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Wailea Vacation Rentals

66 Wailea Vacation Rentals were found matching your criteria.


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1 Bedroom Ocean View/ Golf Front

Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States


Contact Owner
Directly For Rates
2 Bedroom Garden View

Condo: 2 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States


$150 - $320 /night
$980 - $2450 /week
Beautiful 2-Bedroom Condo with a Partial Ocean View

  53 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$115 - $220 /night
$700 - $1645 /week
Beautifully Renovated 1-BR Condo, Nearby World-Class Golf...

  10 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


Featured
$285 - $285 /night
$1750 - $2380 /week
Grand Champion #139 - Beautiful Full Renovation 2015 !

  24 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$250 - $250 /night
$1575 - $2135 /week
Grand Champions #102 2Br/2Ba Golf Course and Mountain Vie...

  15 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$185 - $185 /night
$1190 - $1680 /week
Grand Champions #121

  10 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$210 - $210 /night
$1365 - $1820 /week
Grand Champions #132 - Top Floor with Tennis Center and D...

  18 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States


$299 - $299 /night
$2093 - $6050 /week
Grand Champions #143 is a 3 BR 2 bath renovated Summer Sp...

  5 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States


$159 - $184 /night
$1113 - $2490 /week
Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Go...

  1 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$185 - $185 /night
$1190 - $1855 /week
Grand Champions #162 - Top Floor with Great Ocean View !

  16 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Wailea, Hawaii, United States


Featured
$250 - $250 /night
$1575 - $2135 /week
Grand Champions #163 2Br/2Ba Convenient 1st Floor Location.

  35 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$250 - $295 /night
$1575 - $2135 /week
Grand Champions #165, 2Br/2Ba On The Golf Course - Great ...

  5 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$250 - $250 /night
$1575 - $2135 /week
Grand Champions #186 2Br/2Ba Near The Pool, Great Locatio...

  8 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$250 - $250 /night
$1575 - $2135 /week
Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great...

  42 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States


$195 - $255 /night
$1365 - $1785 /week
Grand Champions #36

  6 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$189 - $224 /night
$1323 - $2990 /week
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

  2 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$189 - $224 /night
$1323 - $2990 /week
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sl...

  58 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$250 - $250 /night
$1575 - $2135 /week
Grand Champions #49 - Ground Floor, Corner Location with ...

  5 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$174 - $224 /night
$1218 - $2990 /week
Grand Champions #51 is a 2Bd 2Ba is a large condo that sl...

  36 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States



$5670 - $11165 /week
Ho'olei #39-3 'Ocean's Invitation' Premier Location and V...

  18 reviews   Add to Favorites

Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States



$4970 - $10465 /week
Ho'olei #55-2 Luxurious and Spacious Wailea Rental Home

  9 reviews   Add to Favorites

Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States



$4970 - $10465 /week
Ho'olei #t6 - Biggest Floor Plan. Close to Wailea Beach -...

  13 reviews   Add to Favorites

Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States


$750 - $2550 /night
Luxurious Oceanfront Villa

Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Wailea, Hawaii, United States


$1450 - $1600 /night
One-of-a-kind Maui Getaway!

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Wailea, Hawaii, United States


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