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Last Minute Hot Rate® Hotel Deals in Upcountry Maui

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Choose from 12263 Upcountry Maui Hotel Deals

Hilton Vacation Club Ka'anapali Beach Maui
Hilton Vacation Club Ka'anapali Beach Maui
4 out of 5
104 Kaanapali Shores Pl, Lahaina, HI
  • 52 min drive from Haleakala National Park
The price is $202 per night from May 11 to May 12
$202
per night
May 11 - May 12
Stay at this family-friendly hotel in Kaanapali. Enjoy breakfast, a children's pool, and a fitness center. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (1,002 reviews)
"Great place to bring a family. We had a suite that provided lots is space for kids and adults. The water slide, mini golf and activity center with foosball, ping pong, bingo and even a mini bowling alley were hits w the kids. The ocean out front of the property is not advisable to swim for small ..."

Reviewed on Apr 26, 2024

Hilton Vacation Club Ka'anapali Beach Maui
Aston Kaanapali Shores
Aston Kaanapali Shores
3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
  • 53 min drive from Haleakala National Park
The price is $272 per night from May 6 to May 7
$272
per night
May 6 - May 7
Stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a beach locale, and a full-service spa. Our guests praise the pool and the restaurant in our ...
8.4/10 Very Good! (2,981 reviews)
"Great people And cleanliness"

Reviewed on May 1, 2024

Aston Kaanapali Shores
Maui Coast Hotel
Maui Coast Hotel
3.5 out of 5
2259 S Kihei Rd, Kihei, HI
  • 14 min drive from Haleakala National Park
The price is $242 per night from May 20 to May 21
$242
per night
May 20 - May 21
Stay at this golf hotel in Kihei. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9/10 Wonderful! (1,004 reviews)
"Nice older hotel. New one coming soon. Good bed and good a/c"

Reviewed on May 1, 2024

Maui Coast Hotel
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
The price is $756 per night from May 9 to May 10
$756
per night
May 9 - May 10
Stay at this beach resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and 5 restaurants. Our guests praise the helpful staff and the property condition in our ...
8.8/10 Excellent! (999 reviews)
"Potentially the most beautiful (semi all inclusive) resort in Maui. It was a treat and a delight to stay here. M"

Reviewed on Apr 6, 2024

Grand Wailea Maui, A Waldorf Astoria Resort
The Westin Maui Resort & Spa, Ka'anapali
The Westin Maui Resort & Spa, Ka'anapali
4 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
  • 49 min drive from Haleakala National Park
The price is $524 per night from May 4 to May 5
$524
per night
May 4 - May 5
Stay at this 4-star beach hotel in Kaanapali. Enjoy 3 outdoor pools, 2 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our ...
8.6/10 Excellent! (453 reviews)
"Our stay at Maui resort was exceptional and we would love to come back soon. Mahalo"

Reviewed on Apr 30, 2024

The Westin Maui Resort & Spa, Ka'anapali
Aston Maui Kaanapali Villas
Aston Maui Kaanapali Villas
3 out of 5
45 Kai Ala Dr, Lahaina, HI
  • 50 min drive from Haleakala National Park
The price is $238 per night from May 7 to May 8
$238
per night
May 7 - May 8
Stay at this beach aparthotel in Kaanapali. Enjoy free parking, 2 outdoor pools, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
8.6/10 Excellent! (2,134 reviews)
"Stuff was helpfhl and friendly, love coffee bar in the mornings"

Reviewed on Apr 26, 2024

Aston Maui Kaanapali Villas
Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
  • 14 min drive from Haleakala National Park
The price is $1,029 per night from May 6 to May 7
$1,029
per night
May 6 - May 7
Stay at this beach resort in Kihei. Enjoy 3 outdoor pools, 4 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (997 reviews)
"Awesome property for sure! Dinner is limited and u less you like fish for every meal it’s a challenge. The fish is excellent but all 3 restaurants feature a similar menu. The staff was really great at all indoor and outdoor spots. Our only shocker was the price of the breakfast buffet on the last ..."

Reviewed on Apr 22, 2024

Fairmont Kea Lani Maui
Hyatt Regency Maui Resort & Spa
Hyatt Regency Maui Resort & Spa
4 out of 5
200 Nohea Kai Dr, Lahaina, HI
  • 47 min drive from Haleakala National Park
The price is $566 per night from May 12 to May 13
$566
per night
May 12 - May 13
Stay at this beach resort in Kaanapali. Enjoy free WiFi, 6 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,002 reviews)
"The Hyatt Regency was awesome. From the staff to the property and the beach. 10/10 recommend. We didn’t want to leave. Loved that you could hang a notice on the door and receive a $10 credit for not using room service! Larry at Umalu was the best! Mahalo!!! ❤️"

Reviewed on May 2, 2024

Hyatt Regency Maui Resort & Spa
Sheraton Maui Resort & Spa
Sheraton Maui Resort & Spa
4 out of 5
2605 Kaanapali Pkwy, Lahaina, HI
  • 49 min drive from Haleakala National Park
The price is $609 per night from Jun 2 to Jun 3
$609
per night
Jun 2 - Jun 3
Stay at this beach resort in Kaanapali. Enjoy free WiFi, 5 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
8.2/10 Very Good! (1,001 reviews)
"We had a wonderful time during our stay. We had a King Ocean View room in Nalu building (4) 6th floor. The view was spectacular. Room was exactly like pictured. I didnt think it was dated at all but standard hotel decor. It was as expected. Room was clean and balcony was great. I loved the open air ..."

Reviewed on May 1, 2024

Sheraton Maui Resort & Spa
OUTRIGGER Kaanapali Beach Resort
OUTRIGGER Kaanapali Beach Resort
3 out of 5
2525 Kaanapali Parkway, Lahaina, HI
  • 49 min drive from Haleakala National Park
The price is $351 per night from Jun 3 to Jun 4
$351
per night
Jun 3 - Jun 4
Stay at this beach hotel in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,005 reviews)
"Absolutely a hidden gem on Ka’anaplali beach…we will definitely return for future stays on Maui Michelle in room reservations who helped me…you are an angel straight from heaven 🙏"

Reviewed on Apr 30, 2024

OUTRIGGER Kaanapali Beach Resort
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
The price is $719 per night from Jun 1 to Jun 2
$719
per night
Jun 1 - Jun 2
Stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, 4 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (814 reviews)
"Property was good, had large cockroaches in room and a centipede as there was no seal on the bottom of the door to keep things out. Bathroom on the JR suite was extremely small. Location is very nice lots of turtles and birds. Food was decent but not for the price. Prices are on the extreme ..."

Reviewed on Apr 29, 2024

Wailea Beach Resort - Marriott, Maui
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
  • 14 min drive from Haleakala National Park
The price is $995 per night from May 18 to May 19
$995
per night
May 18 - May 19
Stay at this beach resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the helpful staff and the property condition in our ...
9.6/10 Exceptional! (999 reviews)
"We had a great stay for my wife’s birthday. The atmosphere and service was great and it was busy but we did not feel crowded. We did have a small issue with council works outside our room and after explaining things to management they kindly moved us to another room away from the works. Looking forward ..."

Reviewed on Apr 13, 2024

Four Seasons Resort Maui at 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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

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 12,263 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 $189. 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 up to 60% 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 save up to 60% off 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 $189.

How many hotels are there in Upcountry Maui?

With over 12,263 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 $189.

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 even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Upcountry Maui now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Upcountry Maui right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.