Search for Cheap Deals on
Hotels in Upcountry Maui

Choose from 12569 Upcountry Maui Hotel Deals

Gods Peace Of Maui
Gods Peace Of Maui
2 out of 5
1290 Haliimaile Rd, Makawao, HI
  • 29 min drive from Haleakala National Park
Book a stay at this spa B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hali imaile Farmer's Market and Hui Noʻeau Visual ...
9.4/10 Exceptional! (20 reviews)
"I was here over 20 years ago and never forgot the feeling I had staying in the hibiscus cottage with the most amazing breeze coming through, surrounded by Hawaiian farmland and a peace you have to experience to know. When I stayed here the second time I felt that feeling all over again. It’s a magic ..."

Reviewed on Jun 29, 2025

Gods Peace Of Maui
Maui Coast Hotel
Maui Coast Hotel
3.5 out of 5
2259 S Kihei Rd, Kihei, HI
  • 14 min drive from Haleakala National Park
Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (2,002 reviews)
"Resort fee was not disclosed by Expedia before I booked this"

Reviewed on Jun 29, 2025

Maui Coast Hotel
Royal Lahaina Resort & Bungalows
Royal Lahaina Resort & Bungalows
4 out of 5
2780 Kekaa Dr, Lahaina, HI
  • 50 min drive from Haleakala National Park
Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our ...
8.2/10 Very Good! (1,348 reviews)
"Needs a full remodeling this hotel"

Reviewed on Jun 29, 2025

Royal Lahaina Resort & Bungalows
The Westin Maui Resort & Spa, Ka'anapali
The Westin Maui Resort & Spa, Ka'anapali
4.5 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
  • 49 min drive from Haleakala National Park
Stay at this 4.5-star luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (841 reviews)
"We had an amazing time in Maui. Many dining options, walking distance to shopping mall, pools and pool area were clean and the oceans views were spectacular."

Reviewed on Jun 29, 2025

The Westin Maui Resort & Spa, Ka'anapali
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
  • 13 min drive from Haleakala National Park
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,002 reviews)
"We had the best time! The property is absolutely gorgeous and the weather was perfect."

Reviewed on Jun 17, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
  • 14 min drive from Haleakala National Park
Stay at this 5-star luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (1,003 reviews)
"Beautiful property with private beach access!"

Reviewed on Jun 29, 2025

Fairmont Kea Lani Maui
OUTRIGGER Kaanapali Beach Resort
OUTRIGGER Kaanapali Beach Resort
3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
  • 49 min drive from Haleakala National Park
Stay at this 3.5-star beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,156 reviews)
"Great experience!"

Reviewed on Jun 30, 2025

OUTRIGGER Kaanapali Beach Resort
The Ritz-Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua
5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
  • 59 min drive from Haleakala National Park
Stay at this 5-star luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,000 reviews)
"What a gem of a hotel. I love the location on the island of Maui. Great beach and pool. Staff throughout the hotel were super friendly."

Reviewed on Jun 23, 2025

The Ritz-Carlton Maui, Kapalua
Hyatt Regency Maui Resort & Spa
Hyatt Regency Maui Resort & Spa
4 out of 5
Lahaina
  • 48 min drive from Haleakala National Park
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (1,009 reviews)
"Beautiful property on the beach"

Reviewed on Jun 29, 2025

Hyatt Regency Maui Resort & Spa
Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, Maui
4.5 out of 5
3700 Wailea Alanui Dr, Kihei, HI
  • 13 min drive from Haleakala National Park
Stay at this 4.5-star luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (998 reviews)
"Excellent resort on one of the most beautiful places we have ever visited."

Reviewed on Jun 23, 2025

Wailea Beach Resort - Marriott, Maui
Maui Seaside Hotel
Maui Seaside Hotel
3 out of 5
100 W Kaahumanu Ave, Kahului, HI
  • 36 min drive from Haleakala National Park
Stay at this 3-star beach hotel in Kahului. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (1,223 reviews)
"Clean. And friendly staff. Will stay again"

Reviewed on Jun 29, 2025

Maui Seaside Hotel
Sheraton Maui Resort & Spa
Sheraton Maui Resort & Spa
4 out of 5
2605 Kaanapali Pkwy, Lahaina, HI
  • 49 min drive from Haleakala National Park
Stay at this 4-star beach resort in Kaanapali. Enjoy a full-service spa, 5 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,006 reviews)
"Beautiful property and stay there again."

Reviewed on Jun 27, 2025

Sheraton Maui Resort & Spa
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.

Find cheap hotels in Upcountry Maui

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Upcountry Maui hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Upcountry Maui.

Choosing the right hotel in Hawaii has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Upcountry Maui’s 12,569 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as . In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Upcountry Maui hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Upcountry Maui. No matter your reason for visiting Upcountry Maui, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Upcountry Maui hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Upcountry Maui for as low as .

How many hotels are there in Upcountry Maui?

With over 12,569 hotels in Upcountry Maui, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as .

How to find cheap car rentals in Upcountry Maui?

Finding a cheap car rental deal in Upcountry Maui is as easy as scoring cheap hotels in Upcountry Maui. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.