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50 Best Hawaii Vacation rentals on Holiday Lettings - Apartments

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3,762 Vacation rentals

Home rental in Hawaii with swimming pool

Hilo house

3 bedrooms • 2 bathrooms • sleeps 7

3 reviews

from $515 / night

$3,599 / week

1 / 38

Vacation home rental

Waianae house

1 bedroom • 1 bathroom • sleeps 4

1 review

from $195 / night

$1,361 / week

1 / 29

Hawaii Vacation home rental

Hanalei house

3 bedrooms • 3 bathrooms • sleeps 6

27 reviews

from $287 / night

$1,890 / week

1 / 31

Vacation guest house with swimming pool in Hilo

Hilo guest house

2 bedrooms • 2 bathrooms • sleeps 4

8 reviews

from $172 / night

$1,123 - $1,603 / week

1 / 27

Private room rental in Hilo

Hilo private room

1 bedroom • 1 bathroom • sleeps 3

from $115 / night

$745 / week

1 / 23

Vacation apartment rental

Poipu apartment

1 bedroom • 2 bathrooms • sleeps 4

3 reviews

from $227 / night

$1,547 / week

1 / 28

Vacation condo rental

Makaha condo

3 bedrooms • 1 bathroom • sleeps 5

from $160 / night

$1,114 / week

1 / 39

Hawaii Vacation home rental

Volcano house

2 bedrooms • 2 bathrooms • sleeps 4

15 reviews

from $184 / night

$1,289 - $1,409 / week

1 / 34

Condo rental in Poipu

Poipu condo

1 bedroom • 1 bathroom • sleeps 4

from $228 / night

$1,595 / week

1 / 16

Vacation condo with golf nearby in Hawaii

Honolulu condo

1 bedroom • 1 bathroom • sleeps 2

from $166 / night

$1,163 / week

1 / 10

Vacation home in Hawaii

Keauhou house

6 bedrooms • 7 bathrooms • sleeps 16

4 reviews

from $1,431 / night

$10,011 / week

1 / 25

Vacation condo in Hawaii

Honolulu condo

1 bedroom • 1 bathroom • sleeps 4

from $189 / night

$1,323 / week

1 / 14

Vacation studio in Hawaii

Honolulu studio

Studio • 1 bathroom • sleeps 4

3 reviews

from $81 / night

$561 / week

1 / 26

Vacation studio in Hawaii

Lahaina studio

Studio • 1 bathroom • sleeps 4

from $527 / night

$2,863 / week

1 / 16

Condo rental in Honolulu

Honolulu condo

2 bedrooms • 2 bathrooms • sleeps 6

7 reviews

from $682 / night

$4,769 / week

1 / 53

Hawaii Vacation cottage rental

Volcano cottage

1 bedroom • 1 bathroom • sleeps 4

20 reviews

from $189 / night

$1,163 - $1,563 / week

1 / 20

Hawaii Vacation condo rental

Honolulu condo

2 bedrooms • 2 bathrooms • sleeps 8

from $516 / night

$3,607 / week

1 / 4

Vacation b&b in Hilo

Hilo b&b

1 bedroom • 1 bathroom • sleeps 3

from $109 / night

$762 / week

1 / 21

Vacation condo in Hawaii

Maalaea condo

1 bedroom • 1 bathroom • sleeps 2

from $269 / night

$1,884 / week

1 / 11

Villa rental in Hawaii

Kapalua villa

1 bedroom • 1 bathroom • sleeps 4

from $205 / night

$1,432 / week

1 / 5

Vacation b&b in Hawaii

Hilo b&b

1 bedroom • 1 bathroom • sleeps 3

from $109 / night

$762 / week

1 / 21

Vacation b&b in Hawaii

Hilo b&b

1 bedroom • 1 bathroom • sleeps 3

from $103 / night

$722 / week

1 / 18

Vacation condo with shared pool, golf nearby in Hawaii

Princeville condo

2 bedrooms • 2 bathrooms • sleeps 4

from $207 / night

$1,443 / week

1 / 19

Vacation hotel apartment in Honolulu

Honolulu hotel apartment

2 bedrooms • 1 bathroom • sleeps 8

from $43 / night

$287 / week

1 / 12

Vacation home in Hana

Hana house

2 bedrooms • 1 bathroom • sleeps 4

47 reviews

from $327 / night

$1,878 - $2,247 / week

1 / 13

Apartment rental in Kihei with shared pool

Kihei apartment

1 bedroom • 2 bathrooms • sleeps 4

46 reviews

from $201 / night

$1,403 / week

1 / 29

Cottage rental in Hawaii

Wailea cottage

1 bedroom • 2 bathrooms • sleeps 3

37 reviews

from $286 / night

$1,996 / week

1 / 25

Vacation apartment with shared pool in Hawaii

Kapaa apartment

1 bedroom • 1 bathroom • sleeps 6

from $125 / night

$874 - $1,203 / week

1 / 25

Vacation apartment in Hawaii

Maalaea apartment

1 bedroom • 1 bathroom • sleeps 4

67 reviews

from $195 / night

$1,317 - $1,374 / week

1 / 16

Vacation home rental

Pahoa house

2 bedrooms • 2 bathrooms • sleeps 8

from $126 / night

$825 - $1,546 / week

1 / 17

Vacation condo with tennis court in Hawaii

Kailua-Kona condo

1 bedroom • 1 bathroom • sleeps 4

13 reviews

from $132 / night

$859 - $1,145 / week

1 / 26

Hawaii Vacation apartment rental

Kapaa apartment

2 bedrooms • 3 bathrooms • sleeps 6

2 reviews

from $453 / night

$3,166 - $5,210 / week

1 / 28

Vacation cottage in Hawaii

Kapaa cottage

1 bedroom • 1 bathroom • sleeps 4

9 reviews

from $194 / night

$1,355 - $1,804 / week

1 / 27

Vacation condo with shared pool in Hawaii

Kailua-Kona condo

1 bedroom • 2 bathrooms • sleeps 2

1 review

from $155 / night

$1,085 / week

1 / 13

Captain Cook Vacation cottage rental

Captain Cook cottage

1 bedroom • 1 bathroom • sleeps 4

41 reviews

from $172 / night

$1,203 / week

1 / 23

Apartment rental in Hawaii with shared pool

Kapaa apartment

2 bedrooms • 3 bathrooms • sleeps 6

6 reviews

from $308 / night

$2,156 - $4,208 / week

1 / 24

Vacation apartment rental

Kihei apartment

2 bedrooms • 2 bathrooms • sleeps 6

41 reviews

from $263 / night

$1,836 - $3,407 / week

1 / 50

Vacation villa in Hawaii

Wailea villa

3 bedrooms • 3 bathrooms • sleeps 8

6 reviews

from $1,460 / night

$10,220 / week

1 / 21

Vacation home in Kapaa

Kapaa house

2 bedrooms • 1 bathroom • sleeps 4

3 reviews

from $446 / night

$3,118 / week

1 / 17

Vacation apartment with golf nearby in Hawaii

Ka'anapali apartment

2 bedrooms • 2 bathrooms • sleeps 6

28 reviews

from $292 / night

$1,964 / week

1 / 30

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