Kahoolawe Ski Vacations

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Top Ski vacation packages in Kahoolawe

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

Royal Lahaina Bungalows & Spa

Save 100% on your flight

$1,507

per person

Oct 6 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8/10 Very Good! (22 reviews)

I had an absolutely fantastic stay at the Royal Lahaina Bungalows & Spa. Highly recommend this hotel if you are looking for a beautiful beach front hotel minus the large resort/casino vibes. I did a lot of research before booking to stay here and boy am I glad I did! Could not have been happier. Traveled with family and we stayed in two of the beachfront bungalows (building C) which were so comfortable, peaceful and the best views. There were always chairs available around the pools. The staff would set up an umbrella and chairs for us on the beach when we wanted. Happy hour had great drinks by the pool bar. Nightly musical entertainment was a bonus. All of the staff at the hotel were friendly and welcoming.

Reviewed on Aug 3, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$1,519

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.

Reviewed on Jul 25, 2026

Fairmont Kea Lani Maui

Wailea

Save 100% on your flight

$3,837

per person

Oct 6 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.6/10 Exceptional! (1,007 reviews)

Clean just wished we had clear views of the beach

Reviewed on Aug 6, 2026

Wailea Beach Villas

Wailea

Save 100% on your flight

$5,537

per person

Oct 6 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.8/10 Exceptional! (196 reviews)

Luxury condo right on Wailea beach with restaurants and shops nearby. I loved the beach view adult only pool, and that it was crowded.

Reviewed on Jul 31, 2026

Courtyard Maui Kahului Airport

Save 100% on your flight

$1,683

per person

Oct 6 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.2/10 Wonderful! (1,001 reviews)

Charged me for a water bottle in the room that I never drank. Do better, it’s only $6 but don’t be scamming people.

Reviewed on Aug 6, 2026

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5* Ski vacations in Kahoolawe

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

Royal Lahaina Bungalows & Spa

Save 100% on your flight

$1,507

per person

Oct 6 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8/10 Very Good! (22 reviews)

Reviewed on Aug 3, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$1,519

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

Reviewed on Jul 25, 2026

Fairmont Kea Lani Maui

Wailea

Save 100% on your flight

$3,837

per person

Oct 6 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.6/10 Exceptional! (1,007 reviews)

Clean just wished we had clear views of the beach

Reviewed on Aug 6, 2026

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3 Night Ski vacations in Kahoolawe

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

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$1,519

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

Reviewed on Jul 25, 2026

Wailea Beach Villas

Wailea

Save 100% on your flight

$1,924

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.8/10 Exceptional! (196 reviews)

Luxury condo right on Wailea beach with restaurants and shops nearby. I loved the beach view adult only pool, and that it was crowded.

Reviewed on Jul 31, 2026

Fairmont Kea Lani Maui

Wailea

Save 100% on your flight

$2,135

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.6/10 Exceptional! (1,007 reviews)

Clean just wished we had clear views of the beach

Reviewed on Aug 6, 2026

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4 Night Ski vacations in Kahoolawe

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

Lahaina Shores Beach Resort By Castle

Save 100% on your flight

$836

per person

Sep 6 - Sep 10

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

No reviews

Maui Beach Vacation Club

North Kihei

Save 100% on your flight

$979

per person

Oct 9 - Oct 13

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

8.4/10 Very Good! (922 reviews)

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

$2,126

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

Reviewed on Jul 25, 2026

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See all available trips from Columbus to Kahoolawe

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What are some things I should consider when booking a Kahoolawe 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 Kahoolawe ski packages?

Right now, ski trips start at just $836. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Kahoolawe?

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

Sensational ski trips to Kahoolawe start from $836. 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 Kahoolawe?

The best time to hit the slopes in Kahoolawe 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 Kahoolawe 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 Kahoolawe 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 Kahoolawe with Expedia?

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