Diamond Head Real Estate

Welcome to Diamond Head, one of the most iconic landmarks and vibrant neighborhoods in Honolulu, Hawaii! Nestled on the southeastern coast of Oahu, this stunning area is not only renowned for its breathtaking natural beauty but also for its rich cultural heritage and vibrant community.

Diamond Head, or Le'ahi as it is known in Hawaiian, is a volcanic cone that soars majestically above the azure waters of the Pacific Ocean. This geological wonder offers a variety of outdoor activities, including hiking the popular Diamond Head Trail, which rewards adventurers with panoramic views of Honolulu, the coastline, and the sparkling ocean below. The lush surroundings and unique flora make it a paradise for nature lovers and photographers alike.

Beyond its natural allure, Diamond Head boasts a charming residential community with a mix of historic homes and modern condos. The area is known for its friendly atmosphere and close-knit community, making it an ideal place for families and individuals seeking a tranquil yet vibrant lifestyle. Local shops, cafes, and eateries add to the neighborhood's charm, offering a taste of the island's rich culinary scene.

Culturally, Diamond Head is steeped in history, with its military past and the iconic lighthouse that has guided ships since the 19th century. The nearby Kapi'olani Park and Waikiki Beach provide ample opportunities for recreation and relaxation, making it easy to embrace the Hawaiian way of life.

Whether you’re looking to explore the great outdoors, indulge in local cuisine, or simply soak in the stunning views, Diamond Head is a treasure waiting to be discovered. Come experience the magic of this enchanting neighborhood in Honolulu!

Newest Listings in Diamond Head

$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

$675,000

2 Beds ⋅ 2 Baths ⋅ 202614239 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM ⋅ Regency Park BLDG.

Rarely available condo with private yard/garden area- an uncommon find in Honolulu condo living! Pet-friendly 2-bed, 2-full-bath w/2 covered parking. Split a/c, and a beautifully renovated kitchen w/Quartz countertops, stainless-steel appliances, abundant cabinetry, and generous workspace. The unit opens directly to its own enclosed green space, complete with low-maintenance synthetic lawn, tropical landscaping, a sprinkler system, gardening storage, & a dedicated surfboard rack. Whether relaxing outdoors, entertaining friends, gardening, or creating a peaceful retreat for pets, this unique space offers the feel of a home with the ease of condominium living. Gated entry, known for its expansive park-like grounds and impressive amenities, including a private two-acre park, swimming pool, tennis & basketball courts, fitness center, rec room, BBQ and picnic areas, walking paths, pet area, guest parking, and 24-hour security. Conveniently located near Kaimuki’s popular restaurants, cafés, shopping, schools, & everyday conveniences. Near UH & Chaminade, easy access to Waikiki & H-1. Rare opportunity combining privacy, outdoor space, excellent amenities, and a central Honolulu location.

3138 Waialae Avenue Unit 109, 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

$2,395,000

202610752 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

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

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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.