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Wailea Vacation Rentals

64 Wailea Vacation Rentals were found matching your criteria.


Featured
$329 - $684 /night
$2303 - $4790 /week
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

  36 reviews   Add to Favorites

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


Featured
$252 - $380 /night
$1764 - $2660 /week
Wailea Ekahi 46F- Spacious 2 bedroom 2 Bath Condo in Wailea!

  5 reviews   Add to Favorites

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


Featured
$295 - $315 /night
$1820 - $2415 /week
Grand Champion #139 - Beautiful Full Renovation 2015!

  27 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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
$260 - $285 /night
$1645 - $2170 /week
Grand Champions #163 2Br/2Ba Convenient 1st Floor Location.

  42 reviews   Add to Favorites

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


$1450 - $1600 /night
One-of-a-kind Maui Getaway!

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Wailea, Hawaii, United States


$260 - $285 /night
$1645 - $2170 /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


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

  25 reviews   Add to Favorites

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


$260 - $285 /night
$1645 - $2170 /week
Grand Champions #49 - Ground Floor, Corner Location with ...

  13 reviews   Add to Favorites

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


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

  22 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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


$270 - $335 /night
$1785 - $2520 /week
Wailea Ekolu #1604 - Beautiful & Quiet 2 BR Garden View!

  30 reviews   Add to Favorites

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


$304 - $649 /night
$2128 - $4540 /week
Stop! Look No Further! Palms at Wailea #1503 Ocean View B...

  21 reviews   Add to Favorites

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


$425 - $515 /night
$2975 - $3605 /week
Grand Champions #033

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


$345 - $750 /night
$2415 - $5250 /week
Wailea Elua #2110 - Gorgeous Ocean View 2B/2B

  30 reviews   Add to Favorites

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


$199 - $593 /night
$1393 - $4150 /week
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

  11 reviews   Add to Favorites

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.

  28 reviews   Add to Favorites

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


$230 - $265 /night
$1505 - $1995 /week
Grand Champions #132 - Top Floor with Tennis Center and D...

  22 reviews   Add to Favorites

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


$239 - $607 /night
$1673 - $4250 /week
Wailea Ekolu #105 Partial Ocean view, Sleeps 4

  17 reviews   Add to Favorites

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


$260 - $285 /night
$1645 - $2170 /week
Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great...

  54 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
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


$225 - $499 /night
$1575 - $3490 /week
Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Priva...

  18 reviews   Add to Favorites

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


$260 - $285 /night
$1645 - $2170 /week
Grand Champions #186 2Br/2Ba Near The Pool, Great Locatio...

  11 reviews   Add to Favorites

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


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