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Wailea Vacation Rentals

85 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 - $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
$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


$195 - $583 /night
$1368 - $4082 /week
Wailea Ekahi 4E - 1 Bedroom, Garden View 2nd Floor, Acces...

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


$225 - $349 /night
$1575 - $2443 /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


$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


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

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


$174 - $299 /night
$1218 - $2093 /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


$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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 186 - 2 Bedrooms, 2nd Floor, Overlooking ...

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


$225 - $349 /night
$1575 - $2443 /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


$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


$227 - $645 /night
$1591 - $4518 /week
Wailea Ekahi 38B - Charming 1 Bedroom Condo, Access to 4 ...

Condo: 1 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


$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


$195 - $583 /night
$1368 - $4082 /week
Grand Champions 132 - Charming Top Floor 1 Bedroom Villa,...

Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
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


$196 - $332 /night
$1369 - $2324 /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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 102 - 2 Bedrooms, Sunrise Views, Pool

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


$201 - $524 /night
$1407 - $3665 /week
Grand Champions 138, 2 Bedrooms, Remodeled, 2 Master Suit...

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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 49 - 2 Bedrooms, Spacious Lanai, Remodele...

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


$286 - $634 /night
$2002 - $4441 /week
Wailea Ekolu 310, 2 Bedrooms, 2nd Floor, Ocean View, Golf...

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


$189 - $324 /night
$1323 - $2268 /week
Palms at Wailea #1204 Ocean View, Sleeps 4.

  31 reviews   Add to Favorites

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


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