Reapplying moisturizer and sunscreen

How do y’all go about reapplying moisturizer and sunscreen? I have to reapply moisturizer at least once throughout the day, sometimes more, the dryness will just cut through the moisturizer and sunscreen and it’s real ugly. The first time I apply sunscreen it’s fine now, no pilling or balling, dries down fine. I use the Hada Labo hyaluronic acid hydrating milk as my morning moisturizer under sunscreen because it’s my thinnest one and it works great for my first sunscreen application but obviously it’s not heavy so I have to reapply a few times. However, when it’s time for me to reapply the moisturizer and sunscreen again, it does pill a little. I know I’ve posted before about sunscreen pilling and I thought I’d gotten past it but I guess not. I’m having a hard time finding a thin, hydrating, silicone free moisturizer so maybe that’s what I need? Is there a better method to staying hydrated through the day to avoid sunscreen reapplication mishaps?