Maui Mountain Vacations
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Flight and Mountain hotel deals in Maui
Price found within the past 48 hours. Click for updated prices.
Fairmont Kea Lani Maui
Wailea
CA $3,509
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Kahului (OGG)
9.4/10 Exceptional! (1,018 reviews)
I booked this for my son and daughter in-laws honeymoon. They had a great time and loved this resort. While it was on the reservation and I called the day before to tell them the couple was on their honeymoon, it was only recognized as they were settling up their fees at the end of the visit. The breakfast buffet was reportedly superb. They were able to rent a jeep very easily at the nearby Avis and enjoyed touring the island.
Reviewed on Aug 23, 2026
5* Mountain holidays in Maui
Price found within the past 48 hours. Click for updated prices.
Fairmont Kea Lani Maui
Wailea
CA $3,509
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Kahului (OGG)
9.4/10 Exceptional! (1,018 reviews)
I booked this for my son and daughter in-laws honeymoon. They had a great time and loved this resort. While it was on the reservation and I called the day before to tell them the couple was on their honeymoon, it was only recognized as they were settling up their fees at the end of the visit. The breakfast buffet was reportedly superb. They were able to rent a jeep very easily at the nearby Avis and enjoyed touring the island.
Reviewed on Aug 23, 2026
3 Night Mountain holidays in Maui
Price found within the past 48 hours. Click for updated prices.
Fairmont Kea Lani Maui
Wailea
CA $2,611
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,018 reviews)
I booked this for my son and daughter in-laws honeymoon. They had a great time and loved this resort. While it was on the reservation and I called the day before to tell them the couple was on their honeymoon, it was only recognized as they were settling up their fees at the end of the visit. The breakfast buffet was reportedly superb. They were able to rent a jeep very easily at the nearby Avis and enjoyed touring the island.
Reviewed on Aug 23, 2026
4 Night Mountain holidays in Maui
Price found within the past 48 hours. Click for updated prices.
Aston Maui Hill
South Kihei
CA $1,619
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Kahului (OGG)
9/10 Wonderful! (950 reviews)
Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!
Reviewed on Aug 21, 2026
Fairmont Kea Lani Maui
Wailea
CA $3,509
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Kahului (OGG)
9.4/10 Exceptional! (1,018 reviews)
I booked this for my son and daughter in-laws honeymoon. They had a great time and loved this resort. While it was on the reservation and I called the day before to tell them the couple was on their honeymoon, it was only recognized as they were settling up their fees at the end of the visit. The breakfast buffet was reportedly superb. They were able to rent a jeep very easily at the nearby Avis and enjoyed touring the island.
Reviewed on Aug 23, 2026
Mountain Hotels in Maui
Ho'oilo House
138 Awaiku Street Lahaina HI
- 12 min drive from Kaanapali Beach
Book a stay at this boutique B&B in Launiupoko. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Kaanapali Beach and Whalers Village ...
9.4/10 Exceptional! (172 reviews)
"Highly recommend a stay at Ho'oilo House. The host Dan greeted us, walked us through all the highlights and took our breakfast order! The views from the grounds are spectacular, sunset over the water in the evening and sunrise over the mountains in the morning. The property is also centrally located, ..."
Reviewed on Jul 30, 2026
Iao Valley Inn
80 Iao Valley Road Wailuku HI
- 15 min drive from Kaanapali Beach
Stay at this B&B in Wailuku. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bailey House Museum and Iao Theater are located nearby.
10/10 Exceptional! (57 reviews)
"The view from here was amazing. Quietly tucked away but not too far from any adventures. Tamara was a great host! Loved the breakfast in the morning."
Reviewed on Mar 15, 2026
OUTRIGGER Honua Kai Resort & Spa
130 Kai Malina Parkway Lahaina HI
- 5 min drive from Kaanapali Beach
Book a stay at this luxury aparthotel in Kaanapali. Enjoy free valet parking, 4 outdoor pools, and a beach locale. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (3,027 reviews)
"Know before you go which tower your in, this will help your check in process. It’s such a big beautiful property so knowing this helps a ton. Great property with a restaurant and shopping spot downstairs in both towers. Also be sure to check the stores nearby, lots of places within walking ..."
Reviewed on Aug 22, 2026
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.
Things to do
Myths of Maui Luau at the Royal Lahaina Resort
CA $238
per adult
86% of travellers recommend
2.5hr Express Catamaran Snorkel from Ka'anapali
CA $201
per adult
100% of travellers recommend
Drums of the Pacific Luau at the Hyatt Regency Resort
CA $296
per adult
86% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
