Upcountry Maui Holidays from AU$2,003

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The Latest Upcountry Maui Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Save 100% on your flight
Price was AU$2,654, price is now AU$2,003 per person
AU$2,003
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Honolulu (HNL) to Kahului (OGG)
7.8/10 Good! (27 reviews)

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 out of 5
South Kihei
Save 100% on your flight
Price was AU$3,125, price is now AU$2,059 per person
AU$2,059
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Honolulu (HNL) to Kahului (OGG)
10/10 Exceptional! (5 reviews)
Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas

Reviewed on 30 Aug 2026

Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Wailea
Save 100% on your flight
Price was AU$8,205, price is now AU$5,680 per person
AU$5,680
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)

Kamaole Sands

Kamaole Sands

4 out of 5
South Kihei
Save 100% on your flight
Price was AU$4,717, price is now AU$3,531 per person
AU$3,531
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Honolulu (HNL) to Kahului (OGG)
No reviews

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
Wailea
Save 100% on your flight
Price was AU$5,906, price is now AU$4,721 per person
AU$4,721
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
The most beautiful resort in Wailea! The rooms and resort were upscale and luxurious. It had a feeling of serenity compared to the other properties we walked through along the beach. We paid for the breakfast at time of booking which was a lower price in the package. The breakfast buffet was very good with lots of choices. I would definitely return to the Andaz.

Reviewed on 5 Nov 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

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
The price is AU$250 per night from 11 Nov to 12 Nov
AU$250
11 Nov - 12 Nov
includes taxes & fees
8.4/10 Very good! (168 reviews)
"I have never been to Maui before and this place was such a blessing for my first trip to the island 🌺 I stayed in the hibiscus room and loved the privacy. Mika & Tammi were very kind and helpful with all my questions 🌈 I will be staying here again definitely!! 🤙 Mahalo"

Reviewed on 7 Nov 2026

Gods Peace Of Maui
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$337 per night from 18 Nov to 19 Nov
AU$337
18 Nov - 19 Nov
includes taxes & fees
8.8/10 Excellent! (4,435 reviews)
"It’s such a nice hotel for a good price and we’re definitely coming back regularly."

Reviewed on 8 Nov 2026

Aston Kaanapali Shores
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is AU$420 per night from 10 Nov to 11 Nov
AU$420
10 Nov - 11 Nov
includes taxes & fees
8.6/10 Excellent! (1,970 reviews)
"The resort was the perfect location. The staff is incredibly helpful and kind. The food on the resort was wonderful. We look forward to returning to Maui and staying here again."

Reviewed on 8 Nov 2026

Royal Lahaina Resort & Bungalows
See all 13,841 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
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beach holidays
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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.
See properties

Frequently asked questions

How much does an Upcountry Maui holiday package cost?
Perhaps less than you imagined — from a tempting AU$2,003, 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.