Walking holiday villas and apartments Hawaii | Holiday Lettings

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Hawaii

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372 Holiday homes

Filters applied: Walking holidays (382)

Travellers going to Hawaii are booking February dates now. Secure your holiday home today and have the perfect trip.

(2) Excellent 

144

Holiday home in Hawaii

Maui / Haiku

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Aloha! The perfect location, perfect amount of privacy, perfect aloha spirit, perfectly natural....perfectly luxurious vegetarian home! Please make sure to see if your questions are asked already here before emailing. Mahalo! If you want to have a relaxing, fun, vacati  …see more

from £80 / night

£555 / week

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from £80 / night

(2) Excellent 

26

Home rental in Hawaii with swimming pool

Hilo / Hawaii Paradise Park

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Hale Mar provides the best value in luxury, absolute ocean front homes in Hawaii, with private swimming pool, outdoor hot tub, resort quality furnishings, gourmet kitchen, full laundry, FREE wireless internet, and more. Close to the active Volcano for unique day and nig  …see more

from £246 / night

£2634 / week

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from £246 / night

(10) Very Good 

27

Hawaii holiday home rental

Island of Hawaii / Volcano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 30 km
  • Child friendly
  • Private garden
Welcome to Anthurium Alii Gardens this Hawaiian paradise in the middle of a magical rainforest near Volcano Village, 3 miles away from the Hawaii Volcanoes National Park ! This is the place you have dreamed of, in between the sun and the mist, among the Ohia Lehua trees  …see more

from £160 / night

£960 - £1533 / week

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from £160 / night

124

Holiday home in Haiku

Maui / Haiku

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Aloha! The perfect location, perfect amount of privacy, perfect aloha spirit, perfectly natural....perfectly luxurious! Please make sure to see if your questions are asked already here before emailing. Mahalo! If you want to have a relaxing, fun, vacation, and are kind  …see more

from £78 / night

£546 / week

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from £78 / night

(2) Very Good 

28

Holiday apartment letting

Kauai / Poipu

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Paradise Found! Secluded End Unit,#331, Partial Ocean View. Quiet, perfect retreat,pristine beaches,stunning garden paradise.Tastefully decorated condo home with lofted ceilings,louvered windows,gleaming new wood floors,large tile entry hall and kitchenupdate  …see more

from £141 / night

£875 - £1084 / week

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from £141 / night

25

Holiday home accommodation

Oahu / Honolulu

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
A Beautiful high ceiling air conditioned home located on East Oahu. This eloquent home in Hawaii Kai is perched up in a nice quiet neighborhood in Kalama Valley. This 3 bedroom, 2 bathroom house features, three lanais - one outside the master bedroom with table and chai  …see more

from £290 / night

£2030 / week

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from £290 / night

23

Holiday condo rental

Oahu / Kahuku

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This homey one bedroom / two bathroom Turtle Bay condo offers the perfect true Hawai'i get-away for up to four lucky humans! The closest condo to the beach and sitting on the 18th hole of PGA Fazio Course, we welcome you to the coveted North Shore! **The Condo**  …see more

from £151 / night

£1056 / week

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from £151 / night

(24) Excellent 

31

Hawaii holiday home rental

Kauai / Hanalei

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“E komo mai (welcome, come in)” Welcome is how you will feel as soon as you step inside this charming home that is tastefully appointed with garden flowers and themed wall art. It has everything a eclectic family group might want or need to turn a vac  …see more

