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
197 properties
Pahoa
115 properties
Cottages Waimea
75 properties
Vacation rentals Hilo
55 properties
Cabins Volcano
51 properties
Keaau
41 properties
Apartments Captain Cook
40 properties
Holualoa
26 properties
Hakalau
15 properties
Pahala
14 properties
Naalehu
13 properties
Ocean View
11 properties
Honokaa
9 properties
Kapoho
8 properties
Kalapana
7 properties
Kawaihae
7 properties
Mountain View
7 properties
Hawi
7 properties
Kealakekua
7 properties

Island of Hawaii

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1,152 Vacation rentals

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

(12) Very Good 

28

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 $195 / night

$1170 - $1871 / week

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from $195 / night

(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 $299 / night

$3213 / week

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from $299 / night

(2) 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 $151 / night

$981 - $1400 / week

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from $151 / 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 $151 / night

$981 - $1400 / week

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from $151 / 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 $166 / night

$1015 - $1716 / week

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from $166 / 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

$920 / week

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from $131 / night

(12) Excellent 

19

Kohala Coast / Puako

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $1500 / night

$10501 - $15401 / week

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from $1500 / 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 $166 / night

$1050 - $1323 / week

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from $166 / night

(29) 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 $186 / night

$1296 / week

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from $186 / night

24

Kohala Coast / Waikoloa

6 18 Min stay varies

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

 …see more

from $350 / night

$2095 - $2906 / week

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from $350 / night

26

Island of Hawaii / Kailua-Kona

5 22 Min stay varies

  • 5 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $499 / night

$3300 - $6800 / week

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from $499 / night

27

Kohala Coast / Puako

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly

 …see more

from $160 / night

$1120 / week

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from $160 / 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 $100 / night

$700 / week

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from $100 / night

(1) Excellent 

29

Island of Hawaii / Waimea

3 6 Min stay varies

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

 …see more

from $186 / night

$1296 / week

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from $186 / 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 $85 / night

$501 - $700 / week

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from $85 / night

(35) 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 $140 / night

$974 / week

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from $140 / night

5

Kohala Coast / Waikoloa

2 6 5 nights min

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

 …see more

from $140 / night

$974 / week

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from $140 / night

(46) Excellent 

23

Kohala Coast / Waikoloa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $375 / night

$2301 - $3800 / week

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from $375 / night

(1) Very Good 

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) Very Good 

40

Island of Hawaii / Milolii

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $149 / night

$935 - $1356 / week

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from $149 / 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

$450 - $651 / week

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from $71 / night

(29) Excellent 

47

Island of Hawaii / Kailua-Kona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $149 / night

$992 - $1550 / week

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from $149 / night

(7) 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 $89 / night

$561 - $875 / week

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from $89 / night

(8) Excellent 

22

Island of Hawaii / Hilo

3 2 3 nights min

  • 3 bedrooms
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Car not necessary

 …see more

from $151 / night

$1051 / week

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from $151 / night

(54) Excellent 

36

Island of Hawaii / Hilo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary

 …see more

from $160 / night

$1050 / week

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from $160 / night

(1) Excellent 

8

Island of Hawaii / Hilo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $111 / night

$771 / week

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from $111 / night

(2) Very Good 

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 $155 / night

$1043 - $1323 / week

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from $155 / night

(1) Excellent 

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 $125 / night

$875 / week

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from $125 / night

12

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 $166 / night

$1050 - $1323 / week

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from $166 / 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

(1) Very Good 

10

Island of Hawaii / Kailua-Kona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from $131 / night

$665 - $911 / week

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from $131 / night

24

Kohala Coast / Puako

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden

 …see more

from $676 / night

$4726 / week

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from $676 / night

20

Island of Hawaii / Papaikou

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $375 / night

$2381 - $3780 / week

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from $375 / 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 $166 / night

$1156 / week

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from $166 / 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 $140 / night

$973 - $1575 / week

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from $140 / 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 $200 / night

$1194 - $1974 / week

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from $200 / night

(8) Very Good 

23

Island of Hawaii / Mountain View

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly

 …see more

from $120 / night

$720 - $1280 / week

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from $120 / night

(3) Excellent 

22

Island of Hawaii / Kohala Coast

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

 …see more

from $466 / night

$3262 / week

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from $466 / night

(6) Excellent 

26

Island of Hawaii / Kawaihae

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $2801 / night

$19601 - $29401 / week

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from $2801 / night

(26) Very Good 

32

Island of Hawaii / Kailua-Kona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $100 / night

$700 - $1156 / week

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from $100 / night