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

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1,334 Holiday homes

(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 £169 / night

£1,156 - £1,405 / week

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Responds fast!
avg. 2 hours 54 minutes

from £169 / 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 £489 / night

£3,424 / week

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from £489 / night

(16) Excellent 

17

Condo rental in Wailea with shared pool, golf nearby

Maui / Wailea

1 4 5 nights min

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

from £196 / night

£1,370 / week

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Responds fast!
avg. 3 hours 49 minutes

from £196 / 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 £133 / night

£928 / week

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from £133 / night

(4) Excellent 

16

Holiday apartment in Wailea

Maui / Wailea

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £592 / night

£4,144 - £6,390 / week

Enquire View

from £592 / 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 £289 / night

£1,779 / week

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from £289 / 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 £618 / night

£4,326 / week

Book View

Responds fast!
avg. 3 hours 48 minutes

from £618 / 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 £174 / night

£1,214 / week

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from £174 / 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 £663 / night

£4,638 / week

Book View

Responds fast!
avg. 3 hours 48 minutes

from £663 / 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 £441 / night

£3,082 / week

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from £441 / night

(2) Excellent 

50

Wailea holiday home rental

Maui / Wailea

3 6 min stay varies

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

from £929 / night

£6,498 / week

Enquire View

from £929 / night

(8) Excellent 

31

Holiday apartment with shared pool, golf nearby in Wailea

Maui / Wailea

1 4 1 night min

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

from £151 / night

£1,052 - £1,239 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £151 / night

23

Holiday condo accommodation

Maui / Wailea

2 6 3 nights min

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

from £289 / night

£2,023 / week

Book View

from £289 / night

16

Wailea holiday apartment rental

Maui / Wailea

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £466 / night

£3,258 - £5,302 / week

Enquire View

from £466 / 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 £851 / night

£5,953 / week

Enquire View

from £851 / night

(1) Excellent 

24

Holiday apartment with shared pool in Wailea

Maui / Wailea

1 4 min stay varies

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

from £156 / night

£1,035 - £1,301 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £156 / night

(7) Very Good 

16

Holiday apartment in Wailea

Maui / Wailea

2 6 5 nights min

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

from £476 / night

£3,328 - £6,390 / week

Enquire View

from £476 / 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 £214 / night

£1,348 - £2,094 / week

Book View

from £214 / night

16

Wailea holiday apartment rental

Maui / Wailea

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £342 / night

£2,393 - £5,161 / week

Enquire View

from £342 / 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 £223 / night

£1,512 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £223 / night

(2) Very Good 

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 £183 / night

£1,278 - £1,827 / week

Enquire View

from £183 / 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 £156 / night

£1,090 / week

Book View

from £156 / 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

£1,626 - £2,094 / week

Enquire View

from £233 / night

(1) Very Good 

45

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 £133 / night

£928 - £1,861 / week

Book View

from £133 / night

(13) Average 

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 £129 / night

£898 - £1,827 / week

Enquire View

from £129 / night

(7) Excellent 

8

Holiday apartment in Wailea

Maui / Wailea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £331 / night

£2,311 - £4,345 / week

Enquire View

from £331 / 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 £318 / night

£2,224 - £4,615 / week

Enquire View

from £318 / night

16

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 £466 / night

£3,258 - £5,302 / week

Enquire View

from £466 / night

16

Wailea holiday apartment rental

Maui / Wailea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £326 / night

£2,279 - £4,617 / week

Enquire View

from £326 / night

(13) Very Good 

16

Holiday apartment in Wailea

Maui / Wailea

3 6 5 nights min

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

from £195 / night

£1,360 - £2,692 / week

Enquire View

from £195 / night

16

Holiday apartment in Wailea

Maui / Wailea

2 5 5 nights min

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

from £156 / night

£1,088 - £2,388 / week

Enquire View

from £156 / night

16

Holiday apartment in Wailea

Maui / Wailea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £318 / night

£2,224 - £4,617 / week

Enquire View

from £318 / night

(11) Excellent 

58

Holiday apartment in Wailea

Maui / Wailea

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £529 / night

£3,704 / week

Book View

Responds fast!
avg. 14 minutes

from £529 / night

22

Home letting in Wailea with golf nearby

Maui / Wailea

3 7 3 nights min

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

from £1,374 / night

£9,617 / week

Book View

from £1,374 / 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 £229 / night

£1,600 / week

Enquire View

from £229 / night

15

Wailea holiday apartment rental

Maui / Wailea

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £543 / night

£3,801 - £7,069 / week

Enquire View

from £543 / night

21

Holiday condo in Wailea

Maui / Wailea

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child friendly

from £312 / night

£2,179 / week

Book View

Responds fast!
avg. 1 hour 30 minutes

from £312 / 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 £245 / night

£1,712 / week

Book View

from £245 / 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 £232 / night

£1,619 / week

Book View

from £232 / night

15

Wailea holiday apartment rental

Maui / Wailea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £592 / night

£4,144 - £6,390 / week

Enquire View

from £592 / night

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