The first few weeks in June seem to be the most difficult to book. Some members have reported that they could not get a room during this time period or that they had to pay more points per night for the room than they wanted as all of the standard and island views were booked for their dates. Others have reported that they tried to book a few days later after the 7 month mark for cheaper season in June and couldn't get anything.
For other dates, I have not heard of any problems getting something at the 7 month mark.