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50 Best Wailea Condos on Holiday Lettings - Vacation rentals

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1,033 Vacation rentals

Cottage rental in Wailea

Wailea cottage

1 bedroom / 2 bathrooms / sleeps 3

37

Responds fast! avg. 59 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. 2 hours 53 minutes

from $344 / night

$2,405 / week

Vacation villa in Wailea

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

6

Responds fast! avg. 58 minutes

from $1,374 / night

$9,618 / week

Wailea Vacation condo rental

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

2

Responds fast! avg. 3 hours 43 minutes

from $630 / night

$4,409 / week

Vacation apartment in Wailea

Wailea apartment

2 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 3 hours 47 minutes

from $229 / night

$1,603 - $2,084 / week

Vacation villa with golf nearby in Wailea

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

1

Responds fast! avg. 3 hours 30 minutes

from $796 / night

$5,571 / week

Wailea Vacation condo rental

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

from $373 / night

$2,290 / week

Vacation condo rental

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 3 hours 8 minutes

from $224 / night

$1,563 / week

Condo rental in Wailea with shared pool, golf nearby

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

19

Responds fast! avg. 1 hour 48 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. 3 hours 11 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

Responds fast! avg. 3 hours 30 minutes

from $853 / night

$5,972 / week

Wailea Vacation home rental

Wailea house

3 bedrooms / 4 bathrooms / sleeps 6

2

from $1,395 / night

$9,765 / 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 $409 / night

$2,863 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

7

from $569 / night

$3,983 / week

Wailea Vacation apartment rental

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

6

from $249 / night

$1,743 / 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 $549 / night

$3,843 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

7

from $319 / night

$2,233 / 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 $315 / night

$2,205 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

from $399 / night

$2,793 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 5

1

from $189 / night

$1,323 / week

Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

from $549 / night

$3,843 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

3 bedrooms / 2 bathrooms / sleeps 6

13

from $219 / night

$1,533 / week

Vacation apartment with shared pool, golf nearby in Wailea

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 2

37

from $401 / night

$2,726 - $4,008 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

from $149 / night

$1,043 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

17

from $339 / night

$2,373 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

from $639 / night

$4,473 / 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 $315 / night

$2,205 / week

Vacation condo in Wailea

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 4

3

from $298 / night

$2,084 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 5

1

from $239 / night

$1,673 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

21

from $499 / night

$3,493 / 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 $1,395 / night

$9,765 / week

Vacation apartment with golf nearby in Wailea

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

16

from $339 / night

$2,373 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 5

from $469 / night

$3,283 / week

Wailea Vacation apartment rental

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

7

from $339 / night

$2,373 / week

Apartment rental in Wailea with golf nearby

Wailea apartment

3 bedrooms / 3 bathrooms / sleeps 8

12

from $1,421 / night

$9,947 / week