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Wailea Vacation Rentals & Apartments - 93 Rentals Available

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93 Vacation rentals

(9)

1 / 25

Wailea Condo

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$260

Very Good (9 reviews)

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from $260 / night

(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

$896

Excellent (96 reviews)

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from $896 / night

1 / 20

Wailea Apartment

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

from $305 / night

(1)

1 / 22

Wailea Apartment

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

$250

Very Good (1 reviews)

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from $250 / 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

(4)

1 / 24

Wailea Apartment

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

$690

Excellent (4 reviews)

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from $690 / night

(2)

1 / 19

Wailea Apartment

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

$260

Very Good (2 reviews)

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from $260 / night

1 / 19

Wailea Apartment

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

from $270 / night

1 / 16

Wailea Apartment

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

from $440 / night

1 / 16

Wailea Apartment

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

from $440 / night

(2)

1 / 20

Wailea Apartment

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

$295

Very Good (2 reviews)

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from $295 / 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
  • Swimming pool
  • Ask about children
  • Air conditioning

from $540 / night

(3)

1 / 17

Wailea Apartment

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

$260

Excellent (3 reviews)

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from $260 / 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

(10)

1 / 23

Wailea Apartment

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

$430

Excellent (10 reviews)

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from $430 / night

(7)

1 / 19

Wailea Apartment

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

$880

Excellent (7 reviews)

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from $880 / night

(3)

1 / 18

Wailea Apartment

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

$235

Very Good (3 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

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

$206

Excellent (6 reviews)

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from $206 / 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

1 / 16

Wailea Apartment

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

from $383 / night

(2)

1 / 17

Wailea Apartment

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

$260

Very Good (2 reviews)

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from $260 / night

(5)

1 / 15

Wailea Apartment

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

$215

Excellent (5 reviews)

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from $215 / night

(13)

1 / 16

Wailea Apartment

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

$250

Very Good (13 reviews)

Inquire

from $250 / 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
  • Ask about children
  • Air conditioning

$383

Excellent (16 reviews)

Inquire

from $383 / night

(4)

1 / 16

Wailea Apartment

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

$612

Excellent (4 reviews)

Inquire

from $612 / night

(2)

1 / 13

Wailea Apartment

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

$226

Very Good (2 reviews)

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from $226 / night

(8)

1 / 16

Wailea Apartment

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

$383

Very Good (8 reviews)

Inquire

from $383 / night

(4)

1 / 19

Wailea Apartment

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

$345

Excellent (4 reviews)

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from $345 / night

1 / 16

Wailea Apartment

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

from $267 / 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

1 / 20

Wailea Apartment

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

from $290 / night

1 / 22

Wailea Apartment

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

from $260 / 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 / 19

Wailea Apartment

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

$240

Very Good (3 reviews)

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from $240 / night

1 / 18

Wailea Apartment

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

from $451 / night