Holiday Homes in Upcountry Maui

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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, (4 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 €753
includes taxes & fees
5 Apr - 6 Apr
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, (76 reviews)
"Absolutely incredible, the property and the host exceeded all expectations! "
Canada
Marley L.
The price is €2,598
includes taxes & fees
29 Mar - 30 Mar
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (28 reviews)
"Everything was perfect!"
Canada
Speranta
The price is €308
includes taxes & fees
1 Apr - 2 Apr
Yonegan Maui Getaways - Haiku

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Hana Town Center
9.2 out of 10, Wonderful, (155 reviews)
"The location was fantastic and the house was very comfortable, especially the beds."
United States
Lisa H.
The price is €442
includes taxes & fees
29 Mar - 30 Mar
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

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, (437 reviews)
"Enjoyed the screened in porch"
United States
Thomas
The price is €334
includes taxes & fees
24 Apr - 25 Apr
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, (423 reviews)
"Very peaceful place to stay. Enjoyed location and would stay again if I come to Hana!"
United States
Nicholas
The price is €347
includes taxes & fees
24 Apr - 25 Apr
Fisher's Hana Bay Hale, Across from Hana Bay

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, (239 reviews)
"30 yr anniversary - perfectly relaxing for us - would stay here again for sure."
United States
Trent H.
The price is €523
includes taxes & fees
5 Apr - 6 Apr
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, (81 reviews)
"Plenty of room for our family of 5. Clean and cozy. Lots of fruits to try on the farm. "
United States
Nikki R.
The price is €749
includes taxes & fees
11 Apr - 12 Apr
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Pikake Suite - Historic Elegance, Wailuku

Pikake Suite - Historic Elegance, Wailuku
Wailuku
10.0 out of 10, Exceptional, (8 reviews)
"A lovely historic bnb"
United States
Maggie M.
The price is €306
includes taxes & fees
30 Mar - 31 Mar
Pikake Suite - Historic Elegance, Wailuku

Hana Homestead by the Beach

Hana Homestead by the Beach
Hana Town Center
9.8 out of 10, Exceptional, (142 reviews)
"We loved are quiet, peaceful stay in Hāna! So much fun! Beautiful property!"
United States
Justin
The price is €1,117
includes taxes & fees
28 Apr - 29 Apr
Hana Homestead by the Beach

HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (105 reviews)
"It worked well for us, close to the airport and reasonable drive to Hana Sights. "
United States
Greg G.
The price is €464
includes taxes & fees
4 Apr - 5 Apr
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 €448
includes taxes & fees
13 Apr - 14 Apr
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, (62 reviews)
"Very accessible and convenient! Great stay!"
United States
Reid L.
The price is €436
includes taxes & fees
5 Apr - 6 Apr
Hale Nihi - Paia, Maui

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, (30 reviews)
"Beautiful cottage, great furnishings, beautiful bay, great location, would love to stay!!"
United States
Debbie P.
The price is €954
includes taxes & fees
30 Mar - 31 Mar
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

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, (107 reviews)
"The property has a shared backyard with another rental. The BBQ, backyard, and hot tub are potentially shared with strangers and no notice is given of that in the listing or by the host during the stay. "
United States
Patti M.
The price is €894
includes taxes & fees
10 Apr - 11 Apr
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 €686
includes taxes & fees
1 Apr - 2 Apr
Villa 5

OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS
Lahaina
10.0 out of 10, Exceptional, (27 reviews)
"Fantastic location and great communication from Kevin! We thoroughly enjoyed our stay!!"
United States
Janelle G.
The price is €1,240
includes taxes & fees
21 Apr - 22 Apr
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (10 reviews)
"Everything was great !"
United States
Jackelin
The price is €1,729
includes taxes & fees
16 Apr - 17 Apr
Kapalua Golf Villas Resort by KBM

Elegant Puakenikeni Suite- Historic & Ground Floor

Elegant Puakenikeni Suite- Historic & Ground Floor
Wailuku
10.0 out of 10, Exceptional, (6 reviews)
"I liked the quaint ambiance of the property, beautiful landscape and the room was great."
United States
Wayne
The price is €298
includes taxes & fees
30 Mar - 31 Mar
Elegant Puakenikeni Suite- Historic & Ground Floor

★Star Honeymoon Lookout - PRIVATE HOT TUB + ACCESS TO POOL + New Central AC✔

★Star Honeymoon Lookout - PRIVATE HOT TUB + ACCESS TO POOL + New Central AC✔
Haiku
9.8 out of 10, Exceptional, (16 reviews)
"Highly recommended "
United States
Kaena
The price is €719
includes taxes & fees
13 Apr - 14 Apr
★Star Honeymoon Lookout - PRIVATE HOT TUB + ACCESS TO POOL + New Central AC✔
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
1,743
Accommodation
186 Holiday Homes
Lowest Price
€298
Highest Price
€2,598

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