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Wailea Vacation Rentals

67 Wailea Vacation Rentals were found matching your criteria.


$159 - $184 /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


$449 - $499 /night
$3143 - $5750 /week
Wailea Elua #2108 Gorgeous Unit - Ocean View

  21 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Wailea, Hawaii, United States


$279 - $299 /night
$1953 - $4490 /week
Spacious and Elegant 2b/2B View Condo

  18 reviews   Add to Favorites

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


$199 - $229 /night
$1393 - $3240 /week
Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6

  31 reviews   Add to Favorites

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



$5670 - $11165 /week
Ho'olei #39-3 'Ocean's Invitation' Premier Location and V...

  18 reviews   Add to Favorites

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


$169 - $269 /night
$1183 - $2990 /week
Palms at Wailea Unit #2305 Quiet and Very Private! Summer...

  20 reviews   Add to Favorites

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


$190 - $250 /night
$1330 - $1750 /week
Wailea Ekahi 48C ~ 1 BR 2 Bath Wailea Condo! Book it now!

  8 reviews   Add to Favorites

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


$179 - $299 /night
$1253 - $3240 /week
Palms at Wailea #604 2/2 Great for 2 Couples Super Rates

  21 reviews   Add to Favorites

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


$189 - $224 /night
$1323 - $2990 /week
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

  2 reviews   Add to Favorites

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


$199 - $299 /night
$1393 - $3240 /week
Palms at Wailea #1501 Ocean View Inner Court Ground Floor...

  35 reviews   Add to Favorites

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


$179 - $299 /night
$1253 - $3240 /week
Palms at Wailea 603 2bd 2ba Sleeps 6 Great Rates!!

  15 reviews   Add to Favorites

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


$179 - $224 /night
$1253 - $2990 /week
Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. ...

  13 reviews   Add to Favorites

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


$195 - $330 /night
$1225 - $2625 /week
Spacious Renovated 2-bedroom Condo with Central A/C!

  30 reviews   Add to Favorites

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


$185 - $185 /night
$1190 - $1855 /week
Grand Champions #162 - Top Floor with Great Ocean View !

  16 reviews   Add to Favorites

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


$270 - $270 /night
$1785 - $2485 /week
Wailea Ekolu #1604 - Beautiful Upgrades and Full Remodel

  19 reviews   Add to Favorites

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


$179 - $269 /night
$1253 - $2790 /week
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleep...

  31 reviews   Add to Favorites

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


$279 - $399 /night
$1953 - $4490 /week
Palms at Wailea #205 2B/2B - Luxurious! - Jan-Feb. Specia...

  12 reviews   Add to Favorites

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


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