Book Guest Houses in Upcountry Maui, HI

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Upcountry Maui

Nona Lani Cottages

Nona Lani Cottages

3 out of 5
455 S. Kihei Rd. Kihei HI
Get rates
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Parking included
Free WiFi
JJs Hāna Hale - Farm House

JJs Hāna Hale - Farm House

Hana HI
$357 nightly
The price is $417 total per night
$417 total
Jan 29 - Jan 30
Total with taxes and fees
This guesthouse features a garden, laundry facilities, and barbecue grills.
Free WiFi
Air conditioning
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens

Hana HI
$378 nightly
The price is $442 total per night
$442 total
Jan 5 - Jan 6
Total with taxes and fees
A gym is featured at this guesthouse, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Free WiFi
Gym
Maui Beach House

Maui Beach House

3 out of 5
Lower Honoapiilani Rd Lahaina HI
Get rates
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.
Parking included
Free WiFi
North Shore Guest House @ Maui Adventure Villa

North Shore Guest House @ Maui Adventure Villa

Haiku-Pauwela HI
Get rates
This guesthouse features a garden, laundry facilities, and barbecue grills.
Free WiFi
Parking available
Paia Inn - 3 Bedroom Ocean Front Beach House

Paia Inn - 3 Bedroom Ocean Front Beach House

Paia HI
$2,236 nightly
The price is $2,621 total per night
$2,621 total
Jan 3 - Jan 4
Total with taxes and fees
This guesthouse features a garden, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.
Air conditioning
Parking available
Don't see what you're looking for?
See all available properties in Upcountry Maui
View all properties
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 hotels in Upcountry Maui

Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
$289 nightly
The price is $343 total per night from Feb 1 to Feb 2
$343 total
Feb 1 - Feb 2
Total with taxes and fees
9.4/10 Exceptional! (2,359 reviews)

Upcountry Maui Guest Houses essential information

Accommodation
6 Guest Houses
Lowest Price
$198
Highest Price
$2,621
Popular accommodation
Nona Lani Cottages, JJs Hāna Hale - Farm House, Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens, Maui Beach House, North Shore Guest House @ Maui Adventure Villa, Paia Inn - 3 Bedroom Ocean Front Beach House

Explore More Ways to Travel with Travelocity