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Our top choices for Makawao vacation homes

1. Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
10.0 out of 10, Exceptional, (82 reviews)
"This place was perfect for our big group!"
United States
Lisa B.
The price is ¥227,498
¥472,242 total
includes taxes & fees
Nov 17 - Nov 18
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

2. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (42 reviews)
"The place was just as described. The host was great. Definitely recommend."
United States
Nancy
The price is ¥21,308
¥49,067 total
includes taxes & fees
Nov 10 - Nov 11
Yonegan Maui Getaways - Haiku

3. Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (65 reviews)
"Very convenient place to stay within walking distance to activities and beach. "
United States
Chameil H.
The price is ¥39,620
¥81,669 total
includes taxes & fees
Nov 9 - Nov 10
Hale Nihi - Paia, Maui

4. HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (108 reviews)
"great location, great host"
United States
Peter M.
The price is ¥43,582
¥86,706 total
includes taxes & fees
Nov 9 - Nov 10
HALE NIHI, Paia, Maui

5. Haiku Hale - 3 Bedroom Maui Getaway!

Haiku Hale - 3 Bedroom Maui Getaway!
Haiku
10.0 out of 10, Exceptional, (8 reviews)
"Great spot and a nice rental. Wonderful outdoor space as well. We will be back!"
United States
Will W.
The price is ¥70,603
¥134,998 total
includes taxes & fees
Nov 15 - Nov 16
Haiku Hale - 3 Bedroom Maui Getaway!

6. 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)
"Holly was a great host! Beautiful views from the back lanai! We loved our time in Maui!"
United States
Amy C.
The price is ¥77,180
¥189,083 total
includes taxes & fees
Nov 30 - Dec 1
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

7. Featured on Staycation TV Stunning Modern Home Surrounded by Nature

Featured on Staycation TV Stunning Modern Home Surrounded by Nature
Haiku-Pauwela
10.0 out of 10, Exceptional, (13 reviews)
"Great location and nice clean and quiet"
Canada
Greg B.
The price is ¥115,326
¥228,256 total
includes taxes & fees
Nov 9 - Nov 10
Featured on Staycation TV Stunning Modern Home Surrounded by Nature

8. Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (111 reviews)
" Kīhei Casita House Stay (above the Main House): just lovely - would stay there again - reasonably priced - fully functioning everything - and easy outside access - we actually stayed in the Main House for one week and then one week in the Casita - while in the Main House the Casita was occupied and no noise issues at all. Fairly easy access to beaches and beach shopping. Excellent communication with host."
United States
Michael C.
The price is ¥16,260
¥73,365 total
includes taxes & fees
Nov 16 - Nov 17
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

9. The Ilima Suite at The Historic Wailuku Inn

The Ilima Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"Loved this B&B. The location worked well from exploring different areas. Will stay here again."
United States
Arthur C.
The price is ¥36,463
¥44,780 total
includes taxes & fees
Nov 9 - Nov 10
The Ilima Suite at The Historic Wailuku Inn

10. Private Hot Tub + Pool Access + AC - Star Lookout

Private Hot Tub + Pool Access + AC - Star Lookout
Haiku
9.8 out of 10, Exceptional, (20 reviews)
"Great host, amazing location and views. This place is like its own little resort without all the hustle and bustle of resort life. We loved the privacy and quiet nights and the cliff walk is breathtaking ! So clean and well maintained that we are already looking to book it again ! "
United States
Bob E.
Private Hot Tub + Pool Access + AC - Star Lookout

11. Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.4 out of 10, Exceptional, (470 reviews)
"Great stay!"
United States
Val S.
The price is ¥30,904
¥68,445 total
includes taxes & fees
Nov 13 - Nov 14
Fisher's Hana Bay Hale, Across from Hana Bay

12. Kamaole Sands 3104-Bright and Fresh!

Kamaole Sands 3104-Bright and Fresh!
South Kihei
10.0 out of 10, Exceptional, (53 reviews)
"Fantastic stay. The condo was clean, comfortable, and perfectly located. It was a short walk to the beach and restaurants, and we appreciated all the thoughtful touches throughout the property. The hosts were wonderful and made check‑in easy. Would absolutely stay here again."
United States
Koree L.
The price is ¥29,358
¥80,365 total
includes taxes & fees
Dec 6 - Dec 7
Kamaole Sands 3104-Bright and Fresh!

13. Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
South Kihei
9.2 out of 10, Wonderful, (64 reviews)
"Our vacation was amazing! The place was even better than we expected — super clean, cozy, and had everything we needed in the kitchen. The AC worked great, and the view from the patio was just beautiful. The beach is right across the street and honestly one of the best around. We already know where we’ll stay next time — we loved it!"
United States
Olga T.
The price is ¥22,663
¥92,713 total
includes taxes & fees
Nov 9 - Nov 10
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

14. Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana Town Center
9.6 out of 10, Exceptional, (478 reviews)
"The bed on the front porch was a hit! Watching sunset from the porch bed was a great experience"
United States
Jennifer
The price is ¥30,904
¥68,445 total
includes taxes & fees
Nov 21 - Nov 22
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

15. Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
North Kihei
9.6 out of 10, Exceptional, (111 reviews)
"We had a great stay! Everything was as described and perfect for our family vacation. "
United States
Kristin P.
The price is ¥49,493
¥157,632 total
includes taxes & fees
Nov 16 - Nov 17
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

16. The Puakenikeni Suite at The Historic Wailuku Inn

The Puakenikeni Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (7 reviews)
"I liked the quaint ambiance of the property, beautiful landscape and the room was great."
United States
Wayne
The price is ¥41,652
¥51,104 total
includes taxes & fees
Nov 9 - Nov 10
The Puakenikeni Suite at The Historic Wailuku Inn

17. The Pikake Suite at The Historic Wailuku Inn

The Pikake Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (9 reviews)
"Easy parking"
United States
Quinten M.
The price is ¥39,057
¥47,859 total
includes taxes & fees
Nov 9 - Nov 10
The Pikake Suite at The Historic Wailuku Inn

18. The Mamane Suite at The Historic Wailuku Inn

The Mamane Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (5 reviews)
"This was my 2nd time staying here and I love it. Super nice rooms, yummy breakfast."
United States
Jane D.
The price is ¥36,921
¥45,324 total
includes taxes & fees
Nov 9 - Nov 10
The Mamane Suite at The Historic Wailuku Inn

19. Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Kaʻeleku
9.8 out of 10, Exceptional, (254 reviews)
"Beautiful place to stay!"
United States
Mary B.
The price is ¥47,148
¥94,313 total
includes taxes & fees
Nov 9 - Nov 10
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

20. Lokelani Suite The Historic Wailuku Inn

Lokelani Suite The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay"
Canada
Samara C.
The price is ¥41,958
¥51,468 total
includes taxes & fees
Nov 9 - Nov 10
Lokelani Suite The Historic Wailuku Inn
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.

Learn more about Makawao

This upcountry town blends Hawaiian paniolo culture with art galleries where you can watch glassblowers and woodworkers create. Visit Hui No'eau Visual Arts Center for hands-on workshops, then explore nearby Haleakala National Park's volcanic landscapes.

A stone church with a clock tower, surrounded by palm trees and greenery.

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