Molokai Ski Vacations

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4 Night Ski vacations in Molokai

Price found within the past 48 hours. Click for updated prices.
Castle at Moloka'i Shores

Castle at Moloka'i Shores

$1,069
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Hoolehua (MKK)
7/10 Good! (186 reviews)
There’s no jacuzzi as advertised. The unit is a bit run down. It was clean and had the basic amenities but needs better maintenance. Overall it was a nice stay.

Reviewed on Aug 24, 2026

Hotel Moloka'i

Hotel Moloka'i

$1,280
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Hoolehua (MKK)
8.2/10 Very Good! (692 reviews)
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Planning your Molokai ski vacation

What are some things I should consider when booking a Molokai ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Molokai ski packages?

Right now, ski trips start at just $1,069. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Molokai?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Molokai. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Molokai cost?

Sensational ski trips to Molokai start from $1,069. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Molokai?

The best time to hit the slopes in Molokai depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Molokai ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Molokai ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Molokai with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Molokai ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Things to do

Half Day West Maui Snorkel & Whale Watch from Ka'anapali

Half Day West Maui Snorkel Adventure from Ka'anapali

$189
per adult
94% of travellers recommend
Half Day West Maui Snorkel Adventure from Ka'anapali
Stargazing Tour in Kapalua

Stargazing Tour in West Maui

$96
per adult
100% of travellers recommend
Stargazing Tour in West Maui
Haleakala Sunset Tour with Dinner

Haleakala Sunset Tour with Dinner

$242
per adult
80% of travellers recommend
Haleakala Sunset Tour with Dinner
See all activities in Molokai

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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.