Upcountry Maui Holidays

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    Save up to €185 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Flight + Hotel Deals in Upcountry Maui

Price found within the past 48 hours. Click for updated prices.
Sands of Kahana
Wailea Beach Villas
Fairmont Kea Lani Maui Villa Experience
Aston Mahana at Kaanapali
Wailea Beach Resort - Marriott, Maui

Top hotels in Upcountry Maui

Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is €821 per night from 3 Feb to 4 Feb
€821
includes taxes & fees
3 Feb - 4 Feb
9.6/10 Exceptional! (999 reviews)
"Excellent team, very professional, well trained, friendly great attitude. Will come back again and again"

Reviewed on 17 Dec 2024

Four Seasons Resort Maui at Wailea
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 €1,032 per night from 5 Jan to 6 Jan
€1,032
includes taxes & fees
5 Jan - 6 Jan
8.8/10 Excellent! (1,000 reviews)
"Took my 2 daughters ages 6 and 10. We loved everything about this property. Pool area is incredible beach is amazing."

Reviewed on 30 Dec 2024

Grand Wailea Maui, A Waldorf Astoria Resort
Hyatt Regency Maui Resort & Spa
Hyatt Regency Maui Resort & Spa
4 out of 5
200 Nohea Kai Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is €612 per night from 3 Feb to 4 Feb
€612
includes taxes & fees
3 Feb - 4 Feb
9.2/10 Wonderful! (1,001 reviews)
"Excellent hotel"

Reviewed on 31 Dec 2024

Hyatt Regency Maui Resort & Spa
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 holiday package cost?
Perhaps less than you imagined — from a tempting €6,997, 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.

Popular places to visit

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