Upcountry Maui Holidays

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Top Flight + Hotel Deals in Upcountry Maui

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
per person
2 Feb - 8 Feb
found 16 hours ago
Return flight included
Donegal (CFN) to Kahului (OGG)
8.4/10 Very Good! (609 reviews)
This property is part of a timeshare group. I wasn’t aware of that until after I booked it. Our flight was delayed so we got in after hours. It was difficult locating someone to obtain our key. A lock box of some sort may have been a great idea for after hours check in. Also, our room was never cleaned. I’m guessing that’s something we were supposed to request. We just decided to keep it near ourselves. Also, we were invited to listen to a sales pitch regarding the property, however AFTER we got up early to attend the meeting, we were told that we didn’t pay enough for the room to be eligible to sit through the sale meeting. Also, the fire alarm went off during our stay. The fire dept didn’t dispatch. That was concerning. The on-site security checked the alarm and declared it was safe to return to our rooms. It was anxiety inducing to say the least. The area is quiet and safe.

Reviewed on 26 Nov 2024

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
per person
2 Feb - 8 Feb
found 16 hours ago
Return flight included
Donegal (CFN) to Kahului (OGG)
9/10 Wonderful! (1,574 reviews)
Would visit again. Excellent location next to the beach

Reviewed on 28 Nov 2024

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
per person
2 Feb - 8 Feb
found 16 hours ago
Return flight included
Donegal (CFN) to Kahului (OGG)
8.6/10 Excellent! (3,350 reviews)
The resort is pretty. The condo was clean, furnishings lovely, bed comfortable, had washer/dryer which was great and kitchen well-stocked. Would highly recommend staying there.

Reviewed on 28 Nov 2024

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
per person
2 Feb - 8 Feb
found 16 hours ago
Return flight included
Donegal (CFN) to Kahului (OGG)
8.6/10 Excellent! (2,276 reviews)
We loved the room we stayed in. The first few nights there wasn’t a lot of other guests so we were able to enjoy every bit that Aston Villas offers. The pool area was clean and the security did a great job keeping the noisy kids playing with balls at bay. We would stay here again!

Reviewed on 27 Nov 2024

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
per person
2 Feb - 8 Feb
found 16 hours ago
Return flight included
Donegal (CFN) to Kahului (OGG)
8.8/10 Excellent! (1,000 reviews)
It’s not fancy but it’s got everything you need.

Reviewed on 28 Nov 2024

Top hotels in Upcountry 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 €446 per night from 2 Dec to 3 Dec
€446
includes taxes & fees
2 Dec - 3 Dec
8.4/10 Very Good! (3,356 reviews)
"The resort is pretty. The condo was clean, furnishings lovely, bed comfortable, had washer/dryer which was great and kitchen well-stocked. Would highly recommend staying there."

Reviewed on 28 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 €720 per night from 4 Dec to 5 Dec
€720
includes taxes & fees
4 Dec - 5 Dec
9.2/10 Wonderful! (999 reviews)
"World class resort with the Aloha spirit."

Reviewed on 24 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 €397 per night from 18 Dec to 19 Dec
€397
includes taxes & fees
18 Dec - 19 Dec
8.8/10 Excellent! (1,003 reviews)
"It’s not fancy but it’s got everything you need."

Reviewed on 28 Nov 2024

OUTRIGGER Kaanapali Beach Resort
See all 11,833 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.

Frequently asked questions

How much does an Upcountry Maui holiday package cost?
Perhaps less than you imagined — from a tempting €3,728, 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

Hanawi Natural Forest Reserve

Explore the great outdoors at Hanawi Natural Forest Reserve, a lovely green space in Hana. Stroll along the beaches or discover the sunrises in this relaxing area.

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