50 Best Lahaina Vacation rentals on Holiday Lettings - Condos

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622 Vacation rentals

Travelers going to Lahaina are booking February dates now. Secure your vacation rental today and have the perfect trip.

6

Maui / Lahaina

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $299 / night

$2093 / week

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from $299 / night

16

Vacation studio in Lahaina

Maui / Lahaina

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Our "Studio Premium" is the most affordable unit you can book at the luxurious Westin Kaanapali Ocean Resort and has all Westin amenities including king-size "heavenly" bed and queen-size sofa, whirlpool bath, lanai and all the facilities available a  …see more

from $321 / night

$1701 / week

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from $321 / night

41

Maui / Lahaina

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $495 / night

$3465 / week

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from $495 / night

(3) Excellent 

10

Maui / Lahaina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $241 / night

$1681 - $2031 / week

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from $241 / night

(33) Excellent 

20

Maui / Lahaina

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $495 / night

$3465 - $4866 / week

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from $495 / night

(18) Excellent 

44

Maui / Lahaina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

 …see more

from $226 / night

$1451 - $2401 / week

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from $226 / night

36

Maui / Lahaina

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $140 / night

$980 / week

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from $140 / night

25

Maui / Lahaina

Studio 3 5 nights min

  • Studio
  • Sleeps 3
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $191 / night

$1331 / week

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from $191 / night

(1) Excellent 

18

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $351 / night

$2401 - $5100 / week

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from $351 / night

19

Maui / Lahaina

1 4 6 nights min

  • 1 bedroom
  • Sleeps 4
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

 …see more

from $392 / night

$2750 / week

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from $392 / night

14

Maui / Lahaina

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min

 …see more

from $116 / night

$813 / week

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from $116 / night

14

Maui / Lahaina

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $103 / night

$798 / week

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from $103 / night

(5) Very Good 

9

Maui / Lahaina

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $295 / night

$2066 - $2416 / week

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from $295 / night

(3) Very Good 

10

Maui / Lahaina

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $351 / night

$2451 - $2801 / week

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from $351 / night

10

Maui / Lahaina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $191 / night

$1331 - $1681 / week

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from $191 / night

(15) Very Good 

17

Maui / Lahaina

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $150 / night

$1051 - $1890 / week

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from $150 / night

(43) Very Good 

20

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $336 / night

$2345 - $3815 / week

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from $336 / night

30

Maui / Lahaina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $250 / night

$1750 / week

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from $250 / night

(1) Very Good 

5

Maui / Lahaina

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Swimming pool

 …see more

from $125 / night

$826 - $1035 / week

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from $125 / night

15

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $91 / night

$631 / week

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from $91 / night

(8) Excellent 

19

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $395 / night

$2765 - $4166 / week

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from $395 / night

(4) Very Good 

10

Maui / Lahaina

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $275 / night

$1926 - $2275 / week

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from $275 / night

(38) Very Good 

16

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $300 / night

$2100 - $3465 / week

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from $300 / night

(1) Excellent 

32

Maui / Lahaina

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $160 / night

$1120 - $1855 / week

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from $160 / night

(7) Very Good 

28

Maui / Lahaina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $130 / night

$910 / week

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from $130 / night

(44) Excellent 

23

Maui / Lahaina

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $581 / night

$4060 - $5531 / week

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from $581 / night

(49) Very Good 

21

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $366 / night

$2556 - $4026 / week

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from $366 / night

23

Maui / Lahaina

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $366 / night

$2556 - $4026 / week

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from $366 / night

(1)  

17

Maui / Lahaina

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool

 …see more

from $138 / night

$967 - $1051 / week

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from $138 / night

(14) Very Good 

18

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $305 / night

$2135 - $3500 / week

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from $305 / night

(46) Very Good 

20

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $366 / night

$2556 - $3955 / week

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from $366 / night

(5) Excellent 

17

Maui / Lahaina

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $180 / night

$1260 - $2135 / week

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from $180 / night

45

Maui / Lahaina

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $491 / night

$3431 - $4026 / week

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from $491 / night

(41) Very Good 

20

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $336 / night

$2345 - $3815 / week

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from $336 / night

9

Maui / Lahaina

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $295 / night

$2066 - $2416 / week

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from $295 / night

(1) Excellent 

10

Maui / Lahaina

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $246 / night

$1716 - $2066 / week

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from $246 / night

(7) Very Good 

12

Maui / Lahaina

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation

 …see more

from $175 / night

$1225 / week

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from $175 / night

18

Maui / Lahaina

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning

 …see more

from $191 / night

$1331 / week

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from $191 / night

(4) Excellent 

27

Maui / Lahaina

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

 …see more

from $121 / night

$841 - $1331 / week

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from $121 / night

(35) Very Good 

21

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $300 / night

$2100 - $3465 / week

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from $300 / night