Upcountry Maui Holiday Deals

Choose two or more items and save on your trip:

Top Upcountry Maui holiday deals

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
per person
10 May - 17 May
found 2 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
When you stay at Kahana Beach Vacation Club in Kahana, you'll be on the beach, a 4-minute drive from Napili Bay and 7 minutes from Whalers Village.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
Wailea
Save 100% on your flight
per person
10 May - 17 May
found 2 hours ago
Return 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.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
per person
10 May - 17 May
found 2 hours ago
Return flight included
Sydney (SYD) 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 Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
10 May - 17 May
found 2 hours ago
Return flight included
Sydney (SYD) 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.
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
per person
10 May - 17 May
found 2 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
With a stay at Royal Lahaina Resort & Bungalows in Kaanapali, you'll be on the beach, within a 10-minute walk of Kaanapali Beach and Skyline Eco Adventure.

Top hotels for your Upcountry Maui holiday

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 AU$527 per night from 28 Apr to 29 Apr
AU$527
includes taxes & fees
28 Apr - 29 Apr
Located in Kihei, Maui Coast Hotel is in a shopping district, a 3-minute walk from Kamaole Beach Park and 6 minutes by foot from Cove Park.
"Nice place, I would book again. The cafe is a good, convenient option for breakfast and it's right there."

Reviewed on 29 Mar. 2025

Maui Coast Hotel
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$562 per night from 29 Apr to 30 Apr
AU$562
includes taxes & fees
29 Apr - 30 Apr
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.
"Was right on beach. Great location. Everything was easy"

Reviewed on 29 Mar. 2025

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$478 per night from 13 Apr to 14 Apr
AU$478
includes taxes & fees
13 Apr - 14 Apr
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.
"Loved this property except for the ad ons. Build it into your starting price."

Reviewed on 30 Mar. 2025

Aston Kaanapali Shores
Don't see what you're looking for?
See all available properties in Upcountry Maui
View all properties
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 beautiful beaches in this relaxing 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
Hosmer Grove

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.

Hosmer Grove

^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.