Ski Vacations in West Side 2026

Photo by ‎‎Debra Fischer

Plan, book, travel with confidence
Better together
Save up to CA $4,200 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

Flight and Ski hotel deals in West Side

Price found within the past 48 hours. Click for updated prices.

Sheraton Kauai Coconut Beach Resort

Waipouli

CA $2,377

per person

Oct 10 - Oct 17

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Lihue (LIH)

8.6/10 Excellent! (1,004 reviews)

Great place. Clean and relaxing also kids friendly. The reason I gave it four stars is because you cannot enjoy the beach the waves are strong and it’s not safe. That’s the only down fall.

Reviewed on Aug 6, 2026

1 Hotel Hanalei Bay

CA $6,611

per person

Oct 13 - Oct 20

found 17 hours ago

Roundtrip flight included

Montreal (YUL) to Lihue (LIH)

9.2/10 Wonderful! (368 reviews)

The kids club is more like a nursery

Reviewed on Aug 5, 2026

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $3,624

per person

Sep 13 - Sep 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Lihue (LIH)

8.4/10 Very good! (1,143 reviews)

We were checked in but there was an issue with the room. The hotel luckily had a room open that we could move too because changing hotels at that time of night would have been almost impossible. The staff was great through the whole experience though.

Reviewed on Aug 6, 2026

Waipouli Beach Resorts & Spa Kauai by OUTRIGGER

Waipouli

CA $5,676

per person

Sep 30 - Oct 7

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Lihue (LIH)

8.8/10 Excellent! (1,000 reviews)

We had a condo with partial ocean view. Room was exactly what we needed - spacious and clean. Location is great. Kids had fun in the pool. Close to shops and the airport.

Reviewed on Aug 7, 2026

Grand Hyatt Kauai Resort and Spa

Poipu

CA $9,372

per person

Oct 22 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Lihue (LIH)

9.4/10 Exceptional! (1,006 reviews)

Don't see what you're looking for?

See all available trips from Columbus to West Side

View all trips

5* Ski holidays in West Side

Price found within the past 48 hours. Click for updated prices.

Timbers Kauai Ocean Club & Residences

CA $5,970

per person

Oct 13 - Oct 20

found 17 hours ago

Roundtrip flight included

Montreal (YUL) to Lihue (LIH)

9.6/10 Exceptional! (35 reviews)

Choose other resorts. The amenities for this resort are not worth the money. There is only one restaurant and its not open all the time. The beach is 1/2 mile walk. The beach is not just for this property but for many others. Staff is very friendly, but not much they can do about the issues.

Reviewed on Jun 17, 2026

1 Hotel Hanalei Bay

CA $6,611

per person

Oct 13 - Oct 20

found 17 hours ago

Roundtrip flight included

Montreal (YUL) to Lihue (LIH)

9.2/10 Wonderful! (368 reviews)

The kids club is more like a nursery

Reviewed on Aug 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to West Side

View all trips

3 Night Ski holidays in West Side

Price found within the past 48 hours. Click for updated prices.

Sheraton Kauai Resort Villas

Poipu

CA $1,461

per person

Sep 17 - Sep 20

found 10 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Lihue (LIH)

9.2/10 Wonderful! (830 reviews)

The Royal Sonesta Kaua'i Resort Lihue

CA $1,662

per person

Sep 10 - Sep 13

found 16 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Lihue (LIH)

9.2/10 Wonderful! (1,281 reviews)

Sheraton Kauai Coconut Beach Resort

Waipouli

CA $1,471

per person

Sep 17 - Sep 20

found 10 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Lihue (LIH)

8.6/10 Excellent! (1,004 reviews)

Great place. Clean and relaxing also kids friendly. The reason I gave it four stars is because you cannot enjoy the beach the waves are strong and it’s not safe. That’s the only down fall.

Reviewed on Aug 6, 2026

Don't see what you're looking for?

See all available trips from Columbus to West Side

View all trips

4 Night Ski holidays in West Side

Price found within the past 48 hours. Click for updated prices.

2417 at Lihue Oceanfront Resort

CA $1,462

per person

Sep 30 - Oct 4

found 1 hour ago

Roundtrip flight included

Vancouver (YVR) to Lihue (LIH)

7/10 Good! (64 reviews)

Clean room

Reviewed on Jun 26, 2026

1 Hotel Hanalei Bay

CA $5,940

per person

Oct 10 - Oct 14

found 2 hours ago

Roundtrip flight included

Toronto (YYZ) to Lihue (LIH)

9.2/10 Wonderful! (368 reviews)

The kids club is more like a nursery

Reviewed on Aug 5, 2026

Kauai Inn

Nawiliwili

CA $1,592

per person

Sep 23 - Sep 27

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Lihue (LIH)

9.2/10 Wonderful! (1,419 reviews)

For a family of 5 there are few places that offer single room options so we were fortunate to find the Kauai Inn. The room wasn't fancy but it was clean and there were lots of amenities we enjoyed like the fresh fruit and pastries at breakfast each morning (the manager would even come around and offer a flower to the ladies for their hair), 24hr ice, water and coffee, Mon and Wed night live music, free beach towel/snorkel/wakeboard rental, Sat movie night and super friendly and knowledgeable staff. Our only negative was the first night we arrived late via uber from the airport and were not able to walk anywhere to get food, we ordered a pizza and then had it cancelled by Pizza Hut an hour later because they didn't have drivers and couldn't get a doordash driver to deliver it -- no dinner for us that night. So it was a very convenient location once we got a rental car but unsafe to walk the roads at night into town due to lack of visibility and being somewhat isolated. We did walk to the beach and nearby shops just over a mile away during the day. I would highly recommend the Kauai Inn.

Reviewed on Aug 6, 2026

Don't see what you're looking for?

See all available trips from Columbus to West Side

View all trips

What are some benefits when booking ski vacations in West Side?

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 West Side?

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 West Side, 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 West Side with some as cheap as CA $1,461. 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 West Side. 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 19 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 West Side.

Can I book all-inclusive ski vacations in West Side?

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 West Side 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 West Side'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 West Side?

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 West Side. 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 19. With Expedia Rewards, you can earn points towards your next booking.