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50 Best Wailea Condos on Holiday Lettings - Vacation rentals

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948 Vacation rentals

Cottage rental in Wailea

Wailea cottage

1 bedroom / 2 bathrooms / sleeps 3

37

Responds fast! avg. 1 hour 17 minutes

from $286 / night

$1,996 / week

Apartment rental in Wailea with shared pool, golf nearby

Wailea apartment

3 bedrooms / 2 bathrooms / sleeps 6

12

Responds fast! avg. 3 hours 14 minutes

from $344 / night

$2,405 / week

Vacation villa in Wailea

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

6

Responds fast! avg. 55 minutes

from $1,460 / night

$10,220 / week

Wailea Vacation condo rental

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

2

from $630 / night

$4,409 / week

Vacation apartment in Wailea

Wailea apartment

2 bedrooms / 3 bathrooms / sleeps 8

1

from $229 / night

$1,603 - $2,084 / week

Vacation villa with golf nearby in Wailea

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

1

from $853 / night

$5,972 / week

Wailea Vacation condo rental

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

from $373 / night

$2,290 / week

Condo rental in Wailea with shared pool, golf nearby

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

19

Responds fast! avg. 3 hours 11 minutes

from $218 / night

$1,523 / week

Vacation apartment with shared pool, golf nearby in Wailea

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

9

Responds fast! avg. 2 hours 27 minutes

from $194 / night

$1,355 - $1,595 / week

Villa rental in Wailea with shared pool

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

1

from $796 / night

$5,571 / week

Wailea Vacation home rental

Wailea house

3 bedrooms / 4 bathrooms / sleeps 6

2

from $1,550 / night

$10,850 / week

Vacation condo accommodation

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

from $373 / night

$2,605 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 5

from $509 / night

$3,563 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

7

from $762 / night

$5,334 / week

Wailea Vacation apartment rental

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

6

from $309 / night

$2,163 / week

Apartment rental in Wailea

Wailea apartment

2 bedrooms / / sleeps 6

from $409 / night

$2,863 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 4

from $690 / night

$4,830 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

7

from $399 / night

$2,793 / week

Vacation apartment with shared pool in Wailea

Wailea apartment

1 bedroom / 1 bathroom / sleeps 4

1

from $252 / night

$1,676 / week

Vacation apartment in Wailea

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

19

from $373 / night

$2,605 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

from $419 / night

$2,933 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 5

1

from $210 / night

$1,470 / week

Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

2

from $690 / night

$4,830 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

3 bedrooms / 2 bathrooms / sleeps 6

13

from $275 / night

$1,925 / week

Vacation apartment with shared pool, golf nearby in Wailea

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 2

37

from $401 / night

$2,726 - $4,409 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

from $189 / night

$1,323 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

17

from $419 / night

$2,933 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

from $762 / night

$5,334 / week

Apartment rental in Wailea with shared pool

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

48

from $481 / night

$3,367 / week

Vacation apartment with shared pool, golf nearby in Wailea

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 5

14

from $258 / night

$1,804 / week

Vacation condo in Wailea

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 4

3

from $315 / night

$2,205 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 5

1

from $302 / night

$2,114 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

21

from $629 / night

$4,403 / week

Condo accommodation in Wailea

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

from $295 / night

$2,065 / week

Wailea Vacation villa rental

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 6

8

from $995 / night

$6,965 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

16

from $419 / night

$2,933 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 5

from $509 / night

$3,563 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

7

from $419 / night

$2,933 / week

Apartment rental in Wailea with golf nearby

Wailea apartment

3 bedrooms / 3 bathrooms / sleeps 8

13

from $1,569 / night

$10,983 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

from $419 / night

$2,933 / week