50 Best Lahaina Vacation rentals on Holiday Lettings - Condos

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923 Vacation rentals

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 at the resort. A wint …see more

from $320 / night

$1700 / week

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from $320 / night

6

Maui / Lahaina

1 4 7 nights min

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

from $299 / night

$2093 / week

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from $299 / night

25

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets

from $169 / night

$1183 / week

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from $169 / night

24

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

from $149 / night

$1043 - $1925 / week

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from $149 / night

(20) 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

from $225 / night

$1450 - $2400 / week

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from $225 / night

24

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $154 / night

$1078 / week

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from $154 / night

(2) Excellent 

18

Maui / Lahaina

2 6 1 night min

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

from $350 / night

$2300 - $5000 / week

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from $350 / night

(2) Excellent 

23

Maui / Lahaina

1 2 Min stay varies

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

from $305 / night

$2135 / week

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from $305 / night

33

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $139 / night

$973 - $1785 / week

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from $139 / night

13

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children

from $129 / night

$903 - $1855 / week

Book View

from $129 / night

45

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children

from $99 / night

$693 - $1400 / week

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from $99 / night

34

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $319 / night

$2233 - $5243 / week

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from $319 / night

14

Maui / Lahaina

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min

from $115 / night

$812 / week

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from $115 / night

50

Maui / Lahaina

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $615 / night

$4305 - $5425 / week

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from $615 / night

6

Maui / Lahaina

1 4 1 night min

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

from $349 / night

$2443 / week

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from $349 / night

21

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $135 / night

$945 - $1750 / week

Book View

from $135 / night

(3) Excellent 

10

Maui / Lahaina

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $395 / night

$2765 / week

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from $395 / night

(3) Excellent 

27

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

from $165 / night

$1155 / week

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from $165 / night

17

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $205 / night

$1435 - $2450 / week

Book View

from $205 / night

21

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $169 / night

$1183 / week

Book View

from $169 / night

29

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children

from $129 / night

$903 - $1785 / week

Book View

from $129 / night

24

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets

from $169 / night

$1183 / week

Book View

from $169 / night

12

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $155 / night

$1085 / week

Inquire View

from $155 / night

12

Maui / Lahaina

1 4 Min stay varies

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

from $279 / night

$1729 - $2299 / week

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from $279 / night

27

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $275 / night

$1925 / week

Inquire View

from $275 / night

(2) Excellent 

45

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children

from $149 / night

$1043 - $1883 / week

Book View

from $149 / night

(2) Excellent 

24

Maui / Lahaina

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool

from $180 / night

$1260 / week

Book View

from $180 / night

42

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children

from $179 / night

$1253 - $2093 / week

Book View

from $179 / night

33

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $345 / night

$2415 / week

Inquire View

from $345 / night

20

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool

from $168 / night

$1176 / week

Book View

from $168 / night

24

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children

from $149 / night

$1043 - $2443 / week

Book View

from $149 / night

(22) Very Good 

24

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $250 / night

$1750 / week

Inquire View

from $250 / night

26

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $345 / night

$2275 - $3745 / week

Book View

from $345 / night

(1) Excellent 

32

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children

from $129 / night

$903 - $1750 / week

Book View

from $129 / night

27

Maui / Lahaina

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $205 / night

$1435 / week

Inquire View

from $205 / night

23

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $169 / night

$1183 / week

Book View

from $169 / night

26

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets

from $169 / night

$1183 / week

Book View

from $169 / night

49

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children

from $99 / night

$693 - $1715 / week

Book View

from $99 / night

(35) Very Good 

20

Maui / Lahaina

Studio 8 1 night min

  • Studio
  • Sleeps 8
  • 1 night min
  • Ask about children
  • Ask about pets

from $520 / night

$3640 / week

Inquire View

from $520 / night

(9) Very Good 

29

Maui / Lahaina

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $525 / night

$3675 / week

Inquire View

from $525 / night

1