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Upcountry Maui Holiday Rentals
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Our top choices for Upcountry Maui holiday rentals
1. Adorable 1930's Gingerbread House....Permitted!
Adorable 1930's Gingerbread House....Permitted!Makawao
9.8 out of 10, Exceptional, (13 reviews)
"a beautiful property and a nice cottage! We completely enjoyed our time here."
Kathy W.
The price is HK$1,940
HK$4,424 total
includes taxes & fees
4 Sept - 5 Sept
3. 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."
Linda S.
The price is HK$2,963
HK$6,582 total
includes taxes & fees
30 Aug - 31 Aug
4. Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16Makawao
10.0 out of 10, Exceptional, (82 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! "
Anna H.
The price is HK$11,252
HK$22,233 total
includes taxes & fees
31 Aug - 1 Sept
5. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Paradise Ocean View Private Cottage Solar Power Tropical Flower GardensHana
10.0 out of 10, Exceptional, (525 reviews)
"Absolutely wonderful place in paradise. Hosts were amazing. Brough us fresh eggs and fruit. Amazing view and love the kitty too!"
Diann
The price is HK$1,646
HK$3,090 total
includes taxes & fees
5 Sept - 6 Sept
6. Fisher's Hana Bay Hale, Across from Hana Bay
Fisher's Hana Bay Hale, Across from Hana BayHana Town Center
9.4 out of 10, Exceptional, (456 reviews)
"We loved staying here, and it was great for a family of 4. Kitchen very well stocked and lots of room, ping pong table a plus. Great to be able to split up Road to Hana drive."
Jason C.
The price is HK$1,529
HK$3,183 total
includes taxes & fees
5 Sept - 6 Sept
7. Yonegan Maui Getaways - Haiku - Unit 6
Yonegan Maui Getaways - Haiku - Unit 6Haiku-Pauwela
9.2 out of 10, Wonderful, (40 reviews)
"Everything was great."
Bryan
The price is HK$966
HK$2,462 total
includes taxes & fees
13 Sept - 14 Sept
8. Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!
Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!Hana Town Center
9.6 out of 10, Exceptional, (82 reviews)
"Great beach view lovely gardens"
Dianne
The price is HK$1,826
HK$2,704 total
includes taxes & fees
30 Aug - 31 Aug
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
Grand Wailea Maui, A Waldorf Astoria Resort
10/10 Excellent
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