I've tried over the years to get an award booking at the Hyatt Grand Residence in Aspen for myself to use since it's closer to the slopes than the houses I've borrowed in the area, but I've never had any luck with getting award space there. The St Regis Aspen, however, has been much easier for me to get award space, and they have been quite good about elite status benefits during stays there.
I was looking at using the Stein Eriksen at a time when there was an Amex offer tied to it, but I didn't get to it yet as part of a Hyatt stay.
Hyatt Place Keystone comes with free night skiing? It's apparently only on the day of arrival and part of the nightly resort fee of $35. "The kids ski free" for kids 12 years and under comes as part of that when the adult guests in the room have lift tickets.