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Wailea Vacation Rentals

70 Wailea Vacation Rentals were found matching your criteria.


Featured
$299 - $399 /night
$2093 - $4490 /week
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

  31 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
$285 - $295 /night
$1750 - $2380 /week
Grand Champion #139 - Beautiful Full Renovation 2015 !

  25 reviews   Add to Favorites

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


Featured
$250 - $260 /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

$2303 - $4790 /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


$195 - $255 /night
$1365 - $1785 /week
Grand Champions #36

  6 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


Special Offer
$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


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

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


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

  18 reviews   Add to Favorites

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


$115 - $220 /night
$700 - $1645 /week
Beautifully Renovated 1-BR Condo, Nearby World-Class Golf...

  12 reviews   Add to Favorites

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


$299 - $299 /night
$2093 - $6050 /week
Grand Champions #143 is a 3 BR 2 bath renovated Summer Sp...

  5 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Wailea, Hawaii, United States


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

  35 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 1902 Garden View 2Bd 2Ba Sleeps 6

  32 reviews   Add to Favorites

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


$250 - $260 /night
$1575 - $2135 /week
Grand Champions #49 - Ground Floor, Corner Location with ...

  6 reviews   Add to Favorites

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


$185 - $190 /night
$1190 - $1855 /week
Grand Champions #162 - Top Floor with Great Ocean View !

  20 reviews   Add to Favorites

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


$345 - $425 /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


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

  24 reviews   Add to Favorites

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



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

  11 reviews   Add to Favorites

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


$250 - $260 /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


$199 - $299 /night
$1393 - $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


$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


$279 - $399 /night
$1953 - $4490 /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


$199 - $289 /night
$1393 - $3490 /week
Wailea Ekolu #804 Best Panoramic Ocean View 1Bd 2Ba Priva...

  16 reviews   Add to Favorites

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


$310 - $320 /night
$1995 - $2555 /week
Wailea Ekolu #1106 - Modern 2nd Floor 2 BR, 2 Bath Ocean ...

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


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