Upcountry Maui Holidays from NZ$2,958

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Upcountry Maui Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Save 100% on your flight
Price was NZ$4,475, price is now NZ$2,958 per person
NZ$2,958
per person
20 Jan - 26 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
No reviews
Sands of Kahana

Sands of Kahana

3 out of 5
Price was NZ$4,373, price is now NZ$3,040 per person
NZ$3,040
per person
29 Dec - 3 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) 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 Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was NZ$4,309, price is now NZ$3,413 per person
NZ$3,413
per person
29 Dec - 3 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8/10 Very Good! (347 reviews)
The staff were super nice and kept the property nice and clean. Everything was well maintained and even the guests were friendly as well

Reviewed on 19 Oct 2025

Montage Kapalua Bay 3 Free Rental Cars KBM Resorts Gorgeous Ocean Front 3 Units, 9 Bedrooms MON Ml-1595

Montage Kapalua Bay 3 Free Rental Cars KBM Resorts Gorgeous Ocean Front 3 Units, 9 Bedrooms MON Ml-1595

4.5 out of 5
Save 100% on your flight
Price was NZ$65,152, price is now NZ$58,644 per person
NZ$58,644
per person
20 Jan - 26 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
No reviews
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

5 out of 5
Save 100% on your flight
Price was NZ$46,935, price is now NZ$43,476 per person
NZ$43,476
per person
20 Jan - 26 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
No reviews

Upcountry Maui Holiday

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 NZ$336 per night from 3 Dec to 4 Dec
NZ$336
3 Dec - 4 Dec
includes taxes & fees
9/10 Wonderful! (41 reviews)
Over all good except no good filter water and no good breakfast

Reviewed on 2 Nov 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 NZ$535 per night from 23 Nov to 24 Nov
NZ$535
23 Nov - 24 Nov
includes taxes & fees
9.4/10 Exceptional! (2,248 reviews)
when we arrived staff was gracious and happy to help, during our stay they were eager to help. Upon checkout though, they were short, and seemed eager to dismiss us, and not courteous.

Reviewed on 3 Nov 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 NZ$553 per night from 20 Nov to 21 Nov
NZ$553
20 Nov - 21 Nov
includes taxes & fees
8.4/10 Very Good! (1,533 reviews)
Nice and clean! Right at the beach!! The restaurant is fantastic, especially the blackened tuna dish. We enjoyed it and we will definitely be back.

Reviewed on 2 Nov 2025

Royal Lahaina Resort & Bungalows
See all 12,587 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 which includes a gorge or canyon, tranquil scenes and landscape views

Haleakala Crater

5/5(7 reviews)

The birthplace of the island of Maui offers stunning views and inspiring landscapes.

Haleakala Crater
Haleakalā Visitor Center

Haleakalā Visitor Center

Explore the lovely green spaces of Haleakalā Visitor Center and enjoy the golf courses in Kula. Wander through the beautiful beaches and seaside in this relaxing area.

Haleakalā Visitor Center

Hanawi Natural Forest Reserve

Commune with nature and explore the great outdoors at Hanawi Natural Forest Reserve during your travels in Hana. Discover the sunrises in this relaxing area or seek out the yoga studios.

Hanawi Natural Forest Reserve

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.