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

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1,391 Holiday homes

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 £757 / night

£5,297 / week

Enquire View

from £757 / night

(15) Excellent 

17

Condo rental in Wailea with shared pool, golf nearby

Maui / Wailea

1 4 min stay varies

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

from £168 / night

£1,174 / week

Book View

from £168 / night

(16) Very Good 

16

Holiday apartment in Wailea

Maui / Wailea

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £304 / night

£2,125 - £3,903 / week

Enquire View

from £304 / night

(1) 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 £1,061 / night

£7,427 / week

Enquire View

from £1,061 / night

(1) Excellent 

50

Villa rental in Wailea with shared pool

Maui / Wailea

3 6 min stay varies

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

from £780 / night

£5,457 / week

Enquire View

from £780 / 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 £757 / night

£5,297 / week

Enquire View

from £757 / night

16

Wailea holiday apartment rental

Maui / Wailea

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £319 / night

£2,231 - £5,053 / week

Enquire View

from £319 / 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 £191 / night

£1,293 - £1,294 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £191 / 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 £172 / night

£1,198 - £2,130 / week

Book View

from £172 / night

(2) Excellent 

50

Wailea holiday home rental

Maui / Wailea

3 6 5 nights min

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

from £795 / night

£5,564 / week

Enquire View

from £795 / night

26

Holiday condo with shared pool in Wailea

Maui / Wailea

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £378 / night

£2,641 / week

Book View

from £378 / night

16

Holiday apartment in Wailea

Maui / Wailea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £258 / night

£1,805 - £4,520 / week

Enquire View

from £258 / night

(4) Excellent 

16

Holiday apartment in Wailea

Maui / Wailea

2 4 min stay varies

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

from £471 / night

£3,296 - £6,256 / week

Enquire View

from £471 / night

(2) Excellent 

16

Holiday apartment in Wailea

Maui / Wailea

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £380 / night

£2,657 - £5,191 / week

Enquire View

from £380 / night

(11) Excellent 

25

Wailea holiday apartment rental

Maui / Wailea

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £114 / night

£799 - £905 / week

Book View

Responds fast!
avg. 3 hours 34 minutes

from £114 / night

16

Wailea holiday apartment rental

Maui / Wailea

2 4 min stay varies

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

from £410 / night

£2,870 - £5,191 / week

Enquire View

from £410 / 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 £92 / night

£639 - £879 / week

Book View

Responds fast!
avg. 3 hours 34 minutes

from £92 / night

(17) Excellent 

16

Holiday apartment in Wailea

Maui / Wailea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £258 / night

£1,805 - £4,520 / week

Enquire View

from £258 / night

(3) Very Good 

16

Holiday apartment in Wailea

Maui / Wailea

2 4 min stay varies

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

from £509 / night

£3,562 - £6,256 / week

Enquire View

from £509 / night

15

Holiday apartment in Wailea

Maui / Wailea

2 4 min stay varies

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

from £433 / night

£3,030 - £6,256 / week

Enquire View

from £433 / night

(1) Excellent 

16

Holiday apartment rental

Maui / Wailea

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £988 / night

£6,916 - £13,304 / week

Enquire View

from £988 / night

(2) 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 £421 / night

£2,945 / week

Book View

from £421 / 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

£799 / week

Book View

Responds fast!
avg. 3 hours 34 minutes

from £114 / night

(9) Excellent 

50

Villa rental in Wailea with shared pool

Maui / Wailea

4 8 5 nights min

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

from £1,289 / night

£9,024 / week

Enquire View

from £1,289 / 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 £1,978 / night

£13,842 / week

Enquire View

from £1,978 / 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 £99 / night

£623 - £1,113 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £99 / night

(5) 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 £115 / night

£759 - £915 / week

Book View

from £115 / night

16

Wailea holiday apartment rental

Maui / Wailea

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £335 / night

£2,343 - £5,053 / week

Enquire View

from £335 / night

(12) Excellent 

16

Apartment rental in Wailea

Maui / Wailea

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,194 / night

£8,353 - £9,844 / week

Enquire View

from £1,194 / night

21

Holiday condo in Wailea

Maui / Wailea

1 4 min stay varies

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

from £229 / night

£1,601 / week

Book View

Responds fast!
avg. 1 hour 30 minutes

from £229 / 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 £145 / night

£991 - £1,205 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £145 / night

16

Holiday apartment in Wailea

Maui / Wailea

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £144 / night

£1,007 - £2,337 / week

Enquire View

from £144 / night

(6) Excellent 

25

Holiday apartment with shared pool in Wailea

Maui / Wailea

2 6 min stay varies

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

from £183 / night

£1,281 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £183 / 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 £1,255 / night

£8,784 / week

Enquire View

from £1,255 / 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 £159 / night

£1,113 / week

Enquire View

from £159 / night

(8) Very Good 

16

Apartment rental in Wailea

Maui / Wailea

2 4 min stay varies

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

from £370 / night

£2,588 - £5,191 / week

Enquire View

from £370 / night

(11) Excellent 

70

Holiday apartment in Wailea

Maui / Wailea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £301 / night

£2,108 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £301 / night

(3) Very Good 

50

Wailea holiday villa rental

Maui / Wailea

3 6 5 nights min

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

from £1,236 / night

£8,651 / week

Enquire View

from £1,236 / 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 £206 / night

£1,441 / week

Book View

from £206 / night

(3) Excellent 

14

Holiday condo in Wailea

Maui / Wailea

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £198 / night

£1,385 / week

Book View

from £198 / night