West Side Ski Vacations

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Flight and Ski hotel deals in West Side

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $1,766
per person
Oct 17 - Oct 23
found 13 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
8.4/10 Very good! (1,143 reviews)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $5,859
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (368 reviews)
The kids club is more like a nursery

Reviewed on Aug 5, 2026

Waipouli Beach Resorts & Spa Kauai by OUTRIGGER

Waipouli Beach Resorts & Spa Kauai by OUTRIGGER

Waipouli
CA $3,402
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) 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

Ko'a Kea Resort on Po'ipu Beach

Ko'a Kea Resort on Po'ipu Beach

Poipu
CA $3,553
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
9.4/10 Exceptional! (1,003 reviews)
Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

Poipu
CA $5,200
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)
Beautiful, excellent vacation destination. Staff courteous and kind. Pool was beautiful, all of the restaurants were excellent.

Reviewed on Aug 8, 2026

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5* Ski holidays in West Side

Price found within the past 48 hours. Click for updated prices.
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $5,859
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (368 reviews)
The kids club is more like a nursery

Reviewed on Aug 5, 2026

Timbers Kauai Ocean Club & Residences

Timbers Kauai Ocean Club & Residences

CA $6,287
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) 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

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3 Night Ski holidays in West Side

Price found within the past 48 hours. Click for updated prices.
Sheraton Kauai Coconut Beach Resort

Sheraton Kauai Coconut Beach Resort

Waipouli
CA $1,471
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
8.6/10 Excellent! (1,004 reviews)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $3,865
per person
Sep 7 - Sep 10
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (368 reviews)
The kids club is more like a nursery

Reviewed on Aug 5, 2026

The Royal Sonesta Kaua'i Resort Lihue

The Royal Sonesta Kaua'i Resort Lihue

CA $1,662
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (1,281 reviews)
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4 Night Ski holidays in West Side

Price found within the past 48 hours. Click for updated prices.
2417 at Lihue Oceanfront Resort

2417 at Lihue Oceanfront Resort

CA $1,462
per person
Sep 30 - Oct 4
found 20 hours 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

1 Hotel Hanalei Bay

CA $5,940
per person
Oct 10 - Oct 14
found 21 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

The Cliffs at Princeville by ResorTime

The Cliffs at Princeville by ResorTime

CA $1,789
per person
Oct 10 - Oct 14
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Lihue (LIH)
8.8/10 Excellent! (39 reviews)
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Plan the ultimate ski vacation in West Side

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 $1,462. 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 26 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 26. With Expedia Rewards, you can earn points towards your next booking.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.