Diamond Head | Luxury Homes For Sale & Neighborhood Information

The Diamond Head neighborhood is one of the most desirable neighborhoods on Oahu, offering a lifestyle unlike any other. Houses for sale in Diamond Head tend to get a premium price point due to its prime location between Waikiki and the dormant Diamond Head crater. This neighborhood is within the larger Diamond Head region, named for the famous natural landmark.
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Diamond Head is one of my favorite neighborhoods on the Island - and where I have lived for over 20 years.

Diamond Head

Diamond Head Luxury Homes & Condos For Sale

Included below are luxury homes and condos for sale and real estate in Diamond Head, HI.

If you would like more information on any of these Diamond Head real estate listings, just click on a property to access the full details. From there, you can request more information or schedule a tour. And we'd be happy to provide you with disclosures, past sales history, dates and prices of properties which have recently sold nearby, and more, so just let us know how we can help!

And, for your convenience, feel free to register for a free account to receive email alerts whenever new Diamond Head listings come on the market that match your specific criteria.

Diamond Head Homes For Sale March 22, 2023
38
Listed
114
Avg. DOM
$1,922.51
Avg. $ / Sq.Ft.
$2,863,500
Med. List Price
38 Properties
Page 1 of 4
$590,000
Condo: Diamond Head Gardens
2
Beds
1
Baths
720
Sq.Ft.
1960
Year Built
6
Days on Site
202306405
MLS
Diamond Head! Can't get much closer to iconic Diamond Head at this price!
Grab this opportunity to create your own oasis.
Absolutely sold "AS IS".
Please use Jeff Lee of TG Escrow...
Open 3/26
4131 Black Point Place Honolulu,  HI 96816
$7,200,000
Neighborhood: Diamond Head
3
Beds
3F21/2
Baths
2,997
Sq.Ft.
1959
Year Built
9
Days on Site
202302012
MLS
Dramatic oceanfront location at the end of Black Point Place with an amazing history. Named "The Crest" and created by Earl Nisbet, a protege of Frank Lloyd Wright, designed a home way ahead of...
Pending
Address Withheld Honolulu,  HI 96816
$16,600,000
Neighborhood: Diamond Head
3
Beds
4F11/2
Baths
3,168
Sq.Ft.
2004
Year Built
10
Days on Site
202225288
MLS
VERY RARE OPPORTUNITY on Honolulu's prized stretch of beach! Situated on prestigious Diamond Head, fronting 85+linear ft of gorgeous sandy beach. This beautiful home was thoughtfully & meticulously...
$1,250,000
Condo: Diamond Head @ Pualei Cir
2
Beds
2
Baths
1,020
Sq.Ft.
1963
Year Built
13
Days on Site
202301633
MLS
This home has been professionally remodeled from top to bottom with quality custom craftsmanship usually not found in townhomes this size. Every room and space of this home has been re-thought to...
Active Under Contract
2937 Kalakaua Avenue #61 Honolulu,  HI 96815
$3,500,000
Condo: Castle Surf Apts
2
Beds
2
Baths
1,439
Sq.Ft.
1960
Year Built
13
Days on Site
202302849
MLS
Oceanfront Penthouse on the Gold Coast across from Kapiolani Park. Custom Koa and Mango wood built ins throughout along with travertine 24x36 inch flooring. Top of the line kitchen appliances,...
Open 3/26
2801 Coconut Avenue #6E Honolulu,  HI 96815
2
Beds
1
Baths
1,072
Sq.Ft.
1958
Year Built
17
Days on Site
202303343
MLS
Welcome to Kainalu, which translates to "ocean that billows," is perfectly situated on the quiet and pristine end of Diamond Head. This luxurious and fully remodeled 2 Bed 1 Bath condo offers...
$9,895,000
Neighborhood: Diamond Head
4
Beds
4F11/2
Baths
5,897
Sq.Ft.
1931
Year Built
36
Days on Site
202302476
MLS
Rare ocean view gem on the slopes of Diamond Head. 4 bedrooms and 4.5 baths so there is space for all. This classic home built in 1931 has vaulted ceilings, large open rooms, a lovely mountainside...
$2,750,000
Condo: Diamond Head Apts Ltd
2
Beds
2
Baths
1,334
Sq.Ft.
1957
Year Built
42
Days on Site
202302388
MLS
PENTHOUSE unit in the preferred "04" stack with absolutely stunning unobstructed panoramic ocean, coastline, city, sunset, Kapiolani Park, and mountain views. This well maintained 2 bdrm/2 bath...
Active Under Contract
2943 Kalakaua Avenue #303 Honolulu,  HI 96815
$659,000
Condo: Tropic Seas Inc
1
Beds
1
Baths
678
Sq.Ft.
1958
Year Built
43
Days on Site
202300446
MLS
TROPIC SEAS CHARMER~ Nestled in the mauka building between kukui nut trees and a peek-a-boo ocean view, this turn-key one bed/one bath unit welcomes you with a fresh and modern beach feel. Fully...
$1,150,000
Condo: Castle Surf Apts
1
Beds
1
Baths
700
Sq.Ft.
1960
Year Built
58
Days on Site
202301132
MLS
Buy the dream, Live the dream!
Castle Surf Apartments is one of the Gold Coast's most Iconic buildings!
This unit has just undergone a 180k remodel that has been completed in January 2023....
2
Beds
2
Baths
1,162
Sq.Ft.
1958
Year Built
58
Days on Site
202301309
MLS
DIRECT OCEANFRONT TWO BEDROOM TWO BATH FULLY AIR CONDITIONED UNIT. PARKING STALL COVERED AND SECURED.NICE SMALL BEACH AND NICE SWIMMING AREA OUTSIDE SECURED BEACH GATE. COMPLETING BOTH NEW ELEVATORS...
Active Under Contract
3731 Kanaina Avenue #232 Honolulu,  HI 96815
$415,000
Condo: Diamond Head Sands
1
Baths
353
Sq.Ft.
1975
Year Built
62
Days on Site
202301026
MLS
Diamond Head Sands is the most recent condominium in the Pualei/Kanaina area and offers low-rise garden living. One of the few studios in the project, this unit is in the second building further...

