Upcountry Maui Vacation Packages 2026 from $1,053

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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

$1,053

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

No reviews

Not close to the beach!! It's a far walk n that beach has lil to no coastline =(

Reviewed on Aug 27, 2026

Maui Beach Vacation Club

North Kihei

Save 100% on your flight

$1,290

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! (933 reviews)

Maui Banyan Vacation Club

South Kihei

Save 100% on your flight

$1,070

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8/10 Very Good! (387 reviews)

Check in was smooth, Rooms were a lot smaller then when looking to book. Air conditioning did not see to work right. Room fan also did not work right, bed was not as comfortable

Reviewed on Aug 22, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$2,590

per person

Nov 10 - Nov 17

found 11 hours ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,004 reviews)

Royal Lahaina Bungalows & Spa

Save 100% on your flight

$1,411

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8/10 Very Good! (26 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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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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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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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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Pukalani Country Club

Play a round of golf in Pukalani at Pukalani Country Club, and enjoy other activities such as surfing. 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

$165 nightly

$196 total

Aug 31 - Sep 1

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

Sep 1 - Sep 2

Total with taxes and fees

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI

Fully refundableReserve now, pay when you stay

$234 nightly

$278 total

Aug 30 - Aug 31

Total with taxes and fees

8.8/10 Excellent! (4,285 reviews)

"Very happy with the location - it was larger than expected and as convenient as we recalled. The room was larger than we expected and we had the loft! Expected a king and 2 twin bedroom and ended up with a king and queen bdrm plus the sofa bed and a loft with a queen and 2 twin. Could have slept ..."

Reviewed on Aug 27, 2026

See all 13,271 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.