Upcountry Maui Holiday Deals

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Top Upcountry Maui holiday deals

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was AU$3,352, price is now AU$2,256 per person
AU$2,256
per person
14 June - 21 June
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
With a stay at this condo in Kihei (South Kihei), you'll be within a 15-minute drive of Wailea Beach and Kamaole Beach Park 2.
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was AU$4,876, price is now AU$3,129 per person
AU$3,129
per person
14 June - 21 June
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
With a stay at Palms at Wailea Maui in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Ulua Beach Park.
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
Save 100% on your flight
Price was AU$3,891, price is now AU$2,506 per person
AU$2,506
per person
14 June - 21 June
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
When you stay at Hampton Inn & Suites Maui North Shore in Kahului, you'll be on the beach, within a 5-minute drive of Maui Arts and Cultural Center and Kahului Bay.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Save 100% on your flight
Price was AU$8,761, price is now AU$5,952 per person
AU$5,952
per person
14 June - 21 June
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
With a stay at Fairmont Kea Lani Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Wailea Blue Golf Course.
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Save 100% on your flight
Price was AU$5,433, price is now AU$3,799 per person
AU$3,799
per person
14 June - 21 June
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
With a stay at Mana Kai Maui- Official Onsite Rental in Kihei (South Kihei), you'll be within a 10-minute drive of Wailea Beach and Keawakapu Beach North.

Top hotels for your Upcountry Maui holiday

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$815 per night from 19 May to 20 May
AU$815
19 May - 20 May
includes taxes & fees
When you stay at The Westin Maui Resort & Spa, Ka'anapali in Kaanapali, you'll be on the beach, just steps from Kaanapali Beach and Whalers Village.
The rooms were clean and the staff were all super nice and sweet. We had a Mountain View which was very beautiful and peaceful. If you want to people watch and have a little more noise get the other views. Ocean views were always beautiful right from the hotel which is directly on the beach. Great ...

Reviewed on 12 May 2026

Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
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
With a stay at Gods Peace Of Maui in Makawao, you'll be within a 15-minute walk of Haliʻimaile Farmer's Market and Maui Gold Pineapple Farm.
Wonderful host, clean place, location is peaceful!

Reviewed on 9 May 2026

Opens in a new windowGods Peace Of Maui
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$1,765 per night from 27 May to 28 May
AU$1,765
27 May - 28 May
includes taxes & fees
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be within a 10-minute walk of Wailea Beach and Shops at Wailea.
We were upgraded to a deluxe ocean view room. The room and premises were gorgeous. Staff including the cultural activities were top notch we took full advantage of the pool area and water slides. The biggest inconvenience was trying to find a couple of chairs to relax and to keep our stuff while ...

Reviewed on 12 May 2026

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
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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.

Popular places to visit

Haleakala Crater

Haleakala Crater

Enjoy the beautiful sunsets and explore Haleakala Crater, a lovely green space in Kula. Stroll along the beautiful beaches in this family-friendly area or seek out the snorkelling spots.

Haleakala Crater
Hui Noʻeau Visual Arts Center

Hui Noʻeau Visual Arts Center

Enjoy an outing to Hui Noʻeau Visual Arts Center during your stay in Makawao. Wander the beautiful beaches and seaside in the area.

Hui Noʻeau Visual Arts Center

Maui Agricultural Research Center

Find out about the history of Kula when you spend time at Maui Agricultural Research Center. In the area, take in the great live music and beautiful sunsets.

Maui Agricultural Research Center

Top Picks

^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.