Title: Kahoolawe Ski Vacations 2026 | Expedia.com ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Kahoolawe Ski Vacations ## Book a Ski Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 ## Top Ski vacation packages in Kahoolawe Price found within the past 48 hours. Click for updated prices. ![The Whaler Resort Kaanapali Beach](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/3dafba07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whaler Resort Kaanapali Beach Save 100% on your flight $1,073 per person Apr 21 - Apr 24 found 1 day ago Roundtrip flight included Los Angeles (LAX) to Kahului (OGG) 9.6/10 Exceptional! (364 reviews) The staff was great. The location was perfect. Everything was in walking distance. The only issue was it said ocean view when it should have said partial ocean view. I was a little disappointed. Reviewed on Feb 19, 2026 ![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/1191869f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Wailea Maui, A Waldorf Astoria Resort Wailea Save 100% on your flight $2,739 per person May 14 - May 17 found 10 hours ago Roundtrip non-stop flight included Burbank (BUR) to Kahului (OGG) 8.8/10 Excellent! (1,000 reviews) Enjoyed everything about this property. Great service and amenities! Reviewed on Mar 5, 2026 ![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OUTRIGGER Honua Kai Resort & Spa Save 100% on your flight $1,568 per person Apr 19 - Apr 23 found 9 hours ago Roundtrip non-stop flight included Burbank (BUR) to Kahului (OGG) 8.8/10 Excellent! (2,923 reviews) Overall, we loved the pool and the property and had a good stay. We had a couple of issues with the room upon check-in. Our first room had a “rat zapper” trap in the closet, which was a complete turn off. My thought is there must be a rat in the room so the front desk moved us to a new room. Both rooms were marginally clean. The property is in need of a The property is in need of an update but is definitely not the worst I’ve seen. The sheets on the bed would not stay on. The fitted sheet kept popping off at the corners, making it a very uncomfortable night’s sleep. For the value of what we paid, these improvements would be nicely needed. Also, the hallways are not air-conditioned so stepping out of an air-conditioned room into a very hot, stuffy hallway with other people‘s food smells and trash was not pleasant. For this high end of a resort, we would expect to open hallways or air-conditioning. Reviewed on Mar 7, 2026 ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/299cd4dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Wailea Save 100% on your flight $2,513 per person May 25 - May 29 found 1 day ago Roundtrip flight included Los Angeles (LAX) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Fantastic view from ocean front deluxe room Rooms were very clean and amenities at the hotel are first class Reviewed on Mar 4, 2026 ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d048b5ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea Save 100% on your flight $2,437 per person May 30 - Jun 3 found 1 day ago Roundtrip flight included Los Angeles (LAX) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Everything was exceptional! Great property, quiet and peaceful Reviewed on Jan 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Kahoolawe [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-09/2026-04-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski vacations in Kahoolawe Price found within the past 48 hours. Click for updated prices. ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d048b5ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea Save 100% on your flight $2,437 per person May 30 - Jun 3 found 1 day ago Roundtrip flight included Los Angeles (LAX) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Everything was exceptional! Great property, quiet and peaceful Reviewed on Jan 6, 2026 ![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/1191869f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Wailea Maui, A Waldorf Astoria Resort Wailea Save 100% on your flight $2,739 per person May 14 - May 17 found 10 hours ago Roundtrip non-stop flight included Burbank (BUR) to Kahului (OGG) 8.8/10 Excellent! (1,000 reviews) Enjoyed everything about this property. Great service and amenities! Reviewed on Mar 5, 2026 ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/299cd4dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Wailea Save 100% on your flight $2,513 per person May 25 - May 29 found 1 day ago Roundtrip flight included Los Angeles (LAX) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Fantastic view from ocean front deluxe room Rooms were very clean and amenities at the hotel are first class Reviewed on Mar 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Kahoolawe [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-09/2026-04-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski vacations in Kahoolawe Price found within the past 48 hours. Click for updated prices. ![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OUTRIGGER Honua Kai Resort & Spa Save 100% on your flight $1,151 per person May 17 - May 20 found 15 hours ago Roundtrip flight included Los Angeles (LAX) to Kahului (OGG) 8.8/10 Excellent! (2,923 reviews) Overall, we loved the pool and the property and had a good stay. We had a couple of issues with the room upon check-in. Our first room had a “rat zapper” trap in the closet, which was a complete turn off. My thought is there must be a rat in the room so the front desk moved us to a new room. Both rooms were marginally clean. The property is in need of a The property is in need of an update but is definitely not the worst I’ve seen. The sheets on the bed would not stay on. The fitted sheet kept popping off at the corners, making it a very uncomfortable night’s sleep. For the value of what we paid, these improvements would be nicely needed. Also, the hallways are not air-conditioned so stepping out of an air-conditioned room into a very hot, stuffy hallway with other people‘s food smells and trash was not pleasant. For this high end of a resort, we would expect to open hallways or air-conditioning. Reviewed on Mar 7, 2026 ![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/1191869f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Wailea Maui, A Waldorf Astoria Resort Wailea Save 100% on your flight $2,739 per person May 14 - May 17 found 10 hours ago Roundtrip non-stop flight included Burbank (BUR) to Kahului (OGG) 8.8/10 Excellent! (1,000 reviews) Enjoyed everything about this property. Great service and amenities! Reviewed on Mar 5, 2026 ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d048b5ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea Save 100% on your flight $1,898 per person May 15 - May 18 found 1 day ago Roundtrip flight included Los Angeles (QLA) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Everything was exceptional! Great property, quiet and peaceful Reviewed on Jan 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Kahoolawe [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-09/2026-04-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski vacations in Kahoolawe Price found within the past 48 hours. Click for updated prices. ![OUTRIGGER Kaanapali Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/591b3872_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OUTRIGGER Kaanapali Beach Resort Save 100% on your flight $788 per person Apr 19 - Apr 23 found 9 hours ago Roundtrip non-stop flight included Burbank (BUR) to Kahului (OGG) 9.2/10 Wonderful! (1,651 reviews) It is a bit dated with only one eating establishment and could not even get a seat at the bar. Very dark at night on the property for a single traveler along with the outside corridors not providing much safety. I had to fight with my deadbolt daily to lock and there were no additional locks for safety just the one broken lock. People were absolutely fantastic especially the bell desk/valets. They always took time to chat with us and give suggestions. There was also a great guy at the beach shack that helped us with our casablanca? Young and friendly!!!! Reviewed on Mar 8, 2026 ![Kahana Beach Vacation Club](https://images.trvl-media.com/lodging/1000000/20000/13100/13039/f3bf9344_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kahana Beach Vacation Club Save 100% on your flight $1,332 per person Apr 16 - Apr 20 found 1 day ago Roundtrip flight included Los Angeles (LAX) to Kahului (OGG) 8.6/10 Excellent! (805 reviews) Beautiful view right on the ocean. Super nice staff. Easy check in. Had an excellent stay Reviewed on Mar 8, 2026 ![Sands of Kahana](https://images.trvl-media.com/lodging/1000000/520000/517100/517013/6fa4524f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sands of Kahana Save 100% on your flight $1,219 per person May 25 - May 29 found 1 day ago Roundtrip flight included Los Angeles (LAX) to Kahului (OGG) 8.2/10 Very Good! (500 reviews) The staff was great! Easy check in. The grounds are gorgeous, the room was spacious and clean! Our hot water heater wasn’t working one night and we had a staff member up there to fix it within an hour. We loved that it was right by the beach and had captain jacks bar! We can’t wait to come back! Reviewed on Mar 2, 2026 Don't see what you're looking for? See all available trips from Columbus to Kahoolawe [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-09/2026-04-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Planning your Kahoolawe ski vacation #### 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 $788\. 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 $788\. 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app