Upcountry Maui Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top Upcountry Maui Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aston at Papakea Resort
OUTRIGGER Kaanapali Beach Resort
Aston at The Whaler on Kaanapali Beach
Aston Mahana at Kaanapali
Aston Maui Kaanapali Villas

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 CA $287 per night from Jun. 9 to Jun. 10
CA $287
CA $394 total
includes taxes & fees
Jun 9 - Jun 10
9/10 Wonderful! (984 reviews)
"Best hotel experience, clean, quiet, new!!!"

Reviewed on Jun. 3, 2024

Maui Coast Hotel
Aston Kaanapali Shores
Aston Kaanapali Shores
3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
The price is CA $375 per night from Jun. 12 to Jun. 13
CA $375
CA $483 total
includes taxes & fees
Jun 12 - Jun 13
8.4/10 Very Good! (3,021 reviews)
"Quiet! Safe! Grocery nearby!"

Reviewed on Jun. 2, 2024

Aston Kaanapali Shores
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 CA $1,127 per night from Jun. 12 to Jun. 13
CA $1,127
CA $1,409 total
includes taxes & fees
Jun 12 - Jun 13
8.8/10 Excellent! (1,001 reviews)
"👍"

Reviewed on Jun. 4, 2024

Grand Wailea Maui, A Waldorf Astoria Resort
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.

Frequently asked questions

How much does an Upcountry Maui vacation package cost?
Perhaps less than you imagined — from a tempting CA $1,850, as a matter of fact! By combining flights, hotels and car rentals into your own custom-made vacation 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 vacation?
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 vacation 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 vacation goals, you’re bound to find a package to suit your budget.
Can I choose my airline with an Upcountry Maui Expedia vacation 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 vacation package?
Plans can change suddenly, so yes, you can. You may be able to cancel or amend your Upcountry Maui vacation 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

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