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Wailea Vacation Rentals

68 Wailea Vacation Rentals were found matching your criteria.



$4970 - $10465 /week
Ho'olei #55-2 Luxurious and Spacious Wailea Rental Home

  9 reviews   Add to Favorites

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


$225 - $275 /night
$1575 - $2890 /week
Palms at Wailea #2108 Gorgeous Unit 1Bd 2 Ba Great Rates!

  12 reviews   Add to Favorites

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


$174 - $224 /night
$1218 - $2990 /week
Grand Champions #51 is a 2Bd 2Ba is a large condo that sl...

  36 reviews   Add to Favorites

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


$189 - $224 /night
$1323 - $2990 /week
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sl...

  58 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


$250 - $250 /night
$1575 - $2135 /week
Grand Champions #49 - Ground Floor, Corner Location with ...

  5 reviews   Add to Favorites

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


$250 - $250 /night
$1575 - $2135 /week
Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great...

  42 reviews   Add to Favorites

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


$189 - $289 /night
$1323 - $2990 /week
Wailea Ekolu #102 2 Bd 2 Bath, Ocean View, A/C, Sleeps 6 ...

  56 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


$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


$219 - $219 /night
$1533 - $2625 /week
Wailea Ekolu #303 - Quiet Park-Like Setting with Golf and...

  22 reviews   Add to Favorites

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


$325 - $325 /night
$2135 - $3570 /week
Wailea Ekolu #1610

  5 reviews   Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 5
Location: Wailea, Hawaii, United States


$215 - $295 /night
$1505 - $3950 /week
Wailea Ekolu #1108 2 Bd. 2Ba. Premier Ocean View! Summer ...

  1 reviews   Add to Favorites

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


$250 - $295 /night
$1575 - $2135 /week
Grand Champions #165, 2Br/2Ba On The Golf Course - Great ...

  5 reviews   Add to Favorites

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


$195 - $330 /night
$1225 - $2625 /week
Summer Specials! Spacious Renovated 2-BR Condo with Centr...

  30 reviews   Add to Favorites

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


$225 - $299 /night
$1575 - $3990 /week
Wailea Ekolu #105 Partial Ocean view, Sleeps 4 .

  5 reviews   Add to Favorites

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


$225 - $295 /night
$1575 - $3950 /week
Wailea Ekolu #406 2 Bd 2Ba Panoramic Ocean View, Full A/C...

  2 reviews   Add to Favorites

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


$304 - $404 /night
$2128 - $4540 /week
Stop! Look No Further! Palms at Wailea #1503 Ocean View B...

  14 reviews   Add to Favorites

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


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