248 Diamond Head Region Homes for Sale

Just listed
$1,850,000
539 Maono Loop
3 Bd | 2.5 Ba |  2,780 sf
Just listed
$1,550,000
1253 EKAHA Avenue
6 Bd | 5 Ba |  3,381 sf
Sun Open House 2-5pm
3230 Charles Street
3 Bd | 2 Ba |  1,007 sf
Sun Open House 2-5pm
1716 Nalulu Place
4 Bd | 2.5 Ba |  2,506 sf
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
  • Photo
Sun Open House 2-5pm
Sun Open House 2-6pm
3045 Kaina Street
3 Bd | 1 Ba |  748 sf
Sun Open House 2-5pm
28 Akilolo Street
2 Bd | 1 Ba |  1,083 sf
3355C Kanaina Avenue
3 Bd | 1.5 Ba |  1,120 sf
Sun Open House 2-5pm
3347 Hayden Street
5 Bd | 3 Ba |  2,418 sf
Sun Open House 2-5pm
132 Royal Circle
4 Bd | 3 Ba |  3,669 sf
3073 La Pietra Circle
2 Bd | 2 Ba |  2,228 sf
Escrow
$975,000
1265 Ainakoa Avenue
2 Bd | 2 Ba |  1,664 sf
1027 16th Avenue
6 Bd | 4 Ba |  2,296 sf
2061 10th Avenue
4 Bd | 3 Ba |  2,195 sf
4976 Waa Street
4 Bd | 4.5 Ba |  2,000 sf
Ocean view
Total 248 Diamond Head Region Homes - 15 loaded
Diamond Head Region Homes Overview
Note: This page displays homes for sale in the Diamond Head region, which is 1 of 3 regions in Honolulu. If you want to search all Honolulu, then visit our Honolulu homes for sale page.

When you hear the words 'Diamond Head homes', it's natural to immediately think of large and very exclusive oceanfront mansions sitting under the the iconic volcanic cone. Those are the houses that get the profiles in upscale magazines and tv shows that focus on the Other Half. The Diamond Head region, though, takes in a lot more and there's a lot of variety that spans the market.

In Honolulu real estate, the Diamond Head district takes in a few neighborhoods, stretching from its western borders of Kapahulu and Kaimuki, out to its eastern end that stops at Kuliouou and Paigo Lagoon. You'd be in good company if you didn't realize that the smaller homes sitting behind Diamond Head are just as much a part of this same overall district as Doris Duke's Shangri-La.

It all starts with those homes in the Kapahulu & Kaimuki districts, many of which are of the classic, wooden Plantation Style, Dickey roof and all. Intermingled you will find newer and, in some cases, architecturally very different houses. This wide variety of styles is because these are long established neighborhoods, rather than the result of planning or a developer's vision. It's a wonderful patchwork that sometimes find the homes almost cheek-to-cheek in many areas.

Above these, literally, are neighborhoods such as Wilhelmina Rise and St. Louis Heights where your outlook can be magnificent, taking in a huge sweep of Honolulu and even the ocean. The words 'Rise' and 'Heights' are very appropriate for the way these residences stretch far up the hills. A large percentage of them are still here from the original build up during the 1950's and 60's, along with some more recent additions. These are great places to settle for those who don't mind, or even prefer, a high perch to live on and take it all in.

Heading immediately east from Kaimuki takes you right into Kahala, a name immediately recognized, not only in the Islands but around the world. It's become almost a cliché to call it the Beverly Hills of Honolulu, but it's also accurate. From the design and look alone, many of the houses here probably do have counterparts back in California. The apex of the market are the homes found on Kahala Avenue, right on some of the most desirable coastline in Hawaii. They will be hard to see, though, behind the large gates and walls that front most of the properties.

