Upcountry Maui Vacations from ￥90,198

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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
Price was ￥202,950, price is now ￥90,198 per person
￥90,198
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8/10 Very Good! (343 reviews)
Very old property, dark and dingy.

Reviewed on Aug 12, 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was ￥271,048, price is now ￥100,750 per person
￥100,750
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (1,415 reviews)
The hotel smells amazing! The location is beautiful and right on the beach. The staff is always so kind! Gretchen and Jacob were especially knowledgeable and helpful.

Reviewed on Aug 25, 2025

Sands of Kahana

Sands of Kahana

3 out of 5
Price was ￥466,422, price is now ￥193,882 per person
￥193,882
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.2/10 Very Good! (442 reviews)
Great place, very big condo, great food onsite, great pool everything about it was great

Reviewed on Aug 18, 2025

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Price was ￥219,131, price is now ￥96,824 per person
￥96,824
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (491 reviews)
friendly staffs. the location is great. very convenient. safe and quite.

Reviewed on Aug 21, 2025

Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Price was ￥240,082, price is now ￥108,668 per person
￥108,668
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8/10 Very Good! (345 reviews)
Friendly staff, excellent customer service, clean room with excellent accommodations, and great location. Ample parking. One of the side table lamps in our room was shorting in and out. We bought a replacement bulb ourselves, but that still didn’t fix it. We will definitely come again.

Reviewed on Jul 14, 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 ￥24,466 per night from Aug 26 to Aug 27
￥24,466
￥28,861 total
Aug 26 - Aug 27
includes taxes & fees
9.4/10 Exceptional! (26 reviews)
"A bit of confusion about our room assignment first couple days, but otherwise great location, great view of Haleakala, hot tub felt great at end of day, and Mika and Tammi are wonderful hosts. Breakfast is just self-serve coffee/tea, fig bars and instant oatmeal. But there's a full kitchen and supermarket ..."

Reviewed on Aug 22, 2025

Gods Peace Of Maui
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 ￥30,813 per night from Sep 23 to Sep 24
￥30,813
￥43,106 total
Sep 23 - Sep 24
includes taxes & fees
9.4/10 Exceptional! (2,131 reviews)
"Very polite and kind many amenities"

Reviewed on Aug 22, 2025

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 ￥21,456 per night from Sep 15 to Sep 16
￥21,456
￥29,643 total
Sep 15 - Sep 16
includes taxes & fees
8.6/10 Excellent! (3,672 reviews)
"Had an amazing experience, pools were beautiful, restaurant on site had delicious food, coffee stand was good, lots of shops on site, food trucks in the parking lot next door, were delicious, we stayed in the pent house over looking the ocean, it was magical, will definitely be going back."

Reviewed on Aug 23, 2025

Aston Kaanapali Shores
See all 12,583 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

Frequently asked questions

How much does an Upcountry Maui vacation package cost?
Perhaps less than you imagined — from a tempting ￥90,198, 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.