Maui Vacation Homes for Sale

Your source for updates on the Maui Vacation Homes market

On this page we are focusing on vacation homes in popular resort areas that are excellent for your seasonal personal use. To understand why we are not focusing on homes for vacation rental operation you can skip down to our explanation.

Vacation homes in the Wailea Resort are a great choice as all the neighborhoods are secure gated communities and most of them are ideally located just minutes away from the beach:

Neighborhoods

Maluhia at Wailea is the preeminent luxury enclave in Wailea with some of the highest valued homes in all of South Maui
Maluhia At Wailea
$9,000,000 – $20,000,000
4,000 – 7,000 sqft
The Ridge at Wailea is located at one of the highest elevations in the resort
The Ridge at Wailea
$8,000,000 – $14,000,000
3,300 – 6,400 sqft
fairway5
Wailea Fairway Estates
$2,300,000 – $3,800,000
2,000 – 5,000 sqft
Wailea Golf Estates
$3,000,000 – $8,000,000
2,000 – 5,000 sqft
The Wailea Golf Vistas neighborhood has some of the finest custom homes in Wailea
Wailea Golf Vistas
$3,200,000 – $7,000,000
2,250 – 6,000 sqft
Homes in Wailea Highlands are famed for their unique architecture and spacious layouts.
Wailea Highlands
$4,800,000 – $10,900,000
3,500 – 9,000 sqft
IMG_5040
Wailea Kai
$2,000,000 – $3,000,000
2,000 – 4,500 sqft
Example of architectural style in the Wailea Kialoa neighborhood
Wailea Kialoa
$2,500,000 – $3,200,000
1,750 – 4,500 sqft
Homes at Wailea Pualani are custom masterpieces, many with spacious pools
Wailea Pualani Estates
$2,200,000 – $3,700,000
1,750 – 3,000 sqft

Wailea Homes for Sale

Skip properties
$5,000,000
3100 WAILEA ALANUI DR UNIT 1
Kihei, HI 96753
Beds: 3
Baths: 4
Acres: 0.10
Sqft: 2,386
Status: Active
Listing courtesy of Coldwell Banker Island Prop(S)
Land Tenure: Fee Simple
$3,299,000
3142 WAIEA PL
Kihei, HI 96753
Beds: 3
Baths: 3
Acres: 0.21
Sqft: 1,902
Status: Active
Listing courtesy of Coldwell Banker Island Prop-Ku
Land Tenure: Fee Simple
$3,995,000
85 PUKOLU PL
Kihei, HI 96753
Beds: 5
Baths: 4
Acres: 0.20
Sqft: 4,232
Status: Active
Listing courtesy of Keller Williams Realty Maui-Ki
Land Tenure: Fee Simple
$2,850,000
388 PUALOA NANI PL
Kihei, HI 96753
Beds: 4
Baths: 4
Acres: 0.25
Sqft: 4,348
Status: Active
Listing courtesy of Hawaii Life (W)
Land Tenure: Fee Simple
$2,380,000
87 POAILANI PL #17
Kihei, HI 96753
Beds: 3
Baths: 3
Acres: 8.40
Sqft: 2,229
Status: Active
Listing courtesy of Coldwell Banker Island Prop(S)
Land Tenure: Fee Simple
$4,500,000
3919 WAAKAULA PL
Kihei, HI 96753
Beds: 4
Baths: 3
Acres: 0.32
Sqft: 3,839
Status: Active
Listing courtesy of Hawaii Life (W)
Land Tenure: Fee Simple
$4,500,000
194 E PANANA PL
Kihei, HI 96753
Beds: 3
Baths: 3
Acres: 0.19
Sqft: 3,024
Status: Active
Listing courtesy of Hawaii Life (W)
Land Tenure: Fee Simple
$3,850,000
162 W IKEA KAI PL
Kihei, HI 96753
Beds: 4
Baths: 2
Acres: 0.25
Sqft: 2,843
Status: Active
Listing courtesy of Hawaii Life (W)
Land Tenure: Fee Simple
$6,700,000
4281 WAILINA PL
Kihei, HI 96753
Beds: 3
Baths: 4
Acres: 0.30
Sqft: 3,817
Status: Active
Listing courtesy of Pali Kai Inc
Land Tenure: Fee Simple
$16,000,000
19 MALUKAI LN #4
Kihei, HI 96753
Beds: 4
Baths: 4
Acres: 0.46
Sqft: 4,803
Status: Active
Listing courtesy of Hawaii Life (W)
Land Tenure: Fee Simple
$3,740,000
332 PUALOA NANI PL
Kihei, HI 96753
Beds: 4
Baths: 3
Acres: 0.25
Sqft: 2,488
Status: Active
Listing courtesy of Hawaii Life (W)
Land Tenure: Fee Simple
$13,500,000
14 HALAPA PL #8
Kihei, HI 96753
Beds: 4
Baths: 5
Acres: 0.51
Sqft: 5,126
Status: Active
Listing courtesy of Hawaii Life (W)
Land Tenure: Fee Simple
$7,950,000
3885 WAILEA EKOLU PL
Kihei, HI 96753
Beds: 3
Baths: 4
Acres: 0.27
Sqft: 4,588
Status: Active
Listing courtesy of Compass
Land Tenure: Fee Simple
$2,998,000
199 E IKEA MOKU PL
Kihei, HI 96753
Beds: 4
Baths: 3
Acres: 0.21
Sqft: 3,195
Status: Active
Listing courtesy of Maui Real Estate Advisors LLC
Land Tenure: Fee Simple
$4,200,000
187 HELEUMA PL
Kihei, HI 96753
Beds: 4
Baths: 4
Acres: 0.23
Sqft: 2,986
Status: Active
Listing courtesy of Island Sotheby's Int'l Rlty(M)
Land Tenure: Fee Simple
View All Wailea Homes for Sale

Vacation rental homes are very rare on Maui

Many planned communities on Maui, including popular resort destinations like Wailea and Kaanapali, have strict guidelines prohibiting the use of homes as short term rentals - which is why we encourage our investor oriented clients to focus on Maui vacation rental condos instead. In some regular neighborhoods (those that don't have written restrictions against vacation rentals) it's possible to go through a process with the County of Maui to get special permitting for a short term rental house operation. That process is so rigorous that only 38 permits have been issued in all of South Maui over the last 5 years! Occasionally, a permitted vacation rental home will be offered for sale but it's important to know that the permitted use does not automatically transfer to the buyer. You can learn more by visiting the County of Maui page dedicated to Short Term Rentals.

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 theron. Featured properties may or may not be listed by the office/agent presenting this brochure.

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Areas Lists - Navigation

There are several lists of areas below. Skip links have been provided below to navigate between or past them.

Wailea Homes

Wailea Condos

Makena Homes

Makena Condos

Kihei Homes

Kihei Condos