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Best Vacation Rentals in Island of Hawaii - Holiday Lettings - Cabins

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4,962 Vacation rentals

Vacation home in Kailua-Kona

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $103 / night

$722 / week

1 / 34

Captain Cook Vacation cottage rental

Captain Cook cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,203 / week

1 / 23

Vacation home in Honomu

Honomu house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from $286 / night

$2,290 - $3,252 / week

1 / 23

Vacation condo rental

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $286 / night

$2,129 - $2,289 / week

1 / 12

Apartment rental in Kailua-Kona

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $175 / night

$1,150 - $1,250 / week

1 / 19

Kailua-Kona Vacation home accommodation

Kailua-Kona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $269 / night

$1,884 / week

1 / 49

Kalaoa Vacation camper van rental

Kalaoa camper van

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $205 / night

$1,435 / week

1 / 20

Vacation home in Kailua-Kona

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $110 / night

$761 - $1,161 / week

1 / 22

Vacation home in Keauhou

Keauhou house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from $1,431 / night

$10,011 / week

1 / 25

Vacation condo in Kailua-Kona

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $487 / night

$3,407 / week

1 / 14

Vacation apartment in Honaunau

Honaunau apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $155 / night

$1,082 / week

1 / 91

Kailua-Kona Vacation home rental

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $567 / night

$3,968 / week

1 / 31

Vacation home in Hilo

Hilo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $207 / night

$1,443 / week

1 / 21

Vacation bungalow rental

Naalehu bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $109 / night

$762 / week

1 / 5

Keaau Vacation home rental

Keaau house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from $144 / night

$1,002 / week

1 / 11

Vacation home in Kalapana

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $114 / night

$630 - $1,231 / week

1 / 35

Vacation condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $573 / night

$4,008 / week

1 / 11

Volcano Vacation villa rental

Volcano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $395 / night

$2,766 / week

1 / 67

Vacation condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $247 / night

$1,724 / week

1 / 30

Vacation cottage in Pahoa

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $75 / night

$521 / week

1 / 8

Vacation condo in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $157 / night

$1,098 / week

1 / 15

Vacation apartment in Kailua-Kona

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $343 / night

$2,397 / week

1 / 15

Hawi Vacation b&b rental

Hawi b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $480 / night

$3,359 / week

1 / 42

Vacation condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $195 / night

$1,323 - $1,925 / week

1 / 17

Vacation home in Honokaa

Honokaa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $144 / night

$945 - $1,105 / week

1 / 22

Vacation lodge in Honokaa

Honokaa lodge

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 16

from $1,031 / night

$7,214 / week

1 / 25

Condo rental in Kailua-Kona with shared pool

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $210 / night

$1,300 / week

1 / 11

Vacation cottage in Ocean View

Ocean View cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $68 / night

$401 / week

1 / 19

Vacation home in Kalapana

Kalapana house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $171 / night

$1,195 / week

1 / 30

Condo accommodation in Kailua-Kona with shared pool

Kailua-Kona condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from $155 / night

$1,082 / week

1 / 21

Pahoa Vacation home rental

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $172 / night

$1,203 / week

1 / 4

Pahoa Vacation home rental

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $155 / night

$1,082 / week

1 / 12

Condo rental in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,203 / week

1 / 35

Vacation condo accommodation

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $343 / night

$2,404 / week

1 / 20

Kailua-Kona Vacation home rental

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $281 / night

$1,866 - $2,427 / week

1 / 20

Vacation condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $149 / night

$1,042 / week

1 / 19

Kalaoa Vacation camper van rental

Kalaoa camper van

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $212 / night

$1,483 / week

1 / 18

Pahoa Vacation b&b rental

Pahoa b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $54 / night

$374 / week

1 / 9

Waikoloa Vacation condo rental

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $267 / night

$1,868 / week

1 / 41

Kailua-Kona Vacation condo rental

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $286 / night

$2,129 - $2,289 / week

1 / 11

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