Upcountry Maui Holiday Deals

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Top Upcountry Maui holiday deals

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
per person
22 Dec - 28 Dec
found 12 hours ago
Return direct flight included
Launceston (LST) to Kahului (OGG)
With a stay at OUTRIGGER Kaanapali Beach Resort in Kaanapali, you'll be on the beach, within a 10-minute walk of Kaanapali Beach and Black Rock.
Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
27 Dec - 3 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
With a stay at Aston Maui Hill in Kihei, you'll be in the historical district, within a 10-minute drive of Wailea Beach and Keawakapu Beach North.
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
per person
27 Dec - 3 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
When you stay at Aston Mahana at Kaanapali in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
per person
27 Dec - 3 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
When you stay at Aston Maui Kaanapali Villas in Kaanapali, you'll be on the beach, a 5-minute drive from Whalers Village and 5 minutes from Kaanapali Beach.
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
per person
27 Dec - 3 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
When you stay at Aston Kaanapali Shores in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.

Top hotels for your Upcountry Maui holiday

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is AU$1,105 per night from 1 Dec to 2 Dec
AU$1,105
includes taxes & fees
1 Dec - 2 Dec
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.
"Everything was excellent. The people are incredibly friendly, and the ambiance is outstanding. The location is also conveniently close to shopping and dining areas in Wailea. However, the pool and resort were a bit too quiet—I would have enjoyed some lively music by the pool."

Reviewed on 17 Nov. 2024

Fairmont Kea Lani Maui
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$558 per night from 21 Dec to 22 Dec
AU$558
includes taxes & fees
21 Dec - 22 Dec
With a stay at OUTRIGGER Kaanapali Beach Resort in Kaanapali, you'll be on the beach, within a 10-minute walk of Kaanapali Beach and Black Rock.
"Easy check in. Housekeeping staff were superb. Liked the good bye ceremony. Felt there were added fees that I hadn't expected - parking included about 4 charges per day, and the resort fee that I thought was already paid. Easy to get to."

Reviewed on 19 Nov. 2024

OUTRIGGER Kaanapali Beach Resort
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$687 per night from 24 Nov to 25 Nov
AU$687
includes taxes & fees
24 Nov - 25 Nov
When you stay at Aston Kaanapali Shores in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
"Our stay was amazing. Highly recommend this property. Great rooms, amazing views and direct access to a swim-able beach. would absolutely stay here again!"

Reviewed on 18 Nov. 2024

Aston Kaanapali Shores
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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 which includes a gorge or canyon, tranquil scenes and landscape views

Haleakala Crater

5/5(7 reviews)

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

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
Leleiwi Overlook

Leleiwi Overlook

Explore the great outdoors at Leleiwi Overlook, a lovely green space in Kula. Amble around this romantic area's seaside or seek out the yoga studios.

Leleiwi Overlook

^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.