Diamond Head Real Estate

Welcome to Diamond Head, one of Honolulu’s most iconic and picturesque neighborhoods nestled on the southeastern coast of Oahu, Hawaii. Renowned for its breathtaking views and rich cultural history, Diamond Head is not just a geographical landmark but a vibrant community that embodies the spirit of island living.

The centerpiece of the area is the majestic Diamond Head Crater, a dormant volcanic cone that rises dramatically from the coastline. This natural wonder offers a variety of outdoor activities, including hiking trails that reward adventurers with panoramic vistas of the Pacific Ocean and the Honolulu skyline. Whether you’re an avid hiker or a casual walker, the trail to the summit is a must-do, providing a unique perspective of Oahu’s stunning landscape.

Living in Diamond Head means enjoying a lifestyle that blends relaxation with adventure. The nearby beaches, such as Kaimana Beach and Sans Souci Beach, are perfect for sunbathing, swimming, and snorkeling in crystal-clear waters. The neighborhood is also home to a variety of restaurants, cafes, and shops, offering everything from local Hawaiian cuisine to international flavors, ensuring that every palate is satisfied.

Culturally rich, Diamond Head is close to historical sites, including the Diamond Head Lighthouse and the U.S. Army Museum of Hawaii, allowing residents and visitors to immerse themselves in the island’s history.

With its stunning scenery, vibrant community, and endless opportunities for exploration, Diamond Head is not just a place to live; it’s a way of life. Discover your dream home in this enchanting corner of Honolulu and experience the magic of Diamond Head for yourself!

Newest Listings in Diamond Head

$3,150,000

5 Beds ⋅ 5 Baths ⋅ 202615601 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

RARE OPPORTUNITY ON KOLOA STREET IN KAHALA. Priced below tax assessed value, this is your chance to acquire a substantial estate on one of Kahala's most beloved streets. This spacious 5,500+ sq. ft. home offers 5 bedrooms and 4.5 bathrooms and is full of promise. A grand floor plan, private swimming pool, and the kind of scale that's increasingly hard to find set this home apart. Natural light, soaring ceilings, a grand entry, plus a main-level bedroom and full bath make it easy to welcome guests. Sold AS-IS and ready for a thoughtful renovation, this is an open invitation to put your own tastes into a home in one of Honolulu's most cherished neighborhoods, a chance to reimagine every room and make it truly your own. Just moments from Kahala Beach, Waialae Country Club, The Kahala Hotel & Resort, Kahala Mall, schools and parks, this is your invitation to build your own forever legacy home.

1060 Koloa Street, Honolulu

$350,000

1 Beds ⋅ 1 Baths ⋅ 202613192 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ 465 Kapahulu BLDG.

Great one bedroom unit in conveniently located Kapahulu, currently used as a salon. Close to Waikiki, Honolulu Zoo, Diamond Head, and so much more!

465 Kapahulu Avenue Unit 2B, Honolulu

$5,500,000

4 Beds ⋅ 5 Baths ⋅ 202615121 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Directly fronting the 7th hole fairway of Waialae G/C (home of the PGA Sony Open), this classic country-style Honolulu home offers a timeless island retreat on generous lot. Exterior and interior repainting and some touch-ups completed in August 2026! The 4-bedroom, 4.5-bathroom floor plan provides exceptional comfort and charm. The entire second floor is dedicated to a massive primary suite complete with a classic bath that captures a golf course and serene peekaboo ocean view. The ground level features three additional bedrooms, perfect for hosting family and guests in a warm, character-rich home. The Seller requests closing date to be after January 4, 2027.

1100 Kaimoku Place, Honolulu

$1,848,000

4 Beds ⋅ 3 Baths ⋅ 202616077 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Great value for this 4-bedroom, 2.5-bath home featuring 2,518 sq. ft. of interior living area and a 515 sq. ft. garage. Enjoy an in-ground pool and beautiful ocean and Diamond Head views. Being offered by the original owner, this property presents a wonderful opportunity for buyers to update and customize to their personal taste. Property and improvements are being sold in As-Is Condition. Large, paved driveway with ample room for additional parking.

1621 Kuhilani Street, Honolulu

$125,000

2 Beds ⋅ 2 Baths ⋅ 202616172 MLS ⋅ LH - Leasehold Tenure ⋅ 1 DOM ⋅ Kahala Beach BLDG.

Enjoy coastal chic living in this well-appointed and cared for Kahala Beach residence located one back from the ocean. A rare offering in the preferred building (three stack), enjoy beautiful views of the Pacific Ocean from your lanai. Updated in 2021 with refreshed carpet, tasteful decor and well thought out upgrades that show pride of ownership. Two parking stalls included, both located in your building'sgarage. Property is Leasehold and no fee purchase option is available. Please consult with your Realtor to ensure You are fully aware of what Leasehold ownership entails at Kahala Beach Apartments. Monthly fees (estimated, please confirm) are: $2,565/month in Lease Rent, $1,371.31/month in Maintenance Fees and $863.43/mo nth in Property Taxes. Leasehold expires on July 15th 2027, no lease renewal or extension will occur. Owners will have the option to sign a rental lease agreement with Lessor after the leasehold expires, but with an initial contract date no longer than July 31st, 2028.

4999 Kahala Avenue Unit 250, Honolulu

$1,299,000

4 Beds ⋅ 2 Baths ⋅ 202616169 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Home near the University of Hawaii Manoa Campus and sits right over the university at the end of Eugene Place. Offers a nice City, Ocean, Diamond Head View. What you see is what you get. Two Story Home on Terraced Lot of 7,121 Sq. Ft. Recently Termite Tented with warranty valid to 8/31/2031. Home is in original condition, Sold As-Is. No repairs. Buyer Inspection for knowledge only no credits. Easy to See by Appointment.

