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Holiday Lettings
> North America
> United States
> Hawaii
> Holiday rentals and villas in Oahu

Holiday rentals in Oahu and Villas - Holiday Lettings - Holiday Rentals Oahu

Price per night

£1 £750 -

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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
  • B&B (1)
  • Apartment (660)
  • Villa (90)
  • Cottage (22)
  • House (300)
  • Penthouse (2)
  • Chalet (1)
  • Bungalow (1)
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  • Studio (32)
  • Condo (737)
  • Private room (3)
  • Hotel apartment (16)
  • Guest house (2)

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Great rentals within 20 miles that match your search

Holiday b&b in Kalaoa

Kalaoa b&b

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from £758 / night

£5,304 / week

1 / 34

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Lahaina holiday condo rental

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 8

Great rentals within 20 miles that match your search

Condo rental in Wailea with shared pool, golf nearby

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

22 reviews

from £316 / night

£2,208 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Kailua-Kona

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £1,279 / night

£8,953 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Honolulu

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 7

Great rentals within 20 miles that match your search

Honolulu holiday condo rental

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

20 reviews

from £124 / night

£864 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kapolei

Kapolei villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

4 reviews

from £823 / night

£5,760 / week

1 / 25

Great rentals within 20 miles that match your search

Condo rental in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £138 / night

£960 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday condo in Kihei

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

21 reviews

from £243 / night

£1,600 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Maalaea

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

6 reviews

from £302 / night

£2,112 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Princeville

Princeville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

2 reviews

from £822 / night

£5,754 / week

1 / 14

Great rentals within 20 miles that match your search

Kihei holiday apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £248 / night

£1,733 / week

1 / 21

Great rentals within 20 miles that match your search

Poipu holiday condo rental

Poipu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

3 reviews

from £252 / night

£1,760 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo rental

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

32 reviews

from £229 / night

£1,600 / week

1 / 12

Great rentals within 20 miles that match your search

Condo rental in Ka'anapali with shared pool

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £457 / night

£3,194 / week

1 / 23

Great rentals within 20 miles that match your search

Villa rental in Ka'anapali with golf nearby

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £653 / night

£4,571 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Kailua-Kona

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £362 / night

£2,528 / week

1 / 38

Great rentals within 20 miles that match your search

Honolulu holiday home rental

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £83 / night

£558 - £622 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday condo rental

Kapolei condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

10 reviews

from £678 / night

£4,745 / week

1 / 27

Great rentals within 20 miles that match your search

Kihei holiday condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

65 reviews

from £206 / night

£1,440 / week

1 / 45

Great rentals within 20 miles that match your search

Condo rental in Kihei with shared pool

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £275 / night

£1,920 / week

1 / 18

Great rentals within 20 miles that match your search

Guest house letting in Kailua-Kona with shared pool

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Property type

from £133 / night

£928 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday villa in Kapalua

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £229 / night

£1,600 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Haiku

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

102 reviews

from £823 / night

£5,760 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Paia

Paia house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £484 / night

£3,386 / week

1 / 37

Great rentals within 20 miles that match your search

Kailua-Kona holiday condo rental

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

19 reviews

from £243 / night

£1,696 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday studio with golf nearby in Haleiwa

Haleiwa studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

3 reviews

from £160 / night

£1,097 / week

1 / 17

Great rentals within 20 miles that match your search

Lahaina holiday condo rental

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

13 reviews

from £1,829 / night

£12,799 / week

1 / 29

Great rentals within 20 miles that match your search

Kailua-Kona holiday condo rental

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £182 / night

£1,700 / week

1 / 11

Great rentals within 20 miles that match your search

Villa rental in Lahaina with shared pool, golf nearby

Lahaina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

2 reviews

from £510 / night

£3,566 - £6,308 / week

1 / 48

Great rentals within 20 miles that match your search

Home rental in Kaneohe with shared pool

Kaneohe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £503 / night

£3,520 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Kihei

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £183 / night

£1,280 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo rental

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £206 / night

£1,440 / week

1 / 24

Great rentals within 20 miles that match your search

Honolulu holiday home rental

Honolulu house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £183 / night

£1,280 / week

1 / 22

Great rentals within 20 miles that match your search

Apartment rental in Poipu with shared pool, golf nearby

Poipu apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £389 / night

£2,560 - £2,743 / week

1 / 18

Great rentals within 20 miles that match your search

Kihei holiday condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £274 / night

£1,914 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Lihue

Lihue condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

55 reviews

from £160 / night

£1,120 / week

1 / 80

Great rentals within 20 miles that match your search

Holiday condo in Waianae

Waianae condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £91 / night

£634 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Waikoloa

Waikoloa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

23 reviews

from £218 / night

£1,440 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home in Kawaihae

Kawaihae house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £229 / night

£1,600 / week

1 / 15

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