Hawaii Living

3 Wailupe Beach & Peninsula Homes for Sale

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Escrow
434 Wailupe Cir
3 BdsBd | 2 BaBa
1,792 sqft
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Escrow
4981 Kalanianaole Hwy
4 BdsBd | 3.5 BaBa
3,504 sqft
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Escrow
202 Wailupe Cir
3 BdsBd | 3.5 BaBa
2,745 sqft
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd.
Total 3 Wailupe Beach Homes - 3 loaded

The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd.
Map shows 0 Active Listings (excludes In Escrow)
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Wailupe Beach - General Info & Sold Data

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

Sold11/26/'21
$3,175,000 (Sold Price)
22 Niuhi St
4 Beds | 3 Baths | 3,021 sqft
Sold10/20/'21
$6,500,000 (Sold Price)
4915 Kalanianaole Hwy
9 Beds | 8 Baths | 6,150 sqft
Sold9/27/'21
$1,750,000 (Sold Price)
313 Wailupe Cir
4 Beds | 4 Baths | 1,764 sqft
Sold8/12/'21
$4,075,000 (Sold Price)
5005 Kalanianaole Hwy
5 Beds | 5.5 Baths | 4,291 sqft
Sold1/8/'21
$2,365,000 (Sold Price)
4995 Kalanianaole Hwy
5 Beds | 3.5 Baths | 2,224 sqft
Sold11/18/'20
$2,500,000 (Sold Price)
27 Niuhi St
5 Beds | 4 Baths | 2,901 sqft
Sold8/20/'20
$1,850,000 (Sold Price)
19 Akilolo St
4 Beds | 3 Baths | 3,100 sqft
Sold6/24/'20
$1,900,000 (Sold Price)
335 Wailupe Cir
5 Beds | 4 Baths | 3,146 sqft
Sold11/1/'19
$1,625,000 (Sold Price)
386 Wailupe Cir
6 Beds | 3.5 Baths | 1,395 sqft
Sold7/11/'19
$1,540,000 (Sold Price)
48 Wailupe Cir
3 Beds | 3 Baths | 2,161 sqft
Sold6/24/'19
$1,620,000 (Sold Price)
4901 Kalanianaole Hwy
3 Beds | 5 Baths | 3,253 sqft
Sold6/7/'19
$2,640,000 (Sold Price)
5005 Kalanianaole Hwy
5 Beds | 6 Baths | 4,291 sqft
Sold11/19/'18
$1,850,000 (Sold Price)
28 Akilolo St
2 Beds | 1 Bath | 1,083 sqft
Sold10/31/'18
$2,775,000 (Sold Price)
133 Wailupe Cir
5 Beds | 3.5 Baths | 3,124 sqft
Sold7/5/'18
$3,900,000 (Sold Price)
352 Wailupe Cir
5 Beds | 3.5 Baths | 3,320 sqft
Sold4/30/'18
$3,200,000 (Sold Price)
4981 Kalanianaole Hwy
4 Beds | 3.5 Baths | 3,504 sqft
Sold10/31/'17
$1,700,000 (Sold Price)
19 Niuhi St
3 Beds | 2 Baths | 2,121 sqft
Sold5/23/'17
$1,800,000 (Sold Price)
67 Wailupe Cir
4 Beds | 3 Baths | 2,316 sqft
Sold5/17/'17
$3,200,000 (Sold Price)
219 Wailupe Cir
4 Beds | 3 Baths | 3,326 sqft
Sold4/6/'17
$6,210,000 (Sold Price)
162 Wailupe Cir
4 Beds | 4 Baths | 3,403 sqft
Sold12/16/'15
$3,200,000 (Sold Price)
4945 Kalanianaole Hwy
6 Beds | 3 Baths | 3,868 sqft
Sold11/23/'15
$2,500,000 (Sold Price)
5005 Kalanianaole Hwy
5 Beds | 6 Baths | 4,272 sqft
Sold10/26/'15
$3,200,000 (Sold Price)
4935 Kalanianaole Hwy
3 Beds | 3.5 Baths | 2,176 sqft
