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Wailea Pet-Friendly Vacation Rentals, Apartments & More - 179 Rentals Available.

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179 Vacation rentals

Filters applied: Pet Friendly

(4)

1 / 16

Wailea Apartment

  • 2
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$763.00

Excellent (4 reviews)

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from $763.00 / night

(2)

1 / 16

Wailea Apartment

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$235.00

Very Good (2 reviews)

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from $235.00 / night

1 / 16

Wailea Apartment

  • 2
  • 5
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$440.00

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from $440.00 / night

(7)

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$612.00

Very Good (7 reviews)

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from $612.00 / night

1 / 16

Wailea Apartment

  • 2
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$599.00

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from $599.00 / night

(7)

1 / 8

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$425.00

Excellent (7 reviews)

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from $425.00 / night

1 / 16

Wailea Apartment

  • 2
  • 5
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$200.00

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from $200.00 / night

(5)

1 / 16

Wailea Apartment

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$299.00

Excellent (5 reviews)

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from $299.00 / night

(17)

1 / 7

Wailea Apartment

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$420.00

Very Good (17 reviews)

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from $420.00 / night

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$349.00

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from $349.00 / night

1 / 15

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$763.00

Inquire

from $763.00 / night

(13)

1 / 16

Wailea Apartment

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$165.00

Average (13 reviews)

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from $165.00 / night

(1)

1 / 16

Wailea Apartment

  • 2
  • 5
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$292.00

Excellent (1 reviews)

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from $292.00 / night

(17)

1 / 9

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$409.00

Excellent (17 reviews)

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from $409.00 / night

1 / 16

Wailea Apartment

  • 2
  • 5
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$440.00

Inquire

from $440.00 / night

(20)

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$495.00

Very Good (20 reviews)

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from $495.00 / night

1 / 15

Wailea Apartment

  • 2
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$700.00

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from $700.00 / night

(9)

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$409.00

Very Good (9 reviews)

Inquire

from $409.00 / night

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$590.00

Inquire

from $590.00 / night

1 / 16

Wailea Apartment

  • 2
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$899.00

Inquire

from $899.00 / night

(13)

1 / 16

Wailea Apartment

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$250.00

Very Good (13 reviews)

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from $250.00 / night

(12)

1 / 16

Wailea Apartment

  • 3
  • 8
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$1,569.00

Excellent (12 reviews)

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from $1,569.00 / night

(8)

1 / 10

Wailea Apartment

  • 2
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$590.00

Very Good (8 reviews)

Inquire

from $590.00 / night

1 / 16

Wailea Apartment

  • 2
  • 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$379.00

Inquire

from $379.00 / night

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$700.00

Inquire

from $700.00 / night

(16)

1 / 16

Wailea Apartment

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$399.00

Very Good (16 reviews)

Inquire

from $399.00 / night

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$409.00

Inquire

from $409.00 / night

1 / 5

Wailea Apartment

  • 1
  • 2
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$399.00

Inquire

from $399.00 / night

1 / 16

Wailea Apartment

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$265.00

Inquire

from $265.00 / night

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$379.00

Inquire

from $379.00 / night

(1)

1 / 16

Wailea Apartment

  • 2
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$619.00

Excellent (1 reviews)

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from $619.00 / night

(11)

1 / 16

Wailea Apartment

  • 2
  • 5
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$599.00

Very Good (11 reviews)

Inquire

from $599.00 / night

(16)

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$590.00

Excellent (16 reviews)

Inquire

from $590.00 / night

(1)

1 / 16

Wailea Apartment

  • 4
  • 8
  • 5 nights min
  • Ski
  • Child friendly
  • Car not necessary

$1,299.00

Excellent (1 reviews)

Inquire

from $1,299.00 / night

(7)

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$409.00

Excellent (7 reviews)

Inquire

from $409.00 / night

(7)

1 / 16

Wailea Apartment

  • 2
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$763.00

Very Good (7 reviews)

Inquire

from $763.00 / night

1 / 16

Wailea Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$590.00

Inquire

from $590.00 / night

(3)

1 / 16

Wailea Apartment

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$229.00

Very Good (3 reviews)

Inquire

from $229.00 / night

(2)

1 / 16

Wailea Apartment

  • 2
  • 5
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$590.00

Excellent (2 reviews)

Inquire

from $590.00 / night

(16)

1 / 16

Wailea Apartment

  • 2
  • 5
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$409.00

Excellent (16 reviews)

Inquire

from $409.00 / night