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Best Hawaii Vacation rentals on Holiday Lettings - Apartments

Price per day

$1 $750 -

Bedrooms

Property rating (out of 5)
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  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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.
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Vacation apartment with swimming pool in Hawaii

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

from $344 / night

$2,405 / week

1 / 7

Vacation townhouse rental

Waimea townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

3 reviews

from $338 / night

$2,365 / week

1 / 18

Vacation condo with shared pool, golf nearby in Hawaii

Poipu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Bicycles available, Private fishing lake or river

4 reviews

from $413 / night

$2,886 / week

1 / 16

Hawaii Vacation condo rental

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Bicycles available, Private fishing lake or river

20 reviews

from $155 / night

$1,082 / week

1 / 24

Apartment rental in Hawaii with golf nearby

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

3 reviews

from $649 / night

$4,543 / week

1 / 32

Vacation villa with golf nearby in Hawaii

Kapolei villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Bicycles available, Private fishing lake or river

4 reviews

from $1,031 / night

$7,214 / week

1 / 25

Condo rental in Hawaii

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Bicycles available, Private fishing lake or river

from $172 / night

$1,203 / week

1 / 35

Vacation condo in Kihei

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

21 reviews

from $304 / night

$2,004 / week

1 / 21

Vacation villa with shared pool, golf nearby in Hawaii

Kapolei villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Bicycles available, Private fishing lake or river

from $973 / night

$6,805 / week

1 / 69

Vacation apartment with golf nearby in Hawaii

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

3 reviews

from $339 / night

$2,373 / week

1 / 31

Home rental in Hawaii

Captain Cook house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

from $567 / night

$3,968 - $4,769 / week

1 / 15

Vacation home with golf nearby in Hawaii

Princeville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 filters do not match: Private fishing lake or river, Staffed property

2 reviews

from $1,030 / night

$7,206 / week

1 / 14

Vacation apartment with golf nearby in Hawaii

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

2 reviews

from $299 / night

$2,093 / week

1 / 33

Vacation apartment with golf nearby in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

2 reviews

from $249 / night

$1,743 / week

1 / 31

Vacation apartment in Kailua-Kona

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

from $343 / night

$2,397 / week

1 / 15

Vacation bungalow rental

Laie bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

2 reviews

from $373 / night

$2,341 - $3,062 / week

1 / 13

Vacation cottage rental

Laie cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Bicycles available, Private fishing lake or river

1 review

from $498 / night

$3,134 - $3,856 / week

1 / 21

Hawaii Vacation cottage rental

Laie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Bicycles available, Private fishing lake or river

from $473 / night

$2,976 / week

1 / 16

Hawaii Vacation home rental

Laie house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Bicycles available, Private fishing lake or river

from $479 / night

$3,015 - $3,737 / week

1 / 15

Vacation condo rental

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

3 reviews

from $292 / night

$2,044 / week

1 / 34

Vacation home with golf nearby in Hawaii

Ka'anapali house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

5 reviews

from $434 / night

$3,038 / week

1 / 39

Vacation apartment with shared pool in Hawaii

Honolulu apartment

  • 1 bathroom
  • sleeps 2

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

2 reviews

from $149 / night

$938 - $1,039 / week

1 / 17

Vacation home in Hawaii

Hilo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

20 reviews

from $155 / night

$968 / week

1 / 23

Home rental in Keaau

Keaau house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Private fishing lake or river, Staffed property

21 reviews

from $155 / night

$1,048 - $1,168 / week

1 / 14

Home rental in Kaimu

Kaimu house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

1 review

from $297 / night

$1,972 - $2,293 / week

1 / 24

Apartment rental in Hawaii with shared pool

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

from $458 / night

$3,206 / week

1 / 14

Vacation home with swimming pool in Hawaii

Lahaina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

4 reviews

from $1,592 / night

$11,141 / week

1 / 48

Apartment rental in Kailua-Kona with shared pool

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

39 reviews

from $332 / night

$2,186 - $3,808 / week

1 / 46

Vacation apartment in Hawaii

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

2 reviews

from $315 / night

$2,205 / week

1 / 34

Vacation apartment with golf nearby in Hawaii

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

30 reviews

from $457 / night

$3,198 / week

1 / 30

Vacation apartment in Hawaii

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

15 reviews

from $274 / night

$1,916 / week

1 / 12

Hawaii Vacation apartment rental

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Bicycles available, Private fishing lake or river

31 reviews

from $567 / night

$3,968 / week

1 / 51

Vacation apartment in Hawaii

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Bicycles available, Private fishing lake or river

3 reviews

from $297 / night

$2,076 / week

1 / 34

Apartment rental in Hawaii

Waianae apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

5 reviews

from $102 / night

$708 / week

1 / 25

Vacation apartment with shared pool in Hawaii

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

5 reviews

from $457 / night

$3,198 / week

1 / 16

Hawaii Vacation home rental

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

16 reviews

from $509 / night

$5,089 - $5,249 / week

1 / 34

Vacation apartment with golf nearby in Hawaii

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

34 reviews

from $430 / night

$3,006 / week

1 / 30

Vacation apartment in Waikoloa

Waikoloa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

67 reviews

from $516 / night

$3,321 / week

1 / 23

Hawaii ski home to rent.

Kihei house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 filters do not match: Bicycles available, Private fishing lake or river, Staffed property

44 reviews

from $1,031 / night

$7,214 / week

1 / 50

Vacation apartment with shared pool in Kailua-Kona

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Bicycles available, Private fishing lake or river

from $218 / night

$1,523 / week

1 / 10

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