More Filters

Price per Night Range

$0
$1000+


Accommodations


Interest


Wailea Vacation Rentals

67 Wailea Vacation Rentals were found matching your criteria.


Featured
$250 - $250 /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
$285 - $285 /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


Featured

$489 - $3003 /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
$299 - $399 /night
$2093 - $4490 /week
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

  29 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


$750 - $2550 /night
Luxurious Oceanfront Villa

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


$199 - $299 /night
$1393 - $3240 /week
Palms at Wailea #1501 Ocean View Inner Court Ground Floor...

  35 reviews   Add to Favorites

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


$310 - $310 /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


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

  38 reviews   Add to Favorites

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


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

  12 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
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


$295 - $395 /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


$199 - $299 /night
$1393 - $3240 /week
Palms at Wailea #1204 Ocean View, Sleeps 4.

  27 reviews   Add to Favorites

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


$189 - $224 /night
$1323 - $2990 /week
Grand Champions #45 is a 2bd 2ba Ocean view condo that Sl...

  6 reviews   Add to Favorites

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


$215 - $295 /night
$1505 - $3950 /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



$4970 - $10465 /week
Ho'olei #t6 - Biggest Floor Plan; Close to Wailea Beach -...

  14 reviews   Add to Favorites

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


$149 - $269 /night
$1043 - $2890 /week
Palms at Wailea 609 Ground Level Garden View - 1Bd 2Ba Sl...

  10 reviews   Add to Favorites

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


$260 - $395 /night
$1680 - $3150 /week
Summer Specials! Stunning 3-BR Condo on a World-Class Gol...

  30 reviews   Add to Favorites

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


$225 - $299 /night
$1575 - $3990 /week
Wailea Ekolu #105 Partial Ocean view, Sleeps 4 .

  7 reviews   Add to Favorites

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


$124 - $220 /night
$770 - $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


$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


$250 - $250 /night
$1575 - $2135 /week
Grand Champions #35 Ocean View 2R/2Br Upper Floor - Great...

  44 reviews   Add to Favorites

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


$179 - $269 /night
$1253 - $2790 /week
Palms at Wailea #1005 Panoramic Ocean Views 1Bd 2Ba Sleep...

  31 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


This map is intended to be used as a reference only.

Maui Top Cities

Vacation Rental Deals and Specials

Find additional Vacation Rentals: