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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 ¥226,077
¥469,292 total
includes taxes & fees
Nov 25 - Nov 26
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 ¥21,175
¥48,761 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, (108 reviews)
"great location, great host"
United States
Peter M.
The price is ¥43,310
¥85,834 total
includes taxes & fees
Nov 16 - Nov 17
HALE NIHI, Paia, Maui

4. 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 ¥39,373
¥80,831 total
includes taxes & fees
Nov 16 - Nov 17
Hale Nihi - Paia, Maui

5. 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

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 ¥76,698
¥187,902 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 ¥113,068
¥225,245 total
includes taxes & fees
Nov 8 - Nov 9
Featured on Staycation TV Stunning Modern Home Surrounded by Nature

8. 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 ¥70,162
¥134,155 total
includes taxes & fees
Nov 15 - Nov 16
Haiku Hale - 3 Bedroom Maui Getaway!

9. 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 ¥38,599
¥47,317 total
includes taxes & fees
Nov 9 - Nov 10
The Pikake 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, (19 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. 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 ¥22,346
¥92,171 total
includes taxes & fees
Nov 8 - Nov 9
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

12. 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, (469 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

13. Lush Tropical Home Close to the Ocean - Mana Hale

Lush Tropical Home Close to the Ocean - Mana Hale
Kihei
Lush Tropical Home Close to the Ocean - Mana Hale

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, (477 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. 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 ¥46,853
¥93,065 total
includes taxes & fees
Nov 8 - Nov 9
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

16. 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 ¥49,184
¥156,647 total
includes taxes & fees
Nov 16 - Nov 17
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

17. 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 ¥40,584
¥51,497 total
includes taxes & fees
Nov 8 - Nov 9
The Puakenikeni 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 ¥37,146
¥45,583 total
includes taxes & fees
Nov 9 - Nov 10
The Mamane Suite at The Historic Wailuku Inn

19. Penthouse I

Penthouse I
South Kihei
10.0 out of 10, Exceptional, (20 reviews)
"Great place. Great location. "
United States
Lars B.
The price is ¥140,796
¥313,340 total
includes taxes & fees
Nov 10 - Nov 11
Penthouse I

20. 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 ¥35,853
¥45,549 total
includes taxes & fees
Nov 8 - Nov 9
The Ilima Suite at 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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