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Holiday Lettings
> North America
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> 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
  • Apartment (2)
  • Condo (24)

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26 Holiday homes

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Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £501 / night

£3,507 / week

1 / 24

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £940 / night

£6,576 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Kapalua

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £357 / night

£2,499 / week

1 / 73

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £732 / night

£5,120 / week

1 / 28

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,255 / night

£8,780 / week

1 / 28

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,255 / night

£8,780 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Napili-Honokowai

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £210 / night

£1,466 / week

1 / 31

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £941 / night

£6,585 / week

1 / 24

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,045 / night

£7,315 / week

1 / 33

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,045 / night

£7,315 / week

1 / 33

Great rentals within 20 miles that match your search

Ka'anapali holiday condo rental

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,045 / night

£7,315 / week

1 / 33

Great rentals within 20 miles that match your search

Condo rental in Ka'anapali with shared pool, golf nearby

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £606 / night

£4,237 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday condo rental

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £585 / night

£4,096 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday condo rental

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £585 / night

£4,096 / week

1 / 43

Great rentals within 20 miles that match your search

Condo rental in Ka'anapali with shared pool, golf nearby

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £638 / night

£4,461 / week

1 / 43

Great rentals within 20 miles that match your search

Condo rental in Ka'anapali with shared pool, golf nearby

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £763 / night

£5,338 / week

1 / 43

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £543 / night

£3,802 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday condo rental

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £334 / night

£2,336 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday condo rental

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £386 / night

£2,701 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday condo rental

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £459 / night

£3,213 / week

1 / 38

Great rentals within 20 miles that match your search

Ka'anapali holiday condo rental

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £511 / night

£3,578 / week

1 / 38

Great rentals within 20 miles that match your search

Condo rental in Ka'anapali with shared pool, golf nearby

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £344 / night

£2,407 / week

1 / 38

Great rentals within 20 miles that match your search

Condo rental in Ka'anapali with shared pool, golf nearby

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £459 / night

£3,213 / week

1 / 38

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £1,045 / night

£7,315 / week

1 / 29

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £1,045 / night

£7,315 / week

1 / 29

Great rentals within 20 miles that match your search

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

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £1,045 / night

£7,315 / week

1 / 29

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Villa rental in Ka'anapali with golf nearby

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

1 review

from £653 / night

£4,571 / week

1 / 12

Great rentals within 20 miles that match your search

Condo rental in Kihei with shared pool

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Boat available

1 review

from £275 / night

£1,920 / week

1 / 18

Great rentals within 20 miles that match your search

Cottage rental in Paia

Paia cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Boat available

2 reviews

from £435 / night

£2,560 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Haiku

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Boat available

102 reviews

from £823 / night

£5,760 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Kihei

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Boat available

from £183 / night

£1,280 / week

1 / 19

Great rentals within 20 miles that match your search

Kihei holiday condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Boat available

from £274 / night

£1,914 / week

1 / 27

Great rentals within 20 miles that match your search

Condo rental in Kihei

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Boat available

from £174 / night

£1,216 / week

1 / 23

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: Boat available

31 reviews

from £453 / night

£3,168 / 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: Boat available

3 reviews

from £237 / night

£1,658 / week

1 / 34

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: Boat available

15 reviews

from £169 / night

£1,096 - £1,224 / week

1 / 22

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: Boat available

13 reviews

from £343 / night

£2,400 / week

1 / 24

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: Boat available

62 reviews

from £283 / night

£1,978 / 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: Boat available

27 reviews

from £179 / night

£1,248 / week

1 / 39

Great rentals within 20 miles that match your search

Cottage rental in Haiku

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Boat available

78 reviews

from £328 / night

£2,291 / week

1 / 32

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