Hawaii Living

247 Diamond Head Region Homes for Sale

Escrow
Just listed
$1,125,000
1144 14th Avenue
6 Bd | 2 Ba | 2,192 sqft
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Just listed
$2,495,000
703 Puuikena Drive
5 Bd | 6 Ba | 5,389 sqft
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2005 9th Avenue
5 Bd | 5 Ba | 3,496 sqft
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1543 St Louis Drive
3 Bd | 2 Ba | 1,216 sqft
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1417 Mokuna Place
3 Bd | 1.5 Ba | 1,170 sqft
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5621 Kalanianaole Highway
7 Bd | 6 Ba | 6,689 sqft
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256 Kuliouou Road
4 Bd | 2 Ba | 1,470 sqft
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1822 10th Avenue
4 Bd | 2 Ba | 1,485 sqft
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522 Lawelawe Street
4 Bd | 3 Ba | 2,057 sqft
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4111 Kaimuki Avenue
6 Bd | 4 Ba | 2,775 sqft
Ocean view
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4111A Kaimuki Avenue
6 Bd | 4 Ba | 2,356 sqft
Ocean view
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3165 Diamond Head Road
3 Bd | 3 Ba | 3,536 sqft
Oceanfront
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3848 Anuhea Street
4 Bd | 3 Ba | 1,840 sqft
Ocean view
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Escrow
$799,000
608 10th Avenue
2 Bd | 1 Ba | 682 sqft
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3375 Kaau Street
12 Bd | 8.5 Ba | 4,844 sqft
Built: 2017
Total 247 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

Sold9/21/'20
$1,145,000 (Sold Price)
2538 Peter Street
4 Bd | 3.5Ba | 2,887 sqft
Ocean view
Sold9/18/'20
$1,330,000 (Sold Price)
2715 Peter Street
6 Bd | 4.5Ba | 3,069 sqft
Ocean view
Sold9/18/'20
$1,800,000 (Sold Price)
1741 Nalulu Place
3 Bd | 3 | 3,298 sqft
Ocean view
Sold9/18/'20
$1,299,000 (Sold Price)
1669 Kanalui Street
4 Bd | 3 | 1,945 sqft
Ocean view
Sold9/18/'20
$936,000 (Sold Price)
3463 Pahoa Avenue
4 Bd | 2 | 1,120 sqft
Sold9/18/'20
$1,020,000 (Sold Price)
1570 Kanalui Street
3 Bd | 2 | 1,403 sqft
Ocean view
Sold9/18/'20
$1,050,000 (Sold Price)
725 Luakaha Street
3 Bd | 2 | 1,312 sqft
Year Remodeled: 2019
Sold9/17/'20
$1,925,000 (Sold Price)
1120 Makaiwa Street
4 Bd | 4 | 2,570 sqft
Year Remodeled: 2020
Sold9/17/'20
$1,395,000 (Sold Price)
5666 Kalanianaole Highway
5 Bd | 3 | 2,020 sqft
Ocean view
Sold9/17/'20
$1,050,000 (Sold Price)
526 Kuliouou Road
4 Bd | 2 | 1,843 sqft
Ocean view
Sold9/16/'20
