I booked twice @ Aulani within my 7 month window for February 2012 and February 2013, both during Presidents week which is when school is out but didn't have any problem booking a week stay and ocean view. But I don't know what your 7 month window is. We have friends who have gone in August and said the resort was packed but I can say that the two separate times we have gone in February it was not. The weather was great too. You may want to google something about the weather and the best time of year to go. I remember asking a woman who worked in the shop and she said the summer (esp. August is extremely hot), almost unbearable at times. As far as the car goes, my husband always insists on getting a rental car. Even at DW. He strongly believes to go where you want to go, when you want to. I will give you a heads up about the food at Aulani....not so good and very expensive. Many people leave the premises to eat, especially dinner hours, and go across the street (just ok) and even into Honolulu and other areas. I've seen many with grocery bags from Costco, Target and Safeway too. We used the rental car a lot. Went to North Shore, famous shaved ice place, and went to the Dole Pineapple Plantation down the road from there. Also went into Honolulu for Leonards Bakery and Pearl Harbor.