The big point for us was the campervan, as it meant total independence. Having our bed, toilet, kitchen, kite stuff and everything else with us all the time, meant that we didn’t have to plan the days in advance. Also, breastfeeding makes traveling with baby super easy, as you don’t have to prepare milk bottles or disinfect bottles every 2-3 hours.
If you choose to travel to a destination where you rent a room or apartment, I would strongly suggest having accommodation right at the kite spot. And of course, you should inform yourself about the local health situation (health hazards and health care) a lot more in detail than when you just travel on your own.