Upcountry Maui Holidays from AU$3,682

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Your Upcountry Maui Holiday

Leave the travel planning to us with an Upcountry Maui holiday package. With everything arranged before you jet off, all you'll have to do is relax and enjoy this destination's wonders to the fullest. Need a little help deciding the best places to go during your trip to Upcountry Maui? Start with well-known cities like Spreckelsville and Haliimaile. Start packing your bags, because your Upcountry Maui holiday is just a few clicks away with Expedia.

The Latest Upcountry Maui Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
Save 100% on your flight
per person
26 Dec - 1 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
8.2/10 Very Good! (1,344 reviews)
Originally we were checked into a smaller 3rd story room when we believed we were supposed to have a different ground floor. We advised them at check in, and though we would have still had a great vacation in this room, the management quickly remedied the situation and made our stay so much more pleasant. Everyone was so kind and gracious. The property and stay were perfect!

Reviewed on 16 Nov. 2024

Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
26 Dec - 1 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
9/10 Wonderful! (746 reviews)
Wonderful upgraded room, friendly staff!

Reviewed on 4 Nov. 2024

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
26 Dec - 1 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
9/10 Wonderful! (1,549 reviews)
We love this place. We stay here to relax and enjoy the view. Also the staff is wonderful!

Reviewed on 20 Nov. 2024

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
per person
26 Dec - 1 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
8.6/10 Excellent! (3,287 reviews)
Beautiful setting. Beautiful beach. We didn't get exactly the room i requested. But it was very nice!

Reviewed on 23 Nov. 2024

Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
26 Dec - 1 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
9.2/10 Wonderful! (1,444 reviews)
We loved our time at the Whaler however our room needed an upgrade as it looked like it was from the 80’s. Everything else perfect. Staff wonderful!!

Reviewed on 19 Oct. 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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

Aston Kaanapali Shores
Aston Kaanapali Shores
3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$632 per night from 26 Nov to 27 Nov
AU$632
includes taxes & fees
26 Nov - 27 Nov
8.4/10 Very Good! (3,347 reviews)
"All the staff were awesome, suoer friendly and very helpful. The grounds were very well kept, someone was always cleaning or working on the grounds. The room was amazing and had everything we needed traveling with our 2 young boys. We will stay here again. Ruben in the pool cafe/bar is the man and ..."

Reviewed on 22 Nov. 2024

Aston Kaanapali Shores
Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is AU$1,123 per night from 1 Dec to 2 Dec
AU$1,123
includes taxes & fees
1 Dec - 2 Dec
9.2/10 Wonderful! (1,002 reviews)
"Everything was excellent. The people are incredibly friendly, and the ambiance is outstanding. The location is also conveniently close to shopping and dining areas in Wailea. However, the pool and resort were a bit too quiet—I would have enjoyed some lively music by the pool."

Reviewed on 17 Nov. 2024

Fairmont Kea Lani Maui
OUTRIGGER Kaanapali Beach Resort
OUTRIGGER Kaanapali Beach Resort
3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$645 per night from 16 Dec to 17 Dec
AU$645
includes taxes & fees
16 Dec - 17 Dec
8.8/10 Excellent! (1,007 reviews)
"Excellent Resort. Staff is very welcoming and friendly. Rooms are nice and clean. 1 minute walk to the beach. 10/10 !"

Reviewed on 21 Nov. 2024

OUTRIGGER Kaanapali Beach Resort
See all 11,846 properties in Upcountry Maui
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does an Upcountry Maui holiday package cost?
Perhaps less than you imagined — from a tempting AU$3,682, 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.

Discover the most popular places to visit in Upcountry Maui

Haleakala Crater which includes a gorge or canyon, tranquil scenes and landscape views

Haleakala Crater

5/5(7 reviews)

Watching dawn break over this otherworldly volcanic formation is a once in a lifetime experience.

Haleakala Crater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.