Villas in Wailea and Condos - Holiday Lettings - Holiday Rentals Wailea

Close

View larger map

Also consider

North America Holidays
193554 properties
United States Holidays
149097 properties

Wailea

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,018 Holiday homes

(3) Excellent 

36

Holiday condo with shared pool in Wailea

Maui / Wailea

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £322 / night

£2,253 / week

Book View

from £322 / night

(1) Excellent 

15

Holiday apartment in Wailea

Maui / Wailea

2 8 4 nights min

  • 2 bedrooms
  • sleeps 8
  • 4 nights min
  • Nearest beach 1 km
  • Child friendly

from £144 / night

£985 - £1,196 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from £144 / night

(7) Excellent 

16

Holiday apartment in Wailea

Maui / Wailea

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £321 / night

£2,246 - £3,959 / week

Enquire View

from £321 / night

(1) Excellent 

15

Wailea holiday villa rental

Maui / Wailea

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children
  • Air conditioning

from £1,280 / night

£8,958 / week

Enquire View

from £1,280 / night

21

Holiday condo in Wailea

Maui / Wailea

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly

from £228 / night

£1,590 / week

Book View

Responds fast!
avg. 2 hours 14 minutes

from £228 / night

10

Wailea holiday condo rental

Maui / Wailea

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 0.01 km
  • Swimming pool
  • Child friendly

from £133 / night

£928 / week

Book View

from £133 / night

(3) Excellent 

44

Holiday condo rental

Maui / Wailea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £148 / night

£1,031 / week

Book View

from £148 / night

31

Holiday condo rental

Maui / Wailea

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £114 / night

£795 / week

Book View

Responds fast!
avg. 3 hours 47 minutes

from £114 / night

(3) Excellent 

24

Holiday villa with golf nearby in Wailea

Maui / Wailea

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

from £833 / night

£5,829 / week

Book View

from £833 / night

23

Holiday condo accommodation

Maui / Wailea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £171 / night

£1,193 - £2,120 / week

Book View

from £171 / night

33

Holiday villa with golf nearby in Wailea

Maui / Wailea

3 8 6 nights min

  • 3 bedrooms
  • sleeps 8
  • 6 nights min
  • Child friendly

from £455 / night

£3,180 / week

Book View

from £455 / night

17

Holiday condo in Wailea

Maui / Wailea

1 3 4 nights min

  • 1 bedroom
  • sleeps 3
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £110 / night

£769 / week

Enquire View

from £110 / night

50

Holiday home with shared pool in Wailea

Maui / Wailea

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £752 / night

£5,259 / week

Enquire View

from £752 / night

(1) Excellent 

24

Holiday apartment with shared pool in Wailea

Maui / Wailea

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £83 / night

£529 - £1,105 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £83 / night

(6) Excellent 

50

Holiday home letting

Maui / Wailea

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,246 / night

£8,720 / week

Enquire View

from £1,246 / night

(13) Excellent 

17

Condo rental in Wailea with shared pool, golf nearby

Maui / Wailea

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £167 / night

£1,166 / week

Book View

from £167 / night

(2) Excellent 

50

Wailea holiday villa let

Maui / Wailea

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £752 / night

£5,259 / week

Enquire View

from £752 / night

(7) Excellent 

50

Holiday home in Wailea

Maui / Wailea

3 6 6 nights min

  • 3 bedrooms
  • sleeps 6
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £789 / night

£5,523 / week

Enquire View

from £789 / night

(1) Excellent 

23

Holiday condo with shared pool, golf nearby in Wailea

Maui / Wailea

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Air conditioning

from £151 / night

£1,055 / week

Enquire View

from £151 / night

(6) Excellent 

25

Holiday apartment with shared pool in Wailea

Maui / Wailea

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £182 / night

£1,272 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £182 / night

(3) Very Good 

50

Wailea holiday villa rental

Maui / Wailea

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,246 / night

£8,720 / week

Enquire View

from £1,246 / night

16

Wailea holiday apartment rental

Maui / Wailea

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £333 / night

£2,326 - £5,016 / week

Enquire View

from £333 / night

16

Wailea holiday apartment rental

Maui / Wailea

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Ask owner if suitable for children
  • Ask about pets

from £333 / night

£2,326 - £5,016 / week

Enquire View

from £333 / night

(1) Excellent 

50

Holiday home rental

Maui / Wailea

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,205 / night

£8,430 / week

Enquire View

from £1,205 / night

34

Condo accommodation in Wailea

Maui / Wailea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £223 / night

£1,559 / week

Enquire View

from £223 / night

(14) Excellent 

24

Holiday apartment with shared pool, golf nearby in Wailea

Maui / Wailea

1 5 4 nights min

  • 1 bedroom
  • sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £209 / night

£1,458 / week

Book View

from £209 / night

33

Villa rental in Wailea with shared pool

Maui / Wailea

3 8 6 nights min

  • 3 bedrooms
  • sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £455 / night

£3,180 / week

Book View

from £455 / night

(6) Excellent 

50

Holiday villa with shared pool in Wailea

Maui / Wailea

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,658 / night

£11,601 / week

Enquire View

from £1,658 / night

(9) Excellent 

50

Holiday villa with swimming pool in Wailea

Maui / Wailea

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,167 / night

£8,166 / week

Enquire View

from £1,167 / night

(19) Excellent 

25

Holiday apartment in Wailea

Maui / Wailea

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Car not necessary

from £170 / night

£1,284 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £170 / night

(1) Excellent 

23

Wailea holiday condo rental

Maui / Wailea

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £417 / night

£2,915 / week

Book View

from £417 / night

(2) Excellent 

50

Holiday villa with shared pool in Wailea

Maui / Wailea

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £752 / night

£5,259 / week

Enquire View

from £752 / night

25

Holiday condo with shared pool in Wailea

Maui / Wailea

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £205 / night

£1,431 / week

Book View

from £205 / night

(1) Very Good 

24

Apartment rental in Wailea with shared pool

Maui / Wailea

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £87 / night

£608 - £1,052 / week

Book View

Responds fast!
avg. 3 hours 1 minutes

from £87 / night

21

Condo rental in Wailea with shared pool, golf nearby

Maui / Wailea

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £143 / night

£1,002 / week

Book View

from £143 / night

50

Holiday home rental

Maui / Wailea

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,963 / night

£13,741 / week

Enquire View

from £1,963 / night

(12) Very Good 

18

Wailea holiday apartment rental

Maui / Wailea

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £91 / night

£636 - £875 / week

Book View

Responds fast!
avg. 3 hours 47 minutes

from £91 / night

(17) Excellent 

16

Holiday apartment in Wailea

Maui / Wailea

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £264 / night

£1,845 - £4,487 / week

Enquire View

from £264 / night

16

Holiday apartment in Wailea

Maui / Wailea

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Ask owner if suitable for children
  • Ask about pets

from £370 / night

£2,590 - £5,016 / week

Enquire View

from £370 / night

27

Holiday home in Wailea

Maui / Wailea

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 0.3 km
  • Child friendly
  • Air conditioning

from £644 / night

£4,505 / week

Book View

from £644 / night