My thought is that if you plan to go to HH farly often, you may want that to be your home resot. My understanding is that reservations are hard to obtain there during the prime summer months, because most owners want to go when the weather is nice, which really restricts teh availability for non-owners.
So how many points are you condidering? You could always split your contract based on your intentions. If your going to HH two years in a row, and then WDW the third year, you can set up your points with a combination HH and WLV points (150 min at one of the resorts, otherwise any point combination allowed).
You ban and borrow one resorts points to use the 11 month window, and when swithing to another resort, bank and borrow to provde an 11 month window for those point requirements as well. So, if you have 150 at hh and 100 at wlv, the year you go to hh, you bank the wlv points. that way next year you'll have 200 available there, or you could borrow ahead on just those wlv points to have 300 available at the 11 month window exclusive to wlv. Menwhile, your banking any hh points your not using for the wlv vacation for your next trip to hh.