Name: Aston Kaanapali Shores
Price range: $281 total
Rating: 8.8

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The Latest Upcountry Maui vacation packages

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

Maui Banyan Vacation Club

South Kihei

Save 100% on your flight

$988

per person

Sep 6 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8/10 Very Good! (380 reviews)

The staff was very friendly and helpful. The room was not very clean.

Reviewed on Jul 21, 2026

Maui Beach Vacation Club

North Kihei

Save 100% on your flight

$1,309

per person

Sep 6 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.4/10 Very Good! (912 reviews)

Great Place to Stay! Maui Beach Vacation Club is a great little community of condo-style rentals. The units are clean and well-designed, the shared area has a great swimming pool and hot tup, and it is a 2-minute walk to the ocean beach. There is a full kitchenette with a dishwasher and an in-unit washer and dryer. The units do not have air-conditioning, but closing the blinds during the day and opening windows for a cross-breeze makes it comfortable. The only downside is the noise level of other guests outside of the unit with the windows open. Quiet hours are posted but a few guests are inconsiderate.

Reviewed on Jul 24, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$2,485

per person

Sep 28 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,001 reviews)

Mana Kai Maui- Official Onsite Rental

South Kihei

Save 100% on your flight

$996

per person

Sep 6 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9/10 Wonderful! (1,010 reviews)

Great oceanfront views. Great staff! Well maintained.

Reviewed on Jul 23, 2026

Wailea Beach Resort - Marriott, Maui

Wailea

Save 100% on your flight

$2,186

per person

Sep 6 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.2/10 Wonderful! (1,002 reviews)

Our family loved the pool, food and Game Center. Lovely hotel with great distance to everything.

Reviewed on Jul 25, 2026

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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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Upcountry Maui Hotel Deals

Gods Peace Of Maui

1290 Haliimaile Rd Makawao HI

$185 nightly

$220 total

Jul 26 - Jul 27

Total with taxes and fees

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI

Fully refundableReserve now, pay when you stay

$236 nightly

$281 total

Jul 31 - Aug 1

Total with taxes and fees

8.8/10 Excellent! (4,200 reviews)

"We loved this property. Right on the beach, two pools and a fabulous restaurant on-site. Also, the food truck park was right across the street. We had one problem and that was that the air conditioning was not working in the one bedroom, making it hard to sleep. They did give me back my resort fee ..."

Reviewed on Jul 24, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$786 nightly

$933 total

Aug 16 - Aug 17

Total with taxes and fees

8.8/10 Excellent! (1,004 reviews)

"We love the hotel but flight was very bad and we paid too much. Also we have to pay for our carryons."

Reviewed on Jul 24, 2026

See all 13,237 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.