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Wailea Vacation Rentals & Apartments - 118 Rentals Available

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118 Vacation rentals

(3)

1 / 17

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$237

Excellent (3 reviews)

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from $237 / night

1 / 25

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $318 / night

(7)

1 / 21

Wailea Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$817

Excellent (7 reviews)

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from $817 / night

1 / 20

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $273 / night

(13)

1 / 17

Wailea Apartment

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$237

Excellent (13 reviews)

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from $237 / night

(10)

1 / 23

Wailea Apartment

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$368

Excellent (10 reviews)

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from $368 / night

(4)

1 / 24

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$651

Excellent (4 reviews)

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from $651 / night

(2)

1 / 16

Wailea Apartment

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$363

Average (2 reviews)

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from $363 / night

1 / 22

Wailea House

  • 2
  • 4
  • 3 nights min
  • Ask about children
  • Ask about pets

from $246 / night

(3)

1 / 21

Wailea Apartment

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

$389

Excellent (3 reviews)

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from $389 / night

(2)

1 / 17

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$237

Very Good (2 reviews)

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from $237 / night

(1)

1 / 16

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

$450

Excellent (1 reviews)

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from $450 / night

1 / 18

Wailea Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $419 / night

(2)

1 / 20

Wailea Apartment

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

$328

Very Good (2 reviews)

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from $328 / night

(5)

1 / 14

Wailea Apartment

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

$202

Excellent (5 reviews)

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from $202 / night

(2)

1 / 20

Wailea Apartment

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

$288

Excellent (2 reviews)

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from $288 / night

1 / 19

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

from $258 / night

(7)

1 / 19

Wailea Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$817

Excellent (7 reviews)

Inquire

from $817 / night

(4)

1 / 19

Wailea Apartment

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

$328

Excellent (4 reviews)

Inquire

from $328 / night

1 / 27

Wailea Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $439 / night

1 / 5

Wailea Apartment

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

from $378 / night

1 / 16

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Ask about children

from $444 / night

(2)

1 / 16

Wailea Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$252

Very Good (2 reviews)

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from $252 / night

(11)

1 / 75

Wailea Villa

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

$1462

Excellent (11 reviews)

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from $1462 / night

(6)

1 / 16

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Ask about children

$387

Excellent (6 reviews)

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from $387 / night

1 / 16

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Ask about children

from $444 / night

1 / 16

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $604 / night

1 / 16

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $617 / night

(18)

1 / 14

Wailea Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

$222

Very Good (18 reviews)

Inquire

from $222 / night

1 / 16

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Ask about children

from $387 / night

(10)

1 / 66

Wailea Villa

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

$1003

Excellent (10 reviews)

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from $1003 / night

(2)

1 / 20

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$263

Very Good (2 reviews)

Inquire

from $263 / night

(3)

1 / 18

Wailea Apartment

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

$222

Very Good (3 reviews)

Inquire

from $222 / night

(3)

1 / 78

Wailea Villa

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

$1664

Very Good (3 reviews)

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from $1664 / night

(2)

1 / 19

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$237

Very Good (2 reviews)

Inquire

from $237 / night

(2)

1 / 13

Wailea Apartment

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

$212

Very Good (2 reviews)

Inquire

from $212 / night

1 / 22

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $237 / night

(4)

1 / 16

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Ask about children

$604

Excellent (4 reviews)

Inquire

from $604 / night

(1)

1 / 16

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

$604

Excellent (1 reviews)

Inquire

from $604 / night

(7)

1 / 16

Wailea Apartment

  • 2
  • 4
  • Min stay varies
  • Ask about children

$403

Excellent (7 reviews)

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from $403 / night