Upcountry Maui Vacation Packages 2026 from $756

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The Latest Upcountry Maui vacation packages

Price found within the past 48 hours. Click for updated prices.

Lahaina Shores Beach Resort By Castle

Save 100% on your flight

$756

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

No reviews

Maui Banyan Vacation Club

South Kihei

Save 100% on your flight

$1,002

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8/10 Very Good! (382 reviews)

Wailea Beach Villas

Wailea

Save 100% on your flight

$1,961

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.8/10 Exceptional! (197 reviews)

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$2,697

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,000 reviews)

Maui Beach Vacation Club

North Kihei

Save 100% on your flight

$781

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.4/10 Very Good! (926 reviews)

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Stay near popular Upcountry Maui attractions

Haleakala Crater

9.6/10 (547 reviews)

One of the best places in the U.S. to watch the sunrise is this impressive centerpiece of Haleakalā National Park, marking the birthplace of the island of Maui.

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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.

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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 the beautiful beaches and seaside in this romantic area.

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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.

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Maui Spa Retreat

6.6/10 (4 reviews)

Enjoy a trip to Maui Spa Retreat and popular activities like surfing in Makawao. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

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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 romantic area, or seek out the yoga studios.

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Polipoli Spring State Recreation Area

Enjoy the beautiful sunsets and explore Polipoli Spring State Recreation Area, a lovely green space in Kula. Stroll along the seaside in this romantic area, or check out its seafood restaurants.

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Kula Botanical Garden

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

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Upcountry Maui Hotel Deals

Gods Peace Of Maui

1290 Haliimaile Rd Makawao HI

$213 nightly

$253 total

Sep 2 - Sep 3

Total with taxes and fees

8.6/10 Excellent! (141 reviews)

"Be advised that this property is in poor condition and hygiene is lacking overall. The kitchen area had roach and ant traps visibly present. It was not clear from the advertisement that the room was literally just that - a room with a bed. It was very small - you could barely move between the bed ..."

Reviewed on Aug 19, 2026

Hyatt Regency Maui Resort & Spa

200 Nohea Kai Dr Lahaina HI

Fully refundableReserve now, pay when you stay

$512 nightly

$608 total

Aug 23 - Aug 24

Total with taxes and fees

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI

Fully refundableReserve now, pay when you stay

$241 nightly

$286 total

Aug 21 - Aug 22

Total with taxes and fees

8.8/10 Excellent! (4,267 reviews)

"Great customer deface upon check in, the grounds were very very clean as were the pools and cabana areas! The room and decor were a little out dated but it was a great value and a really spacious room! The full kitchen was a huge bonus!"

Reviewed on Aug 20, 2026

See all 13,302 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.