50 Best Wailea Condos on Holiday Lettings - Vacation rentals

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1,211 Vacation rentals

Cottage rental in Wailea

Wailea cottage

1 bedroom / 2 bathrooms / sleeps 3

37

Responds fast! avg. 2 hours 19 minutes

from $286 / night

$1,996 / week

Wailea Vacation condo rental

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

2

from $630 / night

$4,409 / week

Apartment rental in Wailea with shared pool, golf nearby

Wailea apartment

3 bedrooms / 2 bathrooms / sleeps 6

12

Responds fast! avg. 3 hours 26 minutes

from $344 / night

$2,405 / week

Vacation villa in Wailea

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

6

Responds fast! avg. 1 hour 4 minutes

from $1,203 / night

$8,416 / week

Wailea Vacation condo rental

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

from $373 / night

$2,290 / 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

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 $252 / night

$1,764 / week

Vacation villa with golf nearby in Wailea

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

1

Responds fast! avg. 2 hours 51 minutes

from $796 / night

$5,571 / week

Vacation apartment with shared pool, golf nearby in Wailea

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

9

Responds fast! avg. 2 hours 29 minutes

from $194 / night

$1,355 - $1,595 / week

Vacation condo rental

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

9

from $224 / night

$1,563 / week

Vacation condo with shared pool in Wailea

Wailea condo

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 45 minutes

from $457 / night

$3,198 / week

Villa rental in Wailea with shared pool

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

1

Responds fast! avg. 2 hours 51 minutes

from $853 / night

$5,972 / week

Vacation apartment with shared pool in Wailea

Wailea apartment

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 3 hours 21 minutes

from $252 / night

$1,676 / week

Vacation condo accommodation

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

from $373 / night

$2,605 / week

Wailea Vacation home rental

Wailea house

3 bedrooms / 4 bathrooms / sleeps 6

2

from $1,195 / night

$8,365 / week

Vacation apartment in Wailea

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

19

Responds fast! avg. 3 hours 46 minutes

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 shared pool, golf nearby in Wailea

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 5

14

from $315 / night

$2,205 / 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

Apartment rental in Wailea with shared pool, golf nearby

Wailea apartment

1 bedroom / 1 bathroom / sleeps 2

5

Responds fast! avg. 2 hours 29 minutes

from $287 / night

$2,004 / week

Vacation condo in Wailea

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

1

from $367 / night

$2,634 - $2,995 / week

Condo rental in Wailea with shared pool

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

from $287 / night

$2,004 / week

Apartment rental in Wailea with shared pool

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 6

48

from $481 / night

$3,367 / 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 home in Wailea

Wailea house

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 45 minutes

from $205 / night

$1,435 / week

Vacation condo in Wailea

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 4

from $716 / night

$5,010 / week

Vacation condo with golf nearby in Wailea

Wailea condo

1 bedroom / 2 bathrooms / sleeps 2

from $338 / night

$2,365 / week

Vacation apartment in Wailea

Wailea apartment

2 bedrooms / 2 bathrooms / sleeps 8

10

Responds fast! avg. 2 hours 54 minutes

from $205 / night

$1,488 - $1,648 / week

Vacation home rental

Wailea house

3 bedrooms / 4 bathrooms / sleeps 6

from $2,850 / night

$19,950 / week

Vacation condo with shared pool, golf nearby in Wailea

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

1

from $229 / night

$1,603 / week

Condo rental in Wailea with shared pool

Wailea condo

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 45 minutes

from $194 / night

$1,355 / week

Vacation home rental

Wailea house

4 bedrooms / 4 bathrooms / sleeps 8

1

from $2,900 / night

$20,300 / week

Wailea Vacation condo rental

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

from $179 / night

$1,253 / week

Vacation apartment rental

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

4

from $252 / night

$1,764 / week

Vacation home rental

Wailea house

5 bedrooms / 6 bathrooms / sleeps 10

13

from $2,950 / night

$20,650 / week

Vacation home rental

Wailea house

3 bedrooms / 4 bathrooms / sleeps 6

1

from $1,695 / night

$11,865 / week

Vacation home with shared pool in Wailea

Wailea house

3 bedrooms / 2 bathrooms / sleeps 6

from $1,195 / night

$8,365 / week

Vacation condo rental

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

1

from $441 / night

$3,086 - $3,487 / week

Wailea Vacation home rental

Wailea house

3 bedrooms / 4 bathrooms / sleeps 6

4

from $1,395 / night

$9,765 / week