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Holiday houses for rent in Wailea

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Holiday home rental

Wailea house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 8

“A paradise for our family vacation” We have rented this house for our family vacation for the past 3 years and it is truly perfect. The location is great...close to lots of restaurants and easy base to explore all of Maui. Wonderful house, terrific layout, lovely and comfortable furnishings and the beautiful waterfront yard is great for our grandkids. We love kayaking with the whales and turtles and then relaxing in the pool or on the lanai for stunning sunsets. House and kitchen are well extremely equipped and everyone at Tropical Villa Vacations makes sure that your vacation is trouble free. We will be back next year!

from £3,791 / night

£26,534 / week

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Holiday home rental

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £2,650 / night

£18,545 / week

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Holiday home rental

Wailea house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £3,995 / night

£27,961 / week

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Holiday home in Wailea

Wailea house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Our getaway to the beauty of the ocean & Maui.” A spectacular view from the balcony that draws you to it when you enter Regal Mandalay. Every amenity is provided to make our stay stress free and enjoyable. The beds are comfortable for a great nights sleep. The location to the pools, beach, & walking path bring us back every year. The friendliness & helpfullness of the staff is like talking to family. We felt at home the entire stay and will return. We find the convenience to the golf courses as well as great eateries the best on the island.

from £1,382 / night

£9,672 / week

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Holiday home with shared pool in Wailea

Wailea house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £1,382 / night

£9,672 / week

1 / 49

Holiday home letting

Wailea house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“excellent” We had a wonderful stay made more relaxing by the great service and close proximity to the beach. We would definitely stay again

from £1,345 / night

£9,416 / week

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Wailea holiday home rental

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £1,545 / night

£10,814 / week

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Holiday home rental

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £2,197 / night

£15,379 / week

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Holiday home with golf nearby in Wailea

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £359 / night

£2,507 / week

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Holiday home with golf nearby in Wailea

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £285 / night

£1,993 / week

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Wailea holiday home let

Wailea house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £318 / night

£2,222 / week

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Holiday home in Wailea

Wailea house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £224 / night

£1,568 / week

1 / 13

Holiday home with golf nearby in Wailea

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £350 / night

£2,450 / week

1 / 30

Holiday home in Wailea

Wailea house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Outstanding” My family and I stayed at the Wailea Sunset Bungalow. Amazing property, very clean, extremely well stocked, and all the amenities you would ever expect/need (the water and Chapstick on each nightstand was a thoughtful touch). The property is properly maintained both inside and out. It's private, and in an excellent location. We have stayed in Hana, Makena, Paia, Wailea, Ka'anapali, Haiku, Lahaina, and Kapalua, in Hotels and private homes, over a period of 10 years. This place was our favorite! If prodded, the only thing I would like to see, is a small price reduction. It's not competitively priced for the area. If you can get past the price, you will not be disappointed. This is as good as it gets... really!

from £1,101 / night

£7,704 / week

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Wailea holiday home accommodation

Wailea house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £318 / night

£2,222 / week

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Home rental in Wailea with golf nearby

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £179 / night

£1,251 / week

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Holiday home with golf nearby in Wailea

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £571 / night

£3,992 / week

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Wailea holiday home accommodation

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £595 / night

£4,160 / week

1 / 30

Wailea holiday home let

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £595 / night

£4,160 / week

1 / 30

Holiday home with golf nearby in Wailea

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £530 / night

£3,706 / week

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Wailea holiday home rental

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £571 / night

£3,992 / week

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Holiday home with golf nearby in Wailea

Wailea house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £464 / night

£3,247 / week

1 / 30

Wailea holiday home rental

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £1,627 / night

£11,384 / week

1 / 48

Wailea holiday home rental

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £366 / night

£2,562 / week

1 / 35

Wailea holiday home rental

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £252 / night

£1,764 / week

1 / 24

Holiday home with golf nearby in Wailea

Wailea house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,060 / night

£7,418 / week

1 / 47

Holiday home with golf nearby in Wailea

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £595 / night

£4,163 / week

1 / 30

Holiday home with golf nearby in Wailea

Wailea house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £407 / night

£2,848 / week

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Holiday home with golf nearby in Wailea

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £595 / night

£4,163 / week

1 / 30

Wailea holiday home rental

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £538 / night

£3,763 / week

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Holiday home with golf nearby in Wailea

Wailea house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £531 / night

£3,712 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Lahaina

Lahaina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,205 / night

£8,435 / week

1 / 48

Kihei holiday home rental

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £415 / night

£4,151 - £4,282 / week

1 / 34

Holiday home rental

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £3,218 / night

£22,524 / week

1 / 28

Holiday home in Kihei

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £4,152 / night

£29,062 / week

1 / 27

Holiday home in Kihei

Kihei house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £747 / night

£5,224 / week

1 / 21

Holiday home with swimming pool in Paia

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

from £1,397 / night

£9,775 / week

1 / 27

Holiday home in Makawao

Makawao house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £818 / night

£5,721 / week

1 / 30

Home rental in Haiku

Haiku house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £281 / night

£1,962 / week

1 / 8

Paia holiday home rental

Paia house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from £608 / night

£3,760 / week

1 / 12

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