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Wailea Vacation Rentals & Apartments - 94 Rentals Available

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94 Vacation rentals

(7)

1 / 37

Wailea Villa

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$1288

Excellent (7 reviews)

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from $1288 / night

(96)

1 / 42

Wailea Villa

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$895

Excellent (96 reviews)

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from $895 / night

1 / 16

Wailea Apartment

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

from $540 / night

(4)

1 / 24

Wailea Apartment

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

$645

Excellent (4 reviews)

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from $645 / night

(16)

1 / 16

Wailea Apartment

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

$375

Very Good (16 reviews)

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from $375 / night

(7)

1 / 19

Wailea Apartment

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

$810

Excellent (7 reviews)

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from $810 / night

(2)

1 / 19

Wailea Apartment

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

$235

Very Good (2 reviews)

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from $235 / night

(7)

1 / 16

Wailea Apartment

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

$399

Excellent (7 reviews)

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from $399 / night

(9)

1 / 16

Wailea Apartment

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

$383

Very Good (9 reviews)

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from $383 / night

1 / 19

Wailea Apartment

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

from $255 / 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

(16)

1 / 16

Wailea Apartment

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

$383

Excellent (16 reviews)

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from $383 / night

(11)

1 / 16

Wailea Apartment

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

$599

Very Good (11 reviews)

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from $599 / night

(4)

1 / 16

Wailea Apartment

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

$383

Very Good (4 reviews)

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from $383 / night

1 / 16

Wailea Apartment

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

from $440 / night

1 / 20

Wailea Apartment

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

from $270 / night

(10)

1 / 23

Wailea Apartment

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

$365

Excellent (10 reviews)

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from $365 / night

1 / 16

Wailea Apartment

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

from $383 / night

1 / 16

Wailea Apartment

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

from $383 / night

(2)

1 / 20

Wailea Apartment

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

$325

Very Good (2 reviews)

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from $325 / night

(4)

1 / 16

Wailea Apartment

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

$612

Excellent (4 reviews)

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from $612 / night

(6)

1 / 16

Wailea Apartment

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

$383

Excellent (6 reviews)

Inquire

from $383 / night

1 / 16

Wailea Apartment

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

from $440 / night

(6)

1 / 16

Wailea Apartment

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

$190

Excellent (6 reviews)

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from $190 / night

(7)

1 / 16

Wailea Apartment

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

$499

Very Good (7 reviews)

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from $499 / night

(2)

1 / 16

Wailea Apartment

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

$540

Excellent (2 reviews)

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from $540 / night

(22)

1 / 16

Wailea Apartment

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

$525

Very Good (22 reviews)

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from $525 / night

1 / 16

Wailea Apartment

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

from $267 / night

(3)

1 / 17

Wailea Apartment

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

$235

Excellent (3 reviews)

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from $235 / night

1 / 20

Wailea Apartment

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

from $265 / night

(3)

1 / 16

Wailea Apartment

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

$250

Very Good (3 reviews)

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from $250 / night

(2)

1 / 16

Wailea Apartment

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

$473

Very Good (2 reviews)

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from $473 / night

(7)

1 / 16

Wailea Apartment

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

$612

Very Good (7 reviews)

Inquire

from $612 / night

(7)

1 / 21

Wailea Apartment

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

$810

Excellent (7 reviews)

Inquire

from $810 / 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 / 25

Wailea Apartment

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

from $315 / night

(13)

1 / 16

Wailea Apartment

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

$165

Average (13 reviews)

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from $165 / night

(12)

1 / 16

Wailea Apartment

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

$1166

Excellent (12 reviews)

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from $1166 / night

(3)

1 / 21

Wailea Apartment

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

$385

Excellent (3 reviews)

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from $385 / night

(20)

1 / 16

Wailea Apartment

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

$446

Very Good (20 reviews)

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from $446 / night