Kahoolawe Ski Holidays

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Top Ski holiday packages in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
  • 21 Sept - 24 Sept

    Maui Schooner Resort + Flight

    Central Kihei
    3 nights
    3.5 star property
    9.2/10 - Wonderful (550 reviews)
    Return London (LON) - Maui (OGG)
    LHR - HNL1 stop HNL - LHR1 stop
    £1,617
    £1,503
    per traveller
    found 1 day ago
    Maui Schooner Resort
  • 21 Sept - 24 Sept

    Fairmont Kea Lani Maui + Flight

    Wailea
    3 nights
    5.0 star property
    9.4/10 - Exceptional (1,008 reviews)
    "Clean just wished we had clear views of the beach"
    Reviewed August 6, 2026
    Return London (LON) - Maui (OGG)
    LHR - HNL1 stop HNL - LHR1 stop
    £2,779
    £2,448
    per traveller
    found 1 day ago
    Fairmont Kea Lani Maui
  • 21 Sept - 24 Sept

    Maui Coast Hotel + Flight

    South Kihei
    3 nights
    3.5 star property
    9.6/10 - Exceptional (2,640 reviews)
    "Our first stay at the Maui Coast was tremendous. The staff extremely helpful and friendly from the front desk to the pool staff to the bartenders. Many great amenities that added a nice touch to a great hotel. Pool and pool bar were great with nice live music nightly. Would highly recommend the Maui Coast and the surrounding town of Kehei to anyone. Great location with the ocean right across the street."
    Reviewed August 5, 2026
    Return London (LON) - Maui (OGG)
    LHR - HNL1 stop HNL - LHR1 stop
    £1,585
    £1,524
    per traveller
    found 1 day ago
    Maui Coast Hotel
  • 21 Sept - 24 Sept

    Kaiholo Hale + Flight

    Paia
    3 nights
    3.0 star property
    9.4/10 - Exceptional (212 reviews)
    "A lovely place to base a trip to Maui. The nearby beach looked great for kids. And it was a perfect spot to set off on the road to Hana. Close to the airport too!"
    Reviewed June 26, 2026
    Return London (LON) - Maui (OGG)
    LHR - HNL1 stop HNL - LHR1 stop
    £1,633
    £1,577
    per traveller
    found 1 day ago
    Kaiholo Hale
  • 21 Sept - 24 Sept

    2 2 Oceanview Modern Resort Vistas + Flight

    Central Kihei
    3 nights
    5.0 star property
    10/10 - Exceptional (11 reviews)
    "What an amazing stay. This a review that I am happy to leave....The apartment was spacious, comfortable and had everything we could possibly need. Pictures are absolutely accurate. It was such a relief to come home to a cool apartment, our snacks in the kitchen, 2 showers, so no wait..... Beach supplies, chairs, umbrellas, towels, even coolers! Our family even took advantage of board games at night. Location was great, close to all...pool and hot tub were great in the evening...Beach on site..."
    Reviewed July 23, 2026
    Return London (LON) - Maui (OGG)
    LHR - HNL1 stop HNL - LHR1 stop
    £1,762
    £1,715
    per traveller
    found 1 day ago
    2 2 Oceanview Modern Resort Vistas

Planning your Kahoolawe ski holiday

How can I book the best ski holiday to Kahoolawe in 2026/2027?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Kahoolawe. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Kahoolawe ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Kahoolawe accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from £1,503. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Kahoolawe?

Use our handy last-minute deals page to look for ski holidays to Kahoolawe at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Kahoolawe?

Kahoolawe is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Kahoolawe?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Kahoolawe. If not, consider booking your flights and accommodation together to save money that way instead.

When's the best time of year to plan a ski trip to Kahoolawe?

Ski season in Kahoolawe generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Kahoolawe ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

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

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Kahoolawe that offer it.

Why should I book a ski holiday package in Kahoolawe with Expedia?

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.