$970,000 (Sold Price)
1632 Kanalui Street
4 Bd | 2 | 1,320 sqft
Sold9/15/'20
$1,425,000 (Sold Price)
4478 Puu Panini Avenue
5 Bd | 3 | 2,270 sqft
Sold9/14/'20
$950,000 (Sold Price)
4204 Kilauea Avenue
3 Bd | 1 | 908 sqft
Sold9/14/'20
$1,000,000 (Sold Price)
942 Pilialo Street
3 Bd | 1.5Ba | 1,174 sqft
Sold9/11/'20
$1,350,000 (Sold Price)
1502 Oili Loop
5 Bd | 3 | 2,930 sqft
Sold9/11/'20
$925,000 (Sold Price)
5322 Manauwea Street
3 Bd | 1 | 1,044 sqft
Sold9/11/'20
$1,580,000 (Sold Price)
5359 Opihi Street
3 Bd | 1.5Ba | 1,952 sqft
Sold9/11/'20
$850,000 (Sold Price)
104 Kaeleloi Place
3 Bd | 2 | 1,431 sqft
Ocean view
Sold9/10/'20
$1,085,000 (Sold Price)
713 Luawai Street
3 Bd | 1 | 864 sqft
Sold9/10/'20
$2,495,000 (Sold Price)
4510 Waikui Street
5 Bd | 6 | 6,389 sqft
Built: 2020
Sold9/9/'20
$1,250,000 (Sold Price)
1508B Pualele Place
4 Bd | 3.5Ba | 2,698 sqft
Ocean view
Sold9/9/'20
$1,407,000 (Sold Price)
1184 Iki Place
4 Bd | 2.5Ba | 1,772 sqft
Built: 2006
Sold9/8/'20
$870,000 (Sold Price)
2739 Peter Street
4 Bd | 2.5Ba | 1,934 sqft
Ocean view
Sold9/4/'20
$4,290,000 (Sold Price)
204 Paiko Drive
3 Bd | 4 | 4,276 sqft
Oceanfront
Sold9/4/'20
$7,500,000 (Sold Price)
4528 Kahala Avenue
5 Bd | 7 | 5,771 sqft
Built: 2013
Sold9/4/'20
$3,185,000 (Sold Price)
4758 Aukai Avenue
4 Bd | 4 | 2,931 sqft
Year Remodeled: 2013
Sold9/3/'20
$720,000 (Sold Price)
1922 9th Avenue
2 Bd | 1.5Ba | 827 sqft
Year Remodeled: 2016
Sold9/2/'20
$2,300,000 (Sold Price)
6 Bd | 6 | 3,403 sqft
Fully furnished
Sold9/2/'20
$965,000 (Sold Price)
2237 Noah Street
3 Bd | 2 | 1,034 sqft
Ocean view
Sold9/2/'20
$945,000 (Sold Price)
1012 12th Avenue
3 Bd | 2 | 960 sqft
Year Remodeled: 2017
Sold9/2/'20
$790,000 (Sold Price)
3 Bd | 2 | 1,107 sqft
Year Remodeled: 2007
Sold9/2/'20
$1,224,000 (Sold Price)
344 Anonia Street
3 Bd | 2 | 1,698 sqft
Ocean view
Sold9/1/'20
$1,200,000 (Sold Price)
137 Hind Drive
3 Bd | 2 | 1,702 sqft
Year Remodeled: 2018
Sold9/1/'20
$820,000 (Sold Price)
3300 Paliahina Place
3 Bd | 1.5Ba | 1,188 sqft
Year Remodeled: 2020
Sold8/31/'20
$1,800,000 (Sold Price)
1692 Laukahi Street
6 Bd | 5 | 3,524 sqft
Ocean view
Sold8/31/'20
$1,345,000 (Sold Price)
1847D MAHANA Street
7 Bd | 6 | 3,520 sqft
Built: 2016
Sold8/31/'20
$780,000 (Sold Price)
1498 Ainakoa Avenue
4 Bd | 1 | 936 sqft
Sold8/31/'20
$2,340,000 (Sold Price)
1139 Makaiwa Street
4 Bd | 5 | 6,324 sqft
Year Remodeled: 2019
Sold8/31/'20
$1,015,000 (Sold Price)
2066 9th Avenue
6 Bd | 2 | 2,028 sqft
Sold8/31/'20
$1,500,000 (Sold Price)
4456 Pahoa Avenue
4 Bd | 3 | 2,140 sqft
Year Remodeled: 2014
Sold8/28/'20
