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Wailea Vacation Rentals

68 Wailea Vacation Rentals were found matching your criteria.


Featured
$285 - $340 /night
$1750 - $2380 /week
Grand Champion #139 - Beautiful Full Renovation 2015 !

  26 reviews   Add to Favorites

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


Featured
$266 - $370 /night
$1862 - $2590 /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
$250 - $305 /night
$1575 - $2135 /week
Grand Champions #163 2Br/2Ba Convenient 1st Floor Location.

  38 reviews   Add to Favorites

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


Featured
$299 - $449 /night
$2093 - $3143 /week
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

  33 reviews   Add to Favorites

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


Featured
$329 - $479 /night
$2303 - $3353 /week
Palms at Wailea #1508 Panroamic Ocean Views 2/2 Sleeps 6 ...

  34 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 10
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


$695 - $1950 /night
Ho'olei Luxury Ocean View Villa across from Grand Wailea

Townhome: 3 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Wailea, Hawaii, United States


$255 - $395 /night
$1505 - $2765 /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


$169 - $289 /night
$1183 - $2023 /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


$289 - $449 /night
$2023 - $3143 /week
Palms at Wailea #205 2B/2B - Luxurious! - Jan-Feb. Specia...

  13 reviews   Add to Favorites

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


$220 - $265 /night
$1435 - $1855 /week
Grand Champions #132 - Top Floor with Tennis Center and D...

  20 reviews   Add to Favorites

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


$215 - $395 /night
$1505 - $2765 /week
Wailea Ekolu #201 Remodeled 2Bd/2Ba Oceanview Condo Sleeps 6

  13 reviews   Add to Favorites

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


$325 - $510 /night
$2135 - $3570 /week
Wailea Ekolu #1610

  7 reviews   Add to Favorites

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


$185 - $240 /night
$1190 - $1680 /week
Grand Champions #121

  12 reviews   Add to Favorites

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


$425 - $515 /night
$2975 - $3605 /week
Up to 30% OFF through April! - Grand Champions #090

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


$245 - $285 /night
$1540 - $1995 /week
Palms at Wailea #1606 Spacious 2Br/2Ba - Great Rates - Fr...

  53 reviews   Add to Favorites

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


$250 - $305 /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


$249 - $395 /night
$1743 - $2765 /week
Wailea Ekolu #406 2 Bd 2Ba Panoramic Ocean View, Full A/C...

  3 reviews   Add to Favorites

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


$199 - $299 /night
$1393 - $2093 /week
Wailea Grand Champions #50 is a 2 Bd 2 Ba Upgraded Unit. ...

  15 reviews   Add to Favorites

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


$199 - $395 /night
$1393 - $2765 /week
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

  9 reviews   Add to Favorites

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


$169 - $299 /night
$1183 - $2093 /week
Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. ...

  35 reviews   Add to Favorites

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


$250 - $305 /night
$1575 - $2135 /week
Grand Champions #102 2Br/2Ba Golf Course and Mountain Vie...

  18 reviews   Add to Favorites

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


$225 - $289 /night
$1575 - $2023 /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


$189 - $299 /night
$1323 - $2093 /week
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

  13 reviews   Add to Favorites

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


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