Book Cheap Hotels in Upcountry Maui
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Most frequently booked Upcountry Maui hotels
Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
15.88 km from city centre
The price is CA $255 per night
CA $255
CA $301 total
Dec 13 - Dec 14
includes taxes & fees
Book a stay at this spa B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Haliʻimaile Farmer's Market and Hui Noʻeau Visual Arts Center are located nearby.
Breakfast included
Spa
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
50.61 km from city centre
The price is CA $607 per night
CA $607
CA $795 total
Dec 18 - Dec 19
includes taxes & fees
Book a stay at this luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Pool
Hot tub
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Free cancellation
Reserve now, pay when you stay
50.81 km from city centre
The price is CA $254 per night
CA $254
CA $372 total
Dec 17 - Dec 18
includes taxes & fees
Book a stay at this beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
OUTRIGGER Kaanapali Beach Resort
2525 Kaanapali Parkway Lahaina HI
50.66 km from city centre
The price is CA $373 per night
CA $373
CA $513 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Pool
Pet-friendly
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Free cancellation
Reserve now, pay when you stay
21.75 km from city centre
The price is CA $270 per night
CA $270
CA $382 total
Dec 18 - Dec 19
includes taxes & fees
Stay at this hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 3 hot tubs. Our guests praise the breakfast and the pool in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Pool
Hot tub
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
22.07 km from city centre
The price is CA $890 per night
CA $890
CA $1,139 total
Dec 13 - Dec 14
includes taxes & fees
Book a stay at this 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 reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
22.43 km from city centre
The price is CA $1,040 per night
CA $1,040
CA $1,227 total
Dec 19 - Dec 20
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Polo Beach are located nearby.
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
22.47 km from city centre
The price is CA $1,089 per night
CA $1,089
CA $1,366 total
Dec 17 - Dec 18
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Pool
Hot tub
Sheraton Maui Resort & Spa
2605 Kaanapali Pkwy Lahaina HI
Free cancellation
Reserve now, pay when you stay
50.81 km from city centre
The price is CA $400 per night
CA $400
CA $551 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this beach resort in Kaanapali. Enjoy a full-service spa, 5 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
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 family friendly Upcountry Maui hotel deals
Lumeria Maui Educational Retreat Center
1813 Baldwin Ave Makawao HI
The price is CA $594 per night from Jan 12 to Jan 13
CA $594
CA $820 total
Jan 12 - Jan 13, 2026
includes taxes & fees
8.4/10 Very Good! (208 reviews)
Top cheap Upcountry Maui hotel deals
Bamboo Valley Inn
1444 West Kuiaha Rd Haiku HI
Top hotels in Upcountry Maui for Extended Stay
Kaanapali Alii
50 Nohea Kai Dr Lahaina HI
9.4/10 Exceptional! (954 reviews)
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.
Upcountry Maui hotels essential information
Accommodation | 13,210 hotels |
|---|---|
Lowest Price | CA $301 |
Highest Price | CA $3,657 |
Popular hotels | Gods Peace Of Maui, The Westin Maui Resort & Spa, Ka'anapali, Royal Lahaina Resort & Bungalows, OUTRIGGER Kaanapali Beach Resort, Maui Coast Hotel, Grand Wailea Maui, A Waldorf Astoria Resort, Four Seasons Resort Maui at Wailea, Fairmont Kea Lani Maui, Sheraton Maui Resort & Spa |
Recent Upcountry Maui hotel reviews by fellow wanderers
Wailea Beach Resort - Marriott, Maui
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Lovely welcoming place to spend Thanksgiving weekend!"
A verified traveller stayed at Wailea Beach Resort - Marriott, Maui
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