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

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Top Upcountry Maui Adventure Sport Hotels

Adorable 1930's Gingerbread House....Permitted!
Property grounds

Adorable 1930's Gingerbread House....Permitted!

9.8 out of 10, Exceptional, (12)
"My wife and I enjoyed our stay. House is perfect for a couple and we enjoyed the animals making their rounds throughout the property each day. Eve was an outstanding hostess and made sure we had everything we needed and enjoyed our stay. If we get to Maui again, we will definitely stay in the Gingerbread House again."
Adorable 1930's Gingerbread House....Permitted!
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, (42)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
The price is €2,111
includes taxes & fees
28 Aug - 29 Aug
Ho‘olei Villas at Grand Wailea
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, (177)
"Great place !!"
The price is €1,021
includes taxes & fees
31 Aug - 1 Sept
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Wailea Grand Champions - CoralTree Residence Collection
TV, DVD player

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (733)
"Great location, close to everything we wanted to do. We have a family of six, and it was a perfect size for us."
The price is €584
includes taxes & fees
28 Aug - 29 Aug
Wailea Grand Champions - CoralTree Residence Collection
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, (282)
"Convenient great location for the price"
The price is €342
includes taxes & fees
30 Aug - 31 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Tracy's Tropical Treasures earned "Best in Kihei" four times and “#1 in Maui”
On the beach, sun-loungers, beach towels

Tracy's Tropical Treasures earned "Best in Kihei" four times and “#1 in Maui”

10.0 out of 10, Exceptional, (6)
"Tracy was an excellent host who provided us with lots of local information and made our first trip to Maui amazing! We loved the place - it was clean, quiet, and near a bunch of nice restaurants. Couldn't have asked for a better place!"
Tracy's Tropical Treasures earned "Best in Kihei" four times and “#1 in Maui”
Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi
Property grounds

Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi

8.8 out of 10, Excellent, (79)
"Great location, very clean, well stocked condo. Would highly recommend!"
The price is €287
includes taxes & fees
28 Aug - 29 Aug
Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi
OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14
Property grounds

OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14

9.8 out of 10, Exceptional, (104)
"Great spot and the property was fantastic!"
OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14
Quiet Ground Floor Oceanfront Unit
Terrace/patio

Quiet Ground Floor Oceanfront Unit

9.6 out of 10, Exceptional, (16)
"We loved staying here and will definitely be back again! This condo is the perfect location and had absolutely everything we could need! The beach and beach access was the best part!"
The price is €576
includes taxes & fees
29 Aug - 30 Aug
Quiet Ground Floor Oceanfront Unit
Sugar Beach 207 Ocean Views in Upgraded Beachfront Condo Home
A heated pool

Sugar Beach 207 Ocean Views in Upgraded Beachfront Condo Home

9.2 out of 10, Wonderful, (21)
"This condo was in a great location in Maui! Easy to get to and lots of great things to do close by. The condo itself could use an upgrade and a deep cleaning. The kids loved the pool and we all loved walking the beach finding treasures. "
Sugar Beach 207 Ocean Views in Upgraded Beachfront Condo Home
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 Upcountry Maui Hotel Reviews

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"Loved it! "
Olivia Jane 5-night trip
Posted 2 days ago
Hyatt Regency Maui Resort & Spa

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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 €287 and €2,111 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.