Diamond Head Location & Lifestyle Guide | Honolulu, Oahu

Diamond Head takes its name from the iconic Diamond Head volcanic tuff cone that towers in the background, with hiking trails on the interior and jogging trails around the base. And with multiple beaches and the 300-acre Kapiolani Park in walking distance, it’s easy to maintain a healthy lifestyle. Afterwards - Monsarrat Avenue in Diamond Head has plenty of options to satisfy that worked up hunger.

Located on the eastern side of Honolulu, Diamond Head is bordered on the West by Waikiki, north by Kapahulu and Kaimuki, east by Kahala, and south by the Pacific Ocean. Scroll down, or click the anchors below to learn more about the different aspects of the neighborhood.
-Public & Private Schools
-Beaches, Parks, & Other Outdoor Recreation
-Shops, Dining, and Entertainment

This luxurious neighborhood has everything you could ever need. One of the most coveted neighborhoods in Hawaii, Diamond Head offers an ambiance like no other. There are boutique shops and restaurants, mature Hawaiian plant life, a calm and relaxed vibe - all within a short walk, bike, drive or Uber of Waikiki.

Click on the icon in the top left of the map above to view the various amenities available in the Diamond Head neighborhood.

Public & Private Schools Near Diamond Head

Diamond Head is one of the most coveted neighborhoods in Oahu, bringing a family-friendly atmosphere to the table. It has great access to both public and private schools with lots of open green space close to home.

Public schools in the Diamond Head Neighborhood are most likely to belong to the Kalani Complex or the Kaimuki Complex, Hawaii's version of school districts. Learn more about this at the Hawaii State Department of Education.

Listed below are a few of the more popular private schools located near the Diamond Head Neighborhood.

'Iolani

'Iolani recruits teachers from across the world, bringing a wealth of experience united by a love of children. Although the school is related to the Episcopal Church, it has no restrictions on religious background are gender - only scholastic ability.

