Upcountry Maui Holidays from £1,493

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Your Upcountry Maui Holiday

With an Upcountry Maui holiday package, you can forget about the stress of planning and just focus on experiencing all this thrilling destination has to offer. With so many things to explore on a trip to Upcountry Maui, it can be tricky to know where to begin. Kick off your journey in Spreckelsville at Maui Arts and Cultural Centre and Maui Tropical Plantation — two much-loved attractions here. Another great city to add to your itinerary is Haliimaile. Don't miss Maui Arts and Cultural Centre and Kanaha Beach Park. Expedia has flights, hotels and everything else you need to help you create your very own tailored Upcountry Maui holiday today.

Top Upcountry Maui Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
£1,493
per person
20 Nov - 24 Nov
found 1 day ago
Return flight included
London (LON) to Kahului (OGG)
8/10 Very good! (388 reviews)
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

£1,513
per person
9 Nov - 15 Nov
found 17 hours ago
Return direct flight included
London (LON) to Kahului (OGG)
9/10 Wonderful! (2 reviews)
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

South Kihei
£1,628
per person
20 Nov - 24 Nov
found 1 day ago
Return flight included
London (LON) to Kahului (OGG)
9/10 Wonderful! (1,002 reviews)
It works as a motel, room is fine, pool changes code daily and you got ask reception during working hours, check in has a code but they close 6pm and you must come personally to reception, during checkout reception asked us to call someone to inform that we leaving, parking has very specific spots and they left me a warning because I didnt go personally at reception yet… the location is cool, at the beach, but the hotel itself was not what we expected for Hawai.

Reviewed on 16 Sept 2026

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
£2,528
per person
9 Nov - 15 Nov
found 17 hours ago
Return direct flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,008 reviews)
Sunny and Soothing Oceanfront Vistas

Sunny and Soothing Oceanfront Vistas

Central Kihei
£1,734
per person
20 Nov - 24 Nov
found 1 day ago
Return flight included
London (LON) to Kahului (OGG)
9.6/10 Exceptional! (16 reviews)
We absolutely loved the unit and the property! The condo was perfect for two people-super clean, comfortable, and had everything we needed. We especially appreciated how peaceful and quiet it was. We had a wonderful stay and would definitely love to come back!

Reviewed on 9 Sept 2026

Upcountry Maui Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)

Top hotels in Upcountry Maui

Gods Peace Of Maui

Gods Peace Of Maui

1290 Haliimaile Rd Makawao HI
£148
19 Sept - 20 Sept
includes taxes & fees
8.6/10 Excellent! (146 reviews)
"Wonderful people and accommodations!"

Reviewed on 3 Sept 2026

Gods Peace Of Maui
Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
£216
27 Sept - 28 Sept
includes taxes & fees
Maui Coast Hotel
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
£447
27 Sept - 28 Sept
includes taxes & fees
Hyatt Regency Maui Resort & Spa
See all 13,707 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.

Stay near popular Upcountry Maui attractions

Haleakala Crater

9.6/10 (547 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.
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Maui Spa Retreat

6.6/10 (4 reviews)
Enjoy a trip to Maui Spa Retreat and popular activities such as surfing in Makawao. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
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Haleakalā Visitor Center

9.0/10 (2 reviews)
Explore the lovely green spaces of Haleakalā Visitor Center and enjoy the golf courses in Kula. Wander through the beautiful beaches and seaside in this relaxing area.
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Hoʻomana Spa Maui

You can take time to visit Hoʻomana Spa Maui during your travels to Makawao. Wander the beautiful beaches and seaside in the area.
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Makawao Park

8.0/10 (2 reviews)
Explore the great outdoors at Makawao Park, a lovely green space in Makawao. Stroll along the area's seaside or simply savour its top-notch restaurants.
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Kula Botanical Garden

Enjoy the beautiful sunsets and explore Kula Botanical Garden, a lovely green space in Kula. Stroll along the area's seaside or experience its great live music.
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Hosmer Grove

Explore the great outdoors at Hosmer Grove, a lovely green space in Kula. Stroll along the seaside in this relaxing area or seek out the yoga studios.
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Hanawi Natural Forest Reserve

10.0/10 (1 review)
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.
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Frequently asked questions

How much does an Upcountry Maui travel package cost?
From as low as £1,493. Yes, you read that right. Our Upcountry Maui packages are an awesome way to make your budget stretch further. Combine your flights, hotels and rental car and explore this popular destination.
If I'm not able to travel, can I cancel my Upcountry Maui travel package?
Don't worry if you're rethinking your Upcountry Maui travel package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We understand life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Upcountry Maui?
Browse and book everything in the one place with our Upcountry Maui travel packages. You'll find deals on flights, hotels, tours and more that'll keep your hip pocket happy and your adventurous spirit busy. And, with more than 550 airlines and 1,000,000 hotel options all over the world to select from, you'll have endless opportunities to mix and match however you please.
Does Expedia offer Book Now, Pay Later Upcountry Maui holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Check out these flexible payment options:
  • Pay monthly holidays: Klarna has easy monthly payment plans that fit all budgets, so you can book that well-earned holiday now.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you see an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.
How far in advance should I book my Upcountry Maui holiday?
While not all airlines advertise ticket prices early, it's usually possible to compare international airfares on Expedia up to a year in advance. This is the time you can score some incredible deals. If you're booking last minute, you might still get lucky. Low prices sometimes appear just weeks prior to departure.
What does an Expedia Upcountry Maui travel package include?
Expedia has all you need to lock in Upcountry Maui getaway, but how you structure your package is entirely up to you. Choose from a combination of flights, hotels and rental cars. After some activities to keep you on the move? Once you've made your booking, you can add them too. No matter your budget, there's a travel package to meet your needs.
What should I know before booking an Upcountry Maui travel package?
Our prices are always low. However, you'll snap up an even better deal when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with an Upcountry Maui Expedia travel package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Just choose your favourite carrier and create the perfect Upcountry Maui trip.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.