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Wailea Vacation Rentals

97 Wailea Vacation Rentals were found matching your criteria.


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

  38 reviews   Add to Favorites

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


Featured
$252 - $380 /night
$1575 - $2660 /week
Summer Special! Wailea Ekahi 46F- Spacious 2 BR 2 Bath Co...

  5 reviews   Add to Favorites

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


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


$750 - $2550 /night
Luxurious Oceanfront Villa

Villa: 4 Bedroom, 3 Bathroom, Sleeps 9
Location: Wailea, Hawaii, United States


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 165 - Access to Pools & Jacuzzi

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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 123 - Renovated 3 Bedroom Condo in World ...

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$289 - $750 /night
$2023 - $5250 /week
Grand Champions #143 is a 3 BR 2 bath renovated Summer Sp...

  11 reviews   Add to Favorites

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


$425 - $515 /night
$2975 - $3605 /week
Grand Champions #033

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


$249 - $570 /night
$1743 - $3990 /week
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! ...

  48 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, Spacious, Fantast...

  16 reviews   Add to Favorites

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


$199 - $427 /night
$1393 - $2990 /week
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

  17 reviews   Add to Favorites

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


$209 - $614 /night
$1463 - $4300 /week
Grand Champions 139 - Renovated Two Bedroom Condo

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


$225 - $427 /night
$1575 - $2990 /week
Wailea Ekolu #407 Completely Remodeled with Panoramic Oce...

  10 reviews   Add to Favorites

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


$189 - $463 /night
$1323 - $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


$225 - $593 /night
$1575 - $4150 /week
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

  12 reviews   Add to Favorites

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


$168 - $498 /night
$1177 - $3484 /week
Grand Champions 86 - Oversized Lanai Perfect for Couples

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


$210 - $591 /night
$1470 - $4137 /week
Wailea Ekahi 33E - 2nd Floor Ocean View Condo

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


$159 - $482 /night
$1114 - $3375 /week
Wailea Ekahi 3C - First Floor Garden View Condo

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


$195 - $583 /night
$1368 - $4082 /week
Grand Champions 138 - Cozy 2nd Floor Condo

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


$225 - $413 /night
$1575 - $2890 /week
Palms at Wailea #2108 Gorgeous Unit 1Bd 2 Ba Great Rates!

  16 reviews   Add to Favorites

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


$898 - $2255 /night
$6284 - $15785 /week
Ho'olei 81-5 - Excellent Location Above Pool and Waterfall

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


$145 - $459 /night
$1018 - $3211 /week
Grand Champions 75 - Ocean and Fairway Views

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


$273 - $739 /night
$1909 - $5171 /week
Wailea Ekolu 1106 - Modern Updates Incredible Views

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


$321 - $816 /night
$2244 - $5715 /week
Wailea Ekahi 32B - Ocean View Access to 4 Pools

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


$210 - $536 /night
$1470 - $3751 /week
Palms At Wailea 1904 - Spacious Wailea Condo

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


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