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Wailea 3-bedroom Vacation Rentals, Apartments & More - 11 Rentals Available.

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11 Vacation rentals

Filters applied: 3+ Bedrooms

(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

(8)

1 / 19

Wailea Apartment

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

$810

Excellent (8 reviews)

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from $810 / 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

(7)

1 / 21

Wailea Apartment

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

$810

Excellent (7 reviews)

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from $810 / night

(13)

1 / 16

Wailea Apartment

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

$250

Very Good (13 reviews)

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from $250 / night

1 / 23

Wailea Villa

  • 3
  • 6
  • Min stay varies
  • Child friendly

$1799

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from $1799 / night

(2)

1 / 16

Wailea Apartment

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

$360

Average (2 reviews)

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from $360 / night

1 / 16

Wailea Apartment

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

from $249 / night

(1)

1 / 15

Wailea Villa

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

$1595

Excellent (1 reviews)

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from $1595 / night

1 / 16

Wailea Apartment

  • 4
  • 8
  • 5 nights min
  • Ask about children

$1295

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from $1295 / night

1 / 25

Wailea Villa

  • 3
  • 6
  • Min stay varies
  • Child friendly

$1799

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from $1799 / night

Your search has been expanded 16.6 miles to include more rentals

(1)

1 / 18

Kihei Apartment - 0.1 miles away

  • 3
  • 7
  • Min stay varies
  • Ask about children
  • Air conditioning
“We just returned from our stay in this unit. Very nicely appointed, equipped with almost everything you need, bogey boards, chairs, umbrella for the beach. Spices, laundry, just like home. Pools were small and the beach was farther away then expected...”
- Review left on 04/09/2016

$370

Very Good (1 reviews)

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from $370 / night

1 / 18

Maui Apartment - 0.1 miles away

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

from $710 / night

1 / 24

Kihei Villa - 0.1 miles away

  • 3
  • 10
  • Min stay varies
  • Ask about children
  • Air conditioning

from $695 / night

(1)

1 / 20

Kihei House - 1.3 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“This split-level hillside home has stunning views, an orchard, pool and kitchen garden. The caretaker provided baskets of citrus fruit from the orchard (sweetest grapefruit ever) and invited us to make use of the kitchen garden. I harvested a beet...”
- Review left on 01/03/2017

$1050

Very Good (1 reviews)

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from $1050 / night

1 / 35

Kihei House - 1.6 miles away

  • 5
  • 12
  • Min stay varies
  • Ask about children
  • Air conditioning

from $810 / night

(33)

1 / 42

Kihei House - 1.6 miles away

  • 5
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$650

Excellent (33 reviews)

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from $650 / night

1 / 22

Kihei Villa - 1.8 miles away

  • 3
  • 7
  • 5 nights min
  • Ask about children
  • Air conditioning

$1200

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from $1200 / night

1 / 32

Kihei Condo - 1.9 miles away

  • 3
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

from $850 / night

(1)

1 / 16

Kihei Villa - 1.9 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Very positive experience. The position on the beach was amazing. We could even see turtles from the balcony. The apartment had everything you could ever need and was very clean and well organised. The nearby beach was not crowded and excellent for...”
- Review left on 10/04/2015

$1069

Very Good (1 reviews)

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from $1069 / night

(2)

1 / 16

Kihei Apartment - 2.3 miles away

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ask about children

$525

Very Good (2 reviews)

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from $525 / night

(21)

1 / 16

Kihei Apartment - 2.3 miles away

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

$425

Very Good (21 reviews)

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from $425 / night

(4)

1 / 16

Kihei Apartment - 2.3 miles away

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ask about children

$383

Very Good (4 reviews)

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from $383 / night

1 / 16

Kihei Apartment - 2.3 miles away

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

from $383 / night

(3)

1 / 16

Kihei Apartment - 2.3 miles away

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

$383

Average (3 reviews)

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from $383 / night

(2)

1 / 24

Maui Villa - 2.5 miles away

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

$2700

Very Good (2 reviews)

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from $2700 / night

(6)

1 / 32

Kihei House - 3.2 miles away

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$475

Very Good (6 reviews)

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from $475 / night

(5)

1 / 22

Kihei House - 3.2 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

$475

Very Good (5 reviews)

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from $475 / night

1 / 33

Kihei House - 4.6 miles away

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

from $790 / night

(17)

