Upcountry Maui Holidays from AU$1,015

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The Latest Upcountry Maui Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Castle Kama'ole Sands

Castle Kama'ole Sands

3 out of 5
South Kihei
Save 100% on your flight
Price was AU$1,304, price is now AU$1,015 per person
AU$1,015
per person
15 July - 19 July
found 18 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8/10 Very Good! (2,322 reviews)
Lovely condo in beautiful location. Great amenities. Helpful staff.

Reviewed on 10 May 2026

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

3.5 out of 5
Price was AU$3,778, price is now AU$2,760 per person
AU$2,760
per person
31 July - 7 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8.6/10 Excellent! (216 reviews)
Excellent service. Great quiet room

Reviewed on 2 Mar 2026

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 out of 5
South Kihei
Save 100% on your flight
Price was AU$1,955, price is now AU$1,502 per person
AU$1,502
per person
15 July - 19 July
found 18 hours ago
Return flight included
Honolulu (HNL) 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

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Price was AU$6,861, price is now AU$5,335 per person
AU$5,335
per person
22 June - 28 June
found 1 day ago
Return direct flight included
Melbourne (MEL) to Kahului (OGG)
8.8/10 Excellent! (1,002 reviews)
It is an amazing and stunningly beautiful resort!

Reviewed on 3 May 2026

Maui Vista – Maui Condo & Home

Maui Vista – Maui Condo & Home

4 out of 5
South Kihei
Save 100% on your flight
Price was AU$1,342, price is now AU$1,069 per person
AU$1,069
per person
15 July - 19 July
found 18 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8.6/10 Excellent! (54 reviews)
Everything was great

Reviewed on 1 Feb 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$303 per night from 14 May to 15 May
AU$303
14 May - 15 May
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Wonderful host, clean place, location is peaceful!

Reviewed on 9 May 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 AU$796 per night from 12 May to 13 May
AU$796
12 May - 13 May
includes taxes & fees
9.2/10 Wonderful! (1,021 reviews)
Enjoyed the pool but it was difficult to get pool towels!

Reviewed on 10 May 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 AU$1,847 per night from 27 May to 28 May
AU$1,847
27 May - 28 May
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
Didn’t live up to its reputation.

Reviewed on 10 May 2026

Grand Wailea Maui, A Waldorf Astoria Resort
See all 13,423 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
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All Inclusive Holidays
Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Upcountry Maui

Haleakala Crater

Haleakala Crater

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.