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Wailea Holiday Rentals

64 Wailea Holiday Rentals were found matching your criteria.


Featured
$252 - $380 /night
$1701 - $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
$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 ...

  36 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


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


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

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


$179 - $427 /night
$1253 - $2990 /week
Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. ...

  19 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


$121 - $413 /night
$847 - $2890 /week
Grand Champions 75 - Ocean and Fairway Views

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


$710 - $865 /night
$4970 - $10465 /week
Ho'olei #55-2 - Luxurious and Spacious Wailea Rental Home!

  17 reviews   Add to Favorites

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


$335 - $365 /night
$2205 - $2765 /week
Wailea Ekolu #310 All New and Spectacular Ocean Views!!

  17 reviews   Add to Favorites

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


$199 - $427 /night
$1393 - $2990 /week
Grand Champions #48 is a 2bd 2ba Ocean View condo that Sl...

  74 reviews   Add to Favorites

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


$245 - $265 /night
$1540 - $2030 /week
Palms at Wailea #1606 Spacious 2Br/2Ba - Great Value!

  56 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


$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


$224 - $463 /night
$1568 - $3240 /week
Palms at Wailea 1902 Garden View 2Bd 2Ba Sleeps 6

  34 reviews   Add to Favorites

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


$225 - $427 /night
$1575 - $2990 /week
Wailea Ekolu #407 Completely Remodeled with Panoramic Oce...

  10 reviews   Add to Favorites

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


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

  11 reviews   Add to Favorites

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


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

  39 reviews   Add to Favorites

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


$199 - $536 /night
$1393 - $3750 /week
2B/2B Beautifully Furnished, Great Rates, Sleeps 6

  7 reviews   Add to Favorites

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


$295 - $707 /night
$2065 - $4950 /week
Palms at Wailea #1102 Probably the best ocean view at the...

  5 reviews   Add to Favorites

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


$159 - $356 /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


$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


$335 - $360 /night
$2205 - $3605 /week
Wailea Ekolu #1610 - Gorgeous & Spacious 2 BR Townhouse!

  7 reviews   Add to Favorites

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


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