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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

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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 (1)
  • Apartment (199)
  • Villa (3)
  • Cottage (2)
  • House (22)
  • Penthouse (1)
  • Condo (65)
  • Hotel apartment (1)

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Studio
Cycling holidays

Great rentals within 20 miles that match your search

Studio rental in Lahaina with shared pool

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £173 / night

£1,210 / week

1 / 26

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Condo rental in Kihei with shared pool

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

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: Property type

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: Property type

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: Property type

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: Property type

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: Property type

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: Property type

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: Property type

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: Property type

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: Property type

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: Property type

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: Property type

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: Property type

78 reviews

from £328 / night

£2,291 / week

1 / 32

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 £908 / night

£6,354 / 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 £362 / night

£2,528 / week

1 / 47

Great rentals within 20 miles that match your search

Paia holiday home rental

Paia house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £777 / night

£3,680 / week

1 / 12

Great rentals within 20 miles that match your search

Kihei holiday condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £178 / night

£1,242 - £1,888 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Kapalua

Kapalua condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £823 / night

£5,760 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Napili-Honokowai

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

3 reviews

from £3,109 / night

£21,759 / week

1 / 9

Great rentals within 20 miles that match your search

Apartment rental in Napili-Honokowai

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £215 / night

£1,504 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £229 / night

£1,600 / week

1 / 35

Great rentals within 20 miles that match your search

Napili-Honokowai holiday studio rental

Napili-Honokowai studio

  • Studio
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

from £288 / night

£2,016 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday studio rental

Kihei studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £447 / night

£3,130 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment in Napili-Honokowai

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £201 / night

£1,402 / 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

from £319 / night

£2,234 / week

1 / 32

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

from £182 / night

£1,274 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Lahaina

Lahaina apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £155 / night

£1,082 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Kapalua

Kapalua apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £1,645 / night

£11,513 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday apartment in Napili-Honokowai

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £228 / night

£1,594 / week

1 / 54

Great rentals within 20 miles that match your search

Apartment accommodation in Napili-Honokowai with shared pool

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £228 / night

£1,594 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home in Lahaina

Lahaina house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £2,743 / night

£19,199 / week

1 / 100

Great rentals within 20 miles that match your search

Napili-Honokowai holiday apartment rental

Napili-Honokowai apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £484 / night

£3,386 / week

1 / 80

Great rentals within 20 miles that match your search

Apartment rental in Kapalua with golf nearby

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £237 / night

£1,658 / week

1 / 49

Great rentals within 20 miles that match your search

Ka'anapali holiday apartment rental

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £210 / night

£1,466 / week

1 / 20

Great rentals within 20 miles that match your search

Ka'anapali holiday condo rental

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

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

1 filter does not match: Property type

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

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

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

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

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

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £1,045 / night

£7,315 / week

1 / 29

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