Upcountry Maui Holidays from AU$1,004

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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.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
per person
29 Mar - 2 Apr
found 12 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (452 reviews)
Great beaches nearby. Suite is nice with king bed, kitchen, living room. But, hundreds of small ants, cockroaches at night, you hear every step from the upper suite, office is closed 2 days a week, no beach chairs or umbrella, neighbor dog barking daily, roosters wake you up at 5 am

Reviewed on 3 Jan. 2025

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
29 Mar - 2 Apr
found 12 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,599 reviews)
Clean in general but some cocroaches always in the room

Reviewed on 27 Jan. 2025

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
per person
29 Mar - 2 Apr
found 12 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8.2/10 Very Good! (428 reviews)
It was nice the restaurant was close, wish they had food options on property. The pizza place across the street was good. We had a great time.

Reviewed on 23 Jan. 2025

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
29 Mar - 2 Apr
found 12 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,453 reviews)
This property is beautifully maintained with golf-course-like grass and colorful flowers. The receptionists are all warm and helpful. Location is very conveniently situated between Whaler villages and other beaches. The bathroom shower ceiling was opened and revealed the dusty vents which was not a site I wanted to see but nonetheless the room was clean and tidy!

Reviewed on 27 Dec. 2024

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
per person
24 Mar - 29 Mar
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
8.6/10 Excellent! (3,436 reviews)
Nice area and walkable to grocery and food trucks..

Reviewed on 30 Jan. 2025

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

Maui Coast Hotel
Maui Coast Hotel
3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is AU$531 per night from 2 Mar to 3 Mar
AU$531
includes taxes & fees
2 Mar - 3 Mar
9.4/10 Exceptional! (1,517 reviews)
"great location, love the pool area and proximity to everything you need. Have stayed here a few times and would come back. Thanks!"

Reviewed on 29 Jan. 2025

Maui Coast Hotel
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$839 per night from 3 Feb to 4 Feb
AU$839
includes taxes & fees
3 Feb - 4 Feb
9/10 Wonderful! (1,003 reviews)
"Wonderful beach. 5 minute walk to Whalers Village for shoppig and dining. The bar was only open limited hours."

Reviewed on 29 Jan. 2025

OUTRIGGER Kaanapali Beach Resort
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$1,826 per night from 7 Feb to 8 Feb
AU$1,826
includes taxes & fees
7 Feb - 8 Feb
8.8/10 Excellent! (1,002 reviews)
"Great services"

Reviewed on 25 Jan. 2025

Grand Wailea Maui, A Waldorf Astoria Resort
See all 11,853 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.
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$1,004, 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.