I would find the middle ground. Since you are out of state, the refillable option would mean storing a huge thing of Salt, Pepper, and a jug of olive oil. Going the opposite end of the spectrum is wasteful and also requires storage of keeping giant boxes of individual servings. Actually, I have never heard of single servings of Olive oil.
I would just purchase those sets of disposable salt and pepper shakers like this: https://www.amazon.com/Mortons-Ounce-McCormick-Pepper-Double/dp/B000R95C8O/ref=asc_df_B000R95C8O/?tag=hyprod-20&linkCode=df0&hvadid=312176364929&hvpos=1o1&hvnetw=g&hvrand=15682448498053253856&hvpone=&hvptwo=&hvqmt=&hvdev=c&hvdvcmdl=&hvlocint=&hvlocphy=9010294&hvtargid=pla-607672000549&th=1
Or…if you really want a nicer set to go with the decor and ambiance, then my second option would be buying a nice set of shakers and refilling yourself. That’s what I do, but I have the convenience of living nearby. You would have to rely on housekeeping.
As far as liability, it’s not a concern of mine. Yes, we hear about all the things that could go wrong like a family leaving mayonnaise outside in the heat, etc. But let’s think about this. How many restaurants have opened ketchup and mustard, salt and pepper shakers on the table? And think about how many customers sit at that table all day long. And think about all the snot-nosed kids who have touched their knives and stuck it inside those bottles while they are bored waiting for their food…
For olive oil, I don’t purchase. I will leave an open bottle of what guests leave behind. They are lucky if it’s there but I will not start to supply expensive olive oil for a family to use all week. They can purchase that at the store. But couples staying only a couple of nights do appreciate the condiments/oils left behind.