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Best Kailua Vacation rentals on Holiday Lettings - Beach rentals

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189 Vacation rentals

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Kailua Vacation home rental

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $485 / night

$3,395 / week

1 / 15

Vacation home rental

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $452 / night

$3,164 / week

1 / 20

Vacation apartment in Kailua

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $465 / night

$3,255 / week

1 / 19

Vacation home in Kailua

Kailua house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $642 / night

$4,494 / week

1 / 20

Vacation home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $303 / night

$2,121 / week

1 / 7

Home accommodation in Kailua

Kailua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $894 / night

$6,258 / week

1 / 28

Kailua Vacation apartment accommodation

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $342 / night

$2,394 / week

1 / 7

Kailua Vacation apartment rental

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $374 / night

$2,618 / week

1 / 22

Cottage rental in Kailua

Kailua cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $510 / night

$3,570 / week

1 / 24

Kailua Vacation apartment rental

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $306 / night

$2,142 / week

1 / 14

Vacation cottage in Kailua

Kailua cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $628 / night

$4,396 / week

1 / 22

Vacation home in Kailua

Kailua house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $934 / night

$6,538 / week

1 / 17

Vacation home in Kailua

Kailua house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $448 / night

$3,136 / week

1 / 9

Kailua Vacation apartment rental

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $275 / night

$1,925 / week

1 / 21

Vacation apartment in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $309 / night

$2,163 / week

1 / 11

Kailua Vacation home rental

Kailua house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $770 / night

$5,390 / week

1 / 29

Vacation home in Kailua

Kailua house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $2,780 / night

$19,460 / week

1 / 27

Vacation home accommodation

Kailua house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,852 / night

$12,964 / week

1 / 21

Home rental in Kailua

Kailua house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 14

from $2,557 / night

$17,899 / week

1 / 30

Kailua Vacation apartment rental

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $327 / night

$2,289 / week

1 / 28

Ski home to rent in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $513 / night

$3,591 / week

1 / 17

Kailua ski home to rent.

Kailua house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $2,516 / night

$17,612 / week

1 / 30

Vacation home in Kailua

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $995 / night

$6,965 / week

1 / 18

Vacation cottage in Kailua

Kailua cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $202 / night

$1,414 / week

1 / 24

Vacation cottage in Kailua

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $399 / night

$2,793 / week

1 / 30

Vacation home in Kailua

Kailua house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

from $3,158 / night

$22,106 / week

1 / 30

Kailua Vacation home rental

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $368 / night

$2,576 / week

1 / 29

Kailua ski home to rent.

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $783 / night

$5,481 / week

1 / 30

Ski apartment to rent in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $468 / night

$3,276 / week

1 / 23

Kailua Vacation home rental

Kailua house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $674 / night

$4,718 / week

1 / 14

Cottage rental in Kailua

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $600 / night

$4,200 / week

1 / 14

Vacation apartment accommodation

Kailua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $421 / night

$2,947 / week

1 / 11

Home rental in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $600 / night

$4,200 / week

1 / 17

Kailua Vacation apartment rental

Kailua apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $214 / night

$1,498 / week

1 / 30

Vacation home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $227 / night

$1,589 / week

1 / 30

Vacation apartment in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $314 / night

$2,198 / week

1 / 30

Kailua ski apartment to rent.

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $265 / night

$1,855 / week

1 / 30

Vacation cottage in Kailua

Kailua cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from $219 / night

$1,533 / week

1 / 24

Kailua ski apartment to rent.

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $219 / night

$1,533 / week

1 / 23

Vacation cottage in Kailua

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $201 / night

$1,407 / week

1 / 25