Upcountry Maui Holidays from NZ$2,908

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The Latest Upcountry Maui Holiday Deals

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

Royal Lahaina Resort & Bungalows

4 out of 5
Price was NZ$3,862, price is now NZ$2,908 per person
NZ$2,908
per person
11 Feb - 16 Feb
found 4 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8.4/10 Very Good! (1,548 reviews)
The room was clean and the staff were courteous. The shower was not working. Even though it was fixed, the shower flow was still low. Ended up not using the resort dining credits since they were not advertised during check in. Cons:The breakfast was average with limited vegetarian options. The breakfast food quality, the coffee, and service left a lot to be desired. Charging for parking in a non - urban area felt excessive. Positives: Great location and access to beach, courteous and helpful staff. Luau was fantastic. Rooms were very good. Comfortable stay.

Reviewed on 20 Dec 2025

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was NZ$5,190, price is now NZ$3,301 per person
NZ$3,301
per person
11 Feb - 16 Feb
found 4 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
9/10 Wonderful! (1,465 reviews)
Lovely renovated room. Courtyard view was actually a full sea view from the balcony. Right on the beach with a great pool and beautiful gardens.

Reviewed on 20 Dec 2025

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Save 100% on your flight
Price was NZ$9,751, price is now NZ$6,929 per person
NZ$6,929
per person
11 Feb - 16 Feb
found 4 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
9/10 Wonderful! (1,001 reviews)
The breakfast menus were fresh everyday.

Reviewed on 5 Dec 2025

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan

4.5 out of 5
South Kihei
Price was NZ$5,061, price is now NZ$4,010 per person
NZ$4,010
per person
11 Feb - 16 Feb
found 4 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
9.6/10 Exceptional! (5 reviews)
Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time.

Reviewed on 23 Nov 2025

The Historic Wailuku Inn

The Historic Wailuku Inn

3 out of 5
Price was NZ$4,037, price is now NZ$3,361 per person
NZ$3,361
per person
11 Feb - 16 Feb
found 4 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
9/10 Wonderful! (32 reviews)
Lovely historical house, beautiful garden

Reviewed on 14 Oct 2025

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$308 per night from 11 Jan to 12 Jan
NZ$308
11 Jan - 12 Jan 2026
includes taxes & fees
8.6/10 Excellent! (50 reviews)
Loved the hibiscus eoom

Reviewed on 8 Dec 2025

Gods Peace Of Maui
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$502 per night from 21 Dec to 22 Dec
NZ$502
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (1,569 reviews)
Room was amazing with the bungalow view. Breakfast was quick and easy and very good with an incredible view

Reviewed on 17 Dec 2025

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

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
The price is NZ$1,094 per night from 4 Jan to 5 Jan
NZ$1,094
4 Jan - 5 Jan 2026
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
The view from the room was amazing. Full ocean view

Reviewed on 15 Dec 2025

The Westin Maui Resort & Spa, Ka'anapali
See all 13,208 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

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 romantic 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 romantic 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.

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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.