Upcountry Maui Holidays from AU$2,428

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The Latest Upcountry Maui Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Elegant Oceanfront Vistas

Elegant Oceanfront Vistas

4.5 out of 5
Central Kihei
Price was AU$3,136, price is now AU$2,428 per person
AU$2,428
per person
14 Aug - 21 Aug
found 7 hours ago
Return direct flight included
Melbourne (MEL) to Kahului (OGG)
10/10 Exceptional! (3 reviews)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was AU$3,362, price is now AU$2,789 per person
AU$2,789
per person
14 Sept - 20 Sept
found 14 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8.4/10 Very good! (892 reviews)
Amazing place and amazing staff

Reviewed on 19 June 2026

Kihei Kai Nani

Kihei Kai Nani

3.5 out of 5
South Kihei
Price was AU$3,234, price is now AU$2,745 per person
AU$2,745
per person
14 Sept - 20 Sept
found 14 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
10/10 Exceptional! (1 review)
Modern & Tropical Oceanside Vistas

Modern & Tropical Oceanside Vistas

4.5 out of 5
North Kihei
Price was AU$2,827, price is now AU$2,439 per person
AU$2,439
per person
14 Aug - 21 Aug
found 7 hours ago
Return direct flight included
Melbourne (MEL) to Kahului (OGG)
9.6/10 Exceptional! (9 reviews)
Property is a great place very modern inside on second floor host are very communicative. If you have an issue we had an earthquake while we were there and the hot water heater got tripped. They came and fixed it overall to great place close to everything.

Reviewed on 28 May 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Price was AU$6,528, price is now AU$5,692 per person
AU$5,692
per person
14 Sept - 20 Sept
found 14 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8.8/10 Excellent! (1,017 reviews)
Overall a really nice stay at the Wailea. Our room got upgraded to a fantastic ocean view room in the Chapel wing. The pools were fantastic and so much fun with all the water slides. We would always arrive mid to late morning.  The breakfast buffet was not as good as I had hoped. All the baked items (pancakes, waffles, pastries, etc.) were super underwhelming and didn't feel fresh.  One thing really bothered me that I'm having trouble letting go of it. I ordered two drinks at the pool bar. When I went back to order a third the bartender told me he lost my first receipt and asked me to sign a new receipt for a charge of 3 drinks. I did however when I asked to confirm that the first charge would not appear on my bill I wasn't totally confident in his answer. So I texted the front desk to ensure I wasn't being double charged. It took them 28 hours from my first test to get back to me with an answer. This caused me extra anxiety and worry during one of my vacation days that felt so unnecessary and really stained the service of the hotel. All over a $75 drink order.... I don't understand why they couldn't get an answer to me sooner and never really got an explanation. The last thing is they have no place to shower off after check out for those who fly out later. We had a red eye and stayed at the hotel way beyond checkout time. I had to fly home covered in sand and chlorine. My husband used soap in the beach showers to get as clean as possible.

Reviewed on 22 June 2026

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$287 per night from 26 June to 27 June
AU$287
26 June - 27 June
includes taxes & fees
8.8/10 Excellent! (123 reviews)
"Spent three nights in the cottage. Plenty of room for our family of 5. Great location, upcountry away from the busiest areas. The hosts were very accommodating."

Reviewed on 22 June 2026

Gods Peace Of Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is AU$1,721 per night from 10 July to 11 July
AU$1,721
10 July - 11 July
includes taxes & fees
Four Seasons Resort Maui at Wailea
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 AU$1,322 per night from 19 July to 20 July
AU$1,322
19 July - 20 July
includes taxes & fees
9.2/10 Wonderful! (1,088 reviews)
"The resort is in an ideal location. Feels like an all inclusive. Expensive restaurants surround the property but you can find good deals on food and activities if you do your homework."

Reviewed on 25 June 2026

The Westin Maui Resort & Spa, Ka'anapali
See all 13,520 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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beach holidays
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Stay near popular Upcountry Maui attractions

Haleakala Crater

9.6/5 (547 reviews)
Watching dawn break over this otherworldly volcanic formation is a once in a lifetime experience.
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.