Don't yet know when I'll have time, but I'm looking at late winter in the Philippines or early summer at the Black Sea.
Finding the KitesurfingAtlas helped with both locations in the Black Sea and the Philippines.
Philippines: Boracay is the popular place & it looks good, but Puerto Princesa looks less crowded and has a kite school, Kite Club Palawan. Looks like the best place to stay is Microtel which has OK looking rooms with internet access. At least one review is favorable.