Upcountry Maui Holidays from NZ$3,794

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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
per person
24 Sept - 1 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
8.4/10 Very Good! (1,385 reviews)
The first room that we got on the 11th floor was extremely noisy. the next Room on the 8th floor had termite only the third room on the 11th floor was okay however if you keep the window open it's too noisy to sleep. Breakfast was included however it was very basic. On the other hand the service was very nice and kind

Reviewed on 4 Aug. 2025

Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
Save 100% on your flight
per person
24 Sept - 1 Oct
found 17 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
I loved the resort, our room, and the beauty of Napili Bay. It had ultimate Hawaii feel and beauty. I snorkelled with multiple turtles each day. The waters were very clear. The whole area was very peaceful and family friendly. Recommend to any ocean or Hawaii lover.

Reviewed on 31 Jul. 2025

Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Save 100% on your flight
per person
24 Sept - 1 Oct
found 17 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
9.4/10 Exceptional! (48 reviews)
It was so wonderful. The staff was so great and got us taken care of quickly after a tiring night of trying to make new plans after the Tsunami. I’m so grateful for their kindness…it’s a beautiful resort with wonderful amenities and a great location.

Reviewed on 1 Aug. 2025

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
per person
24 Sept - 1 Oct
found 17 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
9.6/10 Exceptional! (210 reviews)
I highly recommend this resort. Its prime location near the beach makes it incredibly convenient for guests, and it’s just a short distance from all the main coral reef tour departures. The proximity to local attractions and activities adds great value to the stay, especially for those looking to explore the natural beauty of the area.

Reviewed on 4 Aug. 2025

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
per person
24 Sept - 1 Oct
found 17 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
9/10 Wonderful! (1,242 reviews)
Clean and comfortable, great staff

Reviewed on 4 Aug. 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$332 per night from 6 Aug to 7 Aug
NZ$332
6 Aug - 7 Aug
includes taxes & fees
9.2/10 Wonderful! (22 reviews)
"We stayed in the family cottage. Our accommodations were top notch! The hosts made sure that we had everything we needed including fresh eggs! We felt like we were O Hana (family)! Highly recommended with five stars!"

Reviewed on 15 Jul. 2025

Gods Peace Of Maui
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is NZ$1,902 per night from 7 Aug to 8 Aug
NZ$1,902
7 Aug - 8 Aug
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"A great place to relax."

Reviewed on 29 Jul. 2025

The Ritz-Carlton Maui, Kapalua
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 19 Aug to 20 Aug
NZ$535
19 Aug - 20 Aug
includes taxes & fees
9.4/10 Exceptional! (2,090 reviews)
"If I could give this place more than five stars I truly would it was an excellent stay"

Reviewed on 1 Aug. 2025

Maui Coast Hotel
See all 12,531 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 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

How much does an Upcountry Maui holiday package cost?
Perhaps less than you imagined — from a tempting NZ$3,794, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.