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Wailea Vacation Rentals

85 Wailea Vacation Rentals were found matching your criteria.


Featured
$329 - $479 /night
$2303 - $3353 /week
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

  39 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 - $449 /night
$2093 - $3143 /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 - $536 /night
$1470 - $3751 /week
Palms At Wailea 1904 - Spacious Wailea Condo

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


$209 - $614 /night
$1463 - $4300 /week
Wailea Ekahi 41B - 1 Bedroom, Ground Floor, Beach Access,...

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


$321 - $816 /night
$2244 - $5715 /week
Wailea Ekahi 32B - 1 Bedreoom, Ocean View, Access to 4 Pools

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


$225 - $339 /night
$1575 - $2373 /week
Palms at Wailea #1501 Ocean View Inner Court Ground Floor...

  40 reviews   Add to Favorites

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


$295 - $495 /night
$2065 - $3465 /week
Palms at Wailea #1102 Probably the best ocean view at the...

  5 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 - 1 Bedroom, Upgraded, Oversized Lanai...

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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 165 - 2 Bedrooms, Remodeled, Pools & Jacuzzi

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


$145 - $459 /night
$1018 - $3211 /week
Grand Champions 75 - 2-Bedroom, Ocean View, Golf View, Pool

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


$127 - $360 /night
$890 - $2519 /week
Grand Champions 181 - 1 Bedroom Condo, Beautifully Renova...

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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 35, 2 Bedrooms, 3rd Floor, Ocean View, Po...

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


$177 - $529 /night
$1241 - $3701 /week
Wailea Ekahi 17B - 1 Bedroom, Ground Floor, Partial Ocean...

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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 134 - Renovated 3-Bedroom, Pool, Tennis

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


$227 - $645 /night
$1591 - $4518 /week
Wailea Ekahi 34B - 1 Bedroom, Updated Ocean View, Access ...

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


$273 - $739 /night
$1909 - $5171 /week
Wailea Ekolu 1106 - 2 Bedrooms, Modern Updates, Ocean Vie...

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


$217 - $425 /night
$1517 - $2975 /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


$168 - $498 /night
$1177 - $3484 /week
Grand Champions 141, Updated Ground Floor 1 Bedroom, 2 Ba...

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


$289 - $449 /night
$2023 - $3143 /week
Palms at Wailea #205 2B/2B - Luxurious, Spacious, Fantast...

  17 reviews   Add to Favorites

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


$321 - $816 /night
$2244 - $5715 /week
Wailea Ekahi 35B - 2 Bedrooms, 2.5 Bathrooms, Pool, Walk ...

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Wailea, Hawaii, United States


$199 - $324 /night
$1393 - $2268 /week
Palms at Wailea 603 2bd 2ba Sleeps 6 Great Rates!!

  23 reviews   Add to Favorites

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


$727 - $1944 /night
$5087 - $13608 /week
Ho'olei 93-5 - 3 Bedrooms, Luxury condo, Pool View, Sleeps 8

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


$727 - $1944 /night
$5087 - $13608 /week
Ho'olei 39-3 - 3 Bedroom, Spacious Upscale Condo, Views, ...

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


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