$987,300 (Sold Price)
6003 Elelupe Place
3 Bd | 3 | 2,018 sqft
Ocean view
Sold8/28/'20
$1,540,000 (Sold Price)
1905 Piimauna Place
4 Bd | 3.5Ba | 2,276 sqft
Ocean view
Sold8/28/'20
$935,000 (Sold Price)
4140 Koko Drive
4 Bd | 2.5Ba | 1,944 sqft
Sold8/28/'20
$1,463,000 (Sold Price)
1442 Ehupua Street
2 Bd | 2 | 1,768 sqft
Ocean view
Sold8/28/'20
$2,725,000 (Sold Price)
398 Puuikena Drive
3 Bd | 4 | 3,849 sqft
Ocean view
Sold8/27/'20
$2,175,000 (Sold Price)
5451 Opihi Street
7 Bd | 4.5Ba | 3,504 sqft
Ocean view
Sold8/27/'20
$1,000,000 (Sold Price)
3616 Sierra Drive
7 Bd | 4 | 4,244 sqft
Sold8/27/'20
$950,000 (Sold Price)
4 Bd | 3 | 1,633 sqft
Sold8/26/'20
$935,000 (Sold Price)
3020 Herman Street
2 Bd | 1.5Ba | 1,480 sqft
Ocean view
Sold8/25/'20
$1,515,000 (Sold Price)
3908 Sierra Drive
3 Bd | 3 | 2,758 sqft
Ocean view
Sold8/24/'20
$915,000 (Sold Price)
1308 16th Avenue
3 Bd | 2 | 1,024 sqft
Year Remodeled: 2020
Sold8/24/'20
$1,315,000 (Sold Price)
3744 Manini Way
3 Bd | 2 | 1,642 sqft
Ocean view
Sold8/20/'20
$1,162,500 (Sold Price)
1605 Quincy Place
4 Bd | 2 | 1,920 sqft
Ocean view
Sold8/20/'20
$1,850,000 (Sold Price)
19 Akilolo Street
4 Bd | 3 | 3,100 sqft
Sold8/20/'20
$1,500,000 (Sold Price)
4064 Koko Drive
3 Bd | 2.5Ba | 2,236 sqft
Ocean view
Sold8/19/'20
$875,000 (Sold Price)
3024 Lakimau Street
3 Bd | 2 | 901 sqft
Year Remodeled: 2015
Sold8/19/'20
$994,750 (Sold Price)
4186 Kilauea Avenue
3 Bd | 2 | 908 sqft
Sold8/18/'20
$600,000 (Sold Price)
2357 D Palolo Avenue
3 Bd | 1 | 890 sqft
Sold8/17/'20
$3,475,000 (Sold Price)
4637 Farmers Road
5 Bd | 7 | 5,956 sqft
Year Remodeled: 2006
Sold8/14/'20
$1,256,888 (Sold Price)
673 Kaulana Place
4 Bd | 3 | 2,649 sqft
Ocean view
Sold8/14/'20
$1,300,000 (Sold Price)
738 22nd Avenue
5 Bd | 4.5Ba | 2,515 sqft
Built: 2019
Sold8/14/'20
$872,000 (Sold Price)
1232B Center Street
3 Bd | 1.5Ba | 1,016 sqft
Sold8/11/'20
$1,150,000 (Sold Price)
3865 Pukalani Place
4 Bd | 2 | 1,456 sqft
Ocean view
Sold8/11/'20
$1,150,000 (Sold Price)
1803 Halekoa Drive
4 Bd | 2 | 1,474 sqft
Ocean view
Sold8/10/'20
$1,625,000 (Sold Price)
5492-A Poola Street
4 Bd | 3 | 2,816 sqft
Ocean view
Sold8/10/'20
$1,750,000 (Sold Price)
1983 Alaeloa Street
6 Bd | 4 | 2,447 sqft
Ocean view
Sold8/7/'20
$935,000 (Sold Price)
3908 Koko Drive
3 Bd | 2.5Ba | 1,711 sqft
Ocean view
Sold8/7/'20
$1,225,000 (Sold Price)
3928 Pili Place
4 Bd | 2 | 1,771 sqft
Ocean view
Sold8/7/'20
$995,000 (Sold Price)
621 12th Avenue
3 Bd | 2.5Ba | 972 sqft
Year Remodeled: 2018
Sold8/6/'20
$1,075,000 (Sold Price)
327 Anonia Street
3 Bd | 2 | 1,366 sqft
Ocean view
