Wailea Hawaii Vacation Rentals

Find the Perfect Vacation Rental in Wailea

The Vacation Rentals listed below are represented by Professional Management Companies who know the Wailea area and have access to several properties. They will assist you in finding the perfect rental for your vacation.




Showing 1-27 of 91 Results

Grand Champions #86
Wailea Hawaii
$220/night

Kamaole Villa
Kihei Hawaii
$10,500/week


Grand Champions #36
Wailea Hawaii
$195/night

Makena Surf G-104
Makena Hawaii


Grand Champions #162
Wailea Hawaii
$185/night

Kihei Kai Nani #12-136
Kihei Hawaii
$150/night


Grand Champions #65
Wailea Hawaii
$285/night

$245/night


Grand Champions #163
Wailea Hawaii
$285/night

Makena Surf E-204
Makena Hawaii


South Maui Beach House
Makena Hawaii

Wailea Ekolu #1610
Wailea Hawaii
$325/night


Grand Champion #139
Wailea Hawaii
$285/night

$595/night


Grand Champions #35
Wailea Hawaii
$250/night



Wailea Ekahi 48C
Wailea Hawaii
$250/night

Sunset Pavillion
Makena Hawaii


$455/night

Wailea Ekahi 21C
Wailea Hawaii


$335/night

Hoolei
Wailea Hawaii


Grand Champions #102
Wailea Hawaii
$250/night

Makena Surf F-212
Makena Hawaii


Wailea Beach Villa I-203
Wailea Hawaii
$795/night

Grand Champions #138
Wailea Hawaii
$250/night


Wailea Elua 1305
Wailea Hawaii

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