How best to link weeks for a longer stay

I converted a lock off week to points so I should have enough points at my home resort on Kauai Beach to stay for 2 weeks. I also bought points for another week. Now I am thinking about buying another week on the secondary market so I would have a total of 5 weeks. I'd like to be able to string them together to stay four in the winter and bring the kids out for one of the weeks making a total of 5 weeks. My questions are will this work? And, if so, what considerations do I need to take into account to make it happen? Thank you.