A barren volcanic landscape with rugged terrain and distant mountains.

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Our top choices for Upcountry Maui holiday homes

1. Haiku Hale - 3 Bedroom Maui Getaway!

Haiku Hale - 3 Bedroom Maui Getaway!
Haiku
10.0 out of 10, Exceptional, (8 reviews)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
United States
Linda S.
The price is £621
includes taxes & fees
24 Sept - 25 Sept
Haiku Hale - 3 Bedroom Maui Getaway!

2. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (37 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is £237
includes taxes & fees
29 Sept - 30 Sept
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 £338
includes taxes & fees
21 Sept - 22 Sept
Hale Nihi - Paia, Maui

4. 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, (110 reviews)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is £381
includes taxes & fees
21 Sept - 22 Sept
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

5. 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, (467 reviews)
"When can we go back? What an amazing place to stay in and a great house/host."
United States
Jeffrey F.
The price is £294
includes taxes & fees
24 Sept - 25 Sept
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

6. HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (106 reviews)
"great location, great host"
United States
Peter M.
The price is £383
includes taxes & fees
25 Sept - 26 Sept
HALE NIHI, Paia, Maui

7. 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, (63 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 £436
includes taxes & fees
21 Sept - 22 Sept
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

8. 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, (464 reviews)
"Such a unique property! Loved the location! I wish we could have stayed longer!!"
United States
Linda K.
The price is £307
includes taxes & fees
2 Oct - 3 Oct
Fisher's Hana Bay Hale, Across from Hana Bay

9. 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, (253 reviews)
"Beautiful place to stay!"
United States
Mary B.
The price is £448
includes taxes & fees
22 Sept - 23 Sept
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

10. Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
Hana
9.8 out of 10, Exceptional, (153 reviews)
"Nice place to stay."
United States
chris
The price is £450
includes taxes & fees
21 Sept - 22 Sept
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

11. Romantic Maui Hideaway at The Historic Wailuku Inn

Romantic Maui Hideaway 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 £240
includes taxes & fees
21 Sept - 22 Sept
Romantic Maui Hideaway at The Historic Wailuku Inn

12. Beautiful Home in paradise!

Beautiful Home in paradise!
Kaʻeleku
9.6 out of 10, Exceptional, (179 reviews)
"Loved everything about it. As advertised. Will do it again."
United States
Monafou M.
The price is £505
includes taxes & fees
21 Sept - 22 Sept
Beautiful Home in paradise!

13. Villa 8

Villa 8
South Kihei
9.8 out of 10, Exceptional, (74 reviews)
"staying here was the best! perfect for our anniversary get away!"
United States
Taylor M.
The price is £534
includes taxes & fees
28 Sept - 29 Sept
Villa 8

14. 3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Kaʻeleku
9.8 out of 10, Exceptional, (101 reviews)
"The home and property are beautiful! My family had a peaceful stay in the house. We enjoyed the rain while sitting on the patio."
United States
Lauren E.
The price is £641
includes taxes & fees
30 Sept - 1 Oct
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

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, (110 reviews)
"We had a great stay! Everything was as described and perfect for our family vacation. "
United States
Kristin P.
The price is £844
includes taxes & fees
24 Sept - 25 Sept
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

16. Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
North Kihei
9.6 out of 10, Exceptional, (7 reviews)
"Great place to stay!"
United States
Lori R.
The price is £1,000
includes taxes & fees
30 Sept - 1 Oct
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

17. Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
9.0 out of 10, Wonderful, (16 reviews)
"Absolute gem. Wife and I love this place and location. "
United States
Joe
The price is £591
includes taxes & fees
21 Sept - 22 Sept
Kapalua Golf Villas Resort by KBM

18. Plantation House

Plantation House
South Kihei
10.0 out of 10, Exceptional, (62 reviews)
"Everything was excellent! We had a great experience—very clean property in a fantastic location with great beach amenities. Would absolutely stay here againm!"
United States
Kristi G.
The price is £1,110
includes taxes & fees
29 Sept - 30 Sept
Plantation House

19. Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
Hana Town Center
9.6 out of 10, Exceptional, (38 reviews)
"Beautiful location!"
United States
Caroline D.
The price is £805
includes taxes & fees
26 Sept - 27 Sept
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

20. Penthouse II

Penthouse II
South Kihei
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful stay in a desirable location! We absolutely loved it! "
United States
Lindsay T.
The price is £1,130
includes taxes & fees
29 Sept - 30 Sept
Penthouse II
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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Top Upcountry Maui Hotel Reviews

Find out more about Upcountry Maui

Upcountry Maui Holiday Homes information

Number of reviews
2,239
Accommodation
185 Holiday Homes
Lowest Price
£237
Highest Price
£1,130

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