Everyone's situation is different. We started with a small tent, then went to a big 3 room cabin tent to a pop-up to a 23', 3 bed Hybrid to our current 32' Motorhome with 2 slides. The hybrid was a great improvement over the pop-up. Wife and I slept on one bed, kids on another bed and we had an entire bed for guests or storage. We really enjoyed the hybrid, but it was limited.
The last few years we have spent 4 - 5 months in a seasonal site in the summer. Now that the kids are older and I work out of the house, the hybrid would not work for us. We bought the Motorhome before we started camping seasonal and figured it would be our last RV for a long time. It is too small for us for seasonal camping. Works out great for short term camping, but after a few weeks, it starts getting cramping. Having to tear down my office twice a day so we can eat gets old quick. We are now looking at a 40' Destination trailer with 2 bedrooms and 4 slides.
-Michael