Upcountry Maui Vacations

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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 NT$5,805 per night from Jan 3 to Jan 4
NT$5,805
NT$6,892 total
Jan 3 - 2026/1/4
includes taxes & fees
8.6/10 Excellent! (55 reviews)
This was exactly as advertised with a very easy check-in and checkout. The owner was very friendly and provided some good information on the area.

Reviewed on 2025/12/28

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 NT$15,126 per night from Jan 14 to Jan 15
NT$15,126
NT$19,770 total
Jan 14 - 2026/1/15
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Great lobby with waterfalls, animals. Really nice tropical views. Room was clean with service everyday. Staff always helpful.

Reviewed on 2025/12/25

The Westin Maui Resort & Spa, Ka'anapali
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is NT$8,332 per night from Jan 14 to Jan 15
NT$8,332
NT$11,556 total
Jan 14 - 2026/1/15
includes taxes & fees
8.4/10 Very Good! (1,600 reviews)
Very courteous

Reviewed on 2025/12/29

Royal Lahaina Resort & Bungalows
See all 13,412 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
The grounds and main building are beautiful. It's a great place to walk around and admire the beauty. Check website for exhibit information. http://huinoeau.com #Hawaii #Makawao #Maui #UnitedStates #USA #Art #MonkeyPodTree #architecture

Hui Noʻeau Visual Arts Center

You can spend time browsing the exhibits at Hui Noʻeau Visual Arts Center during your travels in Makawao. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Hui Noʻeau Visual Arts Center
About 8,800 feet elevation

Leleiwi Overlook

Explore the great outdoors at Leleiwi Overlook, a lovely green space in Kula. Amble around this relaxing area's seaside, or seek out the yoga studios.

Leleiwi Overlook

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 travelers to Upcountry Maui during the COVID-19 outbreak?
If it's your first time traveling 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 travelers 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.