Hi again- I have been looking at Benjamin Moores colors and have chosen a few you might look at. My technique for color choices is to buy several large sheets of MDF from the hardware and several paint samples that I think will work. Grab a plain white sample pot as well and just play with colors; if what you thought looked good in the shop and doesn't look good in reality, just add a bit of the white to lighten it and use the darker tones to deepen. Once you've found the color you like paint it on one of the large MDF sheets and live with it for a day or two and see how it looks morning,night, south side of building,northside of building. If the color that you like is one that you've mixed yourself, just go back to the paintshop as I'm sure B Moore would have the right shade so you can match it. Do you know the color name of the roofing? Is it IRONSTONE or MONUMENT? I'd be tempted to use that same color for the windows. My personal trick for contrast and trims is to take the main color and ask paint shop to make it up in 1/4 strength even lighter if need be. Good luck and post pictures when it's finished.

All the suggestions above are perfectly good. However, when you have a house that is entirely painted, the options are so endless that it's easy to get stuck. I'd advise either finding photos of comparable homes in colors that you really love, and reproducing a similar palette on your home… or upload a picture of your house to a colorizing site, and play around with various combos. Sherwin Williams has a Color Visualizer that is decent. I don't mind a white house, but feel that the black trim is a bit harsh. On the railing especially- it feels like it is outlining itself too much. Reduce the contrast between the body and the rail and it will enhance the house rather than overwhelm it. You have a lot of choices, so just experiment and go with what resonates with you.

Blue gray window frames match the funky roof. The cedar is diametrically opposite on the color wheel as a orange tone. Usually the browner grays (sort of the light shade now on the stucco) do better with cedar to say modern, but since you have the blue gray, allow me to suggest that you just go as dark gray as you can - nearly charcoal on all the weatherboard. If you are in a high heat area (palms might or might not be - that might be the ocean on the horizon which might me an onshore breeze all the time) then you want a white. Not a blue-white but a warm white - bm maritime white is a good choice. With the cedar and the two blue-blue-gray elements, you need neutral without tone.

I think the roof might be a bit too dark for the brick colour. The bricks and the window joinery will blend in fine. What did you decide to do?