Kahoolawe Ski Vacations

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Top Ski vacation packages in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
  • A room with a ceiling fan, a large window with a view of the ocean, a sofa, a table, and a cabinet.
    Dec 28 - Dec 31

    Maui Beach Vacation Club + Flight

    North Kihei
    3 nights
    2.5 star property
    8.4/10 - Very good (986 reviews)
    "It was right across the street from the beach and the ladies at the front desk were amazing. It was a great experience. It doesn’t have a/c but we never needed it at all. It has windows everywhere and it stayed a comfortable temperature in the room the whole stay. It’s an older property but I thought it was kept up very well,theirs an amazing sushi restaurant on site. I would definitely stay here again"
    Reviewed November 13, 2026
    Roundtrip • Tokyo (TYO) - Maui (OGG)
    NRT - OGG • 1 stop OGG - HND • 1 stop
    ￥415,525
    ￥327,928
    per traveler
    found 6 hours ago
    Maui Beach Vacation Club
  • A hotel room with a large bed, a television, a desk with a chair, a window with a view of palm trees, and a ceiling fan.
    Dec 28 - Dec 31

    Maui Banyan Vacation Club + Flight

    South Kihei
    3 nights
    3.0 star property
    8.0/10 - Very good (406 reviews)
    Roundtrip • Tokyo (TYO) - Maui (OGG)
    NRT - OGG • 1 stop OGG - HND • 1 stop
    ￥424,449
    ￥335,919
    per traveler
    found 6 hours ago
    Maui Banyan Vacation Club
  • A spacious lobby with a large chandelier, wooden paneling, and a central rug.
    Dec 28 - Dec 31

    Lumeria Maui Educational Retreat Center + Flight

    Makawao
    3 nights
    3.5 star property
    8.6/10 - Excellent (234 reviews)
    "The property is beautiful and peaceful. Unique spot to stay and wish we had been there longer to enjoy a yoga class"
    Reviewed November 11, 2026
    Roundtrip • Tokyo (TYO) - Maui (OGG)
    NRT - OGG • 1 stop OGG - HND • 1 stop
    ￥427,900
    ￥352,929
    per traveler
    found 6 hours ago
    Lumeria Maui Educational Retreat Center
  • A pool reflecting palm trees and a building with balconies.
    Dec 28 - Dec 31

    Andaz Maui at Wailea Resort - a concept by Hyatt + Flight

    Wailea
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,000 reviews)
    "The most beautiful resort in Wailea! The rooms and resort were upscale and luxurious. It had a feeling of serenity compared to the other properties we walked through along the beach. We paid for the breakfast at time of booking which was a lower price in the package. The breakfast buffet was very good with lots of choices. I would definitely return to the Andaz."
    Reviewed November 5, 2026
    Roundtrip • Tokyo (TYO) - Maui (OGG)
    NRT - OGG • 1 stop OGG - HND • 1 stop
    ￥921,990
    ￥809,907
    per traveler
    found 6 hours ago
    Andaz Maui at Wailea Resort - a concept by Hyatt
  • A clear swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a hotel building.
    Dec 28 - Dec 31

    Mana Kai Maui- Official Onsite Rental + Flight

    South Kihei
    3 nights
    3.5 star property
    9.0/10 - Wonderful (1,000 reviews)
    "Loved the size and cleanliness of the room. Loved the pool and the gym ! Staff was very nice as well."
    Reviewed November 11, 2026
    Roundtrip • Tokyo (TYO) - Maui (OGG)
    NRT - OGG • 1 stop OGG - HND • 1 stop
    ￥437,000
    ￥401,030
    per traveler
    found 6 hours ago
    Mana Kai Maui- Official Onsite Rental

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?

Right now, ski trips start at just ￥327,927. 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 ￥327,927. 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.