March & April
Just a quick comment:
While I agree that summer on HHI is easier to rent than March or April, March is busy there, as evidenced by our condo being fully booked for the last 2 years (07 & 08) in March, and almost (1 week available) fully booked in April. We'll see what happens this year, as the economy is weaker now. Also, March rents for more than April or May, go figure. This isn't just my experience; look at the VRBO.com (vacation rental by owner) website and check out the rental rates for the different months to decipher demand.
BTW, this may be a good way to have a sanity check before buying timeshare weeks anywhere. By looking at rental rates for local hotels and or VRBO.com, you may be able to get at least some insight into the demand and therefore an indication of trading power.
Paul