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Destination airport
Upcountry Maui

Flights To Upcountry Maui

Once you’ve decided where to go on your next holiday, the fun part begins! Wotif makes it easy (and yes, even fun!) to compare flights to Upcountry Maui, so you can get the best deals and save that dough for exploring your new favourite place. Speaking of exploring, it’s time to start planning your itinerary. Whether you love off-the-beaten-path neighbourhoods or busy shopping and dining districts, you’re sure to find what you’re looking for. Hit up top-rated restaurants and hidden local haunts, snap some photos of historic landmarks and make a few friends along the way—starting with your aisle mate on the plane.

No matter where you call home, we’ve got Upcountry Maui flights that will get you from point A to point B in style and comfort. Ready to start packing? It’s OK to be “that passenger” in your matching tracksuit and eye mask, snoozing right up until the final descent. After all, nothing says “holiday” more than a good nap! If you don’t want to surrender a second of your trip to sleep, grab a cup of coffee and chat with fellow travellers or plug in to a flick that takes place in your destination city—it’s like cultural anthropology. For science!

OK, traveller. Let’s do this. Sweet plans? Tick. Craving for adventure? You got it. Entertainment for the flight? Packed. Cheap flights to Upcountry Maui? Book them with Wotif for great deals on travel that fits your schedule and airlines that fit your price range. And last but not least, unforgettable holiday memories? They’re already in the works!

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Hotels in Upcountry Maui

Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
The price is AU$285 per night from 5 July to 6 July
AU$285
5 July - 6 July
includes taxes & fees
Stay at this B&B in Makawao. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Haliʻimaile Farmer's Market and Hui Noʻeau Visual Arts Center ...
8.8/10 Excellent! (126 reviews)
"Our stay at Cottage Peace of Maui was absolutely wonderful! The cottage was clean, comfortable, peaceful, and had everything our family needed for a relaxing vacation. The location was perfect for exploring the island while still enjoying a quiet retreat. A very special thank you to Mika and Tammi ..."

Reviewed on 26 June 2026

Gods Peace Of Maui
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is AU$1,479 per night from 17 July to 18 July
AU$1,479
17 July - 18 July
includes taxes & fees
Stay at this luxury resort in Kihei. Enjoy free Wi-Fi, 9 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,002 reviews)
"The seating at the pool is a huge problem. They do not have enough seats and will remove your items if you do not go back to your seat once every hour. One employee actually admitted to throwing our items away, instead of holding them as they’re supposed too. This is hard considering there are many ..."

Reviewed on 4 July 2026

Grand Wailea Maui, A Waldorf Astoria Resort
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
The price is AU$903 per night from 19 July to 20 July
AU$903
19 July - 20 July
includes taxes & fees
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 ...
9.2/10 Wonderful! (1,101 reviews)
"Entire stay was excellent!"

Reviewed on 4 July 2026

The Westin Maui Resort & Spa, Ka'anapali
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.

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^Savings based on all package bookings made with Flight + Hotel on Wotif.com from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.