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

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Top Upcountry Maui Adventure Sport Hotels

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

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

9.0 out of 10, Wonderful, (28)
"Great stay upcountry. Spacious and clean. Would definitely stay there again"
The price is €365
includes taxes & fees
15 Oct - 16 Oct
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (180)
"Luxury without all the people around"
The price is €936
includes taxes & fees
15 Oct - 16 Oct
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Paia Inn
Exterior

Paia Inn

3.5 star property
8.8 out of 10, Excellent, (334)
"I liked the privacy and also the decor"
The price is €332
includes taxes & fees
15 Oct - 16 Oct
Paia Inn
SPECIAL DEALS! Honua Kai 8th Flr 134 REVIEWS! Remodeled Paradise ONE-OF-A-KIND
Outdoor pool, a heated pool

SPECIAL DEALS! Honua Kai 8th Flr 134 REVIEWS! Remodeled Paradise ONE-OF-A-KIND

9.8 out of 10, Exceptional, (134)
"The unit was very clean, comfortable bed and sofa bed, well stocked with beach supplies, kitchen supplies/equipment. Very responsive property manager. Thank you!"
The price is €604
includes taxes & fees
19 Oct - 20 Oct
SPECIAL DEALS! Honua Kai 8th Flr 134 REVIEWS! Remodeled Paradise ONE-OF-A-KIND
Ho‘olei Villas at Grand Wailea
Outdoor pool, pool loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (43)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
The price is €2,083
includes taxes & fees
23 Oct - 24 Oct
Ho‘olei Villas at Grand Wailea
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Exterior

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

9.8 out of 10, Exceptional, (258)
"Very clean, close to beaches and town. The host was also great with communication and recommendations. Highly recommend! "
The price is €345
includes taxes & fees
11 Nov - 12 Nov
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
Property grounds

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

9.4 out of 10, Exceptional, (83)
"Beautifully furnished condo with lovely views. Great pool and bbq area, nice walking distance to the beach and a few local food establishments and businesses. "
The price is €518
includes taxes & fees
19 Oct - 20 Oct
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
Top Floor Beachfront Condo with Ocean view
Property grounds

Top Floor Beachfront Condo with Ocean view

9.8 out of 10, Exceptional, (44)
"Great stay - I would definitely recommend it"
The price is €388
includes taxes & fees
15 Oct - 16 Oct
Top Floor Beachfront Condo with Ocean view
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
Property grounds

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

10.0 out of 10, Exceptional, (26)
"Great location and beaches around! Tracy was great with communication and letting us know all the the ins and the outs of the island. "
The price is €358
includes taxes & fees
20 Oct - 21 Oct
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Outdoor dining

Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

10.0 out of 10, Exceptional, (188)
"Host was accomodating of an early check in, unit was clean and well stocked. Excellent location!"
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
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

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Was great"
Ron 1-night trip
Posted 1 day ago
OUTRIGGER Kaanapali Beach Resort

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Frequently asked questions

How much do hotels for couples in Upcountry Maui cost?
Prices for hotels for couples in Upcountry Maui range between and 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.