Sold9/16/'15
$1,725,000 (Sold Price)
390 Wailupe Cir
5 Beds | 4 Baths | 3,106 sqft
Sold7/22/'15
$1,825,000 (Sold Price)
450 Wailupe Cir
4 Beds | 3.5 Baths | 3,352 sqft
Sold7/1/'15
$2,150,000 (Sold Price)
4901 Kalanianaole Hwy
6 Beds | 5 Baths | 4,788 sqft
Sold5/18/'15
$1,600,000 (Sold Price)
70 Wailupe Cir
3 Beds | 3 Baths | 2,504 sqft
Sold3/16/'15
$1,815,000 (Sold Price)
61 Akilolo St
4 Beds | 3 Baths | 2,850 sqft
Sold3/6/'15
$1,415,000 (Sold Price)
80 Wailupe Cir
4 Beds | 3 Baths | 2,409 sqft
Sold1/22/'15
$8,500,000 (Sold Price)
146 Wailupe Cir
4 Beds | 4.5 Baths | 6,949 sqft
Sold12/12/'14
$4,500,000 (Sold Price)
328 Wailupe Cir
4 Beds | 3 Baths | 2,676 sqft
Sold10/28/'14
$2,200,000 (Sold Price)
153 Wailupe Cir
4 Beds | 3 Baths | 2,950 sqft
Sold8/19/'14
$1,950,000 (Sold Price)
56 Akilolo St
4 Beds | 3 Baths | 2,339 sqft
Sold7/18/'14
$2,125,000 (Sold Price)
5 Beds | 2 Baths | 2,880 sqft
Sold3/21/'14
$4,525,000 (Sold Price)
154 Wailupe Cir
5 Beds | 4 Baths | 3,872 sqft
Sold11/22/'13
$1,999,999 (Sold Price)
5019 Kalanianaole Hwy
4 Beds | 4 Baths | 1,926 sqft
Sold11/1/'13
$1,100,000 (Sold Price)
5017 Kalanianaole Hwy
4 Beds | 3 Baths | 2,065 sqft
Sold4/10/'13
$1,750,000 (Sold Price)
411 Wailupe Cir
3 Beds | 2.5 Baths | 2,585 sqft
Sold12/31/'12
$8,000,000 (Sold Price)
298 Wailupe Cir
4 Beds | 5.5 Baths | 4,131 sqft
Sold12/28/'12
$1,900,000 (Sold Price)
50 Akilolo St
4 Beds | 3 Baths | 3,091 sqft
Sold10/12/'12
$1,300,000 (Sold Price)
76 Wailupe Cir
4 Beds | 3 Baths | 2,684 sqft
Sold9/25/'12
$2,195,000 (Sold Price)
373 Wailupe Cir
4 Beds | 3 Baths | 3,445 sqft
Sold9/7/'12
$1,750,000 (Sold Price)
27 Niuhi St
5 Beds | 4 Baths | 3,089 sqft
Sold7/20/'11
$1,350,000 (Sold Price)
14 Niuhi St
3 Beds | 2.5 Baths | 1,706 sqft
Sold11/9/'10
$3,600,000 (Sold Price)
140 Wailupe Cir
3 Beds | 3 Baths | 2,136 sqft
Sold9/3/'10
$1,480,000 (Sold Price)
4 Beds | 3 Baths | 2,104 sqft
Sold7/14/'10
$1,530,000 (Sold Price)
353 Wailupe Cir
5 Beds | 3 Baths | 2,368 sqft
Sold12/14/'09
$3,100,000 (Sold Price)
320 Wailupe Cir
3 Beds | 2 Baths | 2,384 sqft
Sold10/5/'09
$4,225,000 (Sold Price)
4967 Kalanianaole Hwy
4 Beds | 4.5 Baths | 4,155 sqft
Sold9/7/'07
$1,650,000 (Sold Price)
360 Wailupe Cir
3 Beds | 2 Baths | 1,590 sqft
Sold8/24/'07
$2,800,000 (Sold Price)
4973 Kalanianaole Hwy
4 Beds | 4.5 Baths | 2,483 sqft
Sold3/30/'07
$1,600,000 (Sold Price)
49 Akilolo St
4 Beds | 3 Baths | 2,013 sqft
Sold2/28/'07
$2,200,000 (Sold Price)
123 Wailupe Cir
3 Beds | 3.5 Baths | 4,041 sqft
Sold12/4/'06
$2,500,000 (Sold Price)
4959 Kalanianaole Hwy
5 Beds | 4.5 Baths | 3,981 sqft
Sold9/30/'05
$2,500,000 (Sold Price)
298 Wailupe Cir
3 Beds | 2.5 Baths | 2,653 sqft
Sold5/27/'05
$1,750,000 (Sold Price)
