
Upcountry Maui Vacation Packages
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Price found within the past 48 hours. Click for updated prices.

3.5-star property
Castle at Maui Banyan
South Kihei
7.8/10 Good! (307 reviews)
Dec 12 - Dec 14
2 night stay
Los Angeles (LAX) to Kahului (OGG)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,643, price is now $726 per person
$726
per person
found 1 day ago
Overall we had a wonderful stay as we visited on a family vacation with our 3 children. Staff were very friendly, pool was great, beautiful location! I will say though that the beds were horribly uncomfortable. My husband had to quite literally sleep on the couch cushions placed on the ground as the bed was extremely hard, shook constantly due to any movement. I slept on the bed with our baby and didn’t sleep well the entire week. This is the only issue we had as the matttess topper also was breaking apart if moved at all and looked extremely old and the mattress also appeared very old and stained. Other than this issue we did have a wonderful stay but I’m not sure if I would return due to this issue as we struggled with back pain from the beds. I also felt the pictures didn’t accurately portray the suite as all the photos showed beautiful big walk in showers however our was a tub. Overall not a big issue but felt a bit misleading.
Reviewed on Nov 2, 2026

5.0-star property
Hotel Wailea Maui
Wailea
9.4/10 Exceptional! (1,002 reviews)
Jan 6 - Jan 10
4 night stay
Los Angeles (LAX) to Kahului (OGG)
Delta • Coach
Kahului (OGG) to Los Angeles (LAX)
Southwest Airlines • Coach
Save 100% on your flight
Price was $3,116, price is now $1,826 per person
$1,826
per person
found 1 day ago

4.5-star property
The Residences at Kamaole Sands Resort
South Kihei
10/10 Exceptional! (5 reviews)
Dec 21 - Dec 29
8 night stay
Los Angeles (LAX) to Kahului (OGG)
Alaska Airlines • Coach
Kahului (OGG) to Los Angeles (LAX)
American Airlines • Coach
Price was $3,646, price is now $2,295 per person
$2,295
per person
found 19 hours ago


3.5-star property
Lahaina Shores Beach Resort By Castle
9.4/10 Exceptional! (21 reviews)
Jan 6 - Jan 10
4 night stay
Los Angeles (LAX) to Kahului (OGG)
Delta • Coach
Kahului (OGG) to Los Angeles (LAX)
Southwest Airlines • Coach
Save 100% on your flight
Price was $1,498, price is now $996 per person
$996
per person
found 1 day ago
They need to more organized and gave staff to greet the guests.
No one was there to welcome the guests walking in
Reviewed on Nov 5, 2026
Top rated hotels for your Upcountry Maui vacation package

Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
9.9 mi from city center
$157 nightly
The price is $187 total per night
$187 total
Nov 8 - Nov 9
Total with taxes and fees
Gods Peace Of Maui features free WiFi in public areas, microwave in a common area, and refrigerator in a common area. There's free parking if you drive. Additional amenities include a library, barbecue grills, and a garden.

Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Free Cancellation
Reserve now, pay when you stay
31.99 mi from city center
$193 nightly
The price is $230 total per night
$230 total
Nov 7 - Nov 8
Total with taxes and fees
Guests of Aston Kaanapali Shores have access to a full-service spa, 2 outdoor pools, and a gym. If you drive, self parking is USD 11.95 per day, and there's also a beach shuttle. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this beach aparthotel include 2 hot tubs, a sauna, and outdoor tennis courts.

Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Free Cancellation
Reserve now, pay when you stay
31.55 mi from city center
$243 nightly
The price is $288 total per night
$288 total
Nov 12 - Nov 13
Total with taxes and fees
Guests of Royal Lahaina Resort & Bungalows have access to a full-service spa, 2 outdoor pools, and a gym. Parking is available for USD 40 per day (USD 45 per day for valet parking), and there's also a free shopping center shuttle. The 24-hour front desk has multilingual staff ready to assist with tours/tickets and luggage storage. Other amenities at this beach hotel include outdoor tennis courts, free WiFi in public areas, and meeting rooms.
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.
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