A barren volcanic landscape with rugged terrain and distant mountains.

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Our top choices for Upcountry Maui holiday homes

Haiku Hale - 3 Bedroom Maui Getaway!

Haiku Hale - 3 Bedroom Maui Getaway!
Haiku
10.0 out of 10, Exceptional, (6 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 £654
includes taxes & fees
19 Jul - 20 Jul
Haiku Hale - 3 Bedroom Maui Getaway!

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, (80 reviews)
"Great stay with Heleina and John! The property was spacious, very clean, and comfortable. Despite the terrible weather in Hawaii, they went above and beyond to accommodate us, even offering a complimentary extra night in case we got stuck. Truly thoughtful hosts. Would definitely stay again and I highly recommend! "
United States
Anna H.
The price is £2,181
includes taxes & fees
28 Jul - 29 Jul
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
Haiku
9.0 out of 10, Wonderful, (2 reviews)
"Very comfortable "
United States
Tanya N.
The price is £772
includes taxes & fees
12 Aug - 13 Aug
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

Mahina Surf 123

Mahina Surf 123
Lahaina
The price is £459
includes taxes & fees
16 Aug - 17 Aug
Mahina Surf 123

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (35 reviews)
"Large room and bathroom. Nice little kitchen area. We had a room with two balconies so great air flow through to cool the room. Beautiful area of Hawaii to explore"
Canada
Amanda
The price is £235
includes taxes & fees
20 Jul - 21 Jul
Yonegan Maui Getaways - Haiku

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, (459 reviews)
"Great place to stay while exploring Hana"
Canada
Igor G.
The price is £294
includes taxes & fees
3 Aug - 4 Aug
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.6 out of 10, Exceptional, (445 reviews)
"Great stay thanks! "
United States
Stephanie C.
The price is £304
includes taxes & fees
24 Jul - 25 Jul
Fisher's Hana Bay Hale, Across from Hana Bay

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 £378
includes taxes & fees
17 Jul - 18 Jul
HALE NIHI, Paia, Maui

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, (109 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 £361
includes taxes & fees
20 Jul - 21 Jul
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (63 reviews)
"Very convenient place to stay within walking distance to activities and beach. "
United States
Chameil H.
The price is £378
includes taxes & fees
24 Jul - 25 Jul
Hale Nihi - Paia, Maui

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, (148 reviews)
"Nice place to stay."
United States
chris
The price is £492
includes taxes & fees
20 Jul - 21 Jul
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

Pikake Suite - Historic Elegance, Wailuku

Pikake Suite - Historic Elegance, Wailuku
Wailuku
10.0 out of 10, Exceptional, (9 reviews)
"We arrived after hours. Everything was clean. Very Happy and would stay again "
United States
Tiffany A.
The price is £241
includes taxes & fees
18 Jul - 19 Jul
Pikake Suite - Historic Elegance, Wailuku

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, (247 reviews)
"I appreciated everything as advertised. Would have preferred mini splits or AC in the bedrooms, but still a nice peaceful spot."
United States
Robert
The price is £498
includes taxes & fees
2 Aug - 3 Aug
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

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, (91 reviews)
"Beautiful property. Our second time here, it is one of our favorite places to stay. "
United States
Myra P.
The price is £702
includes taxes & fees
12 Aug - 13 Aug
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (98 reviews)
"Welcoming host. Great location. Beautiful home. "
United States
Charles W.
The price is £723
includes taxes & fees
17 Jul - 18 Jul
New! The Aloha Cottage in Puamana, Maui Hawaii

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)
"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"
United States
Michael B.
The price is £772
includes taxes & fees
20 Jul - 21 Jul
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

Villa 5

Villa 5
South Kihei
9.4 out of 10, Exceptional, (43 reviews)
"Great Location, easy booking, unit is getting tired but would stay there again."
United States
Joseph F.
The price is £480
includes taxes & fees
21 Jul - 22 Jul
Villa 5

Mamane Suite - Historic charm and views

Mamane Suite - Historic charm and views
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 £242
includes taxes & fees
17 Jul - 18 Jul
Mamane Suite - Historic charm and views

Elegant Puakenikeni Suite- Historic & Ground Floor

Elegant Puakenikeni Suite- Historic & Ground Floor
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 £242
includes taxes & fees
17 Jul - 18 Jul
Elegant Puakenikeni Suite- Historic & Ground Floor

Kahili Suite - Historic charm meets Luxury

Kahili Suite - Historic charm meets Luxury
Wailuku
10.0 out of 10, Exceptional, (2 reviews)
"What a beautiful treasure of a property. My wife and I had an unexpected night in Wailuku and I'm so glad we found this inn. There were very few other people during our stay and we felt as though we had the property to ourselves. Pretty gardens, lovely spacious rooms. Great work on the renovation!"
United States
Scott H.
The price is £235
includes taxes & fees
17 Jul - 18 Jul
Kahili Suite - Historic charm meets Luxury
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
1,811
Accommodation
185 Holiday Homes
Lowest Price
£235
Highest Price
£2,181

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