Upcountry Maui Holidays from £1,761

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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.
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Price was £2,029, price is now £1,761 per person
£1,761
per person
21 Jul - 27 Jul
found 3 hours ago
Return direct flight included
London (LON) to Kahului (OGG)
9/10 Wonderful! (1,009 reviews)
Perfect stay. Staff was friendly. Absolutely perfect location on the island. Highly recommend

Reviewed on 13 Jun 2026

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 out of 5
South Kihei
Price was £2,278, price is now £1,889 per person
£1,889
per person
21 Jul - 28 Jul
found 18 hours ago
Return direct flight included
London (LON) to Kahului (OGG)
10/10 Exceptional! (2 reviews)
The place was very clean. The staff was very communicative and accommodating. I stayed Wednesday-Sunday and I extended my stay 1 night which was very fast and easy. They left us chairs and towels which was very nice for the beach. The place was very spacious for 2 people. If you want to cook this has plenty of counter space. The balcony had a partial ocean view which was very nice. Great value for your money. Check in/out was very easy. You can walk right to the best beaches around. Only Cons I can think of: Not a lot of blankets and the wifi in the bedroom didn’t really work, it was low signal. It would’ve been nice to watch Netflix from the bedroom. That’s the only negative I can think of.

Reviewed on 24 Feb 2026

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
Wailea
Price was £3,598, price is now £2,997 per person
£2,997
per person
21 Jul - 27 Jul
found 3 hours ago
Return direct flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,004 reviews)
Perfect spot! Family friendly!!

Reviewed on 16 Jun 2026

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan

3.5 out of 5
South Kihei
Price was £2,238, price is now £1,871 per person
£1,871
per person
21 Jul - 28 Jul
found 18 hours ago
Return direct flight included
London (LON) to Kahului (OGG)
8.8/10 Excellent! (26 reviews)
It exceeded my expectation. The only thing I would say is to add more hooks in the condo so that we could hang clothes, towels etc. Other than that, everything met my expectation and I can't wait to return. I will definitely stay there again.

Reviewed on 29 May 2026

Maui Vista – Maui Condo & Home

Maui Vista – Maui Condo & Home

4 out of 5
South Kihei
Price was £2,203, price is now £1,879 per person
£1,879
per person
21 Jul - 28 Jul
found 18 hours ago
Return direct flight included
London (LON) to Kahului (OGG)
8.6/10 Excellent! (54 reviews)
Everything was great

Reviewed on 1 Feb 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

2 out of 5
1290 Haliimaile Rd Makawao HI
The price is £147 per night from 20 Jun to 21 Jun
£147
per night
20 Jun - 21 Jun
8.8/10 Excellent! (120 reviews)
"One of the best places I’ve been at! If you’re looking for"

Reviewed on 15 Jun 2026

Gods Peace Of Maui
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is £703 per night from 29 Jun to 30 Jun
£703
per night
29 Jun - 30 Jun
9.2/10 Wonderful! (1,068 reviews)
"Beautiful property, very kid friendly. Staff was vey helpful and made our stay easy and enjoyable!"

Reviewed on 16 Jun 2026

The Westin Maui Resort & Spa, Ka'anapali
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is £725 per night from 30 Jun to 1 Jul
£725
per night
30 Jun - 1 Jul
8.8/10 Excellent! (1,018 reviews)
"It’s got an amazing location. It felt like they are letting the hotel go down a bit though. The staff serving the pool area was paper thin. Cabana rentals that use to be $500 are now $1700/day. Our room had a broken ceiling light we had to have a repair man do for over a hour and even after that ..."

Reviewed on 15 Jun 2026

Grand Wailea Maui, A Waldorf Astoria Resort
See all 13,530 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

Stay near popular Upcountry Maui attractions

Haleakala Crater

9.6/5 (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.
See properties

Frequently asked questions

Can I cancel my flight booking to Upcountry Maui due to COVID-19?
Our handy Customer Service Portal is your one-stop shop for most travel queries, including about flight changes related to COVID-19. For greater peace of mind, read through the terms and conditions of your airfare before booking your tickets.
What's the best way to find cheap flights to Upcountry Maui that have flexible change policies?
We understand that travel schedules can change in a flash, so reserving a flexible fare with Expedia makes good sense. Tick the "No change fee" box under the "Flexible change policies" filter. Your low-priced, flexible flight to Upcountry Maui is just a few clicks away.
What are some of the general tips for travellers to Upcountry Maui during the COVID-19 outbreak?
If it's your first time travelling during COVID-19, you'll notice a host of new standards and rules in place. Take note of these tips and make your journey to Upcountry Maui go off without a hitch:
  • Find out if any travel restrictions apply to your destination and origin before booking anything. Also check if there are any special conditions you'll have to follow on arrival, such as health testing.
  • When you pass through airport screening, keep your face mask on. You will be asked to lower it briefly for identification purposes. Passengers who refuse to wear a mask may be fined and denied entry.
  • To reduce the potential of cross-contamination, place your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA employee.
  • You're permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. You'll have to remove it for X-ray scanning.
  • Empty your personal items from your pockets, like your wallet, coins and keys, and put them in your carry-on instead of into bins. This will reduce handling during the screening process.
  • If you're taking food through the security checkpoint, put it in a clear plastic bag and then into a screening bin. This reduces the likelihood that a TSA employee will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Upcountry Maui?
Arrange your airfare with Hawaiian Airlines and start working on your Upcountry Maui travel itinerary. This well-known airline offers 1202 flights every month to Kahului Airport (OGG), a main gateway.
How can I find cheap tickets to Upcountry Maui?
To pick up an awesome deal to Upcountry Maui, book well ahead. Also use Expedia's handy "flexible dates" feature at the top of your search results. This will compare the cheapest prices for similar time frames. In the last seven days, was the best price for a flight to Upcountry Maui.
How much is a flight to Upcountry Maui?
In the last seven days, round-trip flights to Upcountry Maui sold for as little as and peaked at . For one-way trips out of (), the lowest amount paid during this same period was just .
What are the most popular airports to fly into in Upcountry Maui?
Upcountry Maui's main airport is Kahului Airport (OGG). Get your amazing journey underway by securing a fare on one of the 3826 flights every month to this destination.
When is the cheapest time to fly to Upcountry Maui?
Leave earlier in the week to book a bargain airfare to Upcountry Maui. Tuesday is normally the most economical day to fly, with Monday running a close second. Saturday typically has the highest ticket prices. This is because many travellers like to start their trip on a weekend.
How much is a plane ticket to Upcountry Maui?
In the last seven days, seats ranged between and . Swipe through our awesome deals to Upcountry Maui, make a booking and then get ready for your getaway!
Which airlines with flights to Upcountry Maui employ COVID-19 cleanliness policies?
While flying during the COVID-19 pandemic can be nerve-wracking, airlines are doing their bit to ensure the well-being of all on board. These are a few carriers that have introduced changes:
  • Hawaiian Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.