Hawaii Mountain Vacations and Getaways

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

Top Mountain vacation packages in Hawaii

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'Alohilani Resort Waikiki Beach
Royal Lahaina Resort & Bungalows
OUTRIGGER Kauaʻi Beach Resort & Spa
Hyatt Regency Maui Resort & Spa
The Westin Maui Resort & Spa, Ka'anapali
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5* Mountain vacations in Hawaii

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'Alohilani Resort Waikiki Beach
Fairmont Kea Lani Maui
Sensei Lanai, A Four Seasons Resort
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3 Night Mountain vacations in Hawaii

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Hyatt Regency Maui Resort & Spa
Royal Lahaina Resort & Bungalows
The Westin Maui Resort & Spa, Ka'anapali
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4 Night Mountain vacations in Hawaii

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
Paradise Bay Resort
OUTRIGGER Kauaʻi Beach Resort & Spa
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Find amazing mountains vacations in Hawaii

How to plan for a mountain vacation in Hawaii?

The first step to planning your mountain vacation to Hawaii 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 Hawaii, 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 Hawaii, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Hawaii mountain vacation.


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

When booking accommodation for your mountain vacation to Hawaii, check to see if where you're staying has heating. Hawaii'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 Hawaii vacation package.


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

Choosing a package for your Hawaii 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 2025 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.


What does a Hawaii package typically include?

Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Hawaii from $564. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Hawaii vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Hawaii all-inclusive vacation packages as these include all meals.


How can I book my Hawaii on Expedia?

Comparing some of the best deals using the search wizard is one of the first steps to booking your Hawaii 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 Hawaii 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 Hawaii 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 Hawaii 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 Hawaii 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 Hawaii 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 Hawaii vacation packages.


What types of mountain accommodations are available in Hawaii?

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 Hawaii. 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 Hawaii Hotels

Paradise Bay Resort

Paradise Bay Resort

3.5 out of 5
47-039 Lihikai Drive, Kaneohe, HI
  • 31 min drive from Waikiki Beach
$220 nightly
The price is $260 total per night from Nov 20 to Nov 21
$260 total
Nov 20 - Nov 21
Total with taxes and fees
Stay at this 3.5-star hotel in Kaneohe. Enjoy a marina, a fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (1,015 reviews)
For the price, excellent.

Reviewed on Oct 17, 2025

Paradise Bay Resort
Ho'oilo House

Ho'oilo House

4 out of 5
138 Awaiku Street, Lahaina, HI
  • 2 hours drive from Waikiki Beach
Stay at this 4-star boutique B&B in Launiupoko. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Kaanapali Beach and Whalers Village ...
9.8/10 Exceptional! (88 reviews)
Beautiful property, you need to drive to things but it’s soo worth it. Such a wonderful trip, can’t wait to come back.

Reviewed on Mar 15, 2025

Ho'oilo House
Sensei Lanai, A Four Seasons Resort

Sensei Lanai, A Four Seasons Resort

5 out of 5
1 Keomoku Hwy, Lanai City, HI
  • 2 hours drive from Waikiki Beach
Stay at this 5-star luxury hotel in Lanai City. Enjoy free WiFi, free parking, and a golf course. Popular attractions Lanai Pine Sporting Clays and Cavendish ...
9.6/10 Exceptional! (135 reviews)
Transformative experience! Highly recommended - unlike any other vacation!

Reviewed on Aug 18, 2025

Sensei Lanai, A Four Seasons Resort
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.

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