Upcountry Maui Holidays from AU$2,570
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The Latest Upcountry Maui Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
AU$5,462
per person
22 Sept - 27 Sept
found 20 hours ago
Return direct flight included
Brisbane (BNE) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.
Reviewed on 25 July 2026
Courtyard Maui Kahului Airport
AU$2,968
per person
17 Oct - 24 Oct
found 19 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
Charged me for a water bottle in the room that I never drank. Do better, it’s only $6 but don’t be scamming people.
Reviewed on 6 Aug 2026
Upcountry Maui Holiday
Upcountry Maui Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Top Sights | Haleakala National Park, Haleakala Crater and Hookipa Beach Park |
Our pick of the best Upcountry Maui Hotel Deals
Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
AU$280
9 Aug - 10 Aug
includes taxes & fees
8.8/10 Excellent! (138 reviews)
"We loved the little studio cabin for our family of three for a few nights before we headed to Hana. Great jumping off spot for doing the sunrise at the mountain as well, was the closest I could find not in the park at a reasonable price. Bathroom is in a separate building that you have to walk to, ..."
Reviewed on 7 Aug 2026
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
AU$444
13 Aug - 14 Aug
includes taxes & fees
8.8/10 Excellent! (4,243 reviews)
"Room was outdated and dirty. Second to last day a cockroach fell down from the cabinet. We traveled with a big group and they seemed to have cleaner room. It’s sits on a great location for shopping and eatery but the beach is next to the runoff. For being our first time in Maui we definitely learned ..."
Reviewed on 8 Aug 2026
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
AU$1,320
22 Aug - 23 Aug
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"They did a wonderful job I was well taken care of at all times"
Reviewed on 7 Aug 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.
Stay near popular Upcountry Maui attractions
Haleakala Crater
9.6/10 (547 reviews)
Watching dawn break over this otherworldly volcanic formation is a once in a lifetime experience.
Haleakalā Visitor Center
9.0/10 (2 reviews)
Explore the lovely green spaces of Haleakalā Visitor Center and enjoy the golf courses in Kula. Wander through the beautiful beaches and seaside in this romantic area.
Maui Agricultural Research Center
Find out about the history of Kula when you spend time at Maui Agricultural Research Center. In the area, take in the great live music and beautiful sunsets.
Maui Spa Retreat
6.6/10 (4 reviews)
Enjoy a trip to Maui Spa Retreat and popular activities such as surfing in Makawao. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
Hosmer Grove
Explore the great outdoors at Hosmer Grove, a lovely green space in Kula. Stroll along the seaside in this relaxing area or seek out the yoga studios.
Hoʻomana Spa Maui
You can take time to visit Hoʻomana Spa Maui during your travels to Makawao. Wander the beautiful beaches and seaside in the area.
Pukalani Country Club
Play a round of golf in Pukalani at Pukalani Country Club, and enjoy other activities such as surfing. Stroll along the area's beautiful beaches or experience its great live music.
Kula Botanical Garden
Enjoy the beautiful sunsets and explore Kula Botanical Garden, a lovely green space in Kula. Stroll along the area's beautiful beaches or experience its great live music.
Frequently asked questions
How much does an Upcountry Maui holiday package cost?
Perhaps less than you imagined — from a tempting AU$2,570, as a matter of fact! By combining flights, hotels and car rentals into your own custom-made holiday package, your getaway to Upcountry Maui is just clicks away.
How do I get a cheap travel package to Upcountry Maui?
One of the easiest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got everything you need. Pick and choose the combination that suits you and watch your savings pile up. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 airlines and 1 000 000 hotel options across the globe, which lets you customize your Upcountry Maui adventure.
What are the top hotels in Upcountry Maui?
When it comes to hotels in Spreckelsville, Paia Inn and Kaiholo Hale are two great options. If you're also spending time in Haliimaile, Private Lush 2 Acre Mountain Home Maui Permitted#stmp 2013 and Adorable 1930's Gingerbread House. . . . Permitted look forward to welcoming you.
How far in advance should I book my Upcountry Maui holiday?
It's always wise to book early. Air carriers generally release flight tickets up to a year in advance, and this is a great opportunity to land some rock-bottom prices. Boss just told you to take all your holiday days next week? No need to worry. Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Upcountry Maui travel package include?
With Expedia, you can choose any combination of car rentals, hotels and flights to create your ideal Upcountry Maui travel package. Once you've made your booking, you can add on the fun things like sightseeing tours and activities. Remember, the more you bundle, the bigger the savings!
What should I know before booking an Upcountry Maui travel package?
A travel package can be easier on the wallet than individually booking all you need for your getaway. For example, combine your hotels, flights and rental cars and score impressive savings. No matter your holiday goals, you're bound to find a package to suit your budget.
Can I choose my airline with an Upcountry Maui Expedia holiday package?
Yes, of course. We have more than 550 airline partners all over the world, so pick the carrier that matches your needs.
If I'm not able to travel, can I cancel my Upcountry Maui holiday package?
Plans can change suddenly, so yes, you can. You may be able to cancel or amend your Upcountry Maui holiday package at no cost within 24 hours of booking. For bookings older than that, you can still cancel and rebook, but your car rental company, hotel or airline may charge a fee. Need more information? Have a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
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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.
