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.

Browse 2 Professional Management Companies in Wailea




Showing 1-27 of 91 Results

Grand Champions #86
Wailea Hawaii
$220/night
1 bed
sleeps 2
Kamaole Villa
Kihei Hawaii
$10,500/week
3 beds | 3 full baths
sleeps 6
Grand Champions #36
Wailea Hawaii
$195/night
2 beds
sleeps 6
Makena Surf G-104
Makena Hawaii
2 beds | 2 full baths
sleeps 6
Grand Champions #162
Wailea Hawaii
$185/night
1 bed | 1 full bath
sleeps 2
Kihei Kai Nani #12-136
Kihei Hawaii
$150/night
1 bed | 1 full bath
sleeps 2
Grand Champions #65
Wailea Hawaii
$285/night
2 beds | 2 full baths
sleeps 4
Wailea Ekolu #205 Ocean Vie...
Wailea Hawaii
$245/night
2 beds
sleeps 6
Grand Champions #163
Wailea Hawaii
$285/night
2 beds | 2 full baths
sleeps 4
Makena Surf E-204
Makena Hawaii
2 beds | 2 full baths
sleeps 6
South Maui Beach House
Makena Hawaii
3 beds | 3 full baths
sleeps 6
Wailea Ekolu #1610
Wailea Hawaii
$325/night
2 beds
sleeps 5
Grand Champion #139
Wailea Hawaii
$285/night
2 beds
sleeps 4
Wailea Elua #1904 - Direct...
Wailea Hawaii
$595/night
2 beds
sleeps 4
Grand Champions #35
Wailea Hawaii
$250/night
2 beds | 2 full baths
sleeps 5
Ho'olei #S3 - Easy Access
Wailea Hawaii
3 beds | 2 full baths
sleeps 6
Wailea Ekahi 48C
Wailea Hawaii
$250/night
1 bed
sleeps 4
Sunset Pavillion
Makena Hawaii
4 beds | 3 full baths
sleeps 10
Wailea Ekahi #53C Ocean Vie...
Wailea Hawaii
$455/night
2 beds
sleeps 6
Wailea Ekahi 21C
Wailea Hawaii
1 bed
sleeps 3
Wailea Ekahi #17E Spectacul...
Wailea Hawaii
$335/night
1 bed | 2 full baths
sleeps 2
Hoolei
Wailea Hawaii
3 beds | 3 full baths
sleeps 8
Grand Champions #102
Wailea Hawaii
$250/night
2 beds | 2 full baths
sleeps 4
Makena Surf F-212
Makena Hawaii
2 beds | 2 full baths
sleeps 4
Wailea Beach Villa I-203
Wailea Hawaii
$795/night
3 beds
sleeps 6
Grand Champions #138
Wailea Hawaii
$250/night
2 beds | 2 full baths
sleeps 5
Wailea Elua 1305
Wailea Hawaii
3 beds
sleeps 8

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