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Wailea Vacation Rentals

91 Wailea Vacation Rentals were found matching your criteria.


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


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


$750 - $2550 /night
Luxurious Oceanfront Villa

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


$224 - $463 /night
$1568 - $3240 /week
Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6

  36 reviews   Add to Favorites

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


$189 - $463 /night
$1323 - $3240 /week
Palms at Wailea #604 2/2 Great for 2 Couples Super Rates

  29 reviews   Add to Favorites

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


$179 - $536 /night
$1253 - $3750 /week
2B/2B Beautifully Furnished, Great Rates, Sleeps 6

  11 reviews   Add to Favorites

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


$159 - $427 /night
$1113 - $2990 /week
Palms at Wailea #1803 Large Private Lanai, Spacious, Grea...

  3 reviews   Add to Favorites

Condo: 1 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


$425 - $530 /night
$2975 - $3710 /week
Grand Champions 090

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


$227 - $645 /night
$1591 - $4518 /week
Wailea Ekahi 34B - Updated Ocean View Condo

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


$199 - $427 /night
$1393 - $2990 /week
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sl...

  77 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


$279 - $641 /night
$1953 - $4490 /week
Spacious and Elegant 2b/2B View Condo

  28 reviews   Add to Favorites

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


$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


$227 - $645 /night
$1591 - $4518 /week
Wailea Ekahi 38B - Charming 1 Bedroom Condo

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


$196 - $593 /night
$1369 - $4150 /week
Wailea Ekolu #205 Ocean View, Ground Floor, Sleeps 6

  3 reviews   Add to Favorites

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


$209 - $614 /night
$1463 - $4300 /week
Grand Champions 65 - Perfect for a Small Family

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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


$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


$345 - $750 /night
$2415 - $5250 /week
Wailea Elua #2110 - Gorgeous Ocean View 2B/2B

  33 reviews   Add to Favorites

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


$217 - $607 /night
$1517 - $4250 /week
Wailea Ekolu #406 2 Bd 2Ba Panoramic Ocean View, Full A/C...

  10 reviews   Add to Favorites

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


$127 - $360 /night
$890 - $2519 /week
Grand Champions 181 - Spacious Remodeled 1-Bedroom

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


$577 - $1633 /night
$4039 - $11431 /week
Wailea Elua 1904 - 2 Bedroom Remodeled on the Beach

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


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