Upcountry Maui Holidays from NZ$3,100

Book a Hotel + Flight or Car together to unlock savings

Photo by Project Forever

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

NZ$3,100
per person
6 Nov - 10 Nov
found 20 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
9/10 Wonderful! (2 reviews)
Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
NZ$3,540
per person
6 Nov - 10 Nov
found 20 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
8.4/10 Very good! (937 reviews)
This property has no AC! I can’t breathe without AC. I t was a very nice place just needs some split units!!?

Reviewed on 17 Sept 2026

Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
NZ$3,324
per person
6 Nov - 10 Nov
found 20 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
8/10 Very good! (388 reviews)
Aston at the Maui Banyan

Aston at the Maui Banyan

South Kihei
NZ$3,731
per person
6 Nov - 10 Nov
found 20 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
7.8/10 Good! (1,002 reviews)
Sugar Beach Resort - Maui Condo & Home

Sugar Beach Resort - Maui Condo & Home

North Kihei
NZ$3,644
per person
6 Nov - 10 Nov
found 20 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
8.6/10 Excellent! (529 reviews)
The property and condo were extremely clean and well maintained.

Reviewed on 9 Aug 2026

Upcountry Maui Holiday

Our pick of the best Upcountry Maui Hotel Deals

Gods Peace Of Maui

Gods Peace Of Maui

1290 Haliimaile Rd Makawao HI
NZ$343
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (146 reviews)
"Wonderful people and accommodations!"

Reviewed on 3 Sept 2026

Gods Peace Of Maui
Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
NZ$503
21 Sept - 22 Sept
includes taxes & fees
9.6/10 Exceptional! (2,685 reviews)
"We had great experience staying here. The room was modern, spacious and clean with a beautiful ocean view. The location was very walkable to the coffee, restaurants, stores and the beach. The bonus was the laundry room on our floor!"

Reviewed on 17 Sept 2026

Maui Coast Hotel
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
NZ$1,046
27 Sept - 28 Sept
includes taxes & fees
Hyatt Regency Maui Resort & Spa
See all 13,748 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.

Stay near popular Upcountry Maui attractions

Haleakala Crater

9.6/10 (547 reviews)
The birthplace of the island of Maui offers stunning views and inspiring landscapes.
See properties

Maui Spa Retreat

6.6/10 (4 reviews)
Enjoy a trip to Maui Spa Retreat and popular activities such as surfing in Makawao. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
See properties

Haleakalā Visitor Center

9.0/10 (2 reviews)
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.
See properties

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.
See properties

Makawao Park

8.0/10 (2 reviews)
Explore the great outdoors at Makawao Park, a lovely green space in Makawao. Stroll along the area's seaside or simply savour its top-notch restaurants.
See properties

Kula Botanical Garden

Enjoy the beautiful sunsets and explore Kula Botanical Garden, a lovely green space in Kula. Stroll along the area's seaside or experience its great live music.
See properties

Hosmer Grove

Explore the great outdoors at Hosmer Grove, a lovely green space in Kula. Stroll along the seaside in this relaxing area or seek out the yoga studios.
See properties

Hanawi Natural Forest Reserve

10.0/10 (1 review)
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.
See properties

Frequently asked questions

How much does an Upcountry Maui holiday package cost?
Perhaps less than you imagined — from a tempting NZ$3,100, as a matter of fact! By combining flights, hotels and car rentals into your own custom-made holiday package, your getaway to Upcountry Maui is just clicks away.
How do I get a cheap travel package to Upcountry Maui?
One of the easiest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got everything you need. Pick and choose the combination that suits you and watch your savings pile up. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 airlines and 1 000 000 hotel options across the globe, which lets you customize your Upcountry Maui adventure.
What are the top hotels in Upcountry Maui?
When it comes to hotels in Spreckelsville, Paia Inn and Kaiholo Hale are two great options. If you're also spending time in Haliimaile, Private Lush 2 Acre Mountain Home Maui Permitted#stmp 2013 and Adorable 1930's Gingerbread House. . . . Permitted look forward to welcoming you.
How far in advance should I book my Upcountry Maui holiday?
It's always wise to book early. Air carriers generally release flight tickets up to a year in advance, and this is a great opportunity to land some rock-bottom prices. Boss just told you to take all your holiday days next week? No need to worry. Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Upcountry Maui travel package include?
With Expedia, you can choose any combination of car rentals, hotels and flights to create your ideal Upcountry Maui travel package. Once you've made your booking, you can add on the fun things like sightseeing tours and activities. Remember, the more you bundle, the bigger the savings!
What should I know before booking an Upcountry Maui travel package?
A travel package can be easier on the wallet than individually booking all you need for your getaway. For example, combine your hotels, flights and rental cars and score impressive savings. No matter your holiday goals, you're bound to find a package to suit your budget.
Can I choose my airline with an Upcountry Maui Expedia holiday package?
Yes, of course. We have more than 550 airline partners all over the world, so pick the carrier that matches your needs.
If I'm not able to travel, can I cancel my Upcountry Maui holiday package?
Plans can change suddenly, so yes, you can. You may be able to cancel or amend your Upcountry Maui holiday package at no cost within 24 hours of booking. For bookings older than that, you can still cancel and rebook, but your car rental company, hotel or airline may charge a fee. Need more information? Have a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Explore a world of travel with Expedia

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