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50 Best Maui Vacation rentals on Holiday Lettings - Condos

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1,569 Vacation rentals

Vacation studio in Lahaina

Lahaina studio

Studio • 1 bathroom • sleeps 4

from $527 / night

$2,863 / week

1 / 16

Vacation condo in Maalaea

Maalaea condo

1 bedroom • 1 bathroom • sleeps 2

from $269 / night

$1,884 / week

1 / 11

Villa rental in Kapalua

Kapalua villa

1 bedroom • 1 bathroom • sleeps 4

from $205 / night

$1,432 / week

1 / 5

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 Wailea

Wailea cottage

1 bedroom • 2 bathrooms • sleeps 3

37 reviews

from $286 / night

$1,996 / week

1 / 25

Vacation apartment in Maalaea

Maalaea apartment

1 bedroom • 1 bathroom • sleeps 4

67 reviews

from $195 / night

$1,317 - $1,374 / week

1 / 16

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 Wailea

Wailea villa

3 bedrooms • 3 bathrooms • sleeps 8

6 reviews

from $1,460 / night

$10,220 / week

1 / 21

Vacation apartment with golf nearby in Ka'anapali

Ka'anapali apartment

2 bedrooms • 2 bathrooms • sleeps 6

28 reviews

from $292 / night

$1,964 / week

1 / 30

Kihei Vacation apartment rental

Kihei apartment

1 bedroom • 1 bathroom • sleeps 4

8 reviews

from $259 / night

$1,812 / week

1 / 30

Vacation apartment in Lahaina

Lahaina apartment

1 bedroom • 1 bathroom • sleeps 2

84 reviews

from $166 / night

$1,163 / week

1 / 26

Lahaina Vacation apartment rental

Lahaina apartment

1 bedroom • 2 bathrooms • sleeps 6

1 review

from $315 / night

$2,709 - $3,110 / week

1 / 38

Vacation apartment in Lahaina

Lahaina apartment

1 bedroom • 1 bathroom • sleeps 4

63 reviews

from $201 / night

$1,403 / week

1 / 30

Kihei Vacation home rental

Kihei house

3 bedrooms • 3 bathrooms • sleeps 6

80 reviews

from $315 / night

$2,205 / week

1 / 24

Apartment rental in Kihei with shared pool

Kihei apartment

1 bedroom • 1 bathroom • sleeps 4

6 reviews

from $207 / night

$1,157 / week

1 / 19

Lahaina Vacation apartment rental

Lahaina apartment

2 bedrooms • 2 bathrooms • sleeps 6

31 reviews

from $395 / night

$2,766 - $4,769 / week

1 / 51

Vacation apartment with shared pool in Kihei

Kihei apartment

1 bedroom • 2 bathrooms • sleeps 4

21 reviews

from $166 / night

$1,163 / week

1 / 31

Lahaina Vacation condo accommodation

Lahaina condo

2 bedrooms • 1 bathroom • sleeps 6

4 reviews

from $315 / night

$2,205 / week

1 / 24

Hotel apartment rental in Kapalua with shared pool

Kapalua hotel apartment

2 bedrooms • 2 bathrooms • sleeps 6

18 reviews

from $453 / night

$3,166 / week

1 / 24

Kihei Vacation apartment rental

Kihei apartment

1 bedroom • 1 bathroom • sleeps 4

19 reviews

from $218 / night

$1,219 - $2,421 / week

1 / 27

Vacation apartment in Lahaina

Lahaina apartment

2 bedrooms • 3 bathrooms • sleeps 6

14 reviews

from $252 / night

$2,004 / week

1 / 22

Apartment rental in Kihei with shared pool

Kihei apartment

2 bedrooms • 2 bathrooms • sleeps 6

15 reviews

from $258 / night

$1,764 - $2,645 / week

1 / 52

Wailea Vacation condo rental

Wailea condo

2 bedrooms • 2 bathrooms • sleeps 6

2 reviews

from $630 / night

$4,409 / week

1 / 23

Lahaina Vacation condo rental

Lahaina condo

3 bedrooms • 3 bathrooms • sleeps 8

8 reviews

from $1,815 / night

$12,704 / week

1 / 21

Vacation apartment rental

Ka'anapali apartment

2 bedrooms • 2 bathrooms • sleeps 5

42 reviews

from $916 / night

$6,012 / week

1 / 36

Vacation cottage with shared pool in Haiku

Haiku cottage

1 bedroom • 1 bathroom • sleeps 2

1 review

from $315 / night

$2,045 - $2,205 / week

1 / 12

Vacation cottage in Hana

Hana cottage

• 1 bathroom • sleeps 2

18 reviews

from $258 / night

$1,804 / week

1 / 11

Ka'anapali Vacation hotel apartment rental

Ka'anapali hotel apartment

2 bedrooms • 2 bathrooms • sleeps 8

1 review

from $1,227 / night

$8,588 / week

1 / 19

Vacation condo with shared pool in Maalaea

Maalaea condo

2 bedrooms • 2 bathrooms • sleeps 4

2 reviews

from $295 / night

$2,060 / week

1 / 24

Vacation apartment in Kihei

Kihei apartment

1 bedroom • 1 bathroom • sleeps 2

24 reviews

from $155 / night

$1,002 - $1,796 / week

1 / 43

Hotel apartment rental in Ka'anapali with shared pool, golf nearby

Ka'anapali hotel apartment

1 bedroom • 1 bathroom • sleeps 4

2 reviews

from $297 / night

$2,076 / week

1 / 37

Kihei Vacation apartment rental

Kihei apartment

2 bedrooms • 2 bathrooms • sleeps 4

28 reviews

from $281 / night

$1,964 / week

1 / 34

Kihei Vacation condo rental

Kihei condo

1 bedroom • 1 bathroom • sleeps 4

1 review

from $148 / night

$1,034 / week

1 / 14

Lahaina Vacation apartment accommodation

Lahaina apartment

1 bedroom • 1 bathroom • sleeps 3

4 reviews

from $224 / night

$1,563 - $2,028 / week

1 / 25

Vacation home rental

Hana house

1 bedroom • 1 bathroom • sleeps 2

54 reviews

from $258 / night

$1,804 / week

1 / 22

Paia Vacation home accommodation

Paia house

2 bedrooms • 1 bathroom • sleeps 4

from $241 / night

$1,684 / week

1 / 14

Vacation cottage in Haiku

Haiku cottage

1 bedroom • 1 bathroom • sleeps 2

from $464 / night

$3,092 - $3,808 / week

1 / 25

Vacation apartment with shared pool in Ka'anapali

Ka'anapali apartment

2 bedrooms • 1 bathroom • sleeps 4

15 reviews

from $153 / night

$1,008 - $1,260 / week

1 / 22

Vacation condo in Hana

Hana condo

1 bedroom • 1 bathroom • sleeps 2

8 reviews

from $430 / night

$3,006 / week

1 / 20

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