Maui Mountain Vacations and Getaways

Book a Mountain Hotel + Flight or Car together to unlock savings

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    Save up to $2,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Mountain vacation packages in Maui

Price found within the past 48 hours. Click for updated prices.
Hana-Maui Resort, a Destination by Hyatt Residence
Fairmont Kea Lani Maui
Wailea Beach Resort - Marriott, Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
Grand Wailea Maui, A Waldorf Astoria Resort
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5* Mountain vacations in Maui

Price found within the past 48 hours. Click for updated prices.
Fairmont Kea Lani Maui
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
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See all available trips from Columbus to Maui
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3 Night Mountain vacations in Maui

Price found within the past 48 hours. Click for updated prices.
Wailea Beach Resort - Marriott, Maui
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui
Don't see what you're looking for?
See all available trips from Columbus to Maui
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4 Night Mountain vacations in Maui

Price found within the past 48 hours. Click for updated prices.
Lumeria Maui Educational Retreat Center
Grand Wailea Maui, A Waldorf Astoria Resort
Hana-Maui Resort, a Destination by Hyatt Residence
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See all available trips from Columbus to Maui
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Find amazing mountains vacations in Maui

How to plan for a mountain vacation in Maui?

The first step to planning your mountain vacation to Maui is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Maui, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Maui, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Maui mountain vacation.


What amenities should I look for when booking a mountain resort in Maui?

When booking accommodation for your mountain vacation to Maui, check to see if where you're staying has heating. Maui's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Maui vacation package.


Why should I choose a package for my mountain vacation in Maui?

Choosing a package for your Maui vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.


What does a Maui package typically include?

Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Maui from $865. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Maui vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Maui all-inclusive vacation packages as these include all meals.


How can I book my Maui on Expedia?

Comparing some of the best deals using the search wizard is one of the first steps to booking your Maui mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Maui package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.


Why book your Maui mountain vacation with Expedia?

With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Maui vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.


Can I cancel my mountain vacation package booking?

Yes, as most of Expedia's mountain vacation packages to Maui are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Maui vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Maui vacation packages.


What types of mountain accommodations are available in Maui?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Maui. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.

Top Mountain Maui Hotels

Ho'oilo House

Ho'oilo House

4 out of 5
138 Awaiku Street Lahaina HI
  • 12 min drive from Kaanapali Beach
Book a stay at this boutique B&B in Launiupoko. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Kaanapali Beach and Whalers Village ...
9.4/10 Exceptional! (171 reviews)
"Wonderful experience! Exactly what we were hoping for. Amazing, healthy customizable breakfast ready at your preferred time. Beautiful, traditional Hawaiian.decor and wood throughout. The outdoor shower was so relaxing and the view from our private porch and the pool area is serene and gorgeous. ..."

Reviewed on Mar 18, 2026

Ho'oilo House
Iao Valley Inn

Iao Valley Inn

3.5 out of 5
80 Iao Valley Road Wailuku HI
  • 15 min drive from Kaanapali Beach
Stay at this B&B in Wailuku. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bailey House Museum and Iao Theater are located nearby.
10/10 Exceptional! (56 reviews)
"The view from here was amazing. Quietly tucked away but not too far from any adventures. Tamara was a great host! Loved the breakfast in the morning."

Reviewed on Mar 15, 2026

Iao Valley Inn
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4.5 out of 5
130 Kai Malina Parkway Lahaina HI
  • 5 min drive from Kaanapali Beach
Book a stay at this luxury aparthotel in Kaanapali. Enjoy free valet parking, 4 outdoor pools, and a beach locale. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (2,982 reviews)
"The check in desk was in a different building which is inconvenient."

Reviewed on Jun 18, 2026

OUTRIGGER Honua Kai Resort & Spa
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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.