
Kahoolawe Ski Vacations
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Top Ski vacation packages in Kahoolawe


Montage Kapalua Bay
Reviewed on Mar 4, 2025

The Whaler Resort Kaanapali Beach
Reviewed on Oct 12, 2025

AEI at Kaanapali Shores
Reviewed on Oct 16, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
Reviewed on Oct 10, 2025
5* Ski vacations in Kahoolawe

Montage Kapalua Bay
Reviewed on Mar 4, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
Reviewed on Oct 10, 2025

Fairmont Kea Lani Maui Villa Experience
Reviewed on Aug 22, 2024
3 Night Ski vacations in Kahoolawe


Fairmont Kea Lani Maui
Reviewed on Oct 14, 2025

The Ritz-Carlton Maui, Kapalua
Reviewed on Oct 11, 2025
4 Night Ski vacations in Kahoolawe

The Whaler Resort Kaanapali Beach
Reviewed on Oct 12, 2025

Hyatt Vacation Club at Ka'anapali Beach, Maui
Reviewed on Oct 5, 2025

Montage Kapalua Bay
Reviewed on Mar 4, 2025
Planning your Kahoolawe ski vacation
What are some things I should consider when booking a Kahoolawe 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 Kahoolawe ski packages?
Fly down the slopes during low or shoulder season, either side of , for a ski package to please your purse. Right now, ski trips start at just $750. Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in Kahoolawe?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Kahoolawe. 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 Kahoolawe cost?
Sensational ski trips to Kahoolawe start from $750. 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 Kahoolawe?
The best time to hit the slopes in Kahoolawe 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 Kahoolawe 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 Kahoolawe 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 Kahoolawe with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Kahoolawe ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.