50 Best Vacation Rentals in Island of Hawaii - Holiday Lettings - Cabins

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Vacation rentals Kailua-Kona
430 properties
Vacation rentals Kohala Coast
195 properties
Pahoa
113 properties
Cottages Waimea
69 properties
Vacation rentals Hilo
61 properties
Cabins Volcano
57 properties
Keaau
44 properties
Apartments Captain Cook
41 properties
Holualoa
26 properties
Pahala
14 properties
Hakalau
14 properties
Naalehu
13 properties
Ocean View
10 properties
Honokaa
9 properties
Kapoho
8 properties
Kalapana
7 properties
Kealakekua
7 properties
Mountain View
7 properties
Hawi
7 properties
Kawaihae
6 properties

Island of Hawaii

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1,155 Vacation rentals

Travelers going to Island of Hawaii are booking December dates now. Secure your vacation rental today and have the perfect trip.

(2) Excellent 

26

Home rental in Hilo 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 mi
  • 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 $302 / night

$3239 / week

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from $302 / night

(13) Very Good 

28

Volcano Vacation home rental

Island of Hawaii / Volcano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 30 mi
  • 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 $177 / night

$1003 - $1885 / week

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from $177 / night

19

Keaau Vacation cottage accommodation

Island of Hawaii / Keaau

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 16 mi
  • 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 $152 / night

$988 - $1412 / week

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from $152 / night

(3) Excellent 

24

Vacation 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 mi
  • Swimming pool
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 $152 / night

$988 - $1412 / week

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from $152 / night

(13) Excellent 

20

Volcano Vacation cottage rental

Island of Hawaii / Volcano

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden
In the Hawaiian language, a "kipuka" is a kind of oasis. It can be an island of forest surrounded by lava fields, or an opening within a forest, or even a dwelling, a home within the forest. This is our Kipuka -- a custom-designed cottage, a vacation home for  …see more

from $165 / night

$1016 - $1715 / week

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from $165 / night

24

Kohala Coast / Waikoloa

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from $349 / night

$2095 - $2906 / week

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from $349 / night

39

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $291 / night

$2031 / week

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from $291 / night

(7) Very Good 

15

Island of Hawaii / Kailua-Kona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from $80 / night

$558 - $840 / week

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from $80 / night

16

Island of Hawaii / Honaunau

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from $191 / night

$1311 / week

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from $191 / night

(12) Very Good 

14

Island of Hawaii / Kailua-Kona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $131 / night

$806 - $947 / week

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from $131 / night

(6) Excellent 

26

Island of Hawaii / Kawaihae

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $2823 / night

$19757 / week

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from $2823 / night

18

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool

 …see more

from $131 / night

$846 - $1078 / week

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from $131 / night

(12) Excellent 

19

Kohala Coast / Puako

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $1512 / night

$10584 / week

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from $1512 / night

(1) Excellent 

28

Island of Hawaii / Kailua-Kona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

 …see more

from $141 / night

$981 - $1588 / week

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from $141 / night

(3) Good 

9

Island of Hawaii / Hilo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

 …see more

from $101 / night

$706 / week

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from $101 / night

(4) Very Good 

28

Island of Hawaii / Waimea

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly

 …see more

from $151 / night

$903 / week

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from $151 / night

(3) Excellent 

28

Island of Hawaii / Pahoa

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Private garden

 …see more

from $90 / night

$572 - $854 / week

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from $90 / night

65

Kohala Coast / Puako

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $348 / night

$2435 / week

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from $348 / night

44

Island of Hawaii / Kailua-Kona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly

 …see more

from $503 / night

$3521 / week

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from $503 / night

(18) Excellent 

81

Island of Hawaii / Kailua-Kona

3 6 Min stay varies

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

 …see more

from $201 / night

$1405 / week

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from $201 / night

23

Island of Hawaii / Kailua-Kona

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $303 / night

$2117 / week

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from $303 / night

24

Island of Hawaii / Mountain View

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly

 …see more

from $177 / night

$1059 - $1482 / week

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from $177 / night

23

Island of Hawaii / Kalapana

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Private garden

 …see more

from $132 / night

$756 - $1371 / week

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from $132 / night

(1) Very Good 

12

Island of Hawaii / Hilo

1 4 Min stay varies

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

 …see more

from $86 / night

$504 - $706 / week

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from $86 / night

(1) Very Good 

13

Island of Hawaii / Kailua-Kona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary

 …see more

from $268 / night

$1764 - $1941 / week

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from $268 / night

(12) Very Good 

30

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children

 …see more

from $181 / night

$1264 / week

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from $181 / night

24

Island of Hawaii / Captain Cook

2 4 Min stay varies

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

 …see more

from $201 / night

$1204 - $1990 / week

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from $201 / night

17

Island of Hawaii / Kealakekua

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min

 …see more

from $177 / night

$1235 - $1412 / week

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from $177 / night

(5) Excellent 

27

Island of Hawaii / Kalapana

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $126 / night

$756 - $1321 / week

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from $126 / night

(4) Very Good 

28

Island of Hawaii / Kohala Coast

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from $241 / night

$1687 / week

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from $241 / night

46

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $272 / night

$1899 / week

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from $272 / night

(2) Excellent 

28

Island of Hawaii / Kapoho

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+

 …see more

from $147 / night

$1024 - $1518 / week

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from $147 / night

(1) Very Good 

5

Island of Hawaii / Naalehu

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $86 / night

$530 - $671 / week

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from $86 / night

14

Island of Hawaii / Kailua-Kona

2 6 1 night min

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

 …see more

from $133 / night

$928 / week

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from $133 / night

34

Island of Hawaii / Waimea

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from $227 / night

$1588 / week

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from $227 / night

(10) Excellent 

25

Island of Hawaii / Hilo

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 3 mi
  • Child friendly
  • Car not necessary

 …see more

from $114 / night

$718 / week

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from $114 / night

(6) Excellent 

26

Island of Hawaii / Kailua-Kona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

 …see more

from $172 / night

$1200 / week

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from $172 / night

(8) Very Good 

10

Island of Hawaii / Kailua-Kona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from $90 / night

$565 - $882 / week

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from $90 / night

(2) Excellent 

37

Island of Hawaii / Hilo

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 19 mi
  • Swimming pool

 …see more

from $71 / night

$494 / week

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from $71 / night

(7) Excellent 

22

Island of Hawaii / Kailua-Kona

2 4 Min stay varies

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

 …see more

from $80 / night

$558 - $628 / week

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from $80 / night

1