Newest
Filters
List Map Filters Commute
Sign Up
Log In
Save search
Ask a question
Advanced filters
Lifestyle filters
Virtual Tours
Types
Price range
Beds
Baths
Square footage
Lot size
Year built
HOA fees
Listing status
Property condition
Price changes
Parking
Open House
Views
Frontage
Amenities
Land tenure
Pets allowed
Keywords
Ohana
* Second home allowed on either a residential or an agricultural zoned property.
Surf
Body Surfing
Tow-in Surfing
Near beaches
Near parks
Golf
listings found
View all

Wailea Kai homes

2 homes for sale

$2.7m  $205,000
Wailea Kai
139 Waaula Way, Kihei
Home
3 bd
4 ba
2,788 sqft
$2,695,000  $205,000
3
bd
4
ba
2,788
sqft
Located in the exclusive gated community of Wailea Kai, 139 Waaula Way is a custom-built 3-bedroom, 3.5-bath residence with a den, offering approximately 2,788 sq. ft. of interior living space and a detached garage, close to Keawakapu Beach. The open-concept floor plan features abundant natural light, a spacious main-level primary suite, and seamless indoor-outdoor living. Large windows and sliding doors frame lush tropical landscaping, creating a private, island-style setting throughout the home. The backyard is designed for relaxation and entertaining, complete with a pool, spa, and generous lanai. Conveniently situated near world-class beaches, dining, and shopping in Wailea. Seller intends to complete a 1031 Exchange.
Virtual Tour
$1.88m  $124,000
Wailea Kai
53 Waikai St unit 53 Waikai, Kihei
Home
4 bd
3 ba
2,400 sqft
$1,875,000  $124,000
4
bd
3
ba
2,400
sqft
Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!
1 – 2 of 2 homes for sale
  1. Hawaii
  2. Maui
  3. Wailea/Makena
  4. Wailea Kai

Lifestyle & outdoors In Wailea Kai

4 surf spots in this area

Mokapu Beach
Type: body-surfing
Paeahu, Makawao 1-5
Ulua Beach
Type: body-surfing
Paeahu, Makawao 1-5
Keawakapu Beach
Type: body-surfing
Paeahu, Makawao 1-5
The Cove
Type: surfing

1 park in this area

Kamaole Beach Park No. 3

5 beaches in this area

Ulua Beach

Mokapu Beach

Keawakapu Beach South

Keawakapu Beach North

Kamaole II Beach

1 golf course in this area

Wailea Blue Course

Essentials in Wailea Kai

Supermarket is about 27 min walk
Airport is about 28 min drive
Hospital is about 28 min drive
Costco is about 24 min drive
* distance is calculated by average per house. Some homes maybe closer to the essentials

Walkability in Wailea Kai

7 / 20
Car dependent
18-20
15-18
10-15
1-10
Walkability according to the National Walkability Index

Living in Wailea Kai Wailea Kai is a neighborhood in the Wailea/Makena district of Maui.

Supermarkets are about 27 min walk, the nearest Hospital is about 28 min drive and the airport is about 28 min drive.

Wailea Kai is car dependent.

There are 1 park in this area, and 5 public beaches. Nearby lifestyles include surfing, body surfing and golf.

Housing Market Trends for Wailea Kai

There are currently 2 real estate listings for sale in Wailea Kai. This includes homes, condos, multi-family homes, and vacant land.
The average listing price in Wailea Kai for condos is $0 and for homes is $1,494,267. Week over week the average listing price decreased 1%. The median sales price for Wailea Kai over the last 90 days is $2,900,000, a 8% increase of $205,000 year over year. If we break this down per property types we see that the median sales price for homes is $2,900,000 and for condos $0.
The number of sales in the last 60 days are 1. The average days Wailea Kai properties stay on the market before being sold is 92 days.

Wailea Kai is a neighborhood located in the
Wailea/Makena
district on the island of
Maui
.

Average Listing Price Wailea Kai for condos & homes

Median Sales Price Wailea Kai for condos & homes

Number Of Sales Wailea Kai for condos & homes

* information deemed reliable, but not guaranteed
Save search
Ask a question
Back to search
Share
What is your destination?
1 of 3
Maximum time to your destination
15 min
2 of 3
How do you want to get there?
3 of 3