Upcountry Maui Vacations from $1,002
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The Latest Upcountry Maui vacation packages
Price found within the past 48 hours. Click for updated prices.
Aston Maui Hill
South Kihei
Price was $1,404, price is now $1,002 per person
$1,002
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (943 reviews)
The 2 bedroom unit was very spacious for the 6 of us. The sofa bed wasn’t very comfortable but the beds were. I saw a lot of bad reviews about the AC but ours worked perfectly. The mini splits cooled the rooms very fast. The property is on a hill with gorgeous views and a short walk to the beach.
Reviewed on Jul 22, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $4,323, price is now $2,360 per person
$2,360
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)
Beautiful large rooms that felt like an apartment - a special hotel - low key, beautiful , organic, a bit off the shore but who cares....would go there again - staff was gracious and helpful - food excellent
Reviewed on Jul 23, 2026
Hampton Inn & Suites Maui North Shore
Save 100% on your flight
Price was $2,230, price is now $1,527 per person
$1,527
per person
Sep 6 - Sep 13
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.2/10 Wonderful! (269 reviews)
It worth
The money they changed my ck in two times
They are hen had to change my room because the aircon did not work
Reviewed on Jul 22, 2026
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Upcountry Maui Hotel Deals
Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
$167 nightly
The price is $198 total per night from Jul 24 to Jul 25
$198 total
Jul 24 - Jul 25
Total with taxes and fees
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$786 nightly
The price is $933 total per night from Aug 16 to Aug 17
$933 total
Aug 16 - Aug 17
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"Property and pool is why you come. Room was large but dated. Staff is the worst part of the experience. Less than helpful. Not very friendly, specially front desk and pool staff. Make you pay to use beach chairs and umbrellas! Make you pay to use Teen Club ( The Cave). What the heck is my resort ..."
Reviewed on Jul 23, 2026
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$297 nightly
The price is $352 total per night from Jul 24 to Jul 25
$352 total
Jul 24 - Jul 25
Total with taxes and fees
8.6/10 Excellent! (1,772 reviews)
"Rooms where nice enough. Cons: No chairs to sit in room. Had to sit on the bed. On going construction. Paid for Buffet Breakfast. Didn't like that It was the same food each day. Especially since there was only one restaurant. Overall it was ok. Probably won't stay there again."
Reviewed on Jul 23, 2026
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.
Find the Best Upcountry Maui Vacation Packages
Upcountry Maui Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
