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Wailea Vacation Rentals

68 Wailea Vacation Rentals were found matching your criteria.


Featured
$299 - $641 /night
$2093 - $4490 /week
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

  36 reviews   Add to Favorites

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


Featured
$295 - $340 /night
$1820 - $2415 /week
Grand Champion #139 - Beautiful Full Renovation 2015 !

  27 reviews   Add to Favorites

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


Featured
$329 - $684 /night
$2303 - $4790 /week
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

  36 reviews   Add to Favorites

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


Featured
$295 - $380 /night
$2065 - $2660 /week
Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!

  5 reviews   Add to Favorites

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


Featured
$260 - $305 /night
$1645 - $2170 /week
Grand Champions #163 2Br/2Ba Convenient 1st Floor Location.

  39 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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


$185 - $493 /night
$1295 - $3450 /week
Palms at Wailea #305 A/C Throughout, Close to Pool, Nicel...

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


$195 - $747 /night
$1229 - $5229 /week
Palms At Wailea 2104 - Renovated with Central A/C

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


$810 - $955 /night
$5670 - $11165 /week
Ho'olei #39-3 'Ocean's Invitation' Premier Location and V...

  22 reviews   Add to Favorites

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


$230 - $265 /night
$1505 - $1925 /week
Grand Champions #132 - Top Floor with Tennis Center and D...

  21 reviews   Add to Favorites

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


$215 - $593 /night
$1505 - $4150 /week
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

  11 reviews   Add to Favorites

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


$189 - $427 /night
$1323 - $2990 /week
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

  14 reviews   Add to Favorites

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


$289 - $641 /night
$2023 - $4490 /week
Palms at Wailea #205 2B/2B - Luxurious! - Jan-Feb. Specia...

  14 reviews   Add to Favorites

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


$335 - $385 /night
$2205 - $2765 /week
Wailea Ekolu #310 All New and Spectacular Ocean Views !!!

  17 reviews   Add to Favorites

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


$199 - $463 /night
$1393 - $3240 /week
Palms at Wailea 603 2bd 2ba Sleeps 6 Great Rates!!

  19 reviews   Add to Favorites

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


$170 - $630 /night
$1071 - $4410 /week
Grand Champions 75 - Ocean and Fairway Views

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


$260 - $305 /night
$1645 - $2170 /week
Grand Champions #49 - Ground Floor, Corner Location with ...

  9 reviews   Add to Favorites

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


$260 - $305 /night
$1645 - $2170 /week
Grand Champions #186 2Br/2Ba Near The Pool, Great Locatio...

  11 reviews   Add to Favorites

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


$190 - $240 /night
$1225 - $1890 /week
Grand Champions #162 - Top Floor with Great Ocean View !

  21 reviews   Add to Favorites

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


$225 - $463 /night
$1575 - $3240 /week
Palms at Wailea #1204 Ocean View, Sleeps 4.

  28 reviews   Add to Favorites

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


$215 - $564 /night
$1505 - $3950 /week
Wailea Ekolu #201 Remodeled 2Bd/2Ba Oceanview Condo Sleeps 6

  14 reviews   Add to Favorites

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


$190 - $240 /night
$1190 - $1715 /week
Grand Champions #121

  13 reviews   Add to Favorites

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


$325 - $750 /night
$2275 - $5250 /week
Grand Champions #143 is a 3 BR 2 bath renovated Summer Sp...

  8 reviews   Add to Favorites

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


$425 - $500 /night
$2975 - $3500 /week
Up to 30% OFF through April! - Grand Champions #033

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


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