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Wailea 3-bedroom Vacation Rentals, Apartments & More - 71 Rentals Available.

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71 Vacation rentals

Filters applied: 3+ Bedrooms

(98)

1 / 42

Wailea Villa

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

$895.00

Excellent (98 reviews)

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from $895.00 / night

(12)

1 / 16

Wailea Apartment

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Ask about pets

$1,166.00

Excellent (12 reviews)

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from $1,166.00 / night

(13)

1 / 16

Wailea Apartment

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

$250.00

Very Good (13 reviews)

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from $250.00 / night

1 / 23

Wailea Villa

  • 3
  • 8
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

$1,649.00

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from $1,649.00 / night

(1)

1 / 15

Wailea Villa

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

$1,596.00

Excellent (1 reviews)

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from $1,596.00 / night

1 / 16

Wailea Apartment

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

$1,299.00

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from $1,299.00 / night

1 / 16

Wailea Apartment

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

$599.00

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from $599.00 / night

1 / 16

Wailea Apartment

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

$384.00

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from $384.00 / night

1 / 16

Wailea Apartment

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

$265.00

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from $265.00 / night

(2)

1 / 24

Wailea Villa

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

$2,700.00

Very Good (2 reviews)

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from $2,700.00 / night

1 / 25

Wailea Villa

  • 3
  • 6
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

$2,599.00

Book

from $2,599.00 / night