Upcountry Maui Holidays from AU$2,051

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The Latest Upcountry Maui Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was AU$3,335, price is now AU$2,051 per person
AU$2,051
per person
17 Dec - 23 Dec
found 20 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8.6/10 Excellent! (503 reviews)
Ive stayed at the Gardens four times now, but this time is the first time that my washroom has a lot of ants and bugs.

Reviewed on 29 Oct 2025

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Save 100% on your flight
Price was AU$5,879, price is now AU$3,423 per person
AU$3,423
per person
6 Dec - 13 Dec
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,012 reviews)
Amazing. Our favourite hot on the planet!

Reviewed on 27 Oct 2025

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was AU$7,332, price is now AU$4,392 per person
AU$4,392
per person
5 Jan - 12 Jan
found 15 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8.2/10 Very Good! (450 reviews)
The condo we stayed in was nice and it was massive. The restaurant on site is so good and the pools and beach access was nice! I didn’t have a problem with this because of the time of year, but there isn’t A/C in the units, so keep that in mind if you’re looking for that or your trip is in the warmer months.

Reviewed on 30 Oct 2025

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was AU$4,775, price is now AU$2,927 per person
AU$2,927
per person
17 Dec - 23 Dec
found 20 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8.2/10 Very Good! (802 reviews)
No AC a deal breaker in Hawaii. I didn’t notice until after I booked. There was also a resort fee? For what? We couldn’t get more than one station on the TV. Only one coffee packet, you had to pay for the additional coffee. The place was clean, a bit dated. The sofa and chairs weren’t very comfortable. The bedroom at night did get a decent breeze. Ceiling fan helped in the bedroom. Staff was friendly. One really needs an air conditioner in Hawaii.

Reviewed on 27 Oct 2025

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was AU$10,453, price is now AU$6,554 per person
AU$6,554
per person
17 Dec - 23 Dec
found 20 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!

Reviewed on 27 Aug 2025

Upcountry Maui Holiday

Upcountry Maui Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)
Top Sights
Haleakala National Park, Haleakala Crater and Hookipa Beach Park

Our pick of the best Upcountry Maui Hotel Deals

Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd, Makawao, HI
The price is AU$294 per night from 2 Nov to 3 Nov
AU$294
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (40 reviews)
Extremely hospitable and helpful folks :) The bathrooms were sufficiently numerous that my wife and I could use 2 different showers whenever we wanted to

Reviewed on 18 Oct 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 AU$460 per night from 1 Dec to 2 Dec
AU$460
1 Dec - 2 Dec
includes taxes & fees
9.4/10 Exceptional! (2,246 reviews)
We loved our room. The bed was extremely comfortable. We had a great view of the ocean. Staff at the hotel and rhe restaurant were very nice. I would definitely stay here again.

Reviewed on 28 Oct 2025

Maui Coast Hotel
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 AU$407 per night from 20 Nov to 21 Nov
AU$407
20 Nov - 21 Nov
includes taxes & fees
8.4/10 Very Good! (1,514 reviews)
This property is great, will book again in the future.

Reviewed on 28 Oct 2025

Royal Lahaina Resort & Bungalows
See all 12,580 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.
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Discover the most popular places to visit in Upcountry Maui

Haleakala Crater which includes a gorge or canyon, tranquil scenes and landscape views

Haleakala Crater

5/5(7 reviews)

Watching dawn break over this otherworldly volcanic formation is a once in a lifetime experience.

Haleakala Crater

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.

Hoʻomana Spa Maui

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.