105 Wailupe Cir
3 Beds | 3.5 Baths | 2,889 sqft
Sold3/7/'05
$2,700,000 (Sold Price)
118 Wailupe Cir
4 Beds | 5 Baths | 2,368 sqft
Sold1/21/'05
$1,350,000 (Sold Price)
3 Beds | 3 Baths | 2,447 sqft
Sold12/10/'04
$1,100,000 (Sold Price)
4 Beds | 1.5 Baths | 1,544 sqft
Sold8/19/'04
$1,000,000 (Sold Price)
76 Wailupe Cir
4 Beds | 3 Baths | 2,684 sqft
Sold7/21/'04
$2,960,000 (Sold Price)
3 Beds | 4 Baths | 3,256 sqft
Sold5/28/'04
$3,600,000 (Sold Price)
176 Wailupe Cir
5 Beds | 4 Baths | 3,510 sqft
Sold12/29/'03
$1,375,000 (Sold Price)
5005 Kalanianaole Hwy
5 Beds | 6 Baths | 4,272 sqft
Sold9/18/'03
$1,375,000 (Sold Price)
34 Akilolo St
3 Beds | 2.5 Baths | 2,637 sqft
Sold9/5/'03
$960,000 (Sold Price)
219 Wailupe Cir
5 Beds | 3 Baths | 2,662 sqft
Sold5/30/'03
$2,550,000 (Sold Price)
4967 Kalanianaole Hwy
4 Beds | 4.5 Baths | 4,210 sqft
Sold2/5/'03
$1,200,000 (Sold Price)
4 Beds | 2 Baths | 2,329 sqft
Sold9/25/'02
$1,080,000 (Sold Price)
4 Beds | 2.5 Baths | 2,367 sqft
Sold6/18/'02
$1,200,000 (Sold Price)
373 Wailupe Cir
4 Beds | 3 Baths | 3,445 sqft
Sold3/15/'02
$1,850,000 (Sold Price)
260 Wailupe Cir
6 Beds | 6 Baths | 4,919 sqft
Sold1/15/'02
$2,000,000 (Sold Price)
292 Wailupe Cir
5 Beds | 5 Baths | 3,843 sqft
Sold8/21/'01
$1,950,000 (Sold Price)
4 Beds | 3 Baths | 3,758 sqft
Sold7/27/'01
$795,000 (Sold Price)
5 Beds | 4 Baths | 2,986 sqft
Sold8/31/'00
$1,225,000 (Sold Price)
111 Wailupe Cir
4 Beds | 4 Baths | 3,550 sqft
Sold7/28/'00
$1,595,000 (Sold Price)
4973 Kalanianaole Hwy
4 Beds | 4.5 Baths | 2,483 sqft
Sold4/14/'00
$545,000 (Sold Price)
3 Beds | 2 Baths | 1,764 sqft
Sold3/8/'00
$603,000 (Sold Price)
382 Wailupe Cir
3 Beds | 3 Baths | 1,767 sqft
Sold2/18/'00
$1,850,000 (Sold Price)
260 Wailupe Cir
6 Beds | 6 Baths | 4,919 sqft
Sold1/7/'00
$1,100,000 (Sold Price)
3 Beds | 3 Baths | 2,089 sqft
Sold11/15/'99
$3,300,000 (Sold Price)
146 Wailupe Cir
3 Beds | 3.5 Baths | 6,949 sqft
Sold10/22/'99
$530,000 (Sold Price)
3 Beds | 2 Baths | 1,472 sqft
Sold8/31/'99
$965,000 (Sold Price)
3 Beds | 3 Baths | 3,431 sqft
Sold7/14/'99
$640,000 (Sold Price)
3 Beds | 2 Baths | 1,442 sqft
Sold6/25/'99
$1,600,000 (Sold Price)
240 Wailupe Cir
3 Beds | 3 Baths | 2,622 sqft
Sold6/1/'99
$1,680,000 (Sold Price)
4 Beds | 4 Baths | 3,510 sqft
Sold4/19/'99
$585,000 (Sold Price)
4 Beds | 3 Baths | 2,546 sqft
Sold1/22/'99
$1,450,000 (Sold Price)
50 Niuhi St
5 Beds | 4 Baths | 3,731 sqft
Sold1/23/'98
$607,500 (Sold Price)
376 Wailupe Cir
4 Beds | 2.5 Baths | 1,842 sqft
Sold9/15/'97
$1,100,000 (Sold Price)
5 Beds | 4.5 Baths | 3,981 sqft
Sold8/8/'97
$795,000 (Sold Price)
3 Beds | 3 Baths | 2,088 sqft
Sold6/7/'96
$487,000 (Sold Price)
3 Beds | 2.5 Baths | 1,658 sqft