
Deals on vacations and trips to Upcountry Maui
Save when you book Upcountry Maui package deals

Upcountry Maui flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

The Gardens at West Maui
Price was $870, price is now $564 per person
$564
per person
Apr 14 - Apr 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, luggage storage, and barbecue grills are also on offer.

Hono Koa Vacation Club
Save 100% on your flight
Price was $2,220, price is now $1,263 per person
$1,263
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
An outdoor pool, free self parking, and barbecue grills are featured at this condo. WiFi in public areas is free. A garden is also provided.

Kahana Beach Vacation Club
Save 100% on your flight
Price was $1,281, price is now $751 per person
$751
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities, concierge services, and barbecue grills are also on offer.

Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was $3,255, price is now $2,106 per person
$2,106
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A garden and barbecue grills are also provided.

Maui Parkshore - Maui Condo & Home
South Kihei
Save 100% on your flight
Price was $2,128, price is now $1,452 per person
$1,452
per person
Mar 31 - Apr 7
found 19 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
An outdoor pool is featured at this condo, along with a garden and a picnic area. Laundry facilities and barbecue grills are also provided.
Top Upcountry Maui hotels deals

Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
$167 nightly
The price is $198 total per night
$198 total
Feb 11 - Feb 12
Total with taxes and fees
A full-service spa, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like self-serve breakfast and WiFi in public areas. A garden, a library, and a picnic area are also on offer.
Breakfast included
Spa

The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$538 nightly
The price is $638 total per night
$638 total
Feb 7 - Feb 8
Total with taxes and fees
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Bring the family and enjoy the children's club, waterslide, and kid-friendly dining.
Pool
Hot Tub

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
$850 nightly
The price is $1,009 total per night
$1,009 total
Feb 11 - Feb 12
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.
Pool
Hot Tub

Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$337 nightly
The price is $400 total per night
$400 total
Feb 25 - Feb 26
Total with taxes and fees
This hotel features a full-service spa, 2 outdoor pools, and 11 outdoor tennis courts. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a shopping center shuttle.
Pool
Spa

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$763 nightly
The price is $905 total per night
$905 total
Feb 8 - Feb 9
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.
Pool
Hot Tub

Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Free Cancellation
Reserve now, pay when you stay
$299 nightly
The price is $355 total per night
$355 total
Feb 10 - Feb 11
Total with taxes and fees
This hotel features 2 outdoor pools, 3 hot tubs, and a restaurant. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.
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
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.

Hui Noʻeau Visual Arts Center
You can spend time browsing the exhibits at Hui Noʻeau Visual Arts Center during your travels in Makawao. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
Maui Agricultural Research Center
Find out about the history of Kula when you spend time at Maui Agricultural Research Center. In the area, take in the great live music and beautiful sunsets.
Frequently asked questions
Photos of local treasures
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