Search for Cheap Deals on
4 Star Hotels in Upcountry Maui

Check Last Minute Upcountry Maui Hotel Deals

Tonight May 17 - May 18This weekend May 17 - May 19

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Featured 4 Star Upcountry Maui Hotels

The Westin Maui Resort & Spa, Ka'anapali
4 out of 5
Fully refundableReserve now, pay when you stay
  • 49 min drive from Haleakala National Park
The price is $719 per night from May 26 to May 27
$719
per night
May 26 - May 27
Stay at this 4-star beach hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the pool and the restaurant in ...
The Westin Maui Resort & Spa, Ka'anapali
Hilton Vacation Club Ka'anapali Beach Maui
4 out of 5
  • 52 min drive from Haleakala National Park
The price is $202 per night from May 24 to May 25
$202
per night
May 24 - May 25
Book a stay at this family-friendly hotel in Kaanapali. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the pool and ...
Hilton Vacation Club Ka'anapali Beach Maui
Fairmont Kea Lani Maui
4.5 out of 5
  • 14 min drive from Haleakala National Park
The price is $1,029 per night from May 18 to May 19
$1,029
per night
May 18 - May 19
Book a stay at this beach resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Fairmont Kea Lani Maui
Save an average of 15% on thousands of hotels when you're signed in
Sheraton Maui Resort & Spa
4 out of 5
Fully refundableReserve now, pay when you stay
  • 49 min drive from Haleakala National Park
The price is $487 per night from Jun 2 to Jun 3
$487
per night
Jun 2 - Jun 3
Book a stay at this beach resort in Kaanapali. Enjoy a full-service spa, 5 restaurants, and a beach locale. Our guests praise the pool and the helpful staff ...
Sheraton Maui Resort & Spa
OUTRIGGER Honua Kai Resort & Spa
4 out of 5
  • 52 min drive from Haleakala National Park
The price is $275 per night from Jun 3 to Jun 4
$275
per night
Jun 3 - Jun 4
Stay at this 4-star beach condo in Kaanapali. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
OUTRIGGER Honua Kai Resort & Spa
Hyatt Regency Maui Resort & Spa
4 out of 5
Fully refundableReserve now, pay when you stay
  • 47 min drive from Haleakala National Park
The price is $557 per night from May 26 to May 27
$557
per night
May 26 - May 27
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Hyatt Regency Maui Resort & Spa
Wailea Beach Resort - Marriott, Maui
4.5 out of 5
  • 13 min drive from Haleakala National Park
The price is $769 per night from Jun 16 to Jun 17
$769
per night
Jun 16 - Jun 17
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Wailea Beach Resort - Marriott, Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 out of 5
  • 13 min drive from Haleakala National Park
The price is $926 per night from May 18 to May 19
$926
per night
May 18 - May 19
Book a stay at this beach resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Andaz Maui at Wailea Resort - a concept by Hyatt
The Whaler Resort Kaanapali Beach
4 out of 5
  • 49 min drive from Haleakala National Park
Stay at this 4-star beach condo in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Kaanapali Beach and Whalers Village are ...
The Whaler Resort Kaanapali Beach
Hana-Maui Resort, a Destination by Hyatt Residence
4 out of 5
Fully refundableReserve now, pay when you stay
  • 12 min drive from Haleakala National Park
The price is $548 per night from Jun 11 to Jun 12
$548
per night
Jun 11 - Jun 12
Book a stay at this spa resort in Hana. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
Hana-Maui Resort, a Destination by Hyatt Residence
The Westin Ka'anapali Ocean Resort Villas
4 out of 5
  • 51 min drive from Haleakala National Park
The price is $519 per night from May 23 to May 24
$519
per night
May 23 - May 24
Stay at this 4-star beach condo in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Kaanapali Beach and Black Rock are ...
The Westin Ka'anapali Ocean Resort Villas
The Westin Nanea Ocean Villas, Ka'anapali
4 out of 5
  • 52 min drive from Haleakala National Park
The price is $607 per night from May 31 to Jun 1
$607
per night
May 31 - Jun 1
Stay at this 4-star beach condo in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Kaanapali Beach and Black Rock are located ...
The Westin Nanea Ocean Villas, Ka'anapali
Don't see what you're looking for?
See all available properties in Upcountry Maui
View all properties
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.

4-star hotels in Upcountry Maui

When you want to live it up, but not bust your bank account, then there’s nothing better than a 4-star hotel in Upcountry Maui for your next trip. You’ll get all the amenities you can think of (and then some) at a rate within your means.

No fault in our stars

So what’s with the star rating anyway? Good question. The star rating has little to do with the price, and more to do with the amenities. 4-Star hotels in Upcountry Maui as well as everywhere else, usually have all those thoughtful touches that make you go “Ooh,” “Ahh,” and ”YES!” Think amenities like luxury bedding, high-end electronics, concierge service, and restaurants that make eating in a gourmet experience.

Stars that shine

You know there are as many underground spots, inviting lounges, memory-making music venues as there are stars in the sky. But you’ll need the funds to check them all off. That’s why we give you the chance to take us up on the Hotwire Hot Rate. You can snag Upcountry Maui 4-star hotels and still have plenty of leftover cash to paint the town whatever color you want. Filter hotels by:

  • Hotwire Hot Rate: We’ll snag you a crazy deal on a room by finding your hotel name after you book.
  • Price: You know that paying full price is for suckers? You can get a cheap 4-star hotel in Upcountry Maui starting at $202 per night.
  • Amenities: What makes you flip for your trip? Full-service spa? Heated pool? 24-hour room service? Get a hotel that’ll send you over the moon.

Do you deserve a swanky hotel with a ton of amenities? Yes, yes you do. And you also deserve a sweet deal on it. Book with Hotwire today and get that star-studded Upcountry Maui 4-star hotel and have plenty of cash left over to spend at that secret super star joint in the city.