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.

Lotus Honolulu at Diamond Head

Diamond Head - Kapahulu - St. Louis

$1,071

per person

Dec 18 - Dec 22

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Honolulu (HNL)

9/10 Wonderful! (1,001 reviews)

Lovely room. Could see the ocean from our balcony. Comfy bed. Had an excellent introduction to Oahu. Thank you Lotus!

Reviewed on Oct 16, 2026

Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

Waikiki

$1,919

per person

Dec 18 - Dec 22

found 1 day ago

Roundtrip non-stop flight included

Phoenix (PHX) to Honolulu (HNL)

9.6/10 Exceptional! (1,002 reviews)

Wayfinder Waikiki

Waikiki

$1,720

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip non-stop flight included

Lexington (LEX) to Honolulu (HNL)

9/10 Wonderful! (2,260 reviews)

My husband and I had a wonderful stay! From our room, to the staff, onsite food options and many more amenities. It all made our trip easy to navigate and enjoy.

Reviewed on Oct 18, 2026

Park Shore Waikiki

Waikiki

$1,088

per person

Dec 18 - Dec 22

found 9 hours ago

Roundtrip flight included

Portland (PDX) to Honolulu (HNL)

8.8/10 Excellent! (1,965 reviews)

From check-in to check-out, the Park Shore Waikiki exceeded my expectations. The lobby is lovely with rocking chairs to wait for your Lyft or shuttle. Yummy food is available at restaurants all around. And the view! Diamond Head and the beach. Sunset everyday from my lanai. I hope to come back some day.

Reviewed on Oct 17, 2026

The Kahala Hotel & Resort

Kahala

$1,087

per person

Nov 17 - Nov 19

found 12 hours ago

Roundtrip flight included

Sacramento (SMF) to Honolulu (HNL)

9.4/10 Exceptional! (1,002 reviews)

Loved it all. Especially Dolphin Lagoon.

Reviewed on Oct 14, 2026

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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

$658

per person

Nov 17 - Nov 19

found 1 day ago

Roundtrip non-stop flight included

Sacramento (SMF) to Honolulu (HNL)

8.6/10 Excellent! (4,251 reviews)

The aquarium. We like it coz its so close to the beach

Reviewed on Oct 18, 2026

Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

Waikiki

$1,919

per person

Dec 18 - Dec 22

found 1 day ago

Roundtrip non-stop flight included

Phoenix (PHX) to Honolulu (HNL)

9.6/10 Exceptional! (1,002 reviews)

The Kahala Hotel & Resort

Kahala

$3,273

per person

Dec 18 - Dec 20

found 2 hours ago

Roundtrip flight included

Sault Ste. Marie (YAM) to Honolulu (HNL)

9.4/10 Exceptional! (1,002 reviews)

Loved it all. Especially Dolphin Lagoon.

Reviewed on Oct 14, 2026

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See all available trips from Columbus to Oahu

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3 Night Mountain vacations in Oahu

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

'Alohilani Resort Waikiki Beach

Waikiki

$886

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Houston (HOU) to Honolulu (HNL)

8.6/10 Excellent! (4,251 reviews)

The aquarium. We like it coz its so close to the beach

Reviewed on Oct 18, 2026

Waikiki Beach Marriott Resort & Spa

Waikiki

$965

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Houston (HOU) to Honolulu (HNL)

9/10 Wonderful! (3,910 reviews)

The room was clean, great location on the beach. The staff wasn’t very helpful upon arrival.

Reviewed on Oct 17, 2026

Lotus Honolulu at Diamond Head

Diamond Head - Kapahulu - St. Louis

$1,129

per person

Dec 22 - Dec 25

found 1 day ago

Roundtrip non-stop flight included

Seattle (SEA) to Honolulu (HNL)

9/10 Wonderful! (1,001 reviews)

Lovely room. Could see the ocean from our balcony. Comfy bed. Had an excellent introduction to Oahu. Thank you Lotus!

Reviewed on Oct 16, 2026

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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.

Stay Hotel Waikiki

Waikiki

$1,167

per person

Dec 18 - Dec 22

found 12 hours ago

Roundtrip non-stop flight included

Columbus (CMH) to Honolulu (HNL)

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

Great staff, very accommodating, reasonable price, a block and a half from the ocean, from Waikiki very close to bus stops, couple blocks from Waikiki Market, a great supermarket, great deli, fresh made meals you can eat right there at their tables for way less than any restaurant. And from the airport, why spend big bucks on a cab or an Uber when you can go right to the bus stop, take the W line, the only one that goes to the airport, right into Waikiki. You can pay cash but you need to have exact change. It's $3.25 per person, Might take 40 or 50 minutes. Exit the bus at the Kuhio Avenue and Ohua street stop. Walk 2 blocks. Easy Peasy. Aloha

Reviewed on Oct 17, 2026

Paradise Bay Resort

Kahaluʻu

$1,346

per person

Nov 23 - Nov 27

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Honolulu (HNL)

8.8/10 Excellent! (1,007 reviews)

The Kahala Hotel & Resort

Kahala

$2,020

per person

Dec 18 - Dec 22

found 19 hours ago

Roundtrip non-stop flight included

Grand Junction (GJT) to Honolulu (HNL)

9.4/10 Exceptional! (1,002 reviews)

Loved it all. Especially Dolphin Lagoon.

Reviewed on Oct 14, 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 $658. 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. ...

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 ...

8.6/10 Excellent! (2,421 reviews)

"We stayed at the Hilton Waikiki Resort & Spa for 9 nights in October. We were happy to get a good deal given our trip was in October. Overall, our interactions with the staff including housekeeping, front desk, valet, and staff responding to text messages were all very positive and helpful. Everyone ..."

Reviewed on Oct 17, 2026

'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 ...

8.8/10 Excellent! (4,300 reviews)

"The aquarium. We like it coz its so close to the beach"

Reviewed on Oct 18, 2026

See all 7,582 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.