Hawaii Living

4 Wailupe Beach & Peninsula Homes for Sale

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4995 Kalanianaole Highway
5 Bd | 3.5 Ba | 2,224 sqft
Oceanfront
4995 Kalanianaole Highway
5 Bd | 3.5 Ba | 2,224 sqft
Oceanfront
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11 Niuhi Street
4 Bd | 5 Ba | 4,854 sqft
Ocean view
11 Niuhi Street
4 Bd | 5 Ba | 4,854 sqft
Ocean view
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5017 Kalanianaole Highway
6 Bd | 5 Ba | 4,204 sqft
Oceanfront
5017 Kalanianaole Highway
6 Bd | 5 Ba | 4,204 sqft
Oceanfront
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202 Wailupe Circle
3 Bd | 3.5 Ba | 2,745 sqft
Oceanfront
202 Wailupe Circle
3 Bd | 3.5 Ba | 2,745 sqft
Oceanfront
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd.
Total 4 Wailupe Beach Homes - 4 loaded

The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd.
Wailupe Beach Homes Overview
See our video of Wailupe Beach homes.

About Wailupe Beach
Wailupe Beach is a luxury oceanfront neighborhood of about 2 dozen beachfront homes along Kalanianaole Hwy plus about 120 homes within the Wailupe Peninsula. The Wailupe Beach neighborhood is bordered by Kai Nani to the west and Aina Haina Beach to the east.

Most Wailupe Beach homes for sale are priced between $1.2M to $5M with lot sizes between 6,000 to 30,000 sq ft. Coveted Wailupe Peninsula homes for sale are priced in the $1.3M to $8M range with typical lot sizes between 11,000 to 18,000 sq ft. 

Insight to Wailupe Beach Homes & Neighborhood
Simple fishing cabins and weekend homes made up Wailupe real estate as early as the 1920’s along the fishponds of Maunalua Bay, where fishing was excellent with calm shallow ocean waters and a protective outer reef. One of the larger fishponds in Maunalua Bay was filled in 1948 and the man made Wailupe Peninsula was developed as a new residential subdivision consisting of only three streets, Wailupe Circle along the perimeter, Akilolo and Niuhi St. A deep water channel was dredged around the peninsula and a new lava rock seawall built by the Army Corp of Engineers fortified the perimeter.

Today, Wailupe Peninsula, juts out proudly into the blue ocean, and is considered one of Honolulu’s finest oceanfront communities with homes located on generous lots along wide and quiet streets. Just over 30 of the Wailupe Peninsula homes are right on the ocean, and about 20 of these properties have boat docks. These are the creme de la creme choice properties for ocean lovers, offering a rare unique combination of fabulous views with the privacy of a protective seawall and a deepwater channel to moor your boat behind your backyard.

The homes in Wailupe Beach front a narrow and quiet beach enjoying excellent privacy due to limited public access, either from Wailupe Beach Park - takes jumping over a few rocks, or from Waialae Beach Park - about a mile away.

Life in Wailupe resembles a never ending vacation, where residents enjoy year round paddling surfing, kayaking and fishing. Rarely do homes in this highly sought after neighborhood become available.

You may also be interested in....
Aina Haina Beach homesNiu Beach homes or Kai Nani homes.   Alternatively, check out Honolulu's luxury homes for sale, start broader with all Honolulu homes for sale or search the entire island from our list of all Oahu homes for sale.

Wailupe Beach History
Wailupe Beach neighborhood sits on the ocean side of Kalanianaole Hwy. Like a lot of places around Oahu, it was once the site of an ancient Hawaiian fishpond. Yet Wailupe fishpond was unique for 2 reasons. First, it was extremely large, taking up 41 acres in all. The entire present day neighborhood stands on what was once water.

Second is the fact that it survived longer than many other ancient fishponds on this side of Oahu. In fact, it's conceivable that it might be there even now if not for the 1946 tsunami. The impact of this event left the pond walls severely damaged and the surrounding area devastated. The large dairy farm based nearby was put out of business and the owner, whose holdings included the pond, sold his land to Walter Dillingham in 1947.

Dillingham owned Hawaiian Dredging and saw the possibilities for the area. His company dug out the channel that sits by the peninsula now, moving over the earth dug up to fill in the fishpond. At the time, Wailupe was one of only 3 ancient Hawaiian fishponds remaining on Oahu's eastern shores.

Wailupe Beach homes were soon added on top of the new grounds, creating a neighborhood right on the ocean. Some vestiges still exist that mark the old pond which once sat across from the current fire station. Everywhere else you'll find the modern homes of Wailupe Circle, sitting on prime real estate that didn't even exist less than a hundred years ago.

