Kahoolawe Ski Vacations
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Top Ski vacation packages in Kahoolawe
Price found within the past 48 hours. Click for updated prices.
Trip length
3 nights4 nights5 nights6-7 nights
Stars
5 star4 star & up3 star & up2 star & up
Flight class
EconomyPremium economyBusinessFirst class
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Jan 29 - Feb 1
Maui Beach Vacation Club + Flight
North Kihei
3 nights
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 • Edmonton (YEA) - Maui (OGG)
YEG - OGG • 1 stop OGG - YEG • 1 stop
CA $1,040
per traveller
found 1 day ago




Jan 25 - Jan 30
The Ocean View Residence + Flight
South Kihei
5 nights
9.4/10 - Exceptional (3 reviews)
"no"
Reviewed September 28, 2026
Roundtrip • Edmonton (YEG) - Maui (OGG)
YEG - OGG • 1 stop OGG - YEG • 1 stop
CA $2,239
per traveller
found 1 day ago




Jan 29 - Feb 1
Lahaina Shores Beach Resort By Castle + Flight
Lahaina
3 nights
9.4/10 - Exceptional (27 reviews)
"Love this property! Been coming for the last 30 years"
Reviewed November 12, 2026
Roundtrip • Edmonton (YEA) - Maui (OGG)
YEG - OGG • 1 stop OGG - YEG • 1 stop
CA $1,156
per traveller
found 1 day ago




Jan 16 - Jan 21
Hotel Wailea Maui + Flight
Wailea
5 nights
9.4/10 - Exceptional (1,000 reviews)
Roundtrip • Edmonton (YEG) - Maui (OGG)
YEG - OGG • 2 stops OGG - YEG • 1 stop
CA $4,020
per traveller
found 15 hours ago




Jan 29 - Feb 1
Maui Banyan Vacation Club + Flight
South Kihei
3 nights
8.0/10 - Very good (406 reviews)
Roundtrip • Edmonton (YEA) - Maui (OGG)
YEG - OGG • 1 stop OGG - YEG • 1 stop
CA $1,144
per traveller
found 1 day ago
Plan the ultimate ski vacation in Kahoolawe
What are some benefits when booking ski vacations in Kahoolawe?
If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations.
How can I book the best ski vacation in Kahoolawe?
It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Kahoolawe, and think about the time of year that's best to visit.
How can I find cheap ski vacations?
Cheap ski vacations are readily available in Kahoolawe with some as cheap as CA $1,040. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out.
Can I book ski packages?
Yes, ski packages are readily available throughout Kahoolawe. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 32 when you book your accommodation and your flight together.
What should I consider when booking family ski vacations?
The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Kahoolawe.
Can I book all-inclusive ski vacations in Kahoolawe?
Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Kahoolawe in advance.
What's the best time of year to plan a ski trip?
The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Kahoolawe's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high.
How can I find the best deals on ski packages in Kahoolawe?
When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing.
Can I book a ski vacation that's fully refundable?
Being fully refundable is a feature you'll find on several accommodation packages in Kahoolawe. You can even search for it explicitly using a filter for full refundability.
Why should I book a ski vacation package with Expedia?
When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 32. With Expedia Rewards, you can earn points towards your next booking.
Explore a world of travel with Expedia
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