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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


$249 - $570 /night
$1743 - $3990 /week
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! ...

  48 reviews   Add to Favorites

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


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

  20 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


$189 - $463 /night
$1323 - $3240 /week
Palms at Wailea #1204 Ocean View, Sleeps 4.

  29 reviews   Add to Favorites

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


$195 - $583 /night
$1368 - $4082 /week
Grand Champions 8 - Top Floor Private Lanai

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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. ...

  41 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
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


$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


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

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


$215 - $593 /night
$1505 - $4150 /week
Wailea Ekolu 805 Deluxe 2 Bd. 2 Bath, Ocean View Townhouse!

  31 reviews   Add to Favorites

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


$169 - $427 /night
$1183 - $2990 /week
Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. ...

  20 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


$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


$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


$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


$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


$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


$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


$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


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

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


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