I, for one, don't find the thread title confusing. And I have nothing to offer, because I've usually found award air travel available when I want and/or need it.

However, my hotel points are another story. I find that redeeming my HHonors points for hotel stays is a challenge, not because rooms are not available, but because there are no hotels where I want to vacation. My work takes me to big cities where there are lots of Hilton family hotels. My vacations usually take me places where I can't find any. Some examples:

Normandy
Bryce/Zion area of Utah
Iguazu falls
Siem Reap
Cape Cod
Crete
Udaipur

My only recent success was when we went to the quilt museum in Paducah Kentucky.