
Upcountry Maui Ski Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top flight + Ski hotel deals in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was NZ$2,744, price is now NZ$1,935 per person
NZ$1,935
per person
31 Oct - 2 Nov
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on 27 Aug 2025

AC Hotel by Marriott Maui Wailea
Wailea
Save 100% on your flight
Price was NZ$1,414, price is now NZ$1,094 per person
NZ$1,094
per person
31 Oct - 2 Nov
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (168 reviews)
Everything was perfect about this property. The entire place was spotless and the outdoor pool and bar were super beautiful and relaxing. The rooms and balconies are also really nice and the staff was very friendly, welcoming and knowledgeable.
Reviewed on 2 Sept 2025

Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was NZ$2,468, price is now NZ$1,951 per person
NZ$1,951
per person
31 Oct - 2 Nov
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,010 reviews)
Best hotel to stay in Maui. Most hospitable staff. Their villas are amazing!
Reviewed on 28 Sept 2025
Don't see what you're looking for?
See all available trips from Columbus to Upcountry Maui
View all trips5* Ski holidays in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was NZ$2,744, price is now NZ$1,935 per person
NZ$1,935
per person
31 Oct - 2 Nov
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on 27 Aug 2025

Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was NZ$2,468, price is now NZ$1,951 per person
NZ$1,951
per person
31 Oct - 2 Nov
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,010 reviews)
Best hotel to stay in Maui. Most hospitable staff. Their villas are amazing!
Reviewed on 28 Sept 2025
Don't see what you're looking for?
See all available trips from Columbus to Upcountry Maui
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.