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Our top choices for Upcountry Maui adventure hotels
1. Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.Makawao
9.4 out of 10, Exceptional, (56 reviews)
"The host of this VRBO cares about details from amenities, conveniences to tasteful artistic touches everywhere. Well worth the money!"
David
The price is AU$542
includes taxes & fees
7 Nov - 8 Nov
2. 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.
3. 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)
"This place was perfect for our big group!"
Lisa B.
The price is AU$4,127
includes taxes & fees
17 Nov - 18 Nov
4. 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!"
Amy C.
The price is AU$1,677
includes taxes & fees
30 Nov - 1 Dec
6. Hilton Grand Vacations Club Maui Bay Villas
Hilton Grand Vacations Club Maui Bay VillasNorth Kihei
9.4 out of 10, Exceptional, (425 reviews)
"Great location, amazingly kind and helpful staff, wonderful amenities."
Chloe
The price is AU$592
includes taxes & fees
14 Nov - 15 Nov
7. Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, MauiWailea
9.0 out of 10, Wonderful, (1,000 reviews)
"Not sure if you can beat the pools, value, location, views, snorkel, and staff on the island! Loved our stay!"
Rachel
The price is AU$1,024
includes taxes & fees
29 Nov - 30 Nov
8. 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, (537 reviews)
"Beautiful scenery and hostess!"
Sonja W.
The price is AU$552
includes taxes & fees
11 Nov - 12 Nov
9. Across from Sandy Beaches! Island Paradise- Special Rates Book Now!
Across from Sandy Beaches! Island Paradise- Special Rates Book Now!South Kihei
9.4 out of 10, Exceptional, (28 reviews)
"Perfect location, close to the beach and all amenities. The apartment was clean and included beach chairs and a bodyboard. Free parking was a great bonus.The owner was very responsive and helpful throughout our stay.We had a great time and would happily stay here again."
Ewa L.
The price is AU$537
includes taxes & fees
19 Nov - 20 Nov
10. Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsetsCentral Kihei
10.0 out of 10, Exceptional, (212 reviews)
"We loved this place! Was perfect for what we were needing:)"
Alana C.
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.
Top Upcountry Maui Hotel Reviews
Hana-Maui Resort, a Destination by Hyatt Residence
Hana-Maui Resort, a Destination by Hyatt ResidenceHana Town Center
10/10 Excellent
A decent hike by road or a spectacular 20 minute flight from Kahului, remote setting, 70 acres for 70 rooms and well spaced out, although each bungalow comprises two suites, so not completely private unless you book both suites.
G&B
