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 8 hours ago
Roundtrip flight included
New York (NYC) to Hoolehua (MKK)
7/10 Good! (186 reviews)
We arrived in Molokai at 3:00 p.m. Our rental car had a flat tire so they brought us a new one by the time this happened we missed the check-in time at Molokai Shores by 4:00 p.m. she went home and I could not find our room we had no cell phone service so we could not contact her. A local girl ended up helping me out she knew our host. She was a godsend. Verizon had service. We couldn't call or write and send email. She helped us with what was going on I had two room Reserve through hotel.com one for my family of 6. One for my brother family of 4. Both in my name. Hotels.com confirmed I had 2 rooms reserved. She only seen my name twice and assumed it was one room. When in fact it was two. My brothers room was available. So we dropped our luggage in his room. B/c there was no other available. We had dinner plans at my uncle's house 5:30pm. By the time we arrived at my uncle's. Our host had contacted through email. She had a room under construction that it was not in the best of shape. We had no other option it was 8:00 p.m. by this time and we had no other place to stay. So grabbed our stuff from my brother room and move to our new location. My brother and family where just landing on the island. 9pm. His complaint was how hot the room was every night when they arrived home. No A/C. The tub drain was stopped up with black hair. Like someone had taking a shower and just never cleaned it. Our complaint was FIRE ants by the thousands. No one got bite. Dirty room.

Reviewed on Jul 24, 2026

Hotel Moloka'i

Hotel Moloka'i

$1,280
per person
Nov 5 - Nov 9
found 7 hours 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
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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.