Upcountry Maui Holidays from AU$2,050
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The Latest Upcountry Maui Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Lahaina Shores Beach Resort By Castle
AU$2,385
per person
14 Nov - 21 Nov
found 14 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
9/10 Wonderful! (2 reviews)
This is a grand hotel,that was completely redone,and reopened 1 year ago,following the Maui fire. So far, the town around it is not rebuilt,so it's a true oasis. Amazing ocean view.
Reviewed on 20 Sept 2026
Signature Residences at Maui Banyan
South Kihei
AU$2,504
per person
14 Nov - 21 Nov
found 14 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
8.8/10 Excellent! (37 reviews)
It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose
Reviewed on 21 Sept 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$278
8 Oct - 9 Oct
includes taxes & fees
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
AU$451
27 Sept - 28 Sept
includes taxes & fees
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
AU$1,434
18 Oct - 19 Oct
includes taxes & fees
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.
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.
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 relaxing area.
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.
Makawao Park
8.0/10 (2 reviews)
Explore the great outdoors at Makawao Park, a lovely green space in Makawao. Stroll along the area's seaside or simply savour its top-notch restaurants.
Kula Botanical Garden
Enjoy the beautiful sunsets and explore Kula Botanical Garden, a lovely green space in Kula. Stroll along the area's seaside or experience its great live music.
Polipoli Spring State Recreation Area
Enjoy the beautiful sunsets and explore Polipoli Spring State Recreation Area, a lovely green space in Kula. Stroll along the beautiful beaches in this romantic area or visit 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.
Frequently asked questions
How much does an Upcountry Maui holiday package cost?
Perhaps less than you imagined — from a tempting AU$2,050, 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.
Explore a world of travel with Expedia
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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.
