Updating

Dates
...

Viewing 40 of 57 rentals in Wailea

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

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
  • House (1)

All filters (2)

Filters (2)

Clear filters

1 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Haiku

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
102 reviews

from £823 / night

£5,760 / week

1 / 26

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday home with swimming pool in Kihei

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

1 review

from £1,454 / night

£10,176 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday condo in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private outdoor pool (unheated)

7 reviews

from £224 / night

£1,344 / week

1 / 23

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: Private outdoor pool (unheated)

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: Private outdoor pool (unheated)

2 reviews

from £435 / night

£2,560 / week

1 / 7

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: Private outdoor pool (unheated)

from £183 / night

£1,280 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (unheated)

1 review

from £275 / night

£1,829 - £2,469 / week

1 / 85

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: Private outdoor pool (unheated)

from £274 / night

£1,914 / week

1 / 27

Great rentals within 20 miles that match your search

Condo letting in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from £206 / night

£1,440 / 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: Private outdoor pool (unheated)

from £174 / night

£1,216 / week

1 / 23

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: Private outdoor pool (unheated)

3 reviews

from £237 / night

£1,658 / 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: Private outdoor pool (unheated)

31 reviews

from £165 / night

£1,152 / week

1 / 26

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: Private outdoor pool (unheated)

13 reviews

from £343 / night

£2,400 / week

1 / 24

Great rentals within 20 miles that match your search

Kihei holiday apartment rental

Kihei apartment

  • 1 bathroom
  • sleeps 2

1 filter does not match: Private outdoor pool (unheated)

53 reviews

from £265 / night

£1,850 / week

1 / 79

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Paia

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Cycling holidays

1 review

from £1,367 / night

£9,568 / week

1 / 27

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: Private outdoor pool (unheated)

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: Private outdoor pool (unheated)

27 reviews

from £179 / night

£1,248 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

32 reviews

from £320 / night

£2,240 / week

1 / 36

Great rentals within 20 miles that match your search

Kihei holiday apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cycling holidays

7 reviews

from £255 / night

£1,786 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday apartment in Kihei

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (unheated)

9 reviews

from £412 / night

£2,880 / week

1 / 49

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: Private outdoor pool (unheated)

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: Private outdoor pool (unheated)

from £777 / night

£3,680 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Wailea

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (unheated)

1 review

from £846 / night

£5,920 / week

1 / 33

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: Private outdoor pool (unheated)

from £178 / night

£1,242 - £1,888 / week

1 / 16

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: Private outdoor pool (unheated)

162 reviews

from £160 / night

£1,118 / week

1 / 27

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: Private outdoor pool (unheated)

2 reviews

from £229 / night

£1,600 / week

1 / 35

Great rentals within 20 miles that match your search

Maalaea holiday condo rental

Maalaea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from £229 / night

£1,600 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo with swimming pool in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £187 / night

£1,306 / week

1 / 27

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: Private outdoor pool (unheated)

12 reviews

from £160 / night

£1,120 / week

1 / 29

Great rentals within 20 miles that match your search

Maalaea holiday condo rental

Maalaea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Private outdoor pool (unheated)

from £417 / night

£2,919 / week

1 / 91

Great rentals within 20 miles that match your search

Holiday apartment letting

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from £210 / night

£1,466 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from £179 / night

£1,212 / week

1 / 16

Great rentals within 20 miles that match your search

Apartment rental in Wailea with shared pool

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from £319 / night

£2,234 / week

1 / 20

Great rentals within 20 miles that match your search

Wailea holiday apartment rental

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from £280 / night

£1,959 / week

1 / 32

Great rentals within 20 miles that match your search

Apartment rental in Wailea with shared pool

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (unheated)

from £451 / night

£3,155 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday apartment in Wailea

Wailea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (unheated)

from £413 / night

£2,887 / week

1 / 34

Great rentals within 20 miles that match your search

Wailea holiday apartment rental

Wailea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (unheated)

from £356 / night

£2,490 / week

1 / 48

Great rentals within 20 miles that match your search

Wailuku holiday condo rental

Wailuku condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

from £223 / night

£1,555 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Kihei

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Private outdoor pool (unheated)

5 reviews

from £151 / night

£1,056 - £1,184 / week

1 / 34

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: Private outdoor pool (unheated)

from £255 / night

£1,786 / week

1 / 32

×

Also consider