We have been to WDW many times, starting with our honeymoon in 1977!! Since then we have gone dozens of times with our children as well as grandchildren. We have also stayed at the Grand Californian for a week and loved that as well. That being said, we went to Hawaii for 2 weeks in May, 2017 for our anniversary, including the second week at Aulani, and there is something special about being there. I would say that if you have the opportunity, then don't think twice about going. You won't regret it. As for possible availability - Our last day at Aulani was May 27th. We had no problem booking a 1-BR for the week. In fact, we were able to score the cheaper Standard view and were thrilled to be able to save points since we were not planning on being in our room very much. And we were on the highest "Standard" floor (7th, I think?) which actually gave us a nice view of the hillside in the distance. Here's the thing though - I just looked and as of today you could actually book a 1-BR for 5 nights in a Garden view and 6 nights ocean view in later May. But every year the kids are out of school by the last day in May. And many locals will then book stay-cations. So beginning the first day of June, rooms start to fill up. I can't remember how much availability there was when we booked our accommodation at the 7 month window, but following the link posted above, it looks like getting a Studio in June at 7 months will be difficult. But I think you may be able to get a 1-BR. Good luck!