Wailea Luxury Homes

Wailea Kai

Wailea Kai is a beautifully developed private, gated neighborhood right across the street from Keawakapu Beach and below the Wailea Palms as well as the Palms at Wailea. This neighborhood features approximately 100 homesites across 34 acres in one of Maui’s finest resort communities.


Surrounded by green park-like space with gated entries, this idyllic tight-knit community of Wailea Kai offers its residents a safe, private neighborhood.  The Wailea Kai neighborhood in Wailea is a census-designated area in Maui County, Hawaii that was established in 1971 by a partnership of Alexander and Baldwin and Northwestern Mutual. Wailea was originally a fishing settlement and its name translates to “water of lea” the goddess of canoe-builders. 

Wailea Kai By The Numbers

Average Price $2.5M
Lowest Price $2.2M
Highest Price $2.7M
Total Listings 3
Avg. Days On Market 46
Avg. Price/SQFT $1.1K

Property Types (active listings)

Wailea Kai Homes For Sale

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$2,199,000

Wailea Kai

53 Waikai St, Wailea/Makena

4 Beds 2.5 Baths 2,400 SqFt Residential MLS® # 407427

Days on Market: 17

$2,675,000

Wailea Kai

124 Waaula Pl, Wailea/Makena

3 Beds 3.5 Baths 2,526 SqFt Residential MLS® # 407403

Days on Market: 20

$2,695,000

Wailea Kai

30 Hoawaa Way, Wailea/Makena

3 Beds 2 Baths 1,948 SqFt Residential MLS® # 406647

Days on Market: 100

Recent Sales in Wailea Kai

Sold
Closed: 10/13/2025

$3,075,000

Wailea Kai

85 Pukolu Way, Wailea/Makena

5 Beds 3.5 Baths 4,232 SqFt Residential MLS® # 407080 Date Sold: October 13, 2025
Sold
Closed: 08/11/2025

$2,795,000

Wailea Kai

70 Pukolu Way, Wailea/Makena

3 Beds 3 Baths 2,500 SqFt Residential MLS® # 406009 Date Sold: August 11, 2025
Sold
Closed: 05/24/2024

$2,695,000

Wailea Kai

79 Pukolu Way, Wailea/Makena

3 Beds 3.5 Baths 2,109 SqFt Residential MLS® # 398977 Date Sold: May 24, 2024
Sold
Closed: 02/06/2024

$1,930,000

Wailea Kai

21 Waikai St, Wailea/Makena

3 Beds 3.5 Baths 2,210 SqFt Residential MLS® # 400357 Date Sold: February 6, 2024
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Sold
Closed: 09/08/2023

$2,350,000

Wailea Kai

3230 Pikai Way, Wailea/Makena

3 Beds 3.5 Baths 2,612 SqFt Residential MLS® # 399480 Date Sold: September 8, 2023
Sold
Closed: 07/14/2023

$943,808

Wailea/Makena

22 Waikai St, Wailea/Makena

0 Beds 0 Baths 0 SqFt Land MLS® # 397609 Date Sold: July 14, 2023
Sold
Closed: 02/22/2023

$3,183,000

Wailea Kai

3226 Pikai Way, Wailea/Makena

4 Beds 4.5 Baths 2,298 SqFt Residential MLS® # 397498 Date Sold: February 22, 2023

Average Sales Price

Price Per Square Foot

Wailea Kai is The Perfect Place To Be on Maui

Wailea Kai is one of the original neighborhoods in South Maui. It has a mature landscape with amazing homes. Here, you can know your neighbors simply by walking around the neighborhood while enjoying the perennial warm climate and outdoor lifestyle. Many of the homes for sale in this gated community have been remodeled and updated with more contemporary finishes. 

Among the neighborhoods in Wailea, Wailea Kai is the most affordable, and is also the closest to the beach! Because it is on flatter ground, very few homes have any ocean views, but when the ocean is that close, you tend to just spend more time at the beach. 

Wailea Has A Lot of Great Things To Do

World-class restaurants like Sorento’s and 5 Palms are just within walking distance from the gated community. Explore shopping and world-class golf courses not far from here. Enjoy and spend an agreeable moment at Keawakapu Beach. The best things to do in Wailea are just steps away from the Wailea Kai neighborhood.

As mentioned above, this beach is one of the most attractive on Maui. Keawakapu Beach is known for its nice long sandy beach good for swimming kayaking, stand-up paddling, sandcastle making, snorkeling, and lounging.

Wailea Kai Map

Wailea Kai Map

Luxury and Value In One Place at Wailea Kai

The Wailea Kai community is considered one of the strongest values for luxury homes in Maui. This is another reason why many people love the neighborhood. If you are looking for a luxury home in a breathtaking environment at a price not too far above the median home price on Maui, Wailea Kai might fit your Maui real estate objectives. In fact, Wailea Kai homes for sale tend to have the lowest price point within the Wailea residential community.

The price tag for Wailea Kai stands in stark contrast with houses along the Keawakapu beach. While properties on the beach cost a lot more (between $15,000,000 and $40,000,000), you can live in a sophisticated home not far from the beach for about $2,400,000 and up.

If you're considering making Wailea Kai home, reach out to us at Maui Elite Property to get alerts for new listings and to have an expert guide you through the process.

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow ranks among the best real estate agents on Maui annually and is in the top 1% of Coldwell Banker agents worldwide in production. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what Evan's clients are saying on Google.

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