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139  Waaula Way Wailea Kai, Wailea/Makena home - photo 2 of 50
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139 Waaula Way, Kihei, HI, 96753
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139 Waaula Way, Kihei, HI 96753

$2,499,000 Home for sale 3 beds 3 baths 2,788 sqft Neighborhood:  Wailea Kai
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.
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Home details

2,788 sqft interior area
  • Year Built 1988
  • Year Remodeled 2004
  • Original list price $2,499,000
  • Days on market 9
  • Price per sqft $896/sqft
  • Baths 3
  • Beds 3
  • Address

    139 Waaula Way, Kihei, HI, 96753

  • Total area 2,788 sqft
  • Interior area 2,788 sqft
  • Land area 10,616 sqft
  • nr.of parking places 2
  • Frontage None
  • Pool In Ground
  • Neighborhood Wailea Kai | Wailea Kai
  • City of Maui Kihei
  • Region Wailea/Makena
  • Island Maui
  • View Garden
  • Virtual Tour View (external link)

Open Houses

No upcoming open houses

Monthly payment

Calculate your monthly payments
Mortgage
$12,742
Taxes
$0
HOA dues
$0
$12,742 per month
Mortgage
Down payment
$499,800 / 20%
Interest rate
6.58%
Loan type
30 years
Your amount $12,742 / month

Neighborhood: Wailea Kai

Nearby & commute
Walkability
Coffee shops
no data
Bus stop
no data
Supermarket
no data
Costco
no data
Hospital
no data
Park
no data
Beach
no data
Elementary school
no data
Middle school
no data
High school
no data
Local airport
no data
7.83 / 20
Car dependent
18-20
15-18
10-15
1-10
Walkability according to the National Walkability Index

Amenities & Features

2 parking places
Utilities
Photovoltaics Seller Owned

Wailea Kai prices

Average price $1.05m
Neighborhood average sales price*
$1.05m
Neighborhood median sales price*
$1.06m
Number or sales*
20
*last 6 months

Schools

15 schools in this area
School rating Distance
NR
Kamalii Elementary School
180 Kealii Alanui, Kihei, HI 96753
Elementary School
1.235mi
NR
Lokelani Intermediate School
1401 Liloa Dr, Kihei, HI 96753
Middle School
2.978mi
NR
Kahuahana Christian School
Po Box 532554, Kihei, HI 96753
High School
3.979mi
School rating Distance
NR
Kamalii Elementary School
180 Kealii Alanui, Kihei, HI 96753
1.235mi
NR
Kihei Elementary School
250 East Lipoa St, Kihei, HI 96753
3.088mi
NR
Montessori Hale O Keiki
100 Kulanihakoi St, Kihei, HI 96753
3.979mi
NR
Kahuahana Christian School
Po Box 532554, Kihei, HI 96753
3.979mi
NR
Kihei Public Charter School
300 Ohukai Rd, Kihei, HI 96753
4.821mi
School rating Distance
NR
Lokelani Intermediate School
1401 Liloa Dr, Kihei, HI 96753
2.978mi
NR
Montessori Hale O Keiki
100 Kulanihakoi St, Kihei, HI 96753
3.979mi
NR
Kahuahana Christian School
Po Box 532554, Kihei, HI 96753
3.979mi
NR
Kihei Public Charter School
300 Ohukai Rd, Kihei, HI 96753
4.821mi
NR
Haleakala Waldorf School
4160 Lower Kula Road, Kula, HI 96790
8.571mi
School rating Distance
NR
Kahuahana Christian School
Po Box 532554, Kihei, HI 96753
3.979mi
NR
Kihei Public Charter School
300 Ohukai Rd, Kihei, HI 96753
4.821mi
NR
Kamehameha Schools Maui
270 Aapueo Parkway, Makawao, HI 96768
10.766mi
NR
King Kekaulike High School
121 Kula Hwy, Pukalani, HI 96768
11.349mi
NR
Maui High School
660 South Lono Ave, Kahului, HI 96732
11.926mi
School ratings provided by Greatschools.org © 2023. All rights reserved.

Price history

New Listing Jul 14, 2026
Date Event Price $/sqft Source
Jul 14, 2026 New Listing $2,499,000 -7.27% $896.34 MLS #410251
Apr 29, 2026 Price Decrease $2,695,000 -7.07% $966.64 MLS #408630
Feb 2, 2026 New Listing $2,900,000 +34.88% $1,040.17 MLS #408630
Sep 22, 2021 Sold $2,150,000 -4.4% from last sold price $771.16 Public Record
Aug 26, 2021 Pending $2,249,000 $806.67 MLS #391993
Aug 6, 2021 For sale $2,249,000 $806.67 MLS #391993
Jul 26, 2021 Pending $2,249,000 $806.67 MLS #391993
Jul 20, 2021 For sale $2,249,000 $806.67 MLS #391993
Jul 7, 2021 Pending $2,249,000 $806.67 MLS #391993
Jun 18, 2021 New Listing $2,249,000 +50.03% $806.67 MLS #391993
Oct 6, 2016 New Listing $1,499,000 +127.12% $537.66 MLS #371075
Feb 27, 2002 Sold $660,000 $236.73 Public Record
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Tax & MLS details 139 Waaula Way, Kihei, HI, 96753

MLS #410251
TMK
2210210280000
Listed by
Coldwell Banker Island Prop-Ku
Cell: 808-757-6161
MLS #
410251
Hawaii House tour report for this home
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Frequently asked questions for 139 Waaula Way

What is 139 Waaula Way?

139 Waaula Way, Kihei, HI, 96753 is a single family home located in the Wailea Kai neighborhood of the Wailea/Makena region in the city of Kihei in zipcode 96753. This single family home has 3 bedrooms & 3 bathrooms with an interior area of 2788 sqft, on a 10616 sqft lot.

When was this home built and last sold?

This house was build in 1988.

What is the full address of this home?

139 Waaula Way, Kihei, HI, 96753.

Are there beaches near 139 Waaula Way?

No, there aren't.

Based on information from the Realtors Assoc. of Maui. Copyright 2026 by REALTORS® Association of Maui, Inc. Listing courtesy of Coldwell Banker Island Prop-Ku. This information is believed to be accurate. It has been provided by sources other than the Realtors Assoc. of Maui and should not be relied upon without independent verification. You should conduct your own investigation and consult with appropriate professionals to determine the accuracy of the information provided and to answer any questions concerning the property and structures located thereon. Featured properties may or may not be listed by the office/agent presenting this brochure.

Listings last updated on July 21, 2026.
Hawaii House Last checked 2 years ago.

139 Waaula Way, Kihei, HI, 96753 is a single family home located in the Wailea Kai neighborhood of the Wailea/Makena region in the city of Kihei in zipcode 96753. This single family home has 3 bedrooms & 3 bathrooms with an interior area of 2788 sqft, on a 10616 sqft lot. This house was build in 1988.
*Neighborhood & street median sales price are calculated over sold properties over the last 6 months.

Home for sale $2,499,000 139 Waaula Way, Kihei, HI, 96753 3 beds | 3 baths | 2,788 sqft Save House Remove from Saved