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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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  • 4 and above
  • 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 (2)
  • Apartment (79)
  • Villa (8)
  • Cottage (3)
  • House (8)
  • Penthouse (1)
  • Condo (88)
  • Hotel apartment (13)

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2 Holiday homes

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Great rentals within 20 miles that match your search

Holiday studio in Lahaina

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £420 / night

£2,282 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday studio rental

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £182 / night

£1,272 / 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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Holiday condo in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £255 / night

£1,783 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Maalaea

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

6 reviews

from £302 / night

£2,108 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

7 reviews

from £199 / night

£1,390 / week

1 / 35

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

9 reviews

from £182 / night

£1,272 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Kihei

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

14 reviews

from £167 / night

£1,166 / week

1 / 32

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 £218 / night

£1,527 / 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 £452 / night

£3,162 / 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

£1,655 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Lahaina

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

5 reviews

from £365 / night

£2,549 / week

1 / 16

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

£4,056 - £4,183 / week

1 / 34

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 £178 / night

£1,246 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Ka'anapali

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

34 reviews

from £343 / night

£2,396 / week

1 / 30

Great rentals within 20 miles that match your search

Kihei ski home to rent.

Kihei house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

44 reviews

from £822 / night

£5,749 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday apartment rental

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £274 / night

£1,917 / week

1 / 16

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

£2,524 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Kihei

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £209 / night

£1,463 / week

1 / 12

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

31 reviews

from £165 / night

£1,150 / week

1 / 26

Great rentals within 20 miles that match your search

Kihei holiday apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

12 reviews

from £160 / night

£1,118 / week

1 / 29

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

£1,094 - £1,221 / week

1 / 22

Great rentals within 20 miles that match your search

Kihei holiday apartment let

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £273 / night

£1,910 / week

1 / 62

Great rentals within 20 miles that match your search

Kihei holiday apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £164 / night

£1,144 / week

1 / 29

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

£2,076 / week

1 / 14

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

£2,396 - £2,549 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday condo in Napili-Honokowai

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £137 / night

£959 / week

1 / 21

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

84 reviews

from £229 / night

£1,597 / week

1 / 17

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

3 reviews

from £434 / night

£3,035 / week

1 / 16

Great rentals within 20 miles that match your search

Apartment letting in Kihei with shared pool

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

16 reviews

from £145 / night

£1,016 / week

1 / 21

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

£5,743 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

25 reviews

from £212 / night

£1,479 - £2,595 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

13 reviews

from £388 / night

£2,715 / week

1 / 23

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

£1,846 / week

1 / 79

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Kihei

Kihei apartment

  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

62 reviews

from £282 / night

£1,974 / week

1 / 89

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

27 reviews

from £178 / night

£1,246 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £255 / night

£1,783 / week

1 / 32

Great rentals within 20 miles that match your search

Apartment rental in Kihei with shared pool

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

2 reviews

from £206 / night

£1,438 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £206 / night

£1,438 / week

1 / 24

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

9 reviews

from £264 / night

£1,846 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday hotel apartment in Ka'anapali

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

6 reviews

from £580 / night

£4,057 / week

1 / 35

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