Steam items are weird man, it doesn't like to be checked more than once per session I guess.
I hope this fixed it.
I think this should fix it, here's a recap
Blue Hat: +5 HP
Red Hat: +10 HP
Gold Coin: +25 HP
Extra items do NOT stack! So max bonus is: +40 HP
PLEASE NOTE: NEW ITEM NAMES, ICONS, AND DESCRIPTIONS MAY TAKE SEVERAL DAYS OR WEEKS FOR STEAMS BACK-END TO LOAD THEM, YOU MAY SEE STRANGE/WRONG ICONS, DESCRIPTIONS, AND ITEM NAMES UNTIL THEY ARE UPDATED.
