Upcountry Maui Vacation Packages 2026 from $731

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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

$731

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

No reviews

Maui Beach Vacation Club

North Kihei

Save 100% on your flight

$891

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.4/10 Very Good! (926 reviews)

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

$2,669

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)

Fairmont Kea Lani Maui

Wailea

Save 100% on your flight

$1,965

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,006 reviews)

Maui Banyan Vacation Club

South Kihei

$894

per person

Sep 28 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8/10 Very Good! (382 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

$153 nightly

$182 total

Aug 28 - Aug 29

Total with taxes and fees

8.6/10 Excellent! (142 reviews)

"Beautiful grounds. Had a "youth hostle" feel. No frills what so ever and all the rooms shared a bathroom. Nothing in the bedrooms except a bed. Common kitchen area and sitting area. Also lots of religious influence decor, books, and pamphlets. We never saw the owners and didn't feel free just to ..."

Reviewed on Aug 21, 2026

Hyatt Regency Maui Resort & Spa

200 Nohea Kai Dr Lahaina HI

Fully refundableReserve now, pay when you stay

$504 nightly

$599 total

Aug 23 - Aug 24

Total with taxes and fees

9.4/10 Exceptional! (1,060 reviews)

"There is NO BEACH! You have to walk to an entrance down the beach walk. Even when you get there it’s only 20 feet to the water. Yes we had a Hurricane but the hotel didn’t communicate at all. Power was out much to long. They should have had generators in place."

Reviewed on Aug 21, 2026

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI

Fully refundableReserve now, pay when you stay

$241 nightly

$286 total

Aug 22 - Aug 23

Total with taxes and fees

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.