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Wailea Vacation Rentals & Apartments with A Hot Tub - 70 Rentals Available.

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70 Vacation rentals

Filters applied: Hot tub/Jacuzzi

(101)

1 / 42

Wailea Villa

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

$1,140.00

Excellent (101 reviews)

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from $1,140.00 / night

(2)

1 / 50

Wailea House

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,195.00

Excellent (2 reviews)

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from $1,195.00 / night

(8)

1 / 50

Wailea Villa

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,195.00

Excellent (8 reviews)

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from $1,195.00 / night

(1)

1 / 50

Wailea House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,795.00

Excellent (1 reviews)

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from $1,795.00 / night

1 / 33

Wailea Condo

  • 2
  • 6
  • min stay varies
  • Child friendly

$179.00

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from $179.00 / night

1 / 50

Wailea House

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,851.00

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from $2,851.00 / night

(1)

1 / 50

Wailea House

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,800.00

Excellent (1 reviews)

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from $2,800.00 / night

(10)

1 / 50

Wailea Villa

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$945.00

Excellent (10 reviews)

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from $945.00 / night

(13)

1 / 50

Wailea House

  • 5
  • 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$3,050.00

Very Good (13 reviews)

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from $3,050.00 / night

1 / 17

Wailea Condo

  • 1
  • 3
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$145.00

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from $145.00 / night

1 / 50

Wailea House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,075.00

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from $1,075.00 / night

(4)

1 / 50

Wailea House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,395.00

Very Good (4 reviews)

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from $1,395.00 / night

(6)

1 / 50

Wailea Villa

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,195.00

Excellent (6 reviews)

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from $2,195.00 / night

(6)

1 / 50

Wailea House

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,595.00

Excellent (6 reviews)

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from $1,595.00 / night

(9)

1 / 50

Wailea Villa

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,495.00

Excellent (9 reviews)

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from $1,495.00 / night

(7)

1 / 50

Wailea House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,045.00

Excellent (7 reviews)

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from $1,045.00 / night

(1)

1 / 50

Wailea Villa

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,225.00

Excellent (1 reviews)

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from $1,225.00 / night

(9)

1 / 50

Wailea Villa

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,696.00

Excellent (9 reviews)

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from $1,696.00 / night

(7)

1 / 50

Wailea Villa

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,095.00

Excellent (7 reviews)

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from $1,095.00 / night

(2)

1 / 50

Wailea Villa

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$995.00

Excellent (2 reviews)

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from $995.00 / night

(1)

1 / 50

Wailea Villa

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,495.00

Excellent (1 reviews)

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from $1,495.00 / night

(3)

1 / 50

Wailea Villa

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,625.00

Very Good (3 reviews)

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from $1,625.00 / night

(11)

1 / 50

Wailea Villa

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,550.00

Excellent (11 reviews)

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from $1,550.00 / night

(2)

1 / 50

Wailea House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,395.00

Very Good (2 reviews)

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from $2,395.00 / night

Your search has been expanded 10.4 miles to include more rentals

1 / 33

Kihei Condo - 2 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$220.00

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from $220.00 / night

(37)

1 / 24

Kihei House - 1.6 miles away

  • 5
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly

Responds fast! Avg. 57 minutes

$859.00

Excellent (37 reviews)

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from $859.00 / night

(1)

1 / 28

Kihei Condo - 5.2 miles away

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$250.00

Excellent (1 reviews)

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from $250.00 / night

(3)

1 / 29

Kihei Apartment - 5.4 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$169.00

Excellent (3 reviews)

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from $169.00 / night

(1)

1 / 23

Kihei Condo - 0.1 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Ask about children
“Condo was a 2 bedroom, 2bathroom with a nice size outside lanai with a bbq. Good location and handy to Wailea and Kihei. Pool was very nice and everything in the condo was good but maybe a bit dated decor wise but more than adequate. The complex is...”
- Review left on 10/12/2016

$362.00

Very Good (1 reviews)

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from $362.00 / night

1 / 27

Kihei Condo - 1.6 miles away

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

$320.00

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from $320.00 / night

1 / 85

Kihei Condo - 2.7 miles away

  • 2
  • 6
  • 4 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Ask about children

Responds fast! Avg. 1 hour 43 minutes

$458.00

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from $458.00 / night

(7)

1 / 26

Kihei House - 3.2 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 41 minutes

“Don't even bother looking at any other properties, this one is your home away from home. We had a large group, seven adults and my one year old daughter. This place was perfect. We all were comfortable and felt right at home. Everything was there and...”
- Review left on 06/28/2016

$602.00

Very Good (7 reviews)

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from $602.00 / night

(5)

1 / 18

Kihei Apartment - 5.4 miles away

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

$245.00

Very Good (5 reviews)

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from $245.00 / night

(12)

1 / 13

Kula House - 10.4 miles away

  • 2
  • 4
  • 2 nights min
  • Nearest beach 24 mi
  • Child friendly
  • Car not necessary

$129.00

Excellent (12 reviews)

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from $129.00 / night

1 / 21

Kihei Condo - 5 miles away

  • 1
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$120.00

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from $120.00 / night

1 / 32

Kihei Condo - 0.1 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$315.00

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from $315.00 / night

1 / 21

Kihei Condo - 5 miles away

  • 1
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$145.00

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from $145.00 / night

1 / 12

Kihei Condo - 2.1 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly

$120.00

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from $120.00 / night

1 / 50

Kihei Villa - 0.1 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$3,425.00

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from $3,425.00 / night

1 / 50

Kihei Villa - 0.1 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,025.00

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from $1,025.00 / night