More Details

Wailupe Beach Photos

Recently Sold in Wailupe Beach

Sold11/18/'20
$2,500,000 (Sold Price)
27 Niuhi Street
5 Bd | 4 | 2,901 sqft
Sold11/13/'20
$3,075,000 (Sold Price)
5005 Kalanianaole Highway
5 Bd | 6 | 4,291 sqft
Oceanfront
Sold8/20/'20
$1,850,000 (Sold Price)
19 Akilolo Street
4 Bd | 3 | 3,100 sqft
Sold6/24/'20
$1,900,000 (Sold Price)
335 Wailupe Circle
5 Bd | 4 | 3,146 sqft
Ocean view
Sold11/1/'19
$1,625,000 (Sold Price)
386 Wailupe Circle
6 Bd | 3.5Ba | 1,395 sqft
Sold7/11/'19
$1,540,000 (Sold Price)
48 Wailupe Circle
3 Bd | 3 | 2,161 sqft
Sold6/24/'19
$1,620,000 (Sold Price)
4901 Kalanianaole Highway
3 Bd | 5 | 3,253 sqft
Sold6/7/'19
$2,640,000 (Sold Price)
5005 Kalanianaole Highway
5 Bd | 6 | 4,291 sqft
Oceanfront
Sold11/19/'18
$1,850,000 (Sold Price)
28 Akilolo Street
2 Bd | 1 | 1,083 sqft
Year Remodeled: 2012
Sold10/31/'18
$2,775,000 (Sold Price)
133 Wailupe Circle
5 Bd | 3.5Ba | 3,124 sqft
Built: 2005
Sold7/5/'18
$3,900,000 (Sold Price)
352 Wailupe Circle
5 Bd | 3.5Ba | 3,320 sqft
Ocean view
Sold4/30/'18
$3,200,000 (Sold Price)
4981 Kalanianaole Highway
4 Bd | 3.5Ba | 3,504 sqft
Ocean view
Sold10/31/'17
$1,700,000 (Sold Price)
19 Niuhi Street
3 Bd | 2 | 2,121 sqft
Sold5/23/'17
$1,800,000 (Sold Price)
67 Wailupe Circle
4 Bd | 3 | 2,316 sqft
Sold5/17/'17
$3,200,000 (Sold Price)
219 Wailupe Circle
4 Bd | 3 | 3,326 sqft
Year Remodeled: 2017
Sold4/6/'17
$6,210,000 (Sold Price)
162 Wailupe Circle
4 Bd | 4 | 3,403 sqft
Oceanfront
Sold12/16/'15
$3,200,000 (Sold Price)
4945 Kalanianaole Highway
6 Bd | 3 | 3,868 sqft
Oceanfront
Sold11/23/'15
$2,500,000 (Sold Price)
5005 Kalanianaole Highway
5 Bd | 6 | 4,272 sqft
Oceanfront
Sold10/26/'15
$3,200,000 (Sold Price)
4935 Kalanianaole Highway
3 Bd | 3.5Ba | 2,176 sqft
Oceanfront
Sold9/16/'15
$1,725,000 (Sold Price)
390 Wailupe Circle
5 Bd | 4 | 3,106 sqft
Sold7/22/'15
$1,825,000 (Sold Price)
450 Wailupe Circle
4 Bd | 3.5Ba | 3,352 sqft
Year Remodeled: 2015
Sold7/1/'15
$2,150,000 (Sold Price)
4901 Kalanianaole Highway
6 Bd | 5 | 4,788 sqft
Sold5/18/'15
$1,600,000 (Sold Price)
70 Wailupe Circle
3 Bd | 3 | 2,504 sqft
Sold3/16/'15
$1,815,000 (Sold Price)
61 Akilolo Street
4 Bd | 3 | 2,850 sqft
Sold3/6/'15
$1,415,000 (Sold Price)
80 Wailupe Circle
4 Bd | 3 | 2,409 sqft
Sold1/22/'15
$8,500,000 (Sold Price)
146 Wailupe Circle
4 Bd | 4.5Ba | 6,949 sqft
Oceanfront
Sold12/12/'14
$4,500,000 (Sold Price)
328 Wailupe Circle
4 Bd | 3 | 2,676 sqft
Oceanfront
Sold10/28/'14
$2,200,000 (Sold Price)
153 Wailupe Circle
4 Bd | 3 | 2,950 sqft
Sold8/19/'14
$1,950,000 (Sold Price)
56 Akilolo Street
4 Bd | 3 | 2,339 sqft
Sold7/18/'14
$2,125,000 (Sold Price)
5 Bd | 2 | 2,880 sqft
Year Remodeled: 2010
Sold3/21/'14
$4,525,000 (Sold Price)
154 Wailupe Circle
5 Bd | 4 | 3,872 sqft
Oceanfront