It depends on the room size. I know at BWV there would be no room. There would have to be room for both the sofa and the chair to fold out, which there isn't. Not sure about HH.
We were in 2br villa in August at HHI & while talking on a bunch of things with a CM at the Lodge we asked if there'd eventually be sleeper chair added to 1 and 2brs and she said as far as she knew this would not happen because of limited space. Like DebbieB mentioned in her post, both sofa & chair would need enough space to be open; at HHI the island/kitchen area would not make it possible for a second pullout. Too bad, we're a family of five and I'd love to occasionally save some points and book 1 br instead of 2 br but doesn't look like that will ever happen
We only spent two nights at HHI and did not use the pull out sofa, but I don't remember the sitting area being all that large. My guess is that there is not enough room for a sleeper chair and sofa to be pulled out at the same time at that resort.