Aerial shot of Iolani Private School

'Iolani is located at 563 Kamoku Street in Honolulu, 10 minutes by car from the Diamond Head Neighborhood.

Punahou

Punahou School is one of the largest private schools in the country with over 3,700 students enrolled. Among the ranks of its graduates are such names as former president Barack Obama, golf star Michelle Wie, and more.

Punahao Private School Entrance

Punahou is located at 1601 Punahou Street in Honolulu, 10-15 minutes by car from the Diamond Head Neighborhood.

La Pietra School for Girls

La Pietra is an all girls college prepatory school for girls grades 6 through 12. It was established in 1964 with the vision of helping girls in Hawaii to thrive through a school built just for them.

La Pietra is located at 2933 Poni Moi Rd, inside the Diamond Head Neighborhood

Diamond Head Outdoor Activities - Parks & Beaches

Residents of the Diamond Head neighborhood have easy access to numerous outdoor recreational activities whether they're solo, with friends, or bringing along the whole family.

As one of the most desired neighborhoods in Oahu, it's only natural that Diamond Head has multiple options for beaches within easy reach. These beaches range from calm waters good for swimmers to swells that surfers will enjoy, depending on the beach of choice.

Diamond Head Beach

Diamond Head Beach is located at the southernmost edge of Diamond Head. The attached park, Diamond Head Beach Park was formerly known as Kuilei Cliffs Beach Park. Diamond Head Beach wraps around below the Diamond Head lighthouse, with a shallow reef that extends right up to the beach at most parts. This beach isn't great for swimming, but is a known surf spot among residents.

Kapiolani Park

Kapiolani Park is the largest park in the state of Hawaii, offering multiple venues for healthy recreation. It lies right on the border of the Diamond Head Neighborhood and is home to the Honolulu Zoo, the Waikiki Shell, the Waikiki aquarium, and more. This 300-acre park is within easy walking distance for most residents of Diamond Head, making keeping fit and healthy an easy task.

Nearby, Kapiolani Beach extends from Kuhio Beach to the Waikiki Aquarium and is a popular destination for bodyboarders. The attached Kapiolani Beach Park is fronted by grassy areas and coconut palm trees, directly across Kalakaua Avenue from the lush Kapiolani Park.

Honolulu Zoo

The Honolulu Zoo is a 42-acre zoo at the northern edge of Kapiolani Park featuring over 1,230 animals. Not only is it the only zoo in over 2,000 miles - it's also the only zoo in the USA that originated from a King granting royal lands to the people. The Honolulu Zoo hosts over 600,000 people in a typical year.

Waikiki Shell

The Waikiki Shell is an ampitheater designed for concerts and other large gatherings in Kapiolani Park. It seats 2,400 people, with additional lawn area for 6,000 more. In 2018, it was renamed the Tom Moffat Waikiki Shell for Hawaii's first rock DJ.

Diamond Head Shopping, Dining, & Public Transit

Shops and restaurants in the Diamond Head neighborhood run along Monsarrat Avenue, between Kapiolani Park and Diamond Head monument. The map above includes Google Markers for shops, restaurants, recreation, and public accessable forms of transportation for neighborhood residents.

Monsarrat Avenue

Monsarrat Avenue is a street lined with boutique restaurants and shops on the border of the Diamond Head neighborhood. Monsarrat splits off of Kalakaua Avenue between Honolulu Zoo and Kapiolani Park, running down from Waikiki and offering beautiful views along the way. As it passes through the Diamond Head neighborhood it transforms into Diamond Head Road, leading to the Diamond Head State Monument. Just around the corner it brings you to Kapiolani Community College, where the KCC Farmers Market sets up shop.

Restaurants

Shops

Contact Us About Diamond Head

We specialize in helping buyers purchase in Diamond Head and the surrounding areas while providing a complete concierge service through our decades of experience as top-producing agents in the area. We'd love to help! Have a question? Need more information about the community lifestyle before you make the leap? Want to talk about your plans? Reach out at 1-(808) 698-6100 or fill out the form below and we'll get back to you as quick as we can.

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