don't come around often. Whether you're planning for family, hedging your investment, or seeking rental income potential, this property checks every box.

820 10th Avenue, Honolulu

$5,050,000

4 Beds ⋅ 3 Baths ⋅ 202614040 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM

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

$12,500,000

5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

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

$2,990,000

5 Beds ⋅ 4 Baths ⋅ 202610898 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Discover a rare opportunity to design, remodel, and renovate to your liking in coveted Kahala! Situated on a generous 10,855-square-foot flat lot, this spacious 5-bedroom, 4-bath residence offers approximately 2,490 square feet of interior living space and a flexible layout with 2 extra wet bars and living spaces for wonderful multi generational living potential. Lush tropical landscaping, a private walled setting, long 2 lane lap pool with jacuzzi and cold plunge, covered outdoor areas, a two-car garage, and ample driveway parking create an inviting retreat in the heart of Honolulu. Enjoy the home as it is or bring your vision to personalize and transform it into your dream Kahala residence. Conveniently located near Kahala Mall, beaches, parks, dining, top rated schools, easy access to freeways, and directly across Hunakai Park on the quieter side to offer a place to play, exercise, enjoy the view, and use extra street parking. An exceptional opportunity to own a substantial property in one of Oahu’s most prestigious neighborhoods. Open houses scheduled for Wed 7/22 9:30-11:30am and Sun 7/26 2-5pm. Come see the possibilities in person!

653 Ulumaika 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.