A coastal landscape with a mountain range, a town, and a clear blue sea.

Windward Coast Ski Vacations

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Top Ski vacation packages in Windward Coast

Price found within the past 48 hours. Click for updated prices.
  • A courtyard with a stone pathway, surrounded by planters with various plants and trees.
    Jan 6 - Jan 11

    Kuhio Banyan Club + Flight

    Waikiki
    5 nights
    2.0 star property
    7.4/10 - Good (1,000 reviews)
    "Overall this stay was good. However it is next door to a strip club. So if your there over a weekend it gets pretty loud. The property is in the heart of everything. You can literally walk everywhere. However it is very dated. And there is NO parking. We had to park a block away and walk to the hotel. There was also more fees at check in that were not disclosed at booking."
    Reviewed November 10, 2026
    Roundtrip • Burbank (BUR) - Oahu (HNL)
    BUR - HNL • 1 stop HNL - BUR • 2 stops
    $1,248
    $762
    per traveler
    found 16 hours ago
    Kuhio Banyan Club
  • A high-rise hotel with multiple floors, large windows, and a well-lit facade.
    Jan 12 - Jan 17

    Ilikai by Luana Hawaii Vacation Rentals + Flight

    Waikiki
    5 nights
    3.0 star property
    8.8/10 - Excellent (62 reviews)
    "Good location. Clean roon"
    Reviewed November 4, 2026
    Roundtrip • Los Angeles (LAX) - Oahu (HNL)
    LAX - HNL • Nonstop HNL - LAX • Nonstop
    $3,353
    $1,253
    per traveler
    found 2 days ago
    Ilikai by Luana Hawaii Vacation Rentals
  • A modern living room with a large window offering a view of the ocean.
    Jan 22 - Jan 27

    Ala Moana Hotelcondo by Luana Vacation Rental + Flight

    Ala Moana
    5 nights
    3.5 star property
    7.4/10 - Good (259 reviews)
    Roundtrip • Los Angeles (LAX) - Oahu (HNL)
    LAX - HNL • Nonstop HNL - LAX • Nonstop
    $2,074
    $1,016
    per traveler
    found 1 day ago
    Ala Moana Hotelcondo by Luana Vacation Rental
  • A view from a balcony overlooking a beach with palm trees, a pool, and the ocean.
    Feb 1 - Feb 7

    @ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views + Flight

    Waikiki
    6 nights
    3.0 star property
    Roundtrip • Los Angeles (LAX) - Oahu (HNL)
    LAX - HNL • Nonstop HNL - LAX • Nonstop
    $5,002
    $2,714
    per traveler
    found 12 hours ago
    @ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views
  • A serene waterfront property with a wooden deck, lounge chairs, and lush greenery.
    Jan 3 - Jan 9

    Paradise Bay Resort + Flight

    Kahaluʻu
    6 nights
    3.5 star property
    8.8/10 - Excellent (1,010 reviews)
    Roundtrip • Burbank (BUR) - Oahu (HNL)
    BUR - HNL • Nonstop HNL - BUR • 1 stop
    $2,055
    $1,226
    per traveler
    found 22 hours ago
    Paradise Bay Resort

Discover the most popular places to visit in Windward Coast

A beach with clear turquoise water, a sandy shore, and several boats lined up on the right.

Lanikai Beach

9.2/10 (3,293 reviews)
Why not spend a carefree afternoon at Lanikai Beach during your travels in Kailua? You can seek out the snorkeling spots while in the area.
See properties

Top Ski Windward Coast Hotels

A serene waterfront property with a wooden deck, lounge chairs, and lush greenery.

Paradise Bay Resort

Paradise Bay Resort
3.5 star property
4.7 mi from Windward Coast
8.8 out of 10, Excellent, (1,010 reviews)
$210 nightly
The price is $249
Nov 16 - Nov 17
Total with taxes and fees
Paradise Bay Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in Windward Coast

Planning your Windward Coast ski vacation

What are some things I should consider when booking a Windward Coast ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Windward Coast ski packages?

Right now, ski trips start at just $762. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Windward Coast?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Windward Coast. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Windward Coast cost?

Sensational ski trips to Windward Coast start from $762. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Windward Coast?

The best time to hit the slopes in Windward Coast depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Windward Coast ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

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

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Windward Coast with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Windward Coast ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.