A coastal landscape with rocky cliffs, a body of water, and a distant mountain range under a cloudy sky.

Wailea-Makena Ski Vacations

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Discover the most popular places to visit in Wailea-Makena

A beach with palm trees, a row of beach umbrellas, and a green boat on the grass.

Wailea Beach

9.4/10 (4,138 reviews)
This stretch of powdery sand is part of an upscale resort community and is an ideal place to sunbathe, snorkel, and dive with Hawaiian green turtles and manta rays.
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Top Ski Wailea-Makena Hotels

A staircase with a view of a garden, palm trees, and a bridge.

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
0.8 km from Wailea-Makena
9.6 out of 10, Exceptional, (1,006 reviews)
"Our first night we were notified that there would be an electricity outage for a couple of hours but had no idea or expectation we would be having direct service over our room. The noise woke both of us and kept us up for the entire two hours. The next day we were able to change our room but certainly did not expect to start our first night in paradise without any sleep !!"
The price is NT$32,134
NT$40,446 total
includes taxes & fees
Dec 9 - Dec 10
Fairmont Kea Lani Maui
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.
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Planning your Wailea-Makena ski vacation

What are some things I should consider when booking a Wailea-Makena 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 Wailea-Makena ski packages?

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

Can I book a beginner ski package in Wailea-Makena?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Wailea-Makena. 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 Wailea-Makena cost?

Sensational ski trips to Wailea-Makena start from . 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 Wailea-Makena?

The best time to hit the slopes in Wailea-Makena 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 Wailea-Makena 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 Wailea-Makena 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 Wailea-Makena with Expedia?

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