Upcountry Maui flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Aston at The Whaler on Kaanapali Beach
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 hour ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
This condo features an outdoor pool and a gym. Enjoy the outdoor tennis court and perks like free self parking. There's a spa tub on site, and a 24-hour front desk and a garden are also provided.
OUTRIGGER Kaanapali Beach Resort
per person
Jul 28 - Aug 4
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Wailea Beach Resort - Marriott, Maui
Wailea
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 hour ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's pool and a waterslide, and supervised childcare is an added bonus. Enjoy the 2 spa tubs and perks like free WiFi.
The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
per person
Jul 25 - Jul 30
just found
Roundtrip non-stop flight included
Minneapolis (MSP) to Kahului (OGG)
This Art Deco resort features a golf course, a full-service spa, and 6 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities.
Aston Maui Hill
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 hour ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
This aparthotel features an outdoor pool and an outdoor tennis court. Enjoy the spa tub and perks like free self parking and free WiFi. A garden, dry cleaning, and concierge services are also on offer.
Top Upcountry Maui hotels deals
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
The price is $208 per night
$208
per night
Jun 25 - Jun 26
A full-service spa, 2 outdoor pools, and a restaurant are all featured at this aparthotel. Enjoy the gym and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
Maui Coast Hotel
2259 S Kihei Rd, Kihei, HI
Free Cancellation
Reserve now, pay when you stay
The price is $250 per night
$250
per night
Jun 23 - Jun 24
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle. You'll appreciate the outdoor tennis court, poolside bar, and laundry facilities.
Pool
Hot Tub
Hilton Vacation Club Ka'anapali Beach Maui
104 Kaanapali Shores Pl, Lahaina, HI
The price is $271 per night
$271
per night
Jun 28 - Jun 29
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Business travelers can take advantage of the business center.
Pool
Restaurant
Hyatt Regency Maui Resort & Spa
200 Nohea Kai Dr, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
The price is $552 per night
$552
per night
Jun 23 - Jun 24
This resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 6 outdoor pools and gym, and unwind with a drink at the poolside bar.
Pool
Hot Tub
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is $790 per night
$790
per night
Jun 26 - Jun 27
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this eco-certified resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is $875 per night
$875
per night
Jul 12 - Jul 13
A full-service spa, 5 restaurants, and 9 outdoor pools are all featured at this resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. 2 poolside bars and 2 bars/lounges are featured at this resort, along with a gym.
Pool
Hot Tub
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.
Popular places to visit
Haleakala Crater
5/5(343 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.
Haleakalā Visitor Center
Explore the lovely green spaces of Haleakalā Visitor Center and enjoy the golf courses in Kula. Wander the beautiful beaches and seaside in this relaxing area.
Aliʻi Kula Lavender
Find out about the history of Kula when you spend time at Aliʻi Kula Lavender. Stroll along the beautiful beaches in this romantic area, or seek out the snorkeling spots.
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