50 Best Maui Vacation rentals on Holiday Lettings - Condos

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Condos Kihei
775 properties
Vacation rentals Lahaina
640 properties
Condos Wailea
164 properties
Ka'anapali
80 properties
Villas Kapalua
60 properties
Haiku
26 properties
Condos Napili-Honokowai
24 properties
Condos Maalaea
21 properties
Vacation rentals Paia
16 properties
Apartments Wailuku
13 properties
Vacation rentals Hana
8 properties
Makawao
8 properties

Maui

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1,843 Vacation rentals

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

8

Maui / Paia

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • Child friendly

 …see more

from $193 / night

$1348 / week

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from $193 / night

(1)  

21

Vacation condo with shared pool in Kihei

Maui / Kihei

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Kamaole Sands is an award-winning condo complex situated just across from one of the best beaches on Maui. Kamaole Sands III beach, is recognized as one of the best beaches in Maui. Boogie board, surf, snorkel straight off the beach. We have seen turtles, Manta rays and  …see more

from $220 / night

$1534 / week

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from $220 / night

124

Vacation home in Haiku

Maui / Haiku

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Aloha! The perfect location, perfect amount of privacy, perfect aloha spirit, perfectly natural....perfectly luxurious! Please make sure to see if your questions are asked already here before emailing. Mahalo! If you want to have a relaxing, fun, vacation, and are kind  …see more

from $96 / night

$666 / week

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from $96 / night

(2) Excellent 

142

Vacation home in Haiku

Maui / Haiku

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Aloha! The perfect location, perfect amount of privacy, perfect aloha spirit, perfectly natural....perfectly luxurious vegetarian home! Please make sure to see if your questions are asked already here before emailing. Mahalo! If you want to have a relaxing, fun, vacati  …see more

from $96 / night

$666 / week

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from $96 / night

49

Condo rental in Wailuku

Maui / Wailuku

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
~~~Your own private window to the whales. Conveniently situated in quaint Maalaea Village. We invite you to come aboard, and set sail into a radiant Maui sunset. You'll see whimsical turtles playing peekaboo in the gentle surf (year round) and magnificent humpba  …see more

from $331 / night

$2311 / week

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from $331 / night

(1) Excellent 

20

Vacation cottage rental

Maui / Haiku

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Private garden
A romantic honeymoon/vacation retreat on Maui's beautiful north shore. Have the best of both worlds by staying away from crowds and commercialized development, yet conveniently situated for exploring the entire island. A rare combination of gracious island lifestyl  …see more

from $360 / night

$2303 - $2653 / week

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from $360 / night

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

20

Vacation condo rental

Maui / Kihei

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Child friendly
Bright, clean and comfortable, contemporary and uncluttered with a great view of the ocean and the lush tropical gardens below. This is a very well renovated one bed/one bath unit in KA building C unit 509, nicely furnished and well outfitted. Being up higher on the f  …see more

from $125 / night

$875 / week

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from $125 / night

12

Studio rental in Haiku

Maui / Haiku

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
A romantic honeymoon/vacation retreat on Maui's beautiful north shore. Have the best of both worlds by staying away from crowds and commercialized development, yet conveniently situated for exploring the entire island. A rare combination of gracious island lifestyl  …see more

from $249 / night

$1603 - $1800 / week

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from $249 / night

(23) Excellent 

15

Maui / Hana

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 14 mi

 …see more

from $219 / night

$1527 / week

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from $219 / night

10

Maui / Kapalua

1 4 Min stay varies

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

 …see more

from $269 / night

$1883 - $2444 / week

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from $269 / night

(1) Excellent 

13

Maui / Kapalua

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from $351 / night

$2451 / week

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from $351 / night

(10) Excellent 

23

Maui / Wailea

3 6 Min stay varies

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

 …see more

from $366 / night

$2556 - $3010 / week

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from $366 / 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

(10) Excellent 

45

Maui / Kihei

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

 …see more

from $101 / night

$630 - $1086 / week

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from $101 / night

(1) Excellent 

7

Maui / Paia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $300 / night

$2100 - $2275 / week

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from $300 / night

(3) Very Good 

23

Maui / Wailea

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

 …see more

from $285 / night

$1995 - $2311 / week

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from $285 / night

(33) Very Good 

20

Maui / Hana

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning

 …see more

from $169 / night

$1183 / week

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from $169 / night

(1) Excellent 

29

Maui / Wailea

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

 …see more

from $175 / night

$1226 - $1821 / week

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from $175 / 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

(16) Very Good 

16

Maui / Wailea

1 4 Min stay varies

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

 …see more

from $375 / night

$2625 - $4431 / week

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from $375 / night

(2) Excellent 

16

Maui / Kihei

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 800 mi
  • Swimming pool
  • Child friendly

 …see more

from $165 / night

$1155 - $1436 / week

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from $165 / night

(1) Excellent 

26

Maui / Kihei

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Child friendly

 …see more

from $196 / night

$1366 / week

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from $196 / night

24

Maui / Kihei

1 4 Min stay varies

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

 …see more

from $101 / night

$665 - $1471 / week

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from $101 / 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

(4) Excellent 

24

Maui / Kihei

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.16 mi
  • Swimming pool

 …see more

from $200 / night

$1464 / week

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from $200 / night

(3) Excellent 

28

Maui / Kihei

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $100 / night

$694 / week

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from $100 / night

(2) Excellent 

29

Maui / Kihei

1 4 1 night min

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

 …see more

from $110 / night

$763 - $1043 / week

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from $110 / 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

(10) Very Good 

57

Maui / Kihei

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $125 / night

$1226 / week

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from $125 / night

(20) Very Good 

5

Maui / Kihei

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $86 / night

$596 - $694 / week

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from $86 / night

(2) Very Good 

10

Maui / Kapalua

1 4 Min stay varies

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

 …see more

from $289 / night

$2023 - $2583 / week

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from $289 / night

18

Maui / Wailea

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $265 / night

$1855 - $2240 / week

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from $265 / 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

12

Maui / Paia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from $226 / night

$1505 / week

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from $226 / night

(1) Excellent 

10

Maui / Maalaea

2 6 Min stay varies

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

 …see more

from $201 / night

$1400 - $1716 / week

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from $201 / night

(2) Excellent 

16

Maui / Wailea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children

 …see more

from $540 / night

$3781 - $6476 / week

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from $540 / night