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Wailea Vacation Rentals

91 Wailea Vacation Rentals were found matching your criteria.


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
$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
$299 - $641 /night
$1925 - $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


$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


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

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


$185 - $570 /night
$1295 - $3990 /week
Wailea Ekolu #1207 2B/2B Fully Remodeled Ground Floor Con...

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


$177 - $529 /night
$1241 - $3701 /week
Palms at Wailea 1606 - Spacious 2 Bedroom Condo

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


$195 - $583 /night
$1368 - $4082 /week
Grand Champions 8 - Top Floor Private Lanai

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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


$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


$195 - $583 /night
$1368 - $4082 /week
Wailea Ekahi 4E - Garden View 2nd Floor Condo

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
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


$184 - $564 /night
$1288 - $3950 /week
Wailea Ekolu #201 Remodeled 2Bd/2Ba Oceanview Condo Sleeps 6

  15 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 35 - 3rd Floor Ocean View

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


$225 - $499 /night
$1575 - $3490 /week
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleep...

  40 reviews   Add to Favorites

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


$145 - $459 /night
$1018 - $3211 /week
Grand Champions 162 - 2nd Floor End Unit Condo

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


$286 - $634 /night
$2002 - $4441 /week
Wailea Ekolu 310 - Ocean View Condo on Golf Course

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


$727 - $1944 /night
$5087 - $13608 /week
Ho'olei 39-3 - Spacious Upscale Townhouse Stunning Views

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


$201 - $583 /night
$1407 - $4082 /week
Grand Champions 123 - Renovated 3 Bedroom Condo in World ...

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


$179 - $427 /night
$1253 - $2990 /week
Palms at Wailea Unit #2305 Quiet and Very Private! Summer...

  27 reviews   Add to Favorites

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


$225 - $499 /night
$1575 - $3490 /week
Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Priva...

  19 reviews   Add to Favorites

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


$273 - $739 /night
$1909 - $5171 /week
Wailea Ekolu 1610 - Ocean View Renovated 2 Bedroom

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States


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