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Find Adventure Hotels in Upcountry Maui, HI

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Check availability on Upcountry Maui Adventure Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Upcountry Maui adventure hotels

Exterior
Paia Inn

Paia Inn

Paia Inn
3.5 star property
Paia
8.8 out of 10, Excellent, (347)
"Very nice place and the stuffs are great!"
United States
Zhe
The price is NT$7,820
NT$10,264 total
includes taxes & fees
Jan 25 - 2026/1/26
Paia Inn
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea

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 NT$62,474
NT$76,201 total
includes taxes & fees
Jan 23 - 2026/1/24
Ho‘olei Villas at Grand Wailea
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

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"Very courteous"
Daniel 3-night trip
Posted 12 hours ago
Royal Lahaina Resort & Bungalows

Frequently asked questions

How much do hotels for couples in Upcountry Maui cost?
Prices for hotels for couples in Upcountry Maui range between NT$10,264 and NT$76,201 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 vacation 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.

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