A barren volcanic landscape with rugged terrain and distant mountains.

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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Upcountry Maui guest houses

A spacious living room with a piano, a dining area with a round table, and a large mirror.

1. The Historic Wailuku Inn

The Historic Wailuku Inn
2.0 star property
Wailuku
8.6 out of 10, Excellent, (42 reviews)
"The cutest hotel in the perfect location on Maui! Close to lots of local cafes and restaurants, and the beach was maybe a 10 minute drive away. The room itself was super cute and tasteful, and the bed was incredibly comfortable. We’ll be staying here again the next time we’re in Maui!"
United States
Lauren
The price is AU$614
includes taxes & fees
18 Oct - 19 Oct
The Historic Wailuku Inn
A view from a porch with wicker furniture, a sign for 'Nona Lani Cottages', and a road leading to a mountainous landscape.

2. Nona Lani Cottages

Nona Lani Cottages
3.0 star property
North Kihei
9.4 out of 10, Exceptional, (198 reviews)
"A surprising hidden gem. Highly recommended"
United States
James
The price is AU$834
includes taxes & fees
8 Nov - 9 Nov
Nona Lani Cottages
A cozy living room with a sofa, a coffee table, and a dining area with chairs and a table. There is a kitchen visible in the background.

3. JJs Hāna Hale - Farm House

JJs Hāna Hale - Farm House
Kaʻeleku
10.0 out of 10, Exceptional, (163 reviews)
"This is a unique and super special experience to stay in a beautiful place, interact with wonderful animals, and meet a very kind host. Comfy bed, plenty of room, lovely little kitchen, convenient into town - just could not be better!"
United States
Liz E.
The price is AU$637
includes taxes & fees
26 Oct - 27 Oct
JJs Hāna Hale - Farm House
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

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"Our room was kept spotless. The staff were all incredible. Food was amazing. We loved absolutely everything about our stay."
Tiffany 9-night trip
Posted 1 hour ago
Hyatt Regency Maui Resort & Spa

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Upcountry Maui Guest Houses information

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