Kahoolawe Ski Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Ski vacation packages in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
  • Sep 24 - Sep 28

    Gods Peace Of Maui + Flight

    Makawao
    4 nights
    2.0 star property
    8.8/10 - Excellent (136 reviews)
    "Beautiful property nice grounds"
    Reviewed August 6, 2026
    Roundtrip Oahu (HNL) - Maui (OGG)
    HNL - OGGNonstop OGG - HNLNonstop
    ¥96,153
    ¥69,564
    per traveler
    found 5 hours ago
    Gods Peace Of Maui
  • Sep 24 - Sep 28

    Lahaina Shores Beach Resort By Castle + Flight

    Lahaina
    4 nights
    3.0 star property
    Roundtrip Oahu (HNL) - Maui (OGG)
    HNL - OGGNonstop OGG - HNLNonstop
    Save 100% on your flight
    ¥157,545
    ¥96,722
    per traveler
    found 5 hours ago
    Lahaina Shores Beach Resort By Castle
  • Sep 24 - Sep 28

    Mana Kai Maui- Official Onsite Rental + Flight

    South Kihei
    4 nights
    3.5 star property
    9.0/10 - Wonderful (1,006 reviews)
    "The beach is the best! Loved the two-bedroom, two-bathroom setup. Perfect for families."
    Reviewed August 6, 2026
    Roundtrip Oahu (HNL) - Maui (OGG)
    HNL - OGGNonstop OGG - HNLNonstop
    Save 100% on your flight
    ¥138,272
    ¥100,031
    per traveler
    found 5 hours ago
    Mana Kai Maui- Official Onsite Rental
  • Sep 24 - Sep 28

    Hotel Wailea, Relais & Chateaux - Adults Only + Flight

    Wailea
    4 nights
    5.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend."
    Reviewed July 25, 2026
    Roundtrip Oahu (HNL) - Maui (OGG)
    HNL - OGGNonstop OGG - HNLNonstop
    Save 100% on your flight
    ¥558,478
    ¥406,487
    per traveler
    found 5 hours ago
    Hotel Wailea, Relais & Chateaux - Adults Only
  • Sep 24 - Sep 28

    Maui Seaside Hotel + Flight

    Kahului
    4 nights
    3.0 star property
    8.8/10 - Excellent (1,555 reviews)
    "The ocean-side elevator in the three-story building had a musty smell. Other than that, the room was beautifully renovated, clean, spacious, and very comfortable."
    Reviewed August 5, 2026
    Roundtrip Oahu (HNL) - Maui (OGG)
    HNL - OGGNonstop OGG - HNLNonstop
    Save 100% on your flight
    ¥131,343
    ¥98,480
    per traveler
    found 5 hours ago
    Maui Seaside Hotel

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 ¥69,564. 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 ¥69,564. 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.