Oahu Mountain Vacations 2026/2027

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Top Mountain vacation packages in Oahu

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

Hilton Waikiki Beach Resort & Spa

Waikiki

$698

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Honolulu (HNL)

8.6/10 Excellent! (2,412 reviews)

Sheraton Waikiki Beach Resort

Waikiki

$738

per person

Dec 7 - Dec 9

found 14 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Honolulu (HNL)

9.2/10 Wonderful! (3,624 reviews)

Liked the central location. And the two pools and the coffee shop. Housekeeping was amazing and helpful. Bar drinks were lovely. Didn’t like that the bathroom door didn’t lock (broken?). Elevators usually very crowded.

Reviewed on Oct 7, 2026

Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

Waikiki

$2,217

per person

Dec 7 - Dec 12

just found

Roundtrip non-stop flight included

Boston (BOS) to Honolulu (HNL)

9.6/10 Exceptional! (1,002 reviews)

Wayfinder Waikiki

Waikiki

$960

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Honolulu (HNL)

9/10 Wonderful! (2,260 reviews)

Loved the vibe. Boutique feel. low key with access to all the main tourists spots but foot or short uber.

Reviewed on Oct 3, 2026

Waikiki Beach Marriott Resort & Spa

Waikiki

$762

per person

Dec 7 - Dec 9

found 14 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Honolulu (HNL)

9/10 Wonderful! (3,910 reviews)

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5* Mountain vacations in Oahu

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

'Alohilani Resort Waikiki Beach

Waikiki

$815

per person

Dec 7 - Dec 9

found 1 day ago

Roundtrip non-stop flight included

New Orleans (MSY) to Honolulu (HNL)

8.6/10 Excellent! (4,251 reviews)

Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

Waikiki

$2,217

per person

Dec 7 - Dec 12

just found

Roundtrip non-stop flight included

Boston (BOS) to Honolulu (HNL)

9.6/10 Exceptional! (1,002 reviews)

The Kahala Hotel & Resort

Kahala

$864

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Honolulu (HNL)

9.4/10 Exceptional! (1,002 reviews)

The room was gorgeous! Bravo for the elevated and tasteful decor. The exterior does need a little facelift here and there as it is an older hotel, but there is a "classic," old Hawaii charm about it. Bell Attendant was a bit pushy when we did not let him take our bags before check in - asking repeatedly - when guaranteed check in was only 30min out. Other than that, the staff at the Veranda was so nice and cheerful and dinner at Arancino was amazing. This is a great option to stay outside of Waikiki.

Reviewed on Sep 29, 2026

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3 Night Mountain vacations in Oahu

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

Wayfinder Waikiki

Waikiki

$731

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Honolulu (HNL)

9/10 Wonderful! (2,260 reviews)

Loved the vibe. Boutique feel. low key with access to all the main tourists spots but foot or short uber.

Reviewed on Oct 3, 2026

Sheraton Waikiki Beach Resort

Waikiki

Save 100% on your flight

$842

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Honolulu (HNL)

9.2/10 Wonderful! (3,624 reviews)

Reviewed on Oct 7, 2026

Waikiki Beach Marriott Resort & Spa

Waikiki

$870

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Honolulu (HNL)

9/10 Wonderful! (3,910 reviews)

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See all available trips from Columbus to Oahu

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4 Night Mountain vacations in Oahu

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

Paradise Bay Resort

Kahaluʻu

Save 100% on your flight

$840

per person

Nov 7 - Nov 11

found 9 hours ago

Roundtrip non-stop flight included

Columbus (CMH) to Honolulu (HNL)

8.8/10 Excellent! (1,007 reviews)

The bed was comfortable and the kitchenette was ample for cooking all the meals we did.

Reviewed on Oct 7, 2026

Stay Hotel Waikiki

Waikiki

$863

per person

Dec 7 - Dec 11

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Honolulu (HNL)

8.2/10 Very Good! (2,070 reviews)

Don’t expect any early check in, check in is strictly at 4pm. Location was great being a block to the beach. While the hotel is older, the bathroom was clean, the bed was fine but needed newer pillows. They offer free coffee/tea in lobby and lend you beach chairs, towels for the beach. Staff was friendly and are there 24 hours. Stayed here for 2 nights after my cruise.

Reviewed on Oct 6, 2026

Sheraton Waikiki Beach Resort

Waikiki

$1,138

per person

Dec 7 - Dec 11

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Honolulu (HNL)

9.2/10 Wonderful! (3,624 reviews)

Reviewed on Oct 7, 2026

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How to plan for a mountain vacation in Oahu?

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

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

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

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

Choosing a package for your Oahu 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 Oahu package typically include?

Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Oahu from $698. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Oahu vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Oahu all-inclusive vacation packages as these include all meals.

How can I book my Oahu on Expedia?

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

What types of mountain accommodations are available in Oahu?

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 Oahu. 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 Oahu Hotels

Paradise Bay Resort

47-039 Lihikai Drive Kaneohe HI

31 min drive from Waikiki Beach

Stay at this hotel in Kaneohe. Enjoy a marina, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...

8.8/10 Excellent! (1,008 reviews)

"The bed was comfortable and the kitchenette was ample for cooking all the meals we did."

Reviewed on Oct 7, 2026

Hilton Waikiki Beach Resort & Spa

2500 Kuhio Ave Honolulu HI

4 min walk from Waikiki Beach

Book a stay at this business-friendly resort in Honolulu. Enjoy 3 bars/lounges, breakfast (surcharge), and room service. Our guests praise the pool and the restaurant ...

'Alohilani Resort Waikiki Beach

2490 Kalakaua Avenue Honolulu HI

2 min walk from Waikiki Beach

Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 5 restaurants, and a rooftop terrace. Our guests praise the pool and the helpful staff in our ...

See all 7,507 properties in Oahu

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.