Just waiting for the right time. 
After all, its an unanswerable question. Top 5 will depend on what you want the boat to do, where you use it, and how many people you need to cram in it, not to mention looks. As an example, one of my top 5 would be a 19' Cheyenne tunnel. But if I had a family of 5, two dogs, three coolers, a bunch of floaty pull toys to drag around, and I wanted to be on the local popular lake on the 4th of July. It sure wouldn't be on my list. 
Proppy's had 2 Daytona's now. I beleive I would put that at the top of my list as well depending on what you want to do with the boat. The Liberator 21' I would group and call even with the Daytona, IMHO.
But yes, the situation and useage makes a HUGE difference.
As an example, my kids REALLY miss the 21' Biesemeyer. They had fun with Moo, and fun in Pickle, but a BLAST in the slow, QUIET, and just leisure attitude of the Beiser. So much so, they really don't want to go on boating trips anymore (Since all I have is the Charger running). They're at the point of boyfriends/girlfriends, college, etc. which has made me rethink my Twin Jet, as well as the Saguaro (in progress). For instance, took this girl my son likes, and her Mom out a couple months ago. I didn't think then, and was proved right, there would be a second date, but RJ wanted me to do this. And the Charger you could time with a Sundial, most of you know.......Dunno what this girls Mom woulda thought about Pickle......... Moo mighta killed the broad outright.........
So, My Top 5 hulls, from a PRACTICAL standpoint would be
-1 Schiada 21'
-2 Biesemeyer 21'
-3 Sleekcraft Rebel 18'
-4 Sleekcraft SST 20'
-5 Southwind 20' Miniday
