Upcountry Maui Vacation Packages 2026 from $942

Upcountry Maui flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Kahana Beach Vacation Club

Save 100% on your flight

$942

per person

Mar 14 - Mar 19

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) 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.

Mana Kai Maui- Official Onsite Rental

South Kihei

Save 100% on your flight

$1,865

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Kahului (OGG)

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a garden, and a grocery/convenience store are also offered.

Sands of Kahana

Save 100% on your flight

$1,162

per person

Mar 14 - Mar 19

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Kahului (OGG)

This aparthotel features an outdoor pool and a gym. Enjoy the outdoor tennis court and perks like free self parking. A garden, laundry facilities, and concierge services are also on offer.

The Gardens at West Maui

Save 100% on your flight

$1,094

per person

Feb 19 - Feb 24

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) 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.

OUTRIGGER Kaanapali Beach Resort

Save 100% on your flight

$1,475

per person

Feb 19 - Feb 24

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Kahului (OGG)

This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate perks like free WiFi and a free area shuttle.

Top Upcountry Maui hotels deals

Gods Peace Of Maui

1290 Haliimaile Rd Makawao HI

$163 nightly

$194 total

Jan 16 - Jan 17

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.

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$462 nightly

$548 total

Jan 11 - Jan 12

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.

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$338 nightly

$401 total

Feb 10 - Feb 11

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.

OUTRIGGER Kaanapali Beach Resort

2525 Kaanapali Parkway Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$359 nightly

$426 total

Feb 3 - Feb 4

Total with taxes and fees

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive Kapalua HI

$954 nightly

$1,132 total

Jan 11 - Jan 12

Total with taxes and fees

This luxury 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.

Maui Coast Hotel

2259 S Kihei Rd Kihei HI

Free Cancellation

Reserve now, pay when you stay

$294 nightly

$349 total

Jan 27 - Jan 28

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.

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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.

When the sun was finally arising at Haleakala it's the breathtaking moment for such a wonderful view.

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.

Lavender farms up in Kula 💜 #maui #lavenderfarm

Aliʻi Kula Lavender

Find out about the history of Kula when you spend time at Aliʻi Kula Lavender. Stroll along the seaside in this romantic area, or seek out the snorkeling spots.

Frequently asked questions

How much are vacation packages to Upcountry Maui?

With deals starting at just $942, flight and hotel packages are a superb way to stretch your vacation budget. Upcountry Maui, here you come!

Where can I get the best vacation package deals for Upcountry Maui?

There's no need to look any further than Travelocity. With no less than 400 partner airlines and 1,000,000 worldwide properties, it's easy to find an Upcountry Maui package deal that suits your needs.

Why should I book my Upcountry Maui vacation package with Travelocity?

Nothing beats the peace of mind knowing you've scored the best price in town — that's our Price Match Guarantee. Add to that our fantastic range of destinations and 24/7 team of customer service professionals and you've got the formula for an unforgettable vacation.

Can I save on my Upcountry Maui car rental if I book it with hotels and flights?

Combining your bookings into an Upcountry Maui vacation package will leave you with a nice chunk of spare change. You can choose a car and flight; a car, hotel and flight; or a hotel and car. You won't find a better way to discover the greater Upcountry Maui region than from the comfort of your own rental car. You can also add activities and experiences to your Travelocity package.

Which airport is best for Upcountry Maui?

Kahului Airport (OGG) is where many people choose to touch down. Depending on where you're going in Upcountry Maui, Molokai Airport (MKK) and Lanai Airport (LNY) are also worth considering.

What is there to do in Upcountry Maui?

You'll be happy to know Upcountry Maui is teeming with fabulous things to see and do, however Haleakala National Park and Hookipa Beach Park are right up there with the very best.