from £189 / night

£1320 / week

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from £189 / night

49

Condo rental in Hawaii

Maui / Wailuku

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
~~~Your own private window to the whales. Conveniently situated in quaint Maalaea Village. We invite you to come aboard, and set sail into a radiant Maui sunset. You'll see whimsical turtles playing peekaboo in the gentle surf (year round) and magnificent humpba  …see more

from £275 / night

£1925 / week

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from £275 / night

27

Koloa holiday apartment rental

Kauai / Koloa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Quiet,end unit perfect retreat,pristine beaches,stunning garden paradise. Unit 331 on bldg.39Tastefully decorated condo with lofted ceilings,louvered windows,gleaming new floors,large tile entry hall and kitchen,update granite counter tops in kitchen and bath T  …see more

from £133 / night

£826 / week

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from £133 / night

(2) Excellent 

24

Holiday guest house with swimming pool in Hilo

Island of Hawaii / Hilo

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
Cottage for 4 in historic plantation estate near Hilo  …see more

from £125 / night

£817 - £1167 / week

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from £125 / night

19

Hawaii holiday cottage accommodation

Island of Hawaii / Keaau

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 16 km
  • Swimming pool
  • Private garden
Enter the magnificent Royal Palm lined drive and experience Big Island history. Enjoy the unique atmosphere of a one of a kind guest-house located in this Historic Plantation Estate.The history dates back centuries to the legend of the Hawaiian Princess La'  …see more

from £125 / night

£817 - £1167 / week

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from £125 / night

(4) Excellent 

22

Condo rental in Honolulu

Oahu / Honolulu

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Hawaii,Waikiki, Ilikai, Hilton, Hawaiian Village, Waikiki Beach, Ala Moana Mall, Waikiki Strip, Hawaii Convention Center, Marina, Diamond Head, Free Internet, WIFI, 2 bedroom condo, beach front, ocean front, ocean view, Kalakaua, sleeps 6, 2 adjoining units  …see more

from £413 / night

£2888 / week

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from £413 / night

(13) Excellent 

20

Hawaii holiday cottage rental

Island of Hawaii / Volcano

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden
A secluded, architecturally intriguing cottage surrounded by native forest, just minutes from Hawaii Volcanoes National Park. Romantic sleeping loft, fully-equipped kitchen, deep bathtub with a picture-window view onto the forest.<br />The custom design includes a  …see more

from £138 / night

£846 - £1430 / week

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from £138 / night

(6) Very Good 

29

Maui / Kihei

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £134 / night

£1000 - £1417 / week

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from £134 / night

(1) Very Good 

17

Kauai / Princeville

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £188 / night

£1313 / week

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from £188 / night

(6) Very Good 

13

Oahu / Haleiwa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £100 / night

£625 - £1021 / week

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from £100 / night

(33) Excellent 

33

Kauai / Princeville

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £246 / night

£1584 / week

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from £246 / night

(23) Very Good 

16

Maui / Kihei

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

 …see more

from £80 / night

£555 / week

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from £80 / night

18

Oahu / Lanikai

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

 …see more

from £459 / night

£3209 / week

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from £459 / night

(3) Excellent 

17

Kauai / Poipu

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £133 / night

£899 - £1167 / week

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from £133 / night

24

Oahu / Ewa Beach

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning

 …see more

from £230 / night

£1605 / week

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from £230 / night

30

Maui / Lahaina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £209 / night

£1459 / week

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from £209 / night

23

Island of Hawaii / Hilo

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

 …see more

from £164 / night

£1148 / week

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from £164 / night

(1) Excellent 

7

Maui / Paia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £250 / night

£1750 - £1896 / week

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from £250 / night

23

Maui / Hana

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

 …see more

from £292 / night

£1667 / week

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from £292 / night

(12) Very Good 

30

Oahu / Honolulu

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 0.2 km
  • Swimming pool
  • Child friendly

 …see more

from £193 / night

£1472 - £2046 / week

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from £193 / night

(4) Very Good 

16

Oahu / Honolulu

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

 …see more

from £118 / night

£823 / week

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from £118 / night

(10) Very Good 

39

Maui / Ka'anapali

2 4 Min stay varies

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

 …see more

from £163 / night

£1138 - £1284 / week

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from £163 / night

(11) Excellent 

25

Island of Hawaii / Kailua-Kona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £184 / night

£1234 - £1492 / week

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from £184 / night

(6) Excellent 

6

Island of Hawaii / Pahala

1 4 Min stay varies

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

 …see more

from £58 / night

£369 - £533 / week

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from £58 / night

(5) Excellent 

18

Oahu / Honolulu

1 4 1 night min

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

 …see more

from £131 / night

£980 - £1554 / week

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from £131 / night

15

Oahu / Kapolei

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

 …see more

from £341 / night

£2386 / week

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from £341 / night

(1) Excellent 

28

Molokai / Maunaloa

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £87 / night

£562 - £615 / week

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from £87 / night

27

Kauai / Kapaa

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £90 / night

£626 / week

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from £90 / night

(7) Excellent 

17

Kauai / Kapaa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £125 / night

£870 / week

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from £125 / night

(3) Excellent 

18

Kauai / Princeville

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £100 / night

£700 / week

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from £100 / night

(2) Excellent 

31

Island of Hawaii / Pahoa

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly

 …see more

from £83 / night

£495 - £1453 / week

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from £83 / night

(6) Excellent 

23

Maui / Hana

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £50 / night

£345 / week

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from £50 / night

(2) Excellent 

29

Island of Hawaii / Naalehu

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £80 / night

£555 / week

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from £80 / night