Oahu Mountain Vacations and Getaways

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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

Lotus Honolulu at Diamond Head

Diamond Head - Kapahulu - St. Louis
$1,004
per person
Nov 21 - Nov 25
found 1 hour ago
Roundtrip flight included
Los Angeles (LAX) to Honolulu (HNL)
9/10 Wonderful! (1,001 reviews)
The Kahala Hotel & Resort

The Kahala Hotel & Resort

Kahala
$1,424
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Honolulu (HNL)
9.4/10 Exceptional! (1,002 reviews)
The room was immaculate and the housekeeping staff is professional, friendly,competent, and efficient. The rooms are very quiet and beautifully appointed.

Reviewed on Oct 20, 2026

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
$1,483
per person
Nov 19 - Nov 22
found 3 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Honolulu (HNL)
9.2/10 Wonderful! (3,624 reviews)
great for families very friendly staff and great location! my kids loved it definitely will be returning

Reviewed on Oct 20, 2026

Wayfinder Waikiki

Wayfinder Waikiki

Waikiki
$1,604
per person
Dec 20 - Dec 23
found 1 hour ago
Roundtrip non-stop flight included
Dayton (DAY) to Honolulu (HNL)
9/10 Wonderful! (2,260 reviews)
Great hotel. Very comfortable and clean. The hotel staff was so helpful too. Overall we had a great experience. I also really liked the hotel’s restaurant Redfish and ate there multiple times.

Reviewed on Oct 19, 2026

Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

Waikiki
$1,529
per person
Dec 20 - Dec 23
found 1 hour ago
Roundtrip non-stop flight included
Dayton (DAY) to Honolulu (HNL)
9/10 Wonderful! (3,910 reviews)
This hotel was clean and updated. The staff was always friendly and ready to help. Best of all was the location just across the street from Waikiki Beach. We appreciated that the Kuhio Restaurant was open early so we could eat before our tours without being rushed. The food was great and the service exceptional. We also enjoyed relaxing at the adult pool and bar. The luau was a lot of fun with an excellent buffet!

Reviewed on Oct 18, 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

'Alohilani Resort Waikiki Beach

Waikiki
$951
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Honolulu (HNL)
8.6/10 Excellent! (4,251 reviews)
The Kahala Hotel & Resort

The Kahala Hotel & Resort

Kahala
$1,424
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Honolulu (HNL)
9.4/10 Exceptional! (1,002 reviews)
The room was immaculate and the housekeeping staff is professional, friendly,competent, and efficient. The rooms are very quiet and beautifully appointed.

Reviewed on Oct 20, 2026

Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

Waikiki
$2,505
per person
Dec 20 - Dec 23
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Honolulu (HNL)
9.6/10 Exceptional! (1,002 reviews)
The room was beautiful, we were upgraded to a full ocean view which was stunning. Room was large, clean and well equipped. The staff were kind and very helpful.

Reviewed on Oct 18, 2026

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3 Night Mountain vacations in Oahu

Price found within the past 48 hours. Click for updated prices.
Lotus Honolulu at Diamond Head

Lotus Honolulu at Diamond Head

Diamond Head - Kapahulu - St. Louis
$957
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Honolulu (HNL)
9/10 Wonderful! (1,001 reviews)
The Kahala Hotel & Resort

The Kahala Hotel & Resort

Kahala
$1,424
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Honolulu (HNL)
9.4/10 Exceptional! (1,002 reviews)
The room was immaculate and the housekeeping staff is professional, friendly,competent, and efficient. The rooms are very quiet and beautifully appointed.

Reviewed on Oct 20, 2026

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
$1,483
per person
Nov 19 - Nov 22
found 3 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Honolulu (HNL)
9.2/10 Wonderful! (3,624 reviews)
great for families very friendly staff and great location! my kids loved it definitely will be returning

Reviewed on Oct 20, 2026

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4 Night Mountain vacations in Oahu

Price found within the past 48 hours. Click for updated prices.
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

Waikiki
$982
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Honolulu (HNL)
8.6/10 Excellent! (4,251 reviews)
Paradise Bay Resort

Paradise Bay Resort

Kahaluʻu
$1,107
per person
Dec 21 - Dec 25
found 4 hours ago
Roundtrip flight included
Portland (PDX) to Honolulu (HNL)
8.8/10 Excellent! (1,007 reviews)
Wayfinder Waikiki

Wayfinder Waikiki

Waikiki
$1,122
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Honolulu (HNL)
9/10 Wonderful! (2,260 reviews)
Great hotel. Very comfortable and clean. The hotel staff was so helpful too. Overall we had a great experience. I also really liked the hotel’s restaurant Redfish and ate there multiple times.

Reviewed on Oct 19, 2026

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Find amazing mountains vacations in Oahu

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 $951. 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

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. ...
Paradise Bay Resort
Hilton Waikiki Beach Resort & Spa

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 ...
Hilton Waikiki Beach Resort & Spa
'Alohilani Resort Waikiki Beach

'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 ...
'Alohilani Resort Waikiki Beach
See all 7,631 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.

Things to do

Turtle near reef in Oahu

Turtle Canyon Snorkel Catamaran Cruise from Hilton Hawaiian Village Pier

$110
per adult
88% of travellers recommend
Turtle Canyon Snorkel Catamaran Cruise from Hilton Hawaiian Village Pier
Ultimate Pearl Harbor Circle Island

Ultimate Circle Island Tour with Pearl Harbor Dole Plantation & USS Arizona

$131
per adult
92% of travellers recommend
Ultimate Circle Island Tour with Pearl Harbor Dole Plantation & USS Arizona
Majestic Circle Island Tour

Circle Island Tour including Lunch, Waimea Falls & Byodo-in Admissions

$181
per adult
94% of travellers recommend
Circle Island Tour including Lunch, Waimea Falls & Byodo-in Admissions
See all activities in Oahu

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.