Walking holiday villas and apartments Hawaii | Holiday Lettings

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  • Island of Hawaii (123)
  • Kauai (50)
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  • Molokai (7)
  • Oahu (89)

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351 Holiday homes

Filters applied: Walking holidays (361)

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

(2) Very Good 

28

paradise at kiahuna plantation - Poipu apartment sleeps 4

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 granite  …see more

from £130 / night

£808 - £1000 / week

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from £130 / night

(6) Very Good 

21

Kauai / Anahola

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Private garden

 …see more

from £112 / night

£735 - £1016 / week

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from £112 / night

(4) Excellent 

24

POSH*&*LAVISH - DIRECT OCEAN - 2 MASTER SUITES - Honolulu condo sleeps 6

Oahu / Honolulu

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
OUR CALENDAR IS UPDATED DAILY--PLEASE CHECK 'AVAILABILITY & RATES'***********************************************************************************************THIS UNIT IS IDEAL FOR 2 COUPLES OR 2 FAMILIES TRAVELING TOGETHER.*****************************  …see more

from £381 / night

£2666 / week

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from £381 / night

124

Paradise Sanctuary- The perfect Maui Vacation home - Haiku house sleeps 6

Maui / Haiku

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • 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 £74 / night

£500 / week

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from £74 / night

23

Oasis at TB Resort! Close to everything! - Kahuku condo sleeps 4

Oahu / Kahuku

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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** New  …see more

from £130 / night

£910 / week

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from £130 / night

(1) Excellent 

27

Hale Mar Hawaii: oceanfront luxury home w/pool - Hawaii Paradise Park house sleeps 8

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 £230 / night

£1610 - £2472 / week

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from £230 / night

24

Oahu / Ewa Beach

3 6 5 nights min

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

 …see more

from £212 / night

£1481 / week

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from £212 / night

(23) Excellent 

31

Kauai Vacation Home Rental - Hanalei house sleeps 7

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 £177 / night

£1239 - £1293 / week

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from £177 / night

(17) Excellent 

15

Island of Hawaii / Keaau

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £92 / night

£641 / week

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from £92 / night

(12) Very Good 

30

Oahu / Honolulu

2 8 3 nights min

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

 …see more

from £192 / night

£1535 - £2612 / week

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from £192 / night

(1) Excellent 

23

Island of Hawaii / Naalehu

3 6 Min stay varies

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

 …see more

from £212 / night

£1327 - £1943 / week

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from £212 / night

(6) 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 £115 / night

£803 / week

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from £115 / night

(4) Excellent 

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 £92 / night

£654 / week

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from £92 / night

23

Maui / Hana

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

 …see more

from £270 / night

£1539 / week

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from £270 / night

(2) Excellent 

24

Opaliuli Historic Estate Guest House - Hilo guest house sleeps 4

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
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'ieikawai  …see more

from £116 / night

£754 - £1077 / week

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from £116 / night

(2) Excellent 

33

Island of Hawaii / Waimea

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

 …see more

from £138 / night

£1077 - £1163 / week

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from £138 / night

(1) Excellent 

28

Maui / Kihei

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

 …see more

from £100 / night

£803 - £1341 / week

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from £100 / night

(1) Excellent 

23

Maui / Hana

1 3 1 night min

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

 …see more

from £47 / night

£324 / week

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from £47 / night

(1) 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 £74 / night

£512 / week

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from £74 / night

(13) Excellent 

20

Kipuka Cottage - Volcano cottage sleeps 6

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 £127 / night

£781 - £1320 / week

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from £127 / night

(1) Excellent 

7

Maui / Paia

2 4 7 nights min

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

 …see more

from £231 / night

£1616 - £1750 / week

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from £231 / night

(1) Very Good 

17

Island of Hawaii / Captain Cook

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £124 / night

£808 / week

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from £124 / night

(5) Excellent 

23

Oahu / Kahuku

1 4 4 nights min

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

 …see more

from £135 / night

£847 / week

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from £135 / night

(4) Excellent 

32

Kohala Coast / Waikoloa

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

 …see more

from £154 / night

£1077 - £1347 / week

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from £154 / night

59

Oceanfront Alohahouse-Live on the Edge of Pacific! - Keaau house sleeps 6

Island of Hawaii / Keaau

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
The Alohahouse is a spectacular oceanfront property where you will experience breathtaking sunrises, cascading rainbows, dolphin & whale watching all from the comfort of your Hawaiian hale. The property is located just 30 minutes south of Hilo in a private community, Ha  …see more

from £123 / night

£766 - £1197 / week

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from £123 / night

(1) Very Good 

11

Oahu / Waialua

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly

 …see more

from £154 / night

£1077 / week

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from £154 / 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 £424 / night

£2962 / week

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from £424 / night

19

Oahu / Sunset Beach

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Private garden

 …see more

from £300 / night

£2100 - £2524 / week

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from £300 / night

10

Kohala Coast / Waikoloa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £139 / night

£862 - £1885 / week

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from £139 / night

20

Oahu / Haleiwa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £154 / night

£1077 / week

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from £154 / night

14

Humuhumunukunukuapuaa Room $75 per night - Waikoloa private room sleeps 3

Kohala Coast / Waikoloa

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
Centrally located home in a new subdivision on the south edge of Waikoloa on the Big Island. Very private bedroom with private bath. For friends traveling together an extra bedroom with single bed is available for same price. Clean quiet and peaceful. Perfect location.  …see more

from £58 / night

£404 / week

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from £58 / night

16

Island of Hawaii / Waimea

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

 …see more

from £66 / night

£500 / week

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from £66 / night

(1) Excellent 

13

Island of Hawaii / Kapaau

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask owner if suitable for children

 …see more

from £93 / night

£647 / week

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from £93 / night

(5) Excellent 

35

Island of Hawaii / Kalapana

1 6 1 night min

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

 …see more

from £97 / night

£577 - £1008 / week

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from £97 / night

15

Island of Hawaii / Honokaa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Child friendly

 …see more

from £97 / night

£654 - £762 / week

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from £97 / night

26

Kauai / Kilauea

4 10 Min stay varies

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

 …see more

from £453 / night

£2896 - £3520 / week

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from £453 / night

49

Window to the Whales *Unbelievable view~over 180* - Wailuku condo sleeps 6

Maui / Wailuku

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 humpback wh  …see more

from £231 / night

£1616 / week

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from £231 / night

22

Oahu / Makaha

1 4 14 nights min

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

 …see more

from £97 / night

£674 / week

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from £97 / night

(14) Excellent 

17

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

 …see more

from £124 / night

£835 / week

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from £124 / night

(2) Excellent 

17

Oahu / Haleiwa

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £89 / night

£539 / week

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from £89 / night

Top Destination reviews

Kauai Vacation Home Rental
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 vacation into a experience. Clos … see more
K&C Vacation Rental (guest house near the beach)
beach house blast

very clean and nice a bit far from Honolulu and the north shore but doable the owners were very accommodating as my wife had some health issues. a fun place to stay. … see more
Beachfront Exquisite Remodel
Beach Front Paradise

The Condo was located on its own secluded beach with its great views on both sides of the building. The Condo was fully furnished with boogie boards, lounge chairs and snorkel gear. We grocery shopped at the local market and cooked most of our meal … see more

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