
Upcountry Maui Vacations from $800
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The Latest Upcountry Maui vacation packages
Price found within the past 48 hours. Click for updated prices.

Kihei Kai Nani
South Kihei
Price was $1,128, price is now $800 per person
$800
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
10/10 Exceptional! (1 review)
Great communication with owner. The bedroom has a queen bed and there is a queen size sofa bed. Air conditioner unit in the living room only. The plenty of dish and cook wear. Washer and dryer in unit. Beach is literally across the street and 2 others on both sides. Kamaole I beach has best water clarity for snorkeling. Building 10 is super quiet.
Reviewed on May 16, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $3,691, price is now $2,038 per person
$2,038
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!
Reviewed on Jul 8, 2026

Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was $1,473, price is now $1,004 per person
$1,004
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (903 reviews)
clean room with a nice view!
Reviewed on Jul 16, 2026

Mana Kai Maui- Official Onsite Rental
South Kihei
Save 100% on your flight
Price was $2,234, price is now $1,572 per person
$1,572
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,008 reviews)
The stay was perfectly located in a great area. We loved the snorkeling right off the beach. We could walk to many places we enjoyed.
Reviewed on Jul 18, 2026

Palms at Wailea Maui
Wailea
Save 100% on your flight
Price was $2,570, price is now $1,814 per person
$1,814
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (544 reviews)
The condo was close to the main area in Kihei. Quick drive to local restaurants, shops, and the market . Property was clean and quiet. The kitchen was fully stocked with pots and pans so we were able to cook meals at the condo. The condo also had beach chairs and toys available to use when you went to the beaches. Beautiful lanai to hang out. The pool area was great for a chill day. Great for families with young kids. Overall exceeded our expectations.
Reviewed on Jul 16, 2026
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Upcountry Maui Hotel Deals

Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
$150 nightly
The price is $178 total per night from Jul 25 to Jul 26
$178 total
Jul 25 - Jul 26
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

Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $347 total per night from Aug 16 to Aug 17
$347 total
Aug 16 - Aug 17
Total with taxes and fees
8.6/10 Excellent! (1,763 reviews)
"Quiet and calm and relaxing"
Reviewed on Jul 18, 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.



















