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Wailea Vacation Rentals & Apartments - 92 Rentals Available

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92 Vacation rentals

(97)

1 / 42

Wailea Villa

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

$895

Excellent (97 reviews)

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from $895 / 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 / 18

Wailea Apartment

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

from $415 / night

(8)

1 / 16

Wailea Apartment

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

$383

Very Good (8 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

(17)

1 / 16

Wailea Apartment

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

$383

Excellent (17 reviews)

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from $383 / night

1 / 16

Wailea Apartment

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

from $267 / night

1 / 16

Wailea Apartment

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

from $440 / 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

(1)

1 / 16

Wailea Apartment

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

$699

Excellent (1 reviews)

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from $699 / night

1 / 16

Wailea Apartment

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

from $440 / 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

(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

(5)

1 / 16

Wailea Apartment

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

$540

Very Good (5 reviews)

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from $540 / 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

(7)

1 / 16

Wailea Apartment

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

$612

Very Good (7 reviews)

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from $612 / 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

(2)

1 / 16

Wailea Apartment

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

$540

Excellent (2 reviews)

Inquire

from $540 / night

(16)

1 / 16

Wailea Apartment

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

$540

Excellent (16 reviews)

Inquire

from $540 / night

(20)

1 / 16

Wailea Apartment

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

$446

Very Good (20 reviews)

Inquire

from $446 / 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

(2)

1 / 20

Wailea Apartment

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

$260

Very Good (2 reviews)

Inquire

from $260 / night

1 / 16

Wailea Apartment

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

from $599 / night

1 / 5

Wailea Apartment

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

from $375 / night

(3)

1 / 16

Wailea Apartment

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

$680

Very Good (3 reviews)

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from $680 / night

1 / 19

Wailea Apartment

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

from $256 / night

(5)

1 / 24

Wailea Apartment

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

$645

Excellent (5 reviews)

Inquire

from $645 / night

1 / 16

Wailea Apartment

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

from $383 / night

1 / 20

Wailea Apartment

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

from $270 / night

(14)

1 / 16

Wailea Apartment

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

$612

Very Good (14 reviews)

Inquire

from $612 / night

1 / 16

Wailea Apartment

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

from $383 / night

(13)

1 / 17

Wailea Apartment

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

$235

Excellent (13 reviews)

Inquire

from $235 / night

(7)

1 / 16

Wailea Apartment

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

$579

Very Good (7 reviews)

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from $579 / night

(2)

1 / 18

Wailea Apartment

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

$365

Excellent (2 reviews)

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from $365 / 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

(1)

1 / 16

Wailea Apartment

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

$599

Excellent (1 reviews)

Inquire

from $599 / night

(22)

1 / 16

Wailea Apartment

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

$525

Very Good (22 reviews)

Inquire

from $525 / night

1 / 16

Wailea Apartment

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

from $293 / night

1 / 16

Wailea Apartment

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

from $675 / night