Upcountry Maui Hotel Guide - Adventure Sport Hotels in Upcountry Maui, Hawaii

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Upcountry Maui Adventure Sport Hotels

Tonight
25 Nov - 26 Nov
Tomorrow
26 Nov - 27 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Upcountry Maui Adventure Sport Hotels

Interior
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

Makawao
9.2 out of 10, Wonderful, (31)
"Very good location for the sunrise at Haleakala. Well equipped and a superb self-serve breakfast. We found everything we needed and loved staying there."
Germany
Dirk A.
The price is €364
includes taxes & fees
28 Nov - 29 Nov
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Interior
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

Makawao
10.0 out of 10, Exceptional, (89)
"The property is very beautiful, the cabin is clean and cozy, and the property owner is very kind. "
United States
Amy J.
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Fridge, microwave, oven, stovetop
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Kula
10.0 out of 10, Exceptional, (185)
"Great stay"
United States
Peter A.
The price is €1,030
includes taxes & fees
3 Dec - 4 Dec
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Exterior
Paia Inn

Paia Inn

3.5 star property
Paia
8.8 out of 10, Excellent, (340)
"We loved the hotel and only wish the restaurant and bar were open during our stay (under renovation). We plan to return though. Great staff too "
United States
David
The price is €231
includes taxes & fees
16 Dec - 17 Dec
Paia Inn
Exterior
🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍

🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍

Lahaina
9.8 out of 10, Exceptional, (139)
"We really enjoyed the overall experience at the hotel and staying at our particular room. We would definitely go back."
United States
Nicholas P.
The price is €676
includes taxes & fees
30 Nov - 1 Dec
🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍
Outdoor pool, pool loungers
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is €1,886
includes taxes & fees
15 Dec - 16 Dec
Ho‘olei Villas at Grand Wailea
Beach nearby, sun-loungers, beach towels
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Paia
9.8 out of 10, Exceptional, (90)
"We loved the beautiful apartment which was just down the street from a beach with numerous sea turtles! The kitchen was well appointed and the apartment was located close to beaches and Paia. I especially appreciated the decor and paintings which added to the relaxed vibe. We would not hesitate to stay here again! "
United States
Emily P.
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
Exterior
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei
10.0 out of 10, Exceptional, (264)
"Great stay"
United States
Noah C.
The price is €360
includes taxes & fees
28 Nov - 29 Nov
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Property grounds
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Central Kihei
9.4 out of 10, Exceptional, (84)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful condo, great views and location"
United States
Pam B.
The price is €496
includes taxes & fees
21 Dec - 22 Dec
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
Exterior
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei
9.6 out of 10, Exceptional, (286)
"Had a great experience here it was close to everything in town and near alot of cool beaches! Would definitely return"
United States
morgan J.
The price is €346
includes taxes & fees
6 Dec - 7 Dec
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
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.
View all properties

Top Upcountry Maui Hotel Reviews

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"The corner suite was absolutely gorgeous. "
Ray Charles Ashworth 5-night trip
Posted 2 days ago
Fairmont Kea Lani Maui

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels for couples in Upcountry Maui cost?
Prices for hotels for couples in Upcountry Maui range between €231 and €1,886 per night. No matter your budget, you're sure to find the perfect place that'll make both your sweetheart and your wallet smile! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your hotel for couples in Upcountry Maui with Expedia?
We think that a holiday with your sweetheart should be a piece of cake, so if you're seeking a hotel for couples in Upcountry Maui at a great price, Expedia can help. Keep costs down and choose a comfortable motel, or splurge and book an opulent hotel escape to treat the one you love the most.
How can I find cheap hotels for couples in Upcountry Maui?
Expedia can help you look for cheap hotels for couples in Upcountry Maui. Make use of our filter tool to select amenities, budget and star rating to refine your search and reserve a terrific place to get away with your love in just a few clicks.