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- Upfront pricingWe are not like the others - we include taxes and fees
Our top choices for Upcountry Maui vacation rentals

1. Adorable 1930's Gingerbread House....Permitted!
Adorable 1930's Gingerbread House....Permitted!Makawao
9.8 out of 10, Exceptional, (13 reviews)
$464 nightly
The price is $545
Nov 16 - Nov 17
Total with taxes and fees

2. Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16Makawao
10.0 out of 10, Exceptional, (82 reviews)
$2,481 nightly
The price is $2,910
Nov 17 - Nov 18
Total with taxes and fees

3. 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!Haiku
$1,049 nightly
The price is $1,245
Nov 30 - Dec 1
Total with taxes and fees

4. Haiku Hale - 3 Bedroom Maui Getaway!
Haiku Hale - 3 Bedroom Maui Getaway!Haiku
10.0 out of 10, Exceptional, (8 reviews)
$729 nightly
The price is $860
Nov 15 - Nov 16
Total with taxes and fees

5. 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!Haiku
8.8 out of 10, Excellent, (3 reviews)
$971 nightly
The price is $1,148
Nov 30 - Dec 1
Total with taxes and fees

6. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Paradise Ocean View Private Cottage Solar Power Tropical Flower GardensHana
10.0 out of 10, Exceptional, (538 reviews)
$326 nightly
The price is $383
Nov 11 - Nov 12
Total with taxes and fees

7. Signature Residences at Maui Banyan
Signature Residences at Maui BanyanSouth Kihei
8.8 out of 10, Excellent, (42 reviews)
$443 nightly
The price is $526
Nov 10 - Nov 11
Total with taxes and fees

8. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!North Kihei
9.8 out of 10, Exceptional, (309 reviews)
$353 nightly
The price is $414
Dec 3 - Dec 4
Total with taxes and fees

9. Condo w/ Lanai at Beginning of Road to Hana!
Condo w/ Lanai at Beginning of Road to Hana!Paia
9.2 out of 10, Wonderful, (45 reviews)
$333 nightly
The price is $393
Nov 12 - Nov 13
Total with taxes and fees

10. A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beachKuau
9.4 out of 10, Exceptional, (225 reviews)
$368 nightly
The price is $432
Nov 10 - Nov 11
Total with taxes and fees

11. Aston Maui Hill
Aston Maui HillSouth Kihei
9.0 out of 10, Wonderful, (1,003 reviews)
$283 nightly
The price is $336
Dec 8 - Dec 9
Total with taxes and fees

12. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui RevealedSouth Kihei
9.6 out of 10, Exceptional, (99 reviews)
$442 nightly
The price is $522
Dec 1 - Dec 2
Total with taxes and fees

13. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!North Kihei
10.0 out of 10, Exceptional, (282 reviews)
$333 nightly
The price is $390
Nov 10 - Nov 11
Total with taxes and fees

14. Beautiful, Renovated, Hale Kamaole 159
Beautiful, Renovated, Hale Kamaole 159South Kihei
10.0 out of 10, Exceptional, (113 reviews)
$293 nightly
The price is $344
Nov 12 - Nov 13
Total with taxes and fees

15. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!North Kihei
10.0 out of 10, Exceptional, (323 reviews)
$342 nightly
The price is $401
Nov 12 - Nov 13
Total with taxes and fees

16. Beautiful Ocean View Studio!
Beautiful Ocean View Studio!South Kihei
9.6 out of 10, Exceptional, (20 reviews)
$362 nightly
The price is $426
Dec 7 - Dec 8
Total with taxes and fees

17. Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access
Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool AccessSouth Kihei
9.6 out of 10, Exceptional, (137 reviews)
$437 nightly
The price is $513
Nov 29 - Nov 30
Total with taxes and fees

18. Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.South Kihei
10.0 out of 10, Exceptional, (229 reviews)
$319 nightly
The price is $375
Dec 1 - Dec 2
Total with taxes and fees

19. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!Wailuku
9.4 out of 10, Exceptional, (71 reviews)
$429 nightly
The price is $503
Nov 16 - Nov 17
Total with taxes and fees

20. Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.
Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.South Kihei
9.8 out of 10, Exceptional, (202 reviews)
$339 nightly
The price is $399
Nov 15 - Nov 16
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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