50 Best Maui Vacation rentals on Holiday Lettings - Condos

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Condos Kihei
955 properties
Vacation rentals Lahaina
781 properties
Condos Wailea
151 properties
Ka'anapali
87 properties
Villas Kapalua
65 properties
Condos Napili-Honokowai
36 properties
Haiku
29 properties
Condos Maalaea
20 properties
Vacation rentals Paia
16 properties
Apartments Wailuku
15 properties
Vacation rentals Hana
7 properties
Makawao
7 properties

Maui

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1,974 Vacation rentals

Travelers going to Maui are booking December 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

(4) Excellent 

16

Maui / Kihei

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $100 / night

$834 - $904 / week

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from $100 / night

8

Maui / Paia

2 4 90 nights min

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

 …see more

from $193 / night

$1345 / week

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from $193 / night

17

Maui / Kihei

1 4 4 nights min

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

 …see more

from $125 / night

$875 / week

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from $125 / night

(24) Very Good 

17

Maui / Maalaea

2 4 Min stay varies

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

 …see more

from $150 / night

$1051 - $1505 / week

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from $150 / 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

(3) Very Good 

30

Maui / Makawao

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly

 …see more

from $376 / night

$2626 / week

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from $376 / 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 $359 / night

$2302 - $2653 / week

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from $359 / night

(33) Very Good 

20

Maui / Hana

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning

 …see more

from $170 / night

$1184 / week

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from $170 / night

(1) Excellent 

14

Maui / Lahaina

1 2 Min stay varies

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

 …see more

from $155 / night

$1086 - $1575 / week

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from $155 / night

(9) 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

(2) Excellent 

18

Hawaii / Maui

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

 …see more

from $310 / night

$2170 - $3151 / week

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from $310 / 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

33

Maui / Napili-Honokowai

1 2 Min stay varies

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

 …see more

from $140 / night

$974 / week

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from $140 / 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 $95 / night

$665 / week

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from $95 / night

(12) Excellent 

19

Maui / Kapalua

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

 …see more

from $371 / night

$2590 - $3465 / week

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from $371 / night

(1) Very Good 

27

Maui / Maalaea

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $150 / night

$1044 / week

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from $150 / night

(5) Very Good 

19

Maui / Lahaina

1 4 Min stay varies

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

 …see more

from $160 / night

$1120 / week

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from $160 / night

(13) Very Good 

16

Maui / Kihei

3 8 Min stay varies

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

 …see more

from $351 / night

$2451 - $2976 / week

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from $351 / 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 - $2276 / week

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from $300 / 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 $496 / night

$3465 - $4866 / week

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from $496 / night

16

Vacation studio in Lahaina

Maui / Lahaina

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our "Studio Premium" is firmly booked for the week of December 10-17, 2016. It 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, la  …see more

from $321 / night

$1701 / week

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from $321 / night

(29) Excellent 

26

Maui / Maalaea

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $205 / night

$1435 / week

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from $205 / night

(14) Excellent 

15

Maui / Kihei

2 6 Min stay varies

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

 …see more

from $300 / night

$2100 - $3039 / week

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from $300 / night

21

Maui / Napili-Honokowai

2 6 Min stay varies

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

 …see more

from $275 / night

$1925 / week

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from $275 / 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 $85 / night

$596 - $693 / week

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from $85 / night

(23) Very Good 

16

Maui / Kihei

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

 …see more

from $95 / night

$665 / week

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from $95 / night

(1) Excellent 

18

Hawaii / Maui

2 4 Min stay varies

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

 …see more

from $305 / night

$2135 - $2695 / week

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from $305 / 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

12

Maui / Paia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from $215 / night

$1505 / week

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from $215 / night

15

Maui / Lahaina

1 2 Min stay varies

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

 …see more

from $90 / night

$630 / week

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from $90 / night

(1) Excellent 

15

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $145 / night

$1226 / week

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from $145 / night

16

Maui / Lahaina

2 6 Min stay varies

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

 …see more

from $200 / night

$1604 - $1744 / week

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from $200 / night

(2) Very Good 

25

Maui / Maalaea

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $125 / night

$880 / week

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from $125 / night

22

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from $155 / night

$1114 - $1253 / week

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from $155 / night

(19) Excellent 

16

Maui / Kihei

1 4 Min stay varies

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

 …see more

from $180 / night

$1261 - $2416 / week

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from $180 / 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 humpback wh  …see more

from $331 / night

$2311 / week

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from $331 / 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 $300 / night

$2100 - $4866 / week

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from $300 / night

(8) Very Good 

26

Maui / Kihei

1 4 Min stay varies

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

 …see more

from $160 / night

$1086 - $1226 / week

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from $160 / night

13

Maui / Kapalua

3 8 Min stay varies

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

 …see more

from $321 / night

$2241 / week

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from $321 / night