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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)
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  • 3 and above
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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
  • Studio (4)
  • Apartment (177)
  • Villa (11)
  • Cottage (3)
  • House (29)
  • Penthouse (1)
  • Condo (114)
  • Hotel apartment (6)

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4 Holiday homes

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Studio
Sea view

Great rentals within 20 miles that match your search

Napili-Honokowai holiday studio rental

Napili-Honokowai studio

  • Studio
  • 2 bathrooms
  • sleeps 4

from £288 / night

£2,014 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday studio in Lahaina

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £421 / night

£2,284 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday studio with shared pool, golf nearby in Ka'anapali

Ka'anapali studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £240 / night

£1,675 - £2,423 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday studio rental

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £182 / night

£1,273 / week

1 / 9

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Kihei holiday condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £273 / night

£1,912 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Lahaina

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £327 / night

£2,289 / week

1 / 26

Great rentals within 20 miles that match your search

Kihei holiday condo let

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

5 reviews

from £411 / night

£2,877 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo rental

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £456 / night

£3,191 / week

1 / 9

Great rentals within 20 miles that match your search

Kihei holiday condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £136 / night

£953 / week

1 / 14

Great rentals within 20 miles that match your search

Lahaina holiday condo rental

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £274 / night

£1,918 / week

1 / 8

Great rentals within 20 miles that match your search

Condo rental in Wailea with shared pool, golf nearby

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

22 reviews

from £316 / night

£2,206 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Lahaina

Lahaina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

4 reviews

from £1,270 / night

£8,887 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

15 reviews

from £219 / night

£1,528 / week

1 / 12

Great rentals within 20 miles that match your search

Napili-Honokowai holiday apartment rental

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

31 reviews

from £453 / night

£3,165 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £237 / night

£1,656 / week

1 / 34

Great rentals within 20 miles that match your search

Kihei holiday home rental

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

16 reviews

from £406 / night

£4,059 - £4,187 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment in Kihei

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

11 reviews

from £361 / night

£2,526 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Ka'anapali

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

15 reviews

from £168 / night

£1,095 - £1,222 / week

1 / 22

Great rentals within 20 miles that match your search

Kihei holiday apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

25 reviews

from £456 / night

£3,191 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment in Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

29 reviews

from £297 / night

£2,078 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Wailea

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

13 reviews

from £343 / night

£2,398 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment letting

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

41 reviews

from £343 / night

£2,398 - £2,551 / week

1 / 50

Great rentals within 20 miles that match your search

Apartment rental in Ka'anapali

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

32 reviews

from £365 / night

£2,551 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

4 reviews

from £270 / night

£1,617 / week

1 / 33

Great rentals within 20 miles that match your search

Lahaina holiday apartment rental

Lahaina apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

28 reviews

from £821 / night

£5,748 / week

1 / 31

Great rentals within 20 miles that match your search

Cottage rental in Paia

Paia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

26 reviews

from £293 / night

£2,046 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £133 / night

£832 / week

1 / 20

Great rentals within 20 miles that match your search

Kihei holiday apartment rental

Kihei apartment

  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

53 reviews

from £264 / night

£1,848 / week

1 / 79

Great rentals within 20 miles that match your search

Holiday apartment in Napili-Honokowai

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £159 / night

£1,113 - £2,097 / week

1 / 24

Great rentals within 20 miles that match your search

Apartment rental in Napili-Honokowai

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

52 reviews

from £144 / night

£1,005 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

26 reviews

from £777 / night

£5,435 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

24 reviews

from £639 / night

£4,469 / week

1 / 30

Great rentals within 20 miles that match your search

Ka'anapali holiday apartment rental

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

59 reviews

from £337 / night

£2,360 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Maalaea

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

74 reviews

from £247 / night

£1,151 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday apartment in Maalaea

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

71 reviews

from £183 / night

£1,279 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

12 reviews

from £434 / night

£3,037 / week

1 / 18

Great rentals within 20 miles that match your search

Villa rental in Lahaina with shared pool

Lahaina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £907 / night

£6,348 / week

1 / 23

Great rentals within 20 miles that match your search

Kihei holiday condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

7 reviews

from £361 / night

£2,526 / week

1 / 47

Great rentals within 20 miles that match your search

Kihei holiday condo let

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

39 reviews

from £264 / night

£1,848 / week

1 / 97

Great rentals within 20 miles that match your search

Holiday home in Kihei

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £2,010 / night

£14,066 / week

1 / 14

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