Sold8/6/'20
$960,000 (Sold Price)
3521 Maunaloa Avenue
2 Bd | 2 | 1,440 sqft
Sold8/5/'20
$4,000,000 (Sold Price)
970 Waiohinu Drive
4 Bd | 4.5Ba | 3,747 sqft
Built: 2017
Sold8/5/'20
$1,880,000 (Sold Price)
5476 Poola Street
5 Bd | 3.5Ba | 3,475 sqft
Ocean view
Sold8/4/'20
$925,000 (Sold Price)
754 Ahuwale Street
4 Bd | 2.5Ba | 1,668 sqft
Ocean view
Sold7/31/'20
$815,000 (Sold Price)
2228 Kauhana Street
3 Bd | 2 | 888 sqft
Sold7/31/'20
$904,000 (Sold Price)
2071 10th Avenue
6 Bd | 2 | 1,956 sqft
Year Remodeled: 2019
Sold7/31/'20
$1,500,000 (Sold Price)
822 8th Avenue
4 Bd | 4 | 2,111 sqft
Sold7/30/'20
$4,556,500 (Sold Price)
6021 Summer Street
6 Bd | 5 | 7,240 sqft
Oceanfront
Sold7/29/'20
$1,060,000 (Sold Price)
5307C Kalanianaole Highway
2 Bd | 1 | 970 sqft
Ocean view
Sold7/29/'20
$810,000 (Sold Price)
2275 Palolo Avenue
3 Bd | 2 | 1,550 sqft
Sold7/29/'20
$6,800,000 (Sold Price)
4620 Kahala Avenue
6 Bd | 6.5Ba | 6,932 sqft
Ocean view
Sold7/28/'20
$999,999 (Sold Price)
920 16th Avenue
5 Bd | 3 | 1,760 sqft
Sold7/28/'20
$2,650,000 (Sold Price)
4258 Puu Panini Avenue
3 Bd | 3.5Ba | 2,145 sqft
Sold7/27/'20
$1,290,000 (Sold Price)
475 Lawelawe Street
4 Bd | 3 | 1,870 sqft
Ocean view
Sold7/24/'20
$1,675,000 (Sold Price)
925 Kealaolu Avenue
4 Bd | 4 | 2,597 sqft
Sold7/24/'20
$2,375,000 (Sold Price)
865 Puuikena Drive
4 Bd | 4.5Ba | 3,818 sqft
Ocean view
Sold7/24/'20
$1,238,000 (Sold Price)
5608 Kanau Street
3 Bd | 2 | 1,568 sqft
Sold7/22/'20
$1,110,000 (Sold Price)
5855 Mahimahi Street
4 Bd | 2 | 1,654 sqft
Sold7/22/'20
$900,000 (Sold Price)
1954 St Louis Drive
3 Bd | 1 | 1,480 sqft
Ocean view
Sold7/20/'20
$2,400,000 (Sold Price)
1165 Ikena Circle
4 Bd | 3.5Ba | 4,500 sqft
Ocean view
Sold7/17/'20
$3,625,000 (Sold Price)
706 Ulili Street
4 Bd | 3.5Ba | 4,129 sqft
Built: 2015
Sold7/17/'20
$830,000 (Sold Price)
1446 Luinakoa Street
4 Bd | 2 | 1,596 sqft
Ocean view
Sold7/16/'20
$1,199,000 (Sold Price)
4179 Koko Drive
8 Bd | 3.5Ba | 2,997 sqft
Sold7/16/'20
$1,100,000 (Sold Price)
5930 Kalanianaole Highway
4 Bd | 3 | 2,249 sqft
Sold7/15/'20
$837,500 (Sold Price)
1136 Hind Iuka Drive
3 Bd | 1.5Ba | 1,264 sqft
Sold7/15/'20
$1,925,000 (Sold Price)
1623 Hoaaina Place
5 Bd | 2.5Ba | 2,531 sqft
Ocean view
Sold7/14/'20
$2,475,000 (Sold Price)
4247 Kaimanahila Street
3 Bd | 2.5Ba | 2,176 sqft
Sold7/13/'20
$975,000 (Sold Price)
1617 Halekoa Drive
4 Bd | 2 | 1,728 sqft
Ocean view
Sold7/13/'20
$425,000 (Sold Price)
1768D Palolo Avenue
4 Bd | 1 | 770 sqft
Sold7/10/'20
$1,800,000 (Sold Price)
977 Makaiwa Street
4 Bd | 2.5Ba | 1,810 sqft
Year Remodeled: 2019