Upcountry Maui Vacations from ￥52,166

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The Latest Upcountry Maui Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
per person
Nov 4 - Nov 8
found 23 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (488 reviews)
It was a nice experience

Reviewed on Aug 11, 2025

Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
per person
Nov 4 - Nov 8
found 23 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (695 reviews)
It had a beautiful view! Bed is comfy. Kinda disappointed there was no oven, k-cup coffee maker or dishwasher in the studio unit. Beach was great…except for the morning fishing 3 of our 6 days there. Guys set up about 7 fishing poles and you had to walk under their lines to walk to a place to lay out a towel or beach chair. They would fish for about 3 hours or so.

Reviewed on Aug 11, 2025

Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
per person
Sep 16 - Sep 20
found 3 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.6/10 Excellent! (192 reviews)
We loved our stay here. Our ocean view room was phenomenal. The only negative was no air conditioning but other than that we truly enjoyed our stay.

Reviewed on Aug 7, 2025

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
per person
Nov 4 - Nov 8
found 23 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.2/10 Very Good! (774 reviews)
Yes there is no AC but for my family this was not an issue. The windows open and on the 6th floor the breeze was always coming through and was comfortable. Staff was very pleasant and friendly. I would recommend staying as this is just a place to sleep and come home too from being out all day enjoying Maui's beauty.

Reviewed on Aug 11, 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
per person
Nov 4 - Nov 8
found 23 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (1,401 reviews)
Valet parking , responsiveness and how close it is to everything. Rooms are super clean . The Valet parking crew and the house keeping staff are super nice . The staff in the activities lobby , the coffee shop ( royal scoop) around the corner and the retiring staff were disinterested - they were courteous and respectful but not engaging or showed any interest . The Royal scoop coffee needs an upgrade .

Reviewed on Aug 12, 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 ￥24,599 per night from Sep 3 to Sep 4
￥24,599
￥29,017 total
Sep 3 - Sep 4
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 ￥132,818 per night from Aug 14 to Aug 15
￥132,818
￥166,259 total
Aug 14 - Aug 15
includes taxes & fees
9/10 Wonderful! (1,002 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 ￥28,945 per night from Sep 8 to Sep 9
￥28,945
￥40,962 total
Sep 8 - Sep 9
includes taxes & fees
9.4/10 Exceptional! (2,115 reviews)
Excellent service
"*Convenient location - Approx. 3 mins walk to beach but we preferred beaches in West Maui where the water is clear/blue/waves for surfing. However great for a morning/evening walk, can watch sunset, walkable to food trucks, restaurants, pharmacy etc. *Hotel is well maintained and clean *Concierge ..."

Reviewed on Aug 10, 2025

Maui Coast Hotel
See all 12,543 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

5/5(343 reviews)

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

Frequently asked questions

How much does an Upcountry Maui vacation package cost?
Perhaps less than you imagined — from a tempting ￥52,166, 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.