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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


$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


$177 - $529 /night
$1241 - $3701 /week
Wailea Ekahi 17B - Ground Floor Partial Ocean View

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


$203 - $607 /night
$1422 - $4250 /week
Wailea Ekolu #105 Scenic Ocean View, Great Location, Slee...

  22 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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


$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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 186 - 2nd Floor Condo Overlooking Pool

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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


$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


$385 - $933 /night
$2693 - $6532 /week
Wailea Ekahi 53C - Spacious Townhouse Ocean Views

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 49 - Spacious Lanai Garden View

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


$174 - $427 /night
$1218 - $2990 /week
Grand Champions #51 is a 2Bd 2Ba is a large condo that sl...

  47 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


$342 - $855 /night
$2394 - $5988 /week
Wailea Elua 2011 - Ocean View Renovated 1 Bedroom

Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
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


$159 - $356 /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


$209 - $614 /night
$1463 - $4300 /week
Wailea Ekolu 1606 - Renovated Top Floor Ocean View

Condo: 2 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


$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


$145 - $459 /night
$1018 - $3211 /week
Grand Champions 121 - Cozy Lanai Dine Alfresco

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


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