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Holiday Lettings
> North America
> United States
> Hawaii
> Maui
> Villas and condos in Wailea

Villas in Wailea and Condos - Holiday Lettings - Holiday Rentals Wailea

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Apartment (10)
  • Villa (1)
  • Condo (1)

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12 Holiday homes

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Cycling holidays

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £178 / night

£1,210 / week

1 / 16

Apartment rental in Wailea

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £323 / night

£2,262 / week

1 / 29

Wailea holiday apartment rental

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £297 / night

£2,076 / week

1 / 32

Holiday apartment letting

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £210 / night

£1,466 / week

1 / 21

Apartment rental in Wailea with shared pool

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £319 / night

£2,234 / week

1 / 20

Holiday apartment in Wailea

Wailea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £412 / night

£2,881 / week

1 / 34

Holiday apartment in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £370 / night

£2,588 / week

1 / 40

Apartment rental in Wailea with shared pool

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £450 / night

£3,150 / week

1 / 59

Wailea holiday apartment rental

Wailea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £392 / night

£2,741 / week

1 / 48

Holiday apartment with shared pool, golf nearby in Wailea

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5
13 reviews

from £342 / night

£2,395 / week

1 / 24

Holiday villa with golf nearby in Wailea

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8
1 review

from £846 / night

£5,920 / week

1 / 33

Wailea holiday apartment rental

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £452 / night

£3,162 / week

1 / 37

These homes match some but not all of your filters.

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Condo rental in Wailea with shared pool, golf nearby

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

22 reviews

from £316 / night

£2,208 / week

1 / 17

Holiday apartment with shared pool in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

26 reviews

from £778 / night

£5,440 / week

1 / 21

Holiday condo with shared pool, golf nearby in Wailea

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Cycling holidays

1 review

from £207 / night

£1,448 / week

1 / 23

Holiday condo in Wailea

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

3 reviews

from £252 / night

£1,760 / week

1 / 29

Holiday apartment with shared pool in Wailea

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

1 review

from £202 / night

£1,338 / week

1 / 24

Holiday condo rental

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Cycling holidays

from £261 / night

£1,824 / week

1 / 17

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cycling holidays

from £304 / night

£2,124 / week

1 / 16

Holiday condo with shared pool, golf nearby in Wailea

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

from £355 / night

£2,484 / week

1 / 8

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £549 / night

£3,840 / week

1 / 41

Wailea holiday condo rental

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £549 / night

£3,840 / week

1 / 40

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £549 / night

£3,840 / week

1 / 35

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £549 / night

£3,840 / week

1 / 37

Holiday apartment with shared pool in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Cycling holidays

from £1,133 / night

£7,930 / week

1 / 19

Holiday apartment in Wailea

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

from £182 / night

£1,274 / week

1 / 21

Condo rental in Wailea

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

4 reviews

from £529 / night

£3,519 - £5,096 / week

1 / 41

Holiday apartment in Wailea

Wailea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

2 reviews

from £538 / night

£3,406 / week

1 / 51

Holiday apartment in Wailea

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £228 / night

£1,591 / week

1 / 39

Holiday condo rental

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £278 / night

£1,947 / week

1 / 45

Wailea holiday apartment rental

Wailea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

2 reviews

from £549 / night

£3,843 / week

1 / 31

Wailea holiday condo rental

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £310 / night

£2,170 / week

1 / 31

Holiday condo with golf nearby in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £175 / night

£1,222 / week

1 / 36

Holiday condo accommodation

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cycling holidays

from £119 / night

£831 / week

1 / 30

Wailea holiday apartment rental

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

6 reviews

from £318 / night

£2,225 / week

1 / 24

Wailea holiday home rental

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

from £589 / night

£4,121 / week

1 / 51

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

1 review

from £278 / night

£1,947 / week

1 / 37

Wailea holiday home rental

Wailea house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

from £597 / night

£4,177 / week

1 / 38

Apartment rental in Wailea with golf nearby

Wailea apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

15 reviews

from £2,039 / night

£14,271 / week

1 / 67

Holiday home with golf nearby in Wailea

Wailea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

1 review

from £438 / night

£3,062 / week

1 / 51

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