Search Deals onUpcountry Maui Vacation Packages
Upcountry Maui Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Aston Kaanapali Shores
Save 100% on your flight
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
per person
Mar 2 - Mar 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3.5-star beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Aston at Papakea Resort
Save 100% on your flight
per person
Feb 23 - Mar 3
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy breakfast (surcharge), a garden, and dry cleaning or laundry services. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Aston Mahana at Kaanapali
Save 100% on your flight
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3.5-star beach aparthotel in Kaanapali. Enjoy free WiFi, a beach locale, and a 24-hour front desk. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
AEI at The Whaler Kaanapali Beach Resort
Save 100% on your flight
per person
Mar 2 - Mar 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this 4-star beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Andaz Maui at Wailea Resort - a concept by Hyatt
Save 100% on your flight
per person
Mar 2 - Mar 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this 4.5-star luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Ulua Beach Park are located nearby.
Aston Maui Hill
Save 100% on your flight
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3-star aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
Hono Koa Vacation Club
Save 100% on your flight
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3-star condo in Honokowai. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Upcountry Maui Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Upcountry Maui Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Feb 12 - Wed, Feb 12
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$114 Roundtrip, found 4 days ago
$114
Roundtrip
found 4 days ago
Mon, Mar 24 - Thu, Mar 27
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$158 Roundtrip, found 9 hours ago
$158
Roundtrip
found 9 hours ago
Tue, Feb 11 - Tue, Feb 11
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$230 Roundtrip, found 22 hours ago
$230
Roundtrip
found 22 hours ago
Wed, Feb 12 - Wed, Feb 12
LAX
Los Angeles Intl.
OGG
Kahului
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Haleakala National Park Vacations
- Haleakala Crater Vacations
- Haleakalā Visitor Center Vacations
- Maui Agricultural Research Center Vacations
- Hana Forest Reserve Vacations
- Maui Spa Retreat Vacations
- Ho'omana Spa Maui Vacations
- Makawao Park Vacations
- Pukalani Country Club Vacations
- Leleiwi Overlook Vacations
- Polipoli Spring State Recreation Area Vacations
- Aliʻi Kula Lavender Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations