getting 4 award tickets on the same flight will be a bit tough to LIH but they show some availability for 4 spread out around July (which is as far out as you can book right now). I'd plan to get the 100k avios ready (you and the wife can combine accounts so you get all 4 on one booking) and be ready to book in 3 months if posible. just pay attention to when they open up the award space and book the flights there on that date and the flights back seperately when they open that availability and you should be able to pick your dates (unless Alaska blocks some days, I'm not familiar with their award bookings).