The main issue I have with the '90's playsets are their small size; there is very little play value with these when taken on an individual basis. And, compare these to the late '70's/'80's Kenner SW playsets like the excellent Hoth Imperial Attack Base, Death Star (cheap by today's standards, but still a lot of play value), Dagobah, Ewok Village, etc. - the '90's playsets truly pale in comparison.
Conversely, if Hasbro had instead produced Death Star Modular playsets that could hook up to each other, even if they had been of a smaller size, taken collectively they would have been very nice. I'm imagining something like a slightly larger Detention block rescue playset, that could be hooked up to:
3-4 other hallway segments to recreate the long hallway that Luke/Chewie went down to rescue Leia - as seen in the film, that hallway went on seemingly forever (though I'm sure it was just an effects shot/painting).
A Death Star control room that connected to the hallway.
Trash Compactor w/Dia Noga creature.
Area where Darth Vader/Obi wan had their lightsaber duel.
Area where Obi wan turned off the tractor beam.
Area where Luke/Leia swung over the chasm (which was made into a POTF2 small playset).