Kahoolawe Ski Holidays

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    Save up to £335 when you book a flight and hotel together*
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Top flight + Ski hotel deals in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
AEI at Kaanapali Shores
Royal Lahaina Resort & Bungalows
The Whaler Resort Kaanapali Beach
AEI at The Mahana Kaanapali Resort
AEI at The Whaler Kaanapali Beach Resort
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5* Ski holidays in Kahoolawe

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The Ritz-Carlton Maui, Kapalua
Fairmont Kea Lani Maui
Hotel Wailea, Relais & Chateaux - Adults Only
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3 Night Ski holidays in Kahoolawe

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OUTRIGGER Honua Kai Resort & Spa
Andaz Maui at Wailea Resort - a concept by Hyatt
Montage Kapalua Bay by KBM
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4 Night Ski holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club
Royal Lahaina Resort & Bungalows
Ka'anapali Shores 160
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Planning your Kahoolawe ski holiday

How can I book the best ski holiday to Kahoolawe in 2025/2026?

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 £628. 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.

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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. Flight-inclusive packages are ATOL protected.