Kahoolawe Mountain Vacations and Getaways

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

Top Mountain vacation packages in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Maui Vista – Maui Condo & Home

Maui Vista – Maui Condo & Home

South Kihei
$1,183
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.6/10 Excellent! (54 reviews)
Everything was great

Reviewed on Feb 1, 2026

Hotel Wailea Maui

Hotel Wailea Maui

Wailea
Save 100% on your flight
$2,458
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Everything was excellent, form the location to the incredible food!

Reviewed on Sep 22, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
Save 100% on your flight
$2,392
per person
Dec 6 - Dec 12
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.8/10 Excellent! (1,002 reviews)
Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

Hana Town Center
Save 100% on your flight
$1,940
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
Save 100% on your flight
$2,923
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.6/10 Exceptional! (1,002 reviews)
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5* Mountain vacations in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
Save 100% on your flight
$2,392
per person
Dec 6 - Dec 12
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.8/10 Excellent! (1,002 reviews)
Hotel Wailea Maui

Hotel Wailea Maui

Wailea
Save 100% on your flight
$2,458
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Everything was excellent, form the location to the incredible food!

Reviewed on Sep 22, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
Save 100% on your flight
$2,923
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.6/10 Exceptional! (1,002 reviews)
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3 Night Mountain vacations in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
$1,466
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.2/10 Wonderful! (1,004 reviews)
Convenient location nd good staff at the concierge for tour bookings

Reviewed on Sep 30, 2026

Hotel Wailea Maui

Hotel Wailea Maui

Wailea
$1,885
per person
Dec 21 - Dec 24
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Everything was excellent, form the location to the incredible food!

Reviewed on Sep 22, 2026

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

Hana Town Center
$1,577
per person
Dec 21 - Dec 24
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
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4 Night Mountain vacations in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
$814
per person
Dec 10 - Dec 14
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8/10 Very Good! (392 reviews)
Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
Save 100% on your flight
$1,120
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.4/10 Very Good! (956 reviews)
Have stayed at this property a few times and have always enjoyed it.. staff is very accommodating, professional and sweet.. the rooms and pool area are nice and the facility is close by to restaurants, stores, beaches Etc. ... definitely recommend for anyone looking for a nice place to enjoy their time and stay.

Reviewed on Sep 30, 2026

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

South Kihei
Save 100% on your flight
$1,830
per person
Dec 27 - Dec 31
found 23 hours ago
Roundtrip flight included
Los Angeles (QLA) to Kahului (OGG)
10/10 Exceptional! (5 reviews)
Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas

Reviewed on Aug 30, 2026

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Find amazing mountains vacations in Kahoolawe

How to plan for a mountain vacation in Kahoolawe?

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

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

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

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

Choosing a package for your Kahoolawe 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 Kahoolawe package typically include?

Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Kahoolawe from $814. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Kahoolawe vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Kahoolawe all-inclusive vacation packages as these include all meals.

How can I book my Kahoolawe on Expedia?

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

What types of mountain accommodations are available in Kahoolawe?

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 Kahoolawe. 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.

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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.