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

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1,317 Holiday homes

(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 £429 / night

£3,001 / week

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from £429 / 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 £148 / night

£1,014 - £1,232 / week

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Responds fast!
avg. 3 hours 7 minutes

from £148 / night

(4) Excellent 

16

Wailea ski apartment to rent.

Maui / Wailea

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £594 / night

£4,152 - £6,403 / week

Enquire View

from £594 / 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 £542 / night

£3,792 / week

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from £542 / night

31

Wailea holiday condo rental

Maui / Wailea

2 6 7 nights min

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

from £254 / night

£1,559 / week

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from £254 / night

(16) 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 £172 / night

£1,202 / week

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from £172 / night

(7) Excellent 

40

Holiday condo rental

Maui / Wailea

2 6 min stay varies

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

from £152 / night

£936 / week

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from £152 / 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 £386 / night

£2,698 / week

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from £386 / night

26

Condo rental in Wailea with shared pool

Maui / Wailea

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £117 / night

£813 / week

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from £117 / night

(13) Excellent 

0

Holiday home in Wailea

Maui / Wailea

2 4 5 nights min

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

from £853 / night

£5,967 / week

Enquire View

from £853 / night

(1) Excellent 

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 £542 / night

£3,792 / week

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from £542 / night

(2) Very Good 

16

Ski apartment to rent in Wailea

Maui / Wailea

1 4 5 nights min

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

from £183 / night

£1,281 - £1,831 / week

Enquire View

from £183 / 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 £775 / night

£5,422 / week

Enquire View

from £775 / 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 £102 / night

£638 - £1,139 / week

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Responds fast!
avg. 2 hours 54 minutes

from £102 / 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 £253 / night

£1,771 - £2,180 / week

Book View

from £253 / night

14

Wailea holiday condo rental

Maui / Wailea

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £187 / night

£1,181 - £1,836 / week

Book View

Responds fast!
avg. 32 minutes

from £187 / night

(5) Excellent 

16

Wailea holiday apartment rental

Maui / Wailea

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £233 / night

£1,630 - £2,098 / week

Enquire View

from £233 / night

(7) Very Good 

16

Wailea ski apartment to rent.

Maui / Wailea

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £477 / night

£3,335 - £6,403 / week

Enquire View

from £477 / 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 £109 / night

£758 - £1,085 / week

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from £109 / 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 £137 / night

£955 / week

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from £137 / night

16

Apartment rental in Wailea

Maui / Wailea

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Ask owner if suitable for children
  • Ask about pets

from £319 / night

£2,232 - £4,632 / week

Enquire View

from £319 / night

16

Ski apartment to rent in Wailea

Maui / Wailea

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £467 / night

£3,264 - £5,313 / week

Enquire View

from £467 / night

(13) Average 

16

Ski apartment to rent in Wailea

Maui / Wailea

1 4 5 nights min

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

from £129 / night

£899 - £1,831 / week

Enquire View

from £129 / night

16

Ski apartment to rent in Wailea

Maui / Wailea

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £327 / night

£2,283 - £4,626 / week

Enquire View

from £327 / night

16

Ski apartment to rent in Wailea

Maui / Wailea

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £343 / night

£2,398 - £5,171 / week

Enquire View

from £343 / 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 £195 / night

£1,325 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £195 / night

15

Wailea holiday apartment rental

Maui / Wailea

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £594 / night

£4,158 - £6,411 / week

Enquire View

from £594 / night

(7) Excellent 

8

Wailea ski apartment to rent.

Maui / Wailea

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £331 / night

£2,316 - £4,354 / week

Enquire View

from £331 / 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 £203 / night

£1,419 / week

Book View

from £203 / night

15

Ski apartment to rent in Wailea

Maui / Wailea

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £545 / night

£3,809 - £7,084 / week

Enquire View

from £545 / night

16

Ski apartment to rent in Wailea

Maui / Wailea

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £343 / night

£2,398 - £5,171 / week

Enquire View

from £343 / night

22

Home letting in Wailea with golf nearby

Maui / Wailea

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £1,127 / night

£7,884 / week

Book View

from £1,127 / night

(17) Very Good 

7

Wailea ski apartment to rent.

Maui / Wailea

1 4 5 nights min

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

from £327 / night

£2,289 - £4,349 / week

Enquire View

from £327 / 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 £230 / night

£1,610 / week

Enquire View

from £230 / night

16

Wailea ski apartment to rent.

Maui / Wailea

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £156 / night

£1,090 - £2,392 / week

Enquire View

from £156 / night

(20) Very Good 

16

Ski apartment to rent in Wailea

Maui / Wailea

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £386 / night

£2,698 - £4,496 / week

Enquire View

from £386 / night

16

Wailea ski apartment to rent.

Maui / Wailea

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £460 / night

£3,215 - £5,313 / week

Enquire View

from £460 / 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 £664 / night

£4,643 / week

Book View

from £664 / night

16

Wailea ski apartment to rent.

Maui / Wailea

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £319 / night

£2,229 - £4,626 / week

Enquire View

from £319 / night

(37) Excellent 

18

Holiday apartment with shared pool, golf nearby in Wailea

Maui / Wailea

1 3 7 nights min

  • 1 bedroom
  • sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £273 / night

£1,853 - £2,452 / week

Book View

Responds fast!
avg. 2 hours 41 minutes

from £273 / night

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