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Hiking & Walking Holiday Accommodation in Wailea - Holiday Lettings

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58 properties suitable for rambling, hiking & walking

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Holiday home in Wailea

Wailea house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £220 / night

£1,540 / week

1 / 13

Holiday villa with golf nearby in Wailea

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £894 / night

£6,256 / week

1 / 33

Holiday apartment with shared pool, golf nearby in Wailea

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“The place to stay in Maui!” My wife and I try to go to Maui every couple years and we always come back to this condo. We've stayed in various locations on Maui and in various condos in Wailea and this is hands down the best place to stay on the island. The beaches in the Wailea area are the best and the area is less developed/crowded than the Lahaina/Kaanapali/Kapalua area. Ekahi is our favorite development in Wailea because it fronts directly on the beach and the main pool area is fantastic. The pool is right on the beach but set back a bit so it's private. At some of the other Wailea developments, such as Elua, the pool area is open and exposed to all the traffic on the public beach walk. What's nice about this unit is it has a great location at Ekahi. The unit opens directly onto the lovely landscaped garden area and is close enough to the beach but not too close (if you stay close to the beach and pool there's more activity and noise). I can't wait to go back!

from £275 / night

£1,925 / week

1 / 24

Holiday apartment with golf nearby in Wailea

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £164 / night

£1,149 / week

1 / 31

Wailea ski apartment to rent.

Wailea apartment

  • 4 bedrooms
  • 8 bathrooms
  • sleeps 16

from £92 / night

£642 / week

1 / 28

Wailea ski apartment to rent.

Wailea apartment

  • 4 bedrooms
  • 8 bathrooms
  • sleeps 16

from £92 / night

£642 / week

1 / 26

Wailea ski apartment to rent.

Wailea apartment

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 12

from £92 / night

£642 / week

1 / 27

Wailea ski apartment to rent.

Wailea apartment

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 18

from £92 / night

£642 / week

1 / 27

Wailea ski apartment to rent.

Wailea apartment

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 12

from £92 / night

£642 / week

1 / 26

Wailea ski apartment to rent.

Wailea apartment

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 18

from £92 / night

£642 / week

1 / 27

Wailea ski apartment to rent.

Wailea apartment

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 12

from £92 / night

£642 / week

1 / 28

Wailea ski apartment to rent.

Wailea apartment

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 18

from £92 / night

£642 / week

1 / 28

Wailea ski apartment to rent.

Wailea apartment

  • 4 bedrooms
  • 8 bathrooms
  • sleeps 16

from £92 / night

£642 / week

1 / 27

Wailea ski apartment to rent.

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £92 / night

£642 / week

1 / 26

Wailea ski apartment to rent.

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £92 / night

£642 / week

1 / 27

Wailea ski apartment to rent.

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £92 / night

£642 / week

1 / 28

Wailea ski apartment to rent.

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £92 / night

£642 / week

1 / 28

Wailea ski apartment to rent.

Wailea apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

from £92 / night

£642 / week

1 / 27

Wailea ski apartment to rent.

Wailea apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £92 / night

£642 / week

1 / 27

Wailea ski apartment to rent.

Wailea apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

from £92 / night

£642 / week

1 / 26

Wailea ski apartment to rent.

Wailea apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £92 / night

£642 / week

1 / 27

Wailea ski apartment to rent.

Wailea apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

from £92 / night

£642 / week

1 / 28

Wailea ski apartment to rent.

Wailea apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £92 / night

£642 / week

1 / 28

Wailea ski apartment to rent.

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £92 / night

£642 / week

1 / 27

Wailea ski apartment to rent.

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £92 / night

£642 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £221 / night

£1,542 / week

1 / 34

Holiday apartment rental

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £230 / night

£1,000 - £1,864 / week

1 / 17

Kihei holiday apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £180 / night

£1,258 / week

1 / 39

Holiday apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £277 / night

£1,935 / week

1 / 36

Holiday apartment in Maalaea

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £185 / night

£1,290 - £2,741 / week

1 / 16

Kihei holiday condo let

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £234 / night

£1,638 / week

1 / 97

Condo letting in Kihei with golf nearby

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £208 / night

£1,451 / week

1 / 25

Apartment rental in Kihei with shared pool

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £194 / night

£1,355 / week

1 / 13

Holiday condo in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £185 / night

£1,290 / week

1 / 35

Kihei ski home to rent.

Kihei house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £876 / night

£6,127 / week

1 / 13

Condo letting in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £208 / night

£1,451 / week

1 / 27

Holiday condo in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £226 / night

£1,355 / week

1 / 23

Cottage rental in Paia

Paia cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £369 / night

£2,580 / week

1 / 7

Cottage rental in Haiku

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £312 / night

£2,180 / week

1 / 32

Holiday apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £272 / night

£1,631 / week

1 / 33

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