Gates and walls continue to be a prevalent feature on the makai side of Kalanianaole Hwy as you continue east through Wailupe, Aina Haina Beach and oceanfront Niu Beach. Just as Kaimuki had its 2 neighborhoods looking over it, Wailupe has Waiale Iki and Hawaii Loa Ridge. Their high positioned homes are also higher in price and desirability, a product of the development boom in the 1980's that saw larger houses built in coveted climes like these. After seeing the views from here of the Pacific and the Honolulu city scape, you'll immediately understand why.

Back on street level, you'll come next to Aina Haina, famous for its low-rise ranch style homes as is Niu Valley, its neighbor. The latter is especially beautiful with the smaller vertical footprint of the homes giving you a Big Sky feeling with the backdrop of the awesome Koolaus. These are also products of the post-World War II construction surge and many families are the same ones who bought originally, as are the houses themselves, of course.

Overall, this is probably the highest cost real estate district in Hawaii. You can still find reasonable prices, for the Islands, in some Diamond Head region homes for sale, but this is always an in-demand area. Plenty of shopping, generally good schools and beautiful scenery, though it often leans to being very urban. Factor in places like the Gold Coast, Kahala and Black Point within its borders and that takes the price tags up into the stratosphere. It's a case of a lot of demand and not enough supply, but how many who live here have ever regretted the purchase? Let's face it. Not very many.

More Details

Diamond Head Region Photos

Recently Sold in Diamond Head Region

Sold8/15/'18
$1,136,500
1715 Bertram Street
4 Bd | 3.5Ba |  2,264 sf
Ocean view
Sold8/15/'18
$10,000,000
4471 Kahala Avenue
6 Bd | 6.5Ba |  5,186 sf
Oceanfront
Sold8/15/'18
$1,455,000
5489 Opihi Street
3 Bd | 2 |  1,702 sf
Year Remodeled: 2018
Sold8/15/'18
$975,000
1415 Koko Head Avenue
4 Bd | 3 |  2,124 sf
Ocean view
Sold8/15/'18
$3,000,000
670 Hakaka Place
5 Bd | 4 |  3,594 sf
Ocean view
Sold8/14/'18
$1,250,000
917 Kana Place
5 Bd | 3 |  2,660 sf
Built: 2005
Sold8/13/'18
$3,600,000
4657 Aukai Avenue
4 Bd | 4.5Ba |  3,430 sf
Year Remodeled: 2015
Sold8/13/'18
$2,250,000
550 Kahiau Loop
3 Bd | 3.5Ba |  3,980 sf
Ocean view
Sold8/13/'18
$1,050,000
955 14th Avenue
3 Bd | 2 |  1,608 sf
Sold8/10/'18
$950,000
3048 Hinano Street
2 Bd | 1 |  572 sf
Sold8/10/'18
$1,080,000
3682 Hilo Place
3 Bd | 3 |  2,763 sf
Ocean view
Sold8/8/'18
$2,370,000
1028 Ikena Circle
4 Bd | 5.5Ba |  3,700 sf
Ocean view
Sold8/8/'18
$1,475,000
4158 Puu Panini Avenue
4 Bd | 3.5Ba |  2,424 sf
Built: 2017
Sold8/8/'18
$925,000
2913 Alphonse Place
5 Bd | 2 |  2,088 sf
Ocean view
Sold8/7/'18
$895,000
4014 Palua Place
3 Bd | 2 |  1,512 sf
Ocean view
Sold8/7/'18
$3,995,000
4161 Kaimanahila Street
5 Bd | 3.5Ba |  4,223 sf
Ocean view
Sold8/3/'18
$1,075,000
938 Koko Head Avenue
5 Bd | 2.5Ba |  1,985 sf
Sold8/3/'18
$1,600,000
855 Hunakai Street
3 Bd | 2 |  1,443 sf
Sold8/3/'18
$1,530,000
2211 Halakau Street
3 Bd | 3 |  2,834 sf
Ocean view
Sold8/2/'18
$2,450,000
490 Puuikena Drive
3 Bd | 3.5Ba |  3,778 sf
Ocean view