Upcountry Maui Vacations from ₩493,759

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 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

The Latest Upcountry Maui Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8/10 Very Good! (341 reviews)
I’ve been trying to reach this property since I’ve checked out. I left behind in the room a Nikon camera and have not been able to get a hold of them to retrieve my item. Communication is difficult. Please contact me.

Reviewed on Aug 1, 2025

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
Save 100% on your flight
per person
Oct 6 - Oct 12
found 22 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Kahului (OGG)
8.8/10 Excellent! (1,001 reviews)
Beautiful property for a great price

Reviewed on Aug 3, 2025

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,242 reviews)
Clean and comfortable, great staff

Reviewed on Aug 4, 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
per person
Oct 6 - Oct 12
found 22 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Kahului (OGG)
8.4/10 Very Good! (1,385 reviews)
Excellent service.

Reviewed on Aug 5, 2025

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.6/10 Exceptional! (210 reviews)
I highly recommend this resort. Its prime location near the beach makes it incredibly convenient for guests, and it’s just a short distance from all the main coral reef tour departures. The proximity to local attractions and activities adds great value to the stay, especially for those looking to explore the natural beauty of the area.

Reviewed on Aug 4, 2025

Find the Best Upcountry Maui Vacation Packages

Upcountry Maui Hotel Deals

Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd, Makawao, HI
The price is ₩230,597 per night from Aug 6 to Aug 7
₩230,597
₩272,017 total
Aug 6 - Aug 7
includes taxes & fees
9.2/10 Wonderful! (22 reviews)
"We stayed in the family cottage. Our accommodations were top notch! The hosts made sure that we had everything we needed including fresh eggs! We felt like we were O Hana (family)! Highly recommended with five stars!"

Reviewed on Jul 15, 2025

Gods Peace Of Maui
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is ₩1,245,088 per night from Aug 7 to Aug 8
₩1,245,088
₩1,558,589 total
Aug 7 - Aug 8
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"A great place to relax."

Reviewed on Jul 29, 2025

The Ritz-Carlton Maui, Kapalua
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 ₩317,850 per night from Aug 19 to Aug 20
₩317,850
₩438,652 total
Aug 19 - Aug 20
includes taxes & fees
9.4/10 Exceptional! (2,101 reviews)
"Staff was very friendly."

Reviewed on Aug 4, 2025

Maui Coast Hotel
See all 12,516 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.

Discover the most popular places to visit in Upcountry Maui

Haleakala Crater featuring tranquil scenes, landscape views and mountains

Haleakala Crater

One of the best places in the U.S. to watch the sunrise is this impressive centerpiece of Haleakalā National Park, marking the birthplace of the island of Maui.

Haleakala Crater

Hanawi Natural Forest Reserve

Commune with nature and explore the great outdoors at Hanawi Natural Forest Reserve during your travels in Hana. Discover the sunrises in this relaxing area, or seek out the yoga studios.

Hanawi Natural Forest Reserve

Frequently asked questions

How much does an Upcountry Maui vacation package cost?
Perhaps less than you imagined — from a tempting ₩493,759, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.