Upcountry Maui Vacation Packages

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Top Upcountry Maui Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
per person
Aug. 11 - Aug. 17
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.6/10 Excellent! (2,994 reviews)
Great for families or a couple's getaway.

Reviewed on May 24, 2024

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun. 24 - Jun. 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (1,001 reviews)
Family friendly atmosphere

Reviewed on May 21, 2024

Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
Aug. 11 - Aug. 17
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9/10 Wonderful! (691 reviews)
It was a safe area, it was central to our needs. Easy Parking

Reviewed on May 24, 2024

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
Aug. 11 - Aug. 17
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.6/10 Excellent! (2,144 reviews)
The property is in a great location it’s just a little bit outdated , the place I mean. In spite of my opinion I would go for a second time. Maybe a different time of the year.

Reviewed on May 21, 2024

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Jun. 24 - Jun. 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9/10 Wonderful! (1,468 reviews)
A nice property. Very clean. Every room is ocean view. Near grocery store and some nice places to eat in walking distance . Also rented some scooters nearby

Reviewed on May 24, 2024

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 $336 per night from Jun. 1 to Jun. 2
CA $336
CA $452 total
includes taxes & fees
Jun 1 - Jun 2
9/10 Wonderful! (1,003 reviews)
"Really appreciated the fact the staff accommodated my service dog and they were very nice to her"

Reviewed on May 24, 2024

Maui Coast Hotel
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 CA $325 per night from May 27 to May 28
CA $325
CA $423 total
includes taxes & fees
May 27 - May 28
8.4/10 Very Good! (3,005 reviews)
"Great for families or a couple's getaway."

Reviewed on May 24, 2024

Aston Kaanapali Shores
Hilton Vacation Club Ka'anapali Beach Maui
Hilton Vacation Club Ka'anapali Beach Maui
4 out of 5
104 Kaanapali Shores Pl, Lahaina, HI
The price is CA $296 per night from Jun. 1 to Jun. 2
CA $296
CA $398 total
includes taxes & fees
Jun 1 - Jun 2
8.6/10 Excellent! (1,008 reviews)
"Overall good although a bit difficult as far as direction to the place."

Reviewed on May 24, 2024

Hilton Vacation Club Ka'anapali Beach Maui
See all 11,939 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Upcountry Maui vacation package cost?
Perhaps less than you imagined — from a tempting CA $1,728, 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

Image for Wailea Beach

Wailea Beach

4.5/5(295 reviews)

This stretch of powdery sand is part of an upscale resort community and is an ideal place to sunbathe, snorkel, and dive with Hawaiian green turtles and manta rays.

Wailea Beach
Image for Haleakala National Park

Haleakala National Park

4.5/5(142 reviews)

From mountain peaks to forested valleys, from the Pacific coastline to a volcanic crater, this national park encompasses a great diversity of natural habitats.

Haleakala National Park
Image for Maui Ocean Center

Maui Ocean Center

4.5/5(172 reviews)

Make time to visit the sea animals who live in Maui Ocean Center during your trip to Maalaea. Wander the area's seaside or simply enjoy one of its seafood restaurants.

Maui Ocean Center

Other vacations you might like

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