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Vacation homes - vacation rentals

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5,370 Vacation rentals

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Vacation apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $126 / night

$882 / week

1 / 10

Vacation apartment with shared pool in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $258 / night

$1,804 / week

1 / 15

Vacation condo with shared pool in Kihei

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $229 / night

$1,603 / week

1 / 19

Haiku Vacation home rental

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $458 / night

$3,206 / week

1 / 35

Condo rental in Kihei with shared pool

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $344 / night

$2,405 / week

1 / 18

Vacation apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $331 / night

$2,317 / week

1 / 18

Condo rental in Ka'anapali

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $504 / night

$3,527 / week

1 / 39

Vacation apartment with shared pool in Maalaea

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $378 / night

$2,645 / week

1 / 23

Vacation condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $320 / night

$2,237 / week

1 / 32

Vacation apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $250 / night

$1,747 / week

1 / 19

Vacation cottage in Makawao

Makawao cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $258 / night

$1,804 / week

1 / 25

Vacation apartment in Maalaea

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $229 / night

$1,603 / week

1 / 18

Kihei Vacation condo rental

Kihei condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $343 / night

$2,397 / week

1 / 19

Vacation condo with shared pool, golf nearby in Ka'anapali

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $589 / night

$4,120 / week

1 / 24

Vacation home with swimming pool in Haiku

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,031 / night

$7,214 / week

1 / 26

Apartment rental in Kihei with shared pool

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $300 / night

$2,100 / week

1 / 14

Vacation apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $315 / night

$2,205 / week

1 / 32

Kihei Vacation condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $207 / night

$1,403 - $1,483 / week

1 / 39

Kihei Vacation condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $343 / night

$2,397 / week

1 / 27

Vacation home in Lahaina

Lahaina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $551 / night

$5,370 - $6,012 / week

1 / 34

Vacation apartment rental

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $344 / night

$2,405 / week

1 / 16

Kihei Vacation apartment rental

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $572 / night

$4,000 / week

1 / 35

Haiku Vacation home rental

Haiku house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $908 / night

$6,361 / week

1 / 1

Vacation villa with shared pool in Lahaina

Lahaina villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 13

from $1,620 / night

$11,336 / week

1 / 34

Ka'anapali Vacation apartment rental

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $361 / night

$2,525 / week

1 / 37

Vacation apartment in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $166 / night

$1,042 / week

1 / 20

Vacation apartment with golf nearby in Ka'anapali

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $430 / night

$3,006 / week

1 / 30

Cottage rental in Paia

Paia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $367 / night

$2,565 / week

1 / 60

Vacation condo with shared pool, golf nearby in Wailea

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $445 / night

$3,110 / week

1 / 8

Vacation home with golf nearby in Napili-Honokowai

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $3,893 / night

$27,251 / week

1 / 9

Vacation home with shared pool in Wailea

Wailea house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $995 / night

$6,965 / week

1 / 49

Vacation apartment with shared pool in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $974 / night

$6,813 / week

1 / 21

Vacation villa rental

Lahaina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $1,192 / night

$8,338 / week

1 / 33

Vacation villa with swimming pool in Wailea

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,350 / night

$9,450 / week

1 / 50

Vacation home rental

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $2,195 / night

$15,365 / week

1 / 50

Apartment rental in Kihei with shared pool

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $539 / night

$3,773 / week

1 / 51

Vacation home with golf nearby in Kihei

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,088 / night

$7,235 / week

1 / 21

Vacation apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $274 / night

$1,916 / week

1 / 12

Vacation villa with shared pool in Wailea

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,295 / night

$9,065 / week

1 / 48

Villa rental in Lahaina with shared pool

Lahaina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,137 / night

$7,958 / week

1 / 23

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