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Holiday Lettings
> North America
> United States
> Hawaii
> Oahu
> Houses and Apartments in Waimanalo

Holiday homes - Holiday rentals

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Apartment (4)
  • Villa (1)
  • Cottage (2)
  • House (22)
  • Condo (1)
  • B&B (2)

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32 Holiday homes

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Great rentals within 20 miles that match your search

Holiday apartment in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
22 reviews

from £187 / night

£1,310 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £148 / night

£880 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Kahala

Kahala condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from £168 / night

£1,171 / week

1 / 22

Great rentals within 20 miles that match your search

Cottage accommodation in Kailua

Kailua cottage

  • 1 bathroom
  • sleeps 2
10 reviews

from £178 / night

£2,464 / week

1 / 15

Great rentals within 20 miles that match your search

Apartment rental in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £73 / night

£511 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £104 / night

£724 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa rental

Honolulu villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 25
5 reviews

from £365 / night

£2,549 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £136 / night

£952 / week

1 / 14

Great rentals within 20 miles that match your search

Kailua holiday home rental

Kailua house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from £4,328 / night

£24,264 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday cottage in Kailua

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
9 reviews

from £178 / night

£2,464 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Kailua

Kailua house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £279 / night

£1,951 / week

1 / 26

Great rentals within 20 miles that match your search

Hawaii Kai holiday home rental

Hawaii Kai house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from £457 / night

£3,194 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kailua

Kailua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £4,543 / night

£25,320 / week

1 / 39

Great rentals within 20 miles that match your search

Kailua holiday home rental

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £733 / night

£5,129 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home rental

Kahala house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12
3 reviews

from £472 / night

£3,301 / week

1 / 31

Great rentals within 20 miles that match your search

Kailua holiday home rental

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £601 / night

£4,202 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home rental

Hawaii Kai house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £683 / night

£4,778 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Hawaii Kai

Hawaii Kai house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £726 / night

£5,079 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment rental

Kahala apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £64 / night

£448 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home in Kailua

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £137 / night

£767 - £5,207 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Kailua with swimming pool

Kailua house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £1,273 / night

£8,906 / week

1 / 47

Great rentals within 20 miles that match your search

Kailua holiday home rental

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
34 reviews

from £86 / night

£601 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kailua

Kailua house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from £2,872 / night

£20,101 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday home accommodation

Kailua house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from £1,278 / night

£8,943 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kailua

Kailua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £521 / night

£3,644 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday home in Kailua

Kailua house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £842 / night

£5,894 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home rental

Kailua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £523 / night

£3,662 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Honolulu

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £274 / night

£1,917 / week

1 / 7

Great rentals within 20 miles that match your search

Kailua holiday b&b rental

Kailua b&b

  • 1 bathroom
  • sleeps 2
3 reviews

from £218 / night

£1,527 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday b&b in Kailua

Kailua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
1 review

from £255 / night

£1,783 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kailua

Kailua house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £1,898 / night

£13,287 - £34,699 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home rental

Kahala house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £709 / night

£4,964 / week

1 / 25

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