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

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Vacation rentals Kailua-Kona
562 properties
Vacation rentals Kohala Coast
202 properties
Pahoa
95 properties
Cottages Waimea
71 properties
Cabins Volcano
55 properties
Vacation rentals Hilo
48 properties
Apartments Captain Cook
40 properties
Keaau
36 properties
Holualoa
19 properties
Pahala
14 properties
Naalehu
14 properties
Hakalau
14 properties
Ocean View
12 properties
Kawaihae
12 properties
Mountain View
11 properties
Honokaa
8 properties
Kealakekua
8 properties
Kapoho
7 properties
Kalapana
7 properties
Hawi
7 properties

Island of Hawaii

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1,249 Vacation rentals

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

(1) 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 $300 / night

$2093 - $3213 / week

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from $300 / night

(9) Very Good 

27

Volcano Vacation home rental

Island of Hawaii / Volcano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • 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 $196 / night

$1170 - $1871 / week

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from $196 / night

8

Island of Hawaii / Mountain View

1 4 1 night min

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

 …see more

from $111 / night

$778 / week

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from $111 / night

(3) Excellent 

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

$560 - $875 / week

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from $90 / night

(2) Excellent 

19

Island of Hawaii / Ookala

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $326 / night

$2050 - $3326 / week

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from $326 / night

23

Island of Hawaii / Kalapana

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 10 mi
  • Child friendly
  • Private garden

 …see more

from $111 / night

$701 - $1431 / week

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from $111 / 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 $131 / night

$921 / week

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from $131 / night

(32) Excellent 

15

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 $145 / night

$1015 / week

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from $145 / night

10

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 $156 / night

$1044 - $1323 / week

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from $156 / night

(29) Very Good 

23

Kohala Coast / Waikoloa

2 6 Min stay varies

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

 …see more

from $150 / night

$1044 - $1323 / week

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from $150 / night

17

Island of Hawaii / Keauhou

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $111 / night

$750 - $890 / week

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from $111 / night

(41) Excellent 

36

Island of Hawaii / Milolii

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly

 …see more

from $100 / night

$801 - $2551 / week

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from $100 / 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 mi
  • Swimming pool

 …see more

from $71 / night

$451 - $701 / week

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from $71 / night

(16) Excellent 

28

Island of Hawaii / Kailua-Kona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

 …see more

from $99 / night

$675 - $798 / week

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from $99 / night

5

Kohala Coast / Waikoloa

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly

 …see more

from $130 / night

$904 / week

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from $130 / night

(13) Excellent 

24

Island of Hawaii / Pahala

1 4 Min stay varies

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

 …see more

from $105 / night

$690 - $1081 / week

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from $105 / night

(4) Very Good 

12

Island of Hawaii / Kailua-Kona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

 …see more

from $165 / night

$1050 - $1323 / week

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from $165 / night

(2) Excellent 

24

Island of Hawaii / Kalapana

1 3 1 night min

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

 …see more

from $99 / night

$551 / week

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from $99 / night

(4) Excellent 

14

Island of Hawaii / Ocean View

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly

 …see more

from $85 / night

$595 / week

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from $85 / night

(1) Excellent 

22

Kohala Coast / Waikoloa

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $386 / night

$2696 / week

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from $386 / night

(28) Excellent 

28

Island of Hawaii / Kailua-Kona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $185 / night

$1295 / week

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from $185 / night

(1) Excellent 

27

Island of Hawaii / Kailua-Kona

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children

 …see more

from $400 / night

$2800 - $4025 / week

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from $400 / night

(5) Excellent 

17

Island of Hawaii / Hilo

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly

 …see more

from $125 / night

$750 - $901 / week

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from $125 / night

(22) Good 

17

Island of Hawaii / Hilo

1 4 1 night min

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

 …see more

from $76 / night

$375 / week

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from $76 / night

(1) Excellent 

13

Island of Hawaii / Keauhou

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Child friendly

 …see more

from $99 / night

$693 / week

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from $99 / night

(3) Very Good 

16

Island of Hawaii / Kailua-Kona

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

 …see more

from $100 / night

$701 / week

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from $100 / night

(12) Excellent 

24

Island of Hawaii / Kailua-Kona

2 6 Min stay varies

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

 …see more

from $326 / night

$2276 - $2940 / week

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from $326 / 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 $125 / night

$750 - $1311 / week

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from $125 / 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 you here o  …see more

from $165 / night

$1016 - $1715 / week

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from $165 / night

(1) Excellent 

23

Island of Hawaii / Naalehu

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly

 …see more

from $276 / night

$1726 - $2525 / week

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from $276 / night

(11) Excellent 

20

Island of Hawaii / Kalapana

1 3 3 nights min

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

 …see more

from $85 / night

$600 - $650 / week

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from $85 / night

(10) Very Good 

10

Island of Hawaii / Kailua-Kona

1 4 3 nights min

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

 …see more

from $96 / night

$666 / week

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from $96 / night

15

Island of Hawaii / Keaau

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from $105 / night

$650 / week

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from $105 / night

(3) Very Good 

17

Island of Hawaii / Captain Cook

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

 …see more

from $125 / night

$750 - $841 / week

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from $125 / night

(11) Very Good 

19

Island of Hawaii / Ocean View

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about children

 …see more

from $76 / night

$451 / week

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from $76 / night

9

Island of Hawaii / Kealakekua

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $130 / night

$901 - $1307 / week

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from $130 / night

(16) 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 $200 / night

$1394 / week

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from $200 / night

25

Island of Hawaii / Kailua-Kona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $99 / night

$693 - $1085 / week

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from $99 / night

(2) Very Good 

15

Island of Hawaii / Kawaihae

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning

 …see more

from $130 / night

$875 - $1190 / week

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from $130 / night

17

Island of Hawaii / Kailua-Kona

2 6 Min stay varies

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

 …see more

from $125 / night

$875 / week

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from $125 / night

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