Upcountry Maui Holidays from £2,169

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Your Upcountry Maui Holiday

Embark on your next epic adventure with an Upcountry Maui holiday package, and leave relaxed knowing the finer details are organised. Plus with the ability to tailor your getaway, you know it'll be one to remember! Where to begin your travels? In the most celebrated cities, of course! Haliimaile and Spreckelsville are two great places to kick off your itinerary during your trip to Upcountry Maui. Expedia is your one-stop shop for organising your Upcountry Maui holiday. From accommodation and flights, to activities and rental cars, we know how to curate a travel experience like no other.

The Latest Upcountry Maui Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Bamboo Valley Inn

Bamboo Valley Inn

3.5 out of 5
per person
20 Jul - 27 Jul
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9.6/10 Exceptional! (51 reviews)
Property was very clean and quiet. Owners were great.

Reviewed on 24 Apr 2024

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

3.5 out of 5
Wailea
per person
20 Jul - 27 Jul
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9/10 Wonderful! (96 reviews)
Lady at check in was excellent. Suck a great first impression to the hotel. Wish I took her name to Mention

Reviewed on 16 Apr 2024

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

4 out of 5
per person
20 Jul - 27 Jul
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9/10 Wonderful! (891 reviews)
The property at Hana was breathtaking. I was able to relax and unwind and the views at every turn perfect. Had a great stay and will be back!

Reviewed on 29 May 2024

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
per person
20 Jul - 27 Jul
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9/10 Wonderful! (999 reviews)
Fastest elevator ever

Reviewed on 2 Jun 2024

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
per person
20 Jul - 27 Jul
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9.2/10 Wonderful! (1,003 reviews)
Wonderful service, great location and facilities.

Reviewed on 2 Jun 2024

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
Wailea
per person
20 Jul - 27 Jul
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9/10 Wonderful! (829 reviews)
The hotel was above expectation.

Reviewed on 30 May 2024

Upcountry Maui Essential Information

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

Our pick of the best Upcountry Maui Hotel Deals

Maui Coast Hotel
Maui Coast Hotel
3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Stay at this golf hotel in Kihei. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the pool in their reviews. Popular ...
9.2/10 Wonderful! (1,011 reviews)
"Beautiful hotels, centrally located!"

Reviewed on 2 Jun 2024

Maui Coast Hotel
Aston Kaanapali Shores
Aston Kaanapali Shores
3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa and a beach locale. Our guests praise the pool and the restaurant in their ...
8.4/10 Very Good! (3,022 reviews)
"Quiet! Safe! Grocery nearby!"

Reviewed on 2 Jun 2024

Aston Kaanapali Shores
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
Stay at this beach resort in Kihei. Enjoy free Wi-Fi, 9 outdoor pools and a full-service spa. Our guests praise the helpful staff and the property condition ...
8.8/10 Excellent! (994 reviews)
"excellent choice"

Reviewed on 3 Jun 2024

Grand Wailea Maui, A Waldorf Astoria Resort
See all 11,842 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does an Upcountry Maui travel package cost?
From as low as £2,169. 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.

Discover the most popular places to visit in Upcountry Maui

Image for Wailea Beach

Wailea Beach

4.5/5(7 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

5/5(4 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

5/5(2 reviews)

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

Maui Ocean Center

* 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.