The trail is in pretty good shape, at least up to the Kiamichi River. There was water available in both Frazier and Bohannon creeks on the south side of the mountain, and once you cross to the north side after Deadman Gap, in Cedar Branch at Mile 11. There was good flow at both Horsethief Springs and Red Spring. Big Cedar Creek had good water, but Pashubbe Creek was dry. There is NO water at Winding Stair Campground. Of course, you will be hitting the trail almost 2 months after I started, so if the rains quit, water will dry up pretty quick. Poison ivy and blackberry were thick in a few places, but not bad. They'll be worse come July, but no reason not to go.
The heat and humidity will probably be oppressive. If I was hiking it, I would cache water at Deadman Gap, and scout to make sure Horsethief Springs is flowing. I would probably cache water at Winding Stair also if I was hiking on to Big Cedar Trailhead, just to avoid big water carries.