2911 Eugene Place, Honolulu

$2,200,000

4 Beds ⋅ 5 Baths ⋅ 202612539 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

The true beauty of island living awaits in this impressive 4-bedroom, 3 full bath, and 2 half-bath estate. Set against the stunning backdrop of Aina Haina’s lush green mountains, this property has been lovingly cared for by one family for generations. Step into the open living room, which welcomes you into a serene, zen-like space filled w/natural sunlight, recessed lighting, & peaceful valley views. The kitchen features a spacious bar-top island—making meal prep & busy mornings a breeze—while a gigantic walk-in pantry ensures your ?ohana is always well-stocked. The crown jewel of the home, the primary suite offers sweeping ocean & mountain views, vaulted ceilings, a massive walk-in closet, & an expansive en-suite bathroom complete w/a soaking tub & separate shower. Designed with longevity in mind, ADA-accessible features make this property perfect for multi-generational living & seamless long-term planning. Outside, a secure, gated yard offers an ideal playground for young keiki & pets. Ample dedicated storage rooms guarantee clutter-free living with a place for everything. Located just a short drive from East Oahu’s premier beaches, parks, and dining. BOH THURS 8/27 9am-12pm.

912 Hao Street, Honolulu

$1,699,000

202615208 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Discover an incredible multi-dwelling opportunity nestled in the scenic Kuliouou Valley. This spacious parcel is situated at the end of a quiet street and features an original house alongside a permitted duplex. The duplex boasts 5 bedrooms, 3 bathrooms, and two kitchens, with separate entrances for each level, along with an internal staircase connecting them. Renovated in 2025, the duplex has been vacant and is ready for new occupants. Each unit includes its own electric and water meters, as well as a washer, dryer, carports, and front and back yards, offering ample open space. Conveniently located near shopping centers in Hawaii Kai and Koko Marina, as well as schools and medical facilities, this property is a must-see. Schedule your viewing today! Please note that the front house is the original structure and requires significant repairs or may need to be torn down. The property is being sold as-is.

6163 Kawekiu Place, Honolulu

$4,985,000

4 Beds ⋅ 4 Baths ⋅ 202616140 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Conveniently located near Kahala Mall, this beautiful property sits on a 12,117 approx sqft lot with a spacious 3,860 approx sqft interior. On the market for the very first time, the home showcases high ceilings, open living spaces, and a refined design throughout. The first floor offers a guest suite, bonus room, and an oversized laundry room. A dramatic staircase connects the first and second floors with an elegant open-to-above design, enhancing the sense of space while inviting an abundance of natural light in the home. The upstairs primary suite features high ceilings and a luxurious layout, while the additional bedrooms are designed with a peaceful ambiance, offering comfort and privacy. Surrounded by mature trees and lush tropical landscaping, this residence enjoys a rare sense of an exclusive setting while still being on a main street. A truly unique opportunity in the highly desirable Kahala neighborhood.

4363 Kilauea Avenue, Honolulu

$425,000

1 Baths ⋅ 202615447 MLS ⋅ LH - Leasehold Tenure ⋅ 4 DOM ⋅ Sans Souci Inc BLDG.

Living at Sans Souci is all about the lifestyle: enjoying the coveted Gold Coast. You wake up to the sound of the ocean while enjoying the swaying palm trees right outside your lanai. Beautiful sunsets and Friday night fireworks. You're only steps to Sans Souci beach, which is a buzz of activities, join in or sit on your lanai and enjoy the resort like atmosphere. Located across from Kapiolani Park and a short walk to Waikiki, Honolulu Zoo, the Aquarium and the Shell amphitheater. Also in the neighborhood is the Elks Lodge and Outrigger Canoe Club. Beachside dining at Michel's, Hau Tree Lanai or a little casual dining at the Barefoot Beach Cafe. Spend Saturday mornings at the KCC Farmers market or hike up scenic Diamond Head. Property to be sold AS-IS.

2877 Kalakaua Avenue Unit 502, Honolulu

$48,000

2 Beds ⋅ 2 Baths ⋅ 202615328 MLS ⋅ LH - Leasehold Tenure ⋅ 4 DOM ⋅ Kahala Beach BLDG.

NEW LISTING!! Experience island living in this beautifully upgraded 2 bdrm/2 bath residence in the desirable Kahala Beach oceanfront community. Tastefully renovated with modern finishes throughout, the unit features vinyl plank flooring, an updated kitchen with stainless steel appliances, and refreshed bathrooms. The spacious enclosed, covered lanai provides a comfortable extension of the living space—perfect for relaxing or enjoying the lush surroundings. The generously sized primary bedroom offers a peaceful retreat, while the unit’s private setting is enhanced by abundant greenery. A wonderful opportunity to enjoy the tranquility of Kahala Beach with the convenience of being just minutes from Kahala Mall with options of restaurants, shopping and entertainment! Don’t miss this fantastic opportunity!

4999 Kahala Avenue Unit 202, Honolulu

$898,000

3 Beds ⋅ 2 Baths ⋅ 202616024 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

3 Bedroom, 1 bath upstair and below, similar to a studio style with 1 bathroom.Diamond Head, Waikiki and mountain views. Near busline, schools and stores, restaurant and banks. To be sold in "As Is" condition no repairs to do. No Seller Disclosure Statement to be provided. Sale of property is subject to finding replacement home for the Seller

1768 Palolo Avenue Unit H, 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.