1 / 40

Kihei House - 4.8 miles away

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“This is a great place to stay when visiting Maui for a family vacation. The home is located on a quiet street near roads that provide for easy access to major tourist sites on the island and is near some great beaches. The town of Kihie has all...”
- Review left on 10/13/2014

$475

Very Good (17 reviews)

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from $475 / night

1 / 33

Kihei Townhouse - 4.8 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $250 / night

(11)

1 / 36

Kihei House - 4.8 miles away

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$495

Excellent (11 reviews)

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from $495 / night

1 / 23

Kihei Apartment - 5.1 miles away

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

from $295 / night

(2)

1 / 42

Kihei Condo - 5.3 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We very much enjoyed our stay in Unit 4G. The condo is nicely furnished and very roomy & comfortable. I plan on renting this unit for another week in 2018...”
- Review left on 03/12/2017

$325

Excellent (2 reviews)

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from $325 / night

(2)

1 / 34

Kihei Townhouse - 5.3 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Ours was a family trip and we had 10 altogether for a short time but 3 of them stayed down the street aways. We had such a wonderful time and our place fit us perfectly and had everything we needed plus it was very tastefully decorated in a...”
- Review left on 04/27/2015

$375

Excellent (2 reviews)

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from $375 / night

1 / 45

Kihei Townhouse - 5.3 miles away

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

from $275 / night

1 / 45

Kihei Townhouse - 5.3 miles away

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

from $245 / night

(9)

1 / 34

Kihei Townhouse - 5.3 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We enjoyed our stay in the KOA resort condo. The space was plenty for 4 adults and 3 kids and the proximity to the beach and other Maui activities was excellent. We weren't able to find some promised accessories in the condo and Kelli was very...”
- Review left on 11/27/2016

$250

Very Good (9 reviews)

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from $250 / night

(3)

1 / 36

Kihei Townhouse - 5.3 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We couldn't have asked for a better spot for our family gathering. Our first trip to Maui and we had plenty of room for our kids and grandkids. Great central location on the island, as well as being secluded with close access to beach. Great beach...”
- Review left on 01/14/2016

$375

Very Good (3 reviews)

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from $375 / night

(6)

1 / 18

Kihei Apartment - 5.3 miles away

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$395

Very Good (6 reviews)

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from $395 / night

(5)

1 / 18

Kihei Apartment - 5.3 miles away

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

$245

Very Good (5 reviews)

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from $245 / night

(2)

1 / 20

Kihei Townhouse - 5.4 miles away

  • 4
  • 10
  • Min stay varies
  • Ask about children
  • Air conditioning
“We really enjoyed our stay in the condo in Kihea.The accomodations were very comfortable and homey. We really appreciated the play equipment available for us to use, the coolers and all the kitchen equipment. The grounds were beatiful and well...”
- Review left on 04/25/2011

$395

Excellent (2 reviews)

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from $395 / night

(13)

1 / 16

Kihei Apartment - 5.4 miles away

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ask about children

$350

Very Good (13 reviews)

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from $350 / night

(18)

1 / 16

Kihei Apartment - 5.4 miles away

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ask about children

$375

Very Good (18 reviews)

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from $375 / night

(11)

1 / 16

Kihei Apartment - 5.4 miles away

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ask about children

$350

Excellent (11 reviews)

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from $350 / night

(3)

1 / 23

Kihei House - 6.8 miles away

  • 4
  • 9
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Rented for two weeks with my four grand children and thier parents. very clean well kept and well equiped, very nice pool and deck area, across a QUITE street to a nice beach for the kids to play all in, walking distance to good resturants, groceries...”
- Review left on 03/28/2013

$450

Very Good (3 reviews)

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from $450 / night

1 / 37

Kula House - 10.3 miles away

  • 3
  • 7
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from $219 / night

(1)

1 / 21

Makawao House - 14 miles away

  • 4
  • 8
  • Min stay varies

$245

Excellent (1 reviews)

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from $245 / night

(1)

1 / 10

Makawao House - 14.1 miles away

  • 3
  • 6
  • Min stay varies

$175

Excellent (1 reviews)

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from $175 / night

(2)

1 / 38

Haiku House - 15 miles away

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Car not necessary

$475

Very Good (2 reviews)

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from $475 / night

1 / 23

Lahaina Villa - 16.6 miles away

  • 5
  • 10
  • Min stay varies
  • Child friendly

$2142

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from $2142 / night