While AKV may be difficult to book for acouple of years, remember that with the addition of Kidani, it will be a fairly large resort. I would expect that once the "new" wears off, it will be relatively easy to book at the 7 month window. The exception may be the value class and concierge rooms, they may always be in demand.
Given the less expensive dues at SSR, I think I would hold onto SSR and try to book at 7 months at AKV and possibly CRV (Kingdom Tower).
Hawaii may be difficult to book, but unless I wantd to travel there on a regular basis, I probably wouldn't want to own there, as dues will likely be higher.
Either way, I would wait before selling SSR to see how things work out, there's no need to rush into selling. See how hard the other resorts are to book before making a decision that will wind up costing you money in commissions.