Is there a limit to the number of wait list you can do for the same time period? For instance, at Aulani, with all the different views and room configurations, can I wait list for all of the ones that would work for my family size?
As explained in Wait Listing a Resort, you can have up to two active wait list requests per Membership per Use Year (members with multiple use years or membership IDs can have more).
Each resort category is a separate waitlist so using BLT as an example a standard and lake view are 2 separate categories. If a TP view becomes available, you will never know about it.
A few years ago there wasn't a 2 active waitlist restriction.