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Wailea Vacation Rentals

97 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
$299 - $641 /night
$2093 - $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
$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


$289 - $750 /night
$2023 - $5250 /week
Grand Champions #143 is a 3 BR 2 bath renovated Summer Sp...

  11 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States


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

  26 reviews   Add to Favorites

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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 123 - Renovated 3 Bedroom Condo in World ...

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


$282 - $770 /night
$1973 - $5389 /week
Wailea Ekahi 17E - Ocean View Oversized Lanai

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


$898 - $2255 /night
$6284 - $15785 /week
Ho'olei 81-5 - Excellent Location Above Pool and Waterfall

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


$189 - $456 /night
$1323 - $3190 /week
Palms at Wailea 609 Ground Level Garden View - 1Bd 2Ba Sl...

  12 reviews   Add to Favorites

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


$321 - $816 /night
$2244 - $5715 /week
Wailea Ekahi 35B - 2 Level Condo Walk to Beach

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


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

  24 reviews   Add to Favorites

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


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

  9 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


$240 - $500 /night
$1680 - $3500 /week
Palms at Wailea #1209 1 BR 2 Bath Sleeps 2. Great Rates!

  12 reviews   Add to Favorites

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


$282 - $770 /night
$1973 - $5389 /week
Wailea Ekahi 17D - 2nd Floor Panoramic Ocean Views

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


$199 - $427 /night
$1393 - $2990 /week
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

  18 reviews   Add to Favorites

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


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

Condo: 1 Bedroom, 2 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


$641 - $1788 /night
$4487 - $12519 /week
Ho'olei 55-2 - Deluxe 3 Bedroom Townhouse Large Lanai

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


$150 - $427 /night
$1050 - $2990 /week
Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. ...

  40 reviews   Add to Favorites

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


$227 - $645 /night
$1591 - $4518 /week
Grand Champions 150 - Overlooks Golf Course

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


$210 - $591 /night
$1470 - $4137 /week
Grand Champions 27 - 2 Bedroom, 2 Bath Condo on 2nd Floor

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...

  44 reviews   Add to Favorites

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


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