I still (hanging my head, shame faced) don't know how to upload photos. But I will get someone to help me and post a few. Would be best to take them in daylight. fori, having taken part in DD's reno I do know how labor intenstive it is to paint cabinets properly. DD & SIL painted them in his Dad's home and later in their own. They have a large garage space (w/ heat) & a good sprayer. I helped with the priming, sanding, & poly stages with the ones for their home. Lots of steps & drying time between but the results were so worth it. I know I'll go bananas during the process, having everything out of order. But I could get through that. I just have to decide if a change is in order. I'm so used to seeing it as it is, I can't be objective. That's why I'd like opinions from the folks here.

Do you have any photos you can share? Pictures really help us. What you have sounds pretty neutral and sounds like you have a lot of options. What colors do you have in your family room?

First of all, that is a *gorgeous* space, I am envious! And thank all that's holy that you rescued it from the dreadful taste of the previous owners--all those different woods and floor, four or five different shades of red, ugh! I love the new flooring, it's beautiful. I think were I in your shoes, I'd first try adding a lot of cool tones to the room(s), to see if I could tone down the warmth of the wood that way--and yes, do you like the countertops & hardware? That would be the first to go for me, if I could possibly swing it; I'm not a fan of granite/quartz anyway, but I especially don't think those tops work for the cool beachy casual sort of look you want. Maybe a white or light gray granite/quartz at least, if you like those materials? Perhaps soapstone or concrete? Or a pale (or bright! That could be fun) solid-color laminate, even; I know a lot of people dislike laminate but I'm fine with it, personally. And some silver or nickel hardware? Of course, you could try re-staining the cabinets rather than painting them. Do you want to DIY this or hire someone? A pro would be able to tell you the best way to tone down the warmth of the wood. None of which means I think it's wrong to paint them. I'm not a big fan of wood cabinets, personally, so if you want to paint I'd be all for it. A cool white or very light gray, maybe? The island in a different color, a darker gray or blue, or even something like a barely-lilac lilac (as in, gray with a hint of lilac; I don't like lilac as a rule but I think in this space it could be interesting, and different from the other grays that are everywhere [including my house, lol, because I have always loved gray] if you're looking for that. Something about that island bothers me, though. I feel like the outside of it is really...unfinished looking. Like it needs some pilasters, or beadboard or planks or tile, even, just...something. Maybe some vertical trim pieces every six inches or so, to mimic the Mission-style doors on the cabinets? It just looks to me like the carpenter was meant to come back to finish it but didn't. And honestly, I'd probably rip out the stair railing(s) and banisters and replace them with square ones, like @Horner Millwork suggested. The contrast between the Mission kitchen with all the right angles and those little round banisters & spindles looks odd to me. Then you can get new ones in whatever paint or finish you want, and I think it will look a lot more modern and sophisticated than those grandma-looking ones on there now (no offense to grandmas!). Maybe even a metal? I don't know what the rest of your furniture looks like, though, so I'm just spitballing that, basically. I hope that helps! Can't wait to see what you decide!

Match the floors (that means you won't change anything about your kitchen floor) and then update the kitchen. The cabinets are quite strong in colour (there is probably a stain on them) and the counter tops are tile. They are looking a little tired/dated. Before you do anything to the wood floors you will need to think out/plan out the kitchen refresh. Once you have the FINAL plan regarding the look of the kitchen you can THEN go ahead and start with the floors. If you change the colour of the kitchen floors you will need to change the colour of the wood in the rest of the home. And that takes on a much higher price tag.