50 Best Hawaii Vacation rentals on Holiday Lettings - Apartments

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Vacation rentals Maui
2,214 properties
Island of Hawaii
1,281 properties
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953 properties
Vacation rentals Oahu
876 properties
Vacation rentals Molokai
83 properties

Hawaii

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5,236 Vacation rentals

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

(9) Very Good 

14

Hawaii 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 - $1870 / week

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from $195 / night

(24) Excellent 

31

Hawaii Vacation home rental

Kauai / Hanalei

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Stay in our private home in Princeville Kauai at a fraction of what a hotel costs! Three bedrooms, 2 baths, open living room with dining room and full kitchen. The kitchen is fully equipped for eating in, plus we have 2 large lanais for outdoor dining overlooking the m  …see more

from $230 / night

$1610 - $1680 / week

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from $230 / night

(1) 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 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

$2093 - $3213 / week

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from $299 / night

8

Maui / Paia

2 4 90 nights min

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

 …see more

from $193 / night

$1347 / week

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from $193 / night

(2) Very Good 

28

Vacation apartment rental

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 $171 / night

$1059 - $1311 / week

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from $171 / night

(3) Excellent 

13

Oahu / Haleiwa

2 6 3 nights min

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

 …see more

from $295 / night

$2065 / week

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from $295 / 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 $70 / night

$450 - $700 / week

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from $70 / night

12

Oahu / Honolulu

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool

 …see more

from $109 / night

$765 / week

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from $109 / night

(6) Very Good 

21

Kauai / Anahola

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Private garden

 …see more

from $145 / night

$955 - $1320 / week

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from $145 / 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

$777 / week

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from $111 / night

(3) Very Good 

30

Maui / Makawao

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly

 …see more

from $375 / night

$2625 / week

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from $375 / 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

$757 - $898 / week

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from $111 / 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 $325 / night

$2050 - $3325 / week

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from $325 / night

(12) Very Good 

30

Oahu / Honolulu

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly

 …see more

from $299 / night

$2395 - $3395 / week

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from $299 / night

(1) Excellent 

14

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $155 / night

$1085 - $1575 / week

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from $155 / 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

(6) Very Good 

33

Oahu / Makaha

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $111 / night

$777 - $1119 / week

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from $111 / night

6

Maui / Lahaina

1 4 7 nights min

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

 …see more

from $302 / night

$2110 / week

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from $302 / 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 - $900 / week

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from $125 / night

(19) Very Good 

21

Kauai / Lihue

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children

 …see more

from $155 / night

$864 - $1269 / week

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from $155 / night

(16) Very Good 

16

Kauai / Kapaa

1 4 Min stay varies

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

 …see more

from $125 / night

$679 - $906 / week

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from $125 / 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

(6) Excellent 

23

Oahu / Kailua

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly

 …see more

from $236 / night

$1650 - $1800 / week

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from $236 / night

(6) Excellent 

22

Molokai / Kaunakakai

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

 …see more

from $95 / night

$600 - $650 / week

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from $95 / 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

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

$706 - $1442 / week

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from $111 / night

28

Oahu / Kaneohe

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Private garden

 …see more

from $328 / night

$2294 - $2682 / week

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from $328 / night

(22) Excellent 

25

Kauai / Kilauea

3 6 Min stay varies

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

 …see more

from $350 / night

$2450 - $3430 / week

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from $350 / 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 $100 / night

$555 / week

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from $100 / night

(4) Excellent 

16

Maui / Kihei

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $99 / night

$833 - $903 / week

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from $99 / night

(5) Excellent 

21

Oahu / Kaneohe

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Ask about children

 …see more

from $175 / night

$1225 - $1365 / week

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from $175 / night

(1) Very Good 

10

Oahu / Waialua

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $302 / night

$1966 - $2319 / week

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from $302 / night

(17) Very Good 

26

Kauai / Kapaa

1 4 Min stay varies

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

 …see more

from $115 / night

$595 - $834 / week

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from $115 / 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 $155 / night

$1043 - $1323 / week

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from $155 / night

(4) Excellent 

55

Oahu / Ewa Beach

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $579 / night

$3647 - $4865 / week

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from $579 / night

21

Maui / Wailea

1 4 Min stay varies

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

 …see more

from $191 / night

$1334 / week

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from $191 / night

18

Oahu / Lanikai

3 8 3 nights min

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

 …see more

from $555 / night

$3882 / week

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from $555 / night

(33) Very Good 

20

Maui / Hana

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning

 …see more

from $169 / night

$1183 / week

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from $169 / night

(24) Very Good 

17

Maui / Maalaea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $150 / night

$1050 - $1505 / week

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from $150 / night

17

Maui / Kihei

1 4 4 nights min

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

 …see more

from $127 / night

$883 / week

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from $127 / night

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