Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

All filters (1)

Filters (1)

Clear filters

227 Vacation rentals

Applied filters (1)

Vacation home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $186 / night

$1,104 / week

1 / 23

Cottage accommodation in Kailua

Kailua cottage

  • 1 bathroom
  • sleeps 2

from $224 / night

$3,092 / week

1 / 15

Vacation home in Kailua

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $840 / night

$5,878 / week

1 / 19

Vacation home in Kailua

Kailua house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 10

from $653 / night

$2,611 / week

1 / 38

Vacation home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $171 / night

$1,195 / week

1 / 14

Kailua Vacation home rental

Kailua house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from $5,400 / night

$30,295 / week

1 / 39

Vacation cottage in Kailua

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $224 / night

$3,092 / week

1 / 32

Vacation home in Kailua

Kailua house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $350 / night

$2,447 / week

1 / 26

Vacation studio in Kailua

Kailua studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $93 / night

$650 - $693 / week

1 / 23

Vacation home with swimming pool in Kailua

Kailua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $5,700 / night

$31,770 / week

1 / 39

Kailua Vacation home rental

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $786 / night

$5,502 / week

1 / 38

Vacation apartment in Kailua

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $197 / night

$1,377 - $1,624 / week

1 / 20

Vacation home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $137 / night

$953 - $1,299 / week

1 / 15

Kailua Vacation home rental

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $754 / night

$5,273 / week

1 / 30

Vacation home in Kailua

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $144 / night

$802 - $7,624 / week

1 / 29

Home rental in Kailua with swimming pool

Kailua house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $1,597 / night

$11,175 / week

1 / 47

Vacation home in Kailua

Kailua house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $359 / night

$2,510 - $2,848 / week

1 / 38

Vacation apartment in Kailua

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $245 / night

$1,714 - $1,875 / week

1 / 45

Vacation apartment in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $149 / night

$1,039 - $1,496 / week

1 / 29

Vacation home with swimming pool in Kailua

Kailua house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from $3,603 / night

$25,221 / week

1 / 42

Vacation home accommodation

Kailua house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $1,103 / night

$7,721 / week

1 / 30

Vacation home with swimming pool in Kailua

Kailua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $654 / night

$4,573 / week

1 / 50

Vacation home in Kailua

Kailua house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,057 / night

$7,395 / week

1 / 29

Vacation home rental

Kailua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $657 / night

$4,595 / week

1 / 36

Kailua Vacation b&b rental

Kailua b&b

  • 1 bathroom
  • sleeps 2

from $274 / night

$1,916 / week

1 / 14

Vacation b&b in Kailua

Kailua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $320 / night

$2,237 / week

1 / 18

Vacation apartment in Kailua

Kailua apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $242 / night

$1,688 - $2,176 / week

1 / 32

Vacation apartment in Kailua

Kailua apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $273 / night

$1,905 - $1,992 / week

1 / 25

Vacation home in Kailua

Kailua house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

from $2,400 / night

$16,800 / week

1 / 30

Kailua ski home to rent.

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $449 / night

$3,143 / week

1 / 30

Vacation home in Kailua

Kailua house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $375 / night

$2,625 / week

1 / 24

Kailua Vacation studio rental

Kailua studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $210 / night

$1,470 / week

1 / 21

Vacation studio in Kailua

Kailua studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $499 / night

$3,493 / week

1 / 27

Vacation cottage in Kailua

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $266 / night

$1,862 / week

1 / 30

Kailua Vacation home rental

Kailua house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $320 / night

$2,240 / week

1 / 23

Vacation home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $194 / night

$1,358 / week

1 / 30

Apartment rental in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $180 / night

$1,260 / week

1 / 30

Vacation studio in Kailua

Kailua studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $100 / night

$700 / week

1 / 9

Ski home to rent in Kailua

Kailua house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from $1,500 / night

$10,500 / week

1 / 30

Vacation home in Kailua

Kailua house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $660 / night

$4,620 / week

1 / 17