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Wailea Vacation Rentals & Apartments - 118 Rentals Available

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118 Vacation rentals

(4)

1 / 19

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$326

Excellent (4 reviews)

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from $326 / night

(3)

1 / 19

Wailea Apartment

  • -1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$220

Very Good (3 reviews)

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from $220 / night

1 / 25

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $315 / night

1 / 22

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $235 / night

(2)

1 / 19

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$235

Very Good (2 reviews)

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from $235 / night

(10)

1 / 16

Wailea Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

$251

Very Good (10 reviews)

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from $251 / night

(5)

1 / 14

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$200

Excellent (5 reviews)

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from $200 / night

(13)

1 / 17

Wailea Apartment

  • -1
  • 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$235

Excellent (13 reviews)

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from $235 / night

1 / 22

Wailea House

  • -1
  • 4
  • 3 nights min
  • Ask about children
  • Ask about pets

from $244 / night

(10)

1 / 23

Wailea Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$366

Excellent (10 reviews)

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from $366 / night

1 / 16

Wailea Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

from $541 / night

1 / 20

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $271 / night

(1)

1 / 22

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$226

Very Good (1 reviews)

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from $226 / night

(7)

1 / 19

Wailea Apartment

  • -1
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$811

Excellent (7 reviews)

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from $811 / night

(9)

1 / 76

Wailea Villa

  • -1
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$1546

Excellent (9 reviews)

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from $1546 / night

1 / 18

Wailea Apartment

  • -1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $266 / night

1 / 16

Wailea Apartment

  • -1
  • 2
  • Min stay varies
  • Ask about children

from $459 / night

(2)

1 / 16

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

$541

Excellent (2 reviews)

Inquire

from $541 / night

(2)

1 / 16

Wailea Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$361

Average (2 reviews)

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from $361 / night

1 / 86

Wailea House

  • -1
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$1046

Inquire

from $1046 / night

1 / 13

Wailea Apartment

  • -1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $191 / night

(20)

1 / 16

Wailea Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

$446

Very Good (20 reviews)

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from $446 / night

(4)

1 / 16

Wailea Apartment

  • -1
  • 6
  • Min stay varies
  • Ask about children

$384

Very Good (4 reviews)

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from $384 / night

(2)

1 / 17

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$235

Very Good (2 reviews)

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from $235 / night

(2)

1 / 13

Wailea Apartment

  • -1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$211

Very Good (2 reviews)

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from $211 / night

(2)

1 / 16

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Ask about children

$293

Very Good (2 reviews)

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from $293 / night

1 / 16

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Ask about children

from $339 / night

(10)

1 / 66

Wailea Villa

  • -1
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$995

Excellent (10 reviews)

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from $995 / night

(3)

1 / 78

Wailea Villa

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1650

Very Good (3 reviews)

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from $1650 / night

(6)

1 / 16

Wailea Apartment

  • -1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$191

Excellent (6 reviews)

Inquire

from $191 / night

(3)

1 / 21

Wailea Apartment

  • -1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$386

Excellent (3 reviews)

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from $386 / night

1 / 27

Wailea Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $435 / night

(4)

1 / 24

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$645

Excellent (4 reviews)

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from $645 / night

(17)

1 / 16

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Ask about children

$421

Very Good (17 reviews)

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from $421 / night

1 / 19

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

from $255 / night

(14)

1 / 61

Wailea Villa

  • -1
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$826

Excellent (14 reviews)

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from $826 / night

(2)

1 / 18

Wailea Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$366

Excellent (2 reviews)

Inquire

from $366 / night

(7)

1 / 21

Wailea Apartment

  • -1
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$811

Excellent (7 reviews)

Inquire

from $811 / night

(18)

1 / 14

Wailea Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

$220

Very Good (18 reviews)

Inquire

from $220 / night

(1)

1 / 16

Wailea Apartment

  • -1
  • 5
  • Min stay varies
  • Swimming pool
  • Ask about children

$446

Excellent (1 reviews)

Inquire

from $446 / night