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Wailea Vacation Rentals

69 Wailea Vacation Rentals were found matching your criteria.


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

  32 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


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
$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


$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


$750 - $2550 /night
Luxurious Oceanfront Villa

Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Wailea, Hawaii, United States


$250 - $450 /night
$1610 - $3150 /week
Fall Specials! Stunning 3-BR Condo on a World-Class Golf ...

  33 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Wailea, Hawaii, United States


$166 - $299 /night
$1293 - $3950 /week
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

  8 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 1902 Garden View 2Bd 2Ba Sleeps 6

  32 reviews   Add to Favorites

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


$440 - $520 /night
$3080 - $3640 /week
Up to 30% OFF through April! - Grand Champions #033

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


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

  62 reviews   Add to Favorites

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


$182 - $269 /night
$1303 - $2790 /week
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleep...

  32 reviews   Add to Favorites

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


$208 - $299 /night
$1523 - $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


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

  52 reviews   Add to Favorites

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


$310 - $320 /night
$1995 - $2555 /week
Wailea Ekolu #1206 - Modern, Luxurious 2 BR 2 BA Condominium

  8 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


$182 - $299 /night
$1303 - $3240 /week
Palms at Wailea #604 2/2 Great for 2 Couples Super Rates

  25 reviews   Add to Favorites

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


$310 - $320 /night
$1995 - $2555 /week
Wailea Ekolu #908 - Top Floor Two BR with Big Ocean Views

  10 reviews   Add to Favorites

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


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

  39 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


$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


$176 - $269 /night
$1283 - $2990 /week
Palms at Wailea Unit #2305 Quiet and Very Private! Summer...

  22 reviews   Add to Favorites

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


$249 - $349 /night
$1743 - $3990 /week
Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! ...

  45 reviews   Add to Favorites

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


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