More Filters

Price per Night Range

$0
$1000+


Accommodations


Interest


Wailea Vacation Rentals

69 Wailea Vacation Rentals were found matching your criteria.


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 - $250 /night
$1575 - $2135 /week
Grand Champions #163 2Br/2Ba Convenient 1st Floor Location.

  37 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
$299 - $399 /night
$2093 - $4490 /week
Palms at Wailea #1105 Oceanview Completely Remodeled 2Bd ...

  27 reviews   Add to Favorites

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


Featured

$2163 - $4590 /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


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

  15 reviews   Add to Favorites

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


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

  15 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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


$149 - $299 /night
$1043 - $3950 /week
Wailea Ekolu #501 Panoramic Ocean View, 2Bd/2Ba, A/C, Sle...

  6 reviews   Add to Favorites

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


$395 - $480 /night
$2765 - $3360 /week
Grand Champions #090

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


$250 - $250 /night
$1575 - $2135 /week
Grand Champions #186 2Br/2Ba Near The Pool, Great Locatio...

  9 reviews   Add to Favorites

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


$169 - $254 /night
$1183 - $2990 /week
Palms at Wailea 702 Upstairs Garden View 1B/2B Sleeps 4. ...

  32 reviews   Add to Favorites

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


$179 - $299 /night
$1253 - $3240 /week
Palms at Wailea #604 2/2 Great for 2 Couples Super Rates

  22 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

  31 reviews   Add to Favorites

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


$215 - $315 /night
$1505 - $3950 /week
Wailea Ekolu #205 Ocean View, Ground Floor, Sleeps 6

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


$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


$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


$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


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

  43 reviews   Add to Favorites

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


$345 - $425 /night
$2415 - $5250 /week
Wailea Elua #2110 - Gorgeous Ocean View 2B/2B

  29 reviews   Add to Favorites

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


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

  9 reviews   Add to Favorites

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


$304 - $404 /night
$2128 - $4540 /week
Stop! Look No Further! Palms at Wailea #1503 Ocean View B...

  14 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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: