
Wailea-Makena Ski Vacations
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Top Ski vacation packages in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.


The Whaler Resort Kaanapali Beach
Price was ¥406,320, price is now ¥323,050 per person
¥323,050
per person
Apr 27 - May 1
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
9.6/10 Exceptional! (292 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

OUTRIGGER Honua Kai Resort & Spa
Price was ¥389,890, price is now ¥310,066 per person
¥310,066
per person
Apr 27 - May 1
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
8.8/10 Excellent! (2,864 reviews)
2 weeks before we arrived I got an email from Expedia to call the resort. It did. They said the room we reserved was not available and that they needed to move us. I reserved a 3 bedroom unit w/ an ocean view. Mia kept trying to tell us what an upgrade it was. Our room ended up being at the back of the property w/ no ocean view, no housekeeping services and the pool near us had no pool service. Definitely not an upgrade! Upon check in, the woman who checked us in said they’ve known since November about the maintenance on our room. We were contacted the end of January. Had we known sooner, we could have tried to find somewhere else to stay. By waiting until 2 weeks before, they took that opportunity away. We had someone w/ us who had never been to Hawaii before. Having an ocean view was important to us. Sad we didn’t get one!
Reviewed on Feb 18, 2026

Signature Residences at Maui Banyan
South Kihei
Price was ¥295,784, price is now ¥264,634 per person
¥264,634
per person
Apr 27 - May 1
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
No reviews
Great location, amenities were helpful, and very close to the pool and office.
Reviewed on Feb 12, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Price was ¥480,406, price is now ¥430,092 per person
¥430,092
per person
Apr 27 - May 1
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
9/10 Wonderful! (1,000 reviews)
Beautiful room and view. Amazing pool area. So much fun for the entire family!
Reviewed on Feb 18, 2026
5* Ski vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Price was ¥480,406, price is now ¥430,092 per person
¥430,092
per person
Apr 27 - May 1
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
9/10 Wonderful! (1,000 reviews)
Beautiful room and view. Amazing pool area. So much fun for the entire family!
Reviewed on Feb 18, 2026


Ho‘olei Villas at Grand Wailea
Wailea
Price was ¥919,748, price is now ¥845,324 per person
¥845,324
per person
Apr 27 - May 1
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
9.6/10 Exceptional! (44 reviews)
We stayed in Villa 99-5. . To sum it up quickly, the price to experience was in our opinion way too high. Also as a member an elite member, I did not get the discounts on the Cabana rentals and beach chair. The restaurant staff and food was very good. For the price we believe that there should be more comps than provided. Also on checking out the elevator was not working to allow the upstairs to bring their luggage down conveniently. The other complaint which was an ongoing complaint was the TVs not that you need to watch him when you're on such a beautiful island but if kids were staying they would need some entertainment at the evening I would believe. Again the cost to the experience was too expensive. For what you got. I would look at other opportunities or options for lodging where there was more bang for the buck.
Reviewed on Oct 22, 2025
4 Night Ski vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

Kahana Beach Vacation Club
Price was ¥338,288, price is now ¥253,794 per person
¥253,794
per person
Apr 27 - May 1
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
8.4/10 Very Good! (744 reviews)
Stunning view, however the amenities were very limited. No room service or gym. I had to make my own bed. Not sure why do they charge a resort fee, this is not a resort.
Reviewed on Feb 8, 2026

Sands of Kahana
Price was ¥436,218, price is now ¥325,760 per person
¥325,760
per person
Apr 27 - May 1
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
8.2/10 Very Good! (453 reviews)
The room was great!! Super spacious, comfortable, and affordable. The staff were nice as well.
Reviewed on Feb 19, 2026

OUTRIGGER Kaanapali Beach Resort
Price was ¥329,746, price is now ¥258,592 per person
¥258,592
per person
Apr 27 - May 1
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
9/10 Wonderful! (1,465 reviews)
I was in a newly renovated room very close to beach. It was very clean. The to-go counter had really good food and excellent coffee. The staff was very kind and efficient. Love how close it is to whalers village. Would definitely stay there again.
Reviewed on Feb 19, 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
