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Wailea Vacation Rentals & Apartments - 118 Rentals Available

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118 Vacation rentals

(18)

1 / 14

Wailea Apartment

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

$220

Very Good (18 reviews)

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from $220 / night

1 / 22

Wailea Apartment

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

from $235 / night

1 / 22

Wailea House

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

from $244 / night

(4)

1 / 19

Wailea Apartment

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

$325

Excellent (4 reviews)

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from $325 / night

1 / 18

Wailea Apartment

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

from $265 / night

1 / 25

Wailea Apartment

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

from $315 / night

(7)

1 / 21

Wailea Apartment

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

$810

Excellent (7 reviews)

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from $810 / night

(1)

1 / 19

Wailea Apartment

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

$250

Excellent (1 reviews)

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from $250 / night

(2)

1 / 20

Wailea Apartment

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

$260

Very Good (2 reviews)

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from $260 / night

(3)

1 / 17

Wailea Apartment

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

$235

Excellent (3 reviews)

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from $235 / night

(2)

1 / 16

Wailea Apartment

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

$250

Very Good (2 reviews)

Inquire

from $250 / night

(2)

1 / 13

Wailea Apartment

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

$210

Very Good (2 reviews)

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from $210 / night

1 / 16

Wailea Apartment

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

from $459 / night

1 / 16

Wailea Apartment

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

from $383 / night

(13)

1 / 17

Wailea Apartment

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

$235

Excellent (13 reviews)

Inquire

from $235 / night

(2)

1 / 20

Wailea Apartment

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

$325

Very Good (2 reviews)

Inquire

from $325 / night

(2)

1 / 16

Wailea Apartment

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

$360

Average (2 reviews)

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from $360 / night

(3)

1 / 18

Wailea Apartment

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

$220

Very Good (3 reviews)

Inquire

from $220 / 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

(1)

1 / 22

Wailea Apartment

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

$225

Very Good (1 reviews)

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from $225 / night

(3)

1 / 23

Wailea Apartment

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

$285

Very Good (3 reviews)

Inquire

from $285 / night

(2)

1 / 19

Wailea Apartment

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

$235

Very Good (2 reviews)

Inquire

from $235 / night

(3)

1 / 21

Wailea Apartment

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

$385

Excellent (3 reviews)

Inquire

from $385 / night

(2)

1 / 20

Wailea Apartment

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

$285

Excellent (2 reviews)

Inquire

from $285 / night

1 / 18

Wailea Apartment

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

from $415 / night

(1)

1 / 16

Wailea Apartment

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

$599

Excellent (1 reviews)

Inquire

from $599 / night

1 / 20

Wailea Apartment

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

from $270 / night

(5)

1 / 14

Wailea Apartment

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

$200

Excellent (5 reviews)

Inquire

from $200 / night

(3)

1 / 19

Wailea Apartment

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

$230

Very Good (3 reviews)

Inquire

from $230 / night

1 / 16

Wailea Apartment

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

from $599 / night

(2)

1 / 17

Wailea Apartment

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

$235

Very Good (2 reviews)

Inquire

from $235 / night

1 / 19

Wailea Apartment

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

from $255 / night

1 / 16

Wailea Apartment

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

from $612 / night

(2)

1 / 16

Wailea Apartment

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

$165

Very Good (2 reviews)

Inquire

from $165 / night

(10)

1 / 23

Wailea Apartment

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

$365

Excellent (10 reviews)

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from $365 / night

(17)

1 / 16

Wailea Apartment

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

$383

Excellent (17 reviews)

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from $383 / night

1 / 13

Wailea Apartment

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

from $200 / night

(4)

1 / 16

Wailea Apartment

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

$599

Excellent (4 reviews)

Inquire

from $599 / night

1 / 27

Wailea Apartment

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

from $435 / night

(2)

1 / 16

Wailea Apartment

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

$293

Very Good (2 reviews)

Inquire

from $293 / night