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

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140 Holiday homes

(18) 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 £155 / night

£1078 - £1473 / week

Book View

from £155 / night

25

Wailea holiday condo rental

Maui / Wailea

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £93 / night

£646 / week

Book View

from £93 / night

(1) Excellent 

24

Holiday villa with golf nearby in Wailea

Maui / Wailea

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly

from £563 / night

£3935 / week

Book View

from £563 / night

(4) Very Good 

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

from £300 / night

£2095 - £3763 / week

Enquire View

from £300 / night

(8) 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 £171 / night

£1194 / week

Book View

from £171 / night

(1) Excellent 

23

Holiday villa 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 £175 / night

£1221 / week

Book View

from £175 / night

(16) Excellent 

16

Apartment rental in Wailea

Maui / Wailea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children

from £297 / night

£2079 - £3734 / week

Enquire View

from £297 / night

(3) Excellent 

35

Holiday apartment rental

Maui / Wailea

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £188 / night

£1313 - £1997 / week

Book View

from £188 / night

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

from £209 / night

£1461 - £2708 / week

Enquire View

from £209 / night

(2) Excellent 

12

Wailea holiday condo rental

Maui / Wailea

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £192 / night

£1340 / week

Book View

from £192 / night

(3) Excellent 

36

Holiday condo with shared pool in Wailea

Maui / Wailea

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £293 / night

£2051 / week

Book View

from £293 / night

(2) Very Good 

16

Holiday apartment in Wailea

Maui / Wailea

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children

from £228 / night

£1590 - £2551 / week

Enquire View

from £228 / night

(1) Excellent 

25

Holiday apartment with shared pool in Wailea

Maui / Wailea

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £135 / night

£943 - £1400 / week

Book View

from £135 / 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

from £330 / night

£2307 - £3734 / week

Enquire View

from £330 / night

(1) 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

from £346 / night

£2421 - £4206 / week

Enquire View

from £346 / night

(37) Excellent 

20

Wailea holiday apartment accommodation

Maui / Wailea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £387 / night

£3418 - £5442 / week

Book View

from £387 / night

(7) 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

from £387 / night

£2708 - £5563 / week

Enquire View

from £387 / night

(4) 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 £150 / night

£1024 - £1831 / week

Book View

from £150 / night

(8) Excellent 

Certificate of Excellence

14

Holiday apartment in Wailea

Maui / Wailea

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

Certificate of Excellence

from £137 / night

£1015 - £1125 / week

Book View

from £137 / night

10

Wailea holiday condo rental

Maui / Wailea

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £100 / night

£700 / week

Book View

from £100 / night

20

Holiday apartment with shared pool in Wailea

Maui / Wailea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £237 / night

£1466 - £2144 / week

Enquire View

from £237 / night

21

Condo rental in Wailea with shared pool, golf nearby

Maui / Wailea

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £147 / night

£1026 / week

Book View

from £147 / night

(1) Very Good 

22

Holiday apartment with shared pool in Wailea

Maui / Wailea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £194 / night

£1221 - £1656 / week

Enquire View

from £194 / night

(4) Excellent 

24

Holiday apartment letting

Maui / Wailea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £540 / night

£3528 - £4567 / week

Enquire View

from £540 / night

(4) 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

from £465 / night

£3251 - £6512 / week

Enquire View

from £465 / night

(11) Very Good 

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

from £465 / night

£3251 - £6512 / week

Enquire View

from £465 / night

25

Holiday apartment with shared pool in Wailea

Maui / Wailea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £260 / night

£1710 - £2144 / week

Enquire View

from £260 / night

(12) Excellent 

16

Apartment rental in Wailea

Maui / Wailea

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask owner if suitable for children

from £911 / night

£6377 - £9839 / week

Enquire View

from £911 / night

(20) Very Good 

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

from £349 / night

£2440 - £4239 / week

Enquire View

from £349 / night

19

Holiday apartment in Wailea

Maui / Wailea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning

from £210 / night

£1384 - £1954 / week

Enquire View

from £210 / night

(2) Very Good 

13

Apartment letting in Wailea with shared pool

Maui / Wailea

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £175 / night

£1140 - £1493 / week

Enquire View

from £175 / night

(16) Excellent 

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

from £419 / night

£2931 - £5020 / week

Enquire View

from £419 / night

(7) 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

from £406 / night

£2839 - £5606 / week

Enquire View

from £406 / night

(1) Excellent 

23

Holiday condo with shared pool, golf nearby in Wailea

Maui / Wailea

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Air conditioning

from £155 / night

£1080 / week

Enquire View

from £155 / night

(4) Excellent 

19

Wailea holiday apartment rental

Maui / Wailea

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £270 / night

£1778 - £2161 / week

Enquire View

from £270 / 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

from £475 / night

£3321 - £5563 / week

Enquire View

from £475 / 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 £149 / night

£1016 - £1235 / week

Book View

from £149 / 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

from £263 / night

£1840 - £3734 / week

Enquire View

from £263 / 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

from £342 / night

£2388 - £4613 / week

Enquire View

from £342 / night

(2) Very Good 

16

Wailea holiday apartment rental

Maui / Wailea

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children

from £129 / night

£903 - £1838 / week

Enquire View

from £129 / night

1