I have not been to Kittansett since all the trees have come out, but I would say Essex 7-3.
The major knock on Kittansett for me is that due to its exposed nature, it's really a mid-summer course. The shoulder seasons get pretty intense weather-wise. I like a good breeze as much as the next guy, but survival golf is another thing.
For me, I have the Mass. hierarchy like this at the top: Essex, TCC, Myopia, OS, BGC, Salem, Kitt...then you start splitting hairs with Charles River, Taconic, Worcester, Oyster Harbors, Plymouth, etc. The big ones I haven't been to are Sankaty, Nantucket, and the new version of Vineyard Club, which I have heard is awesome.