The easiest is to pack them in a suitcase. I always worry about luggage being lost and therefore am prone to taking important things in my carryon.
You could pack them separately in the carryon, take them out, put them in a transparent bag with a sign that says “medical vaginal dilators”. I doubt TSA will want any further conversation with you! If they do ask, stand proud, stand tall and tell them in no uncertain terms they are for the VAGINA (Stupid!).