Any luck choosing a color yet? Any pics you can share to get an idea of what you are working with?

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.

Oops! Your trim looks grayish blue to me. Sorry, didn't see it is charcoal until afterwards...well in that case, I think I would still do gable and wrought iron as mentioned but then try a bright yellow, like SW's BEESWAX is paint color. Are you in the islands? Sorta has "that look". Envy : )

Pictures would help...are you planning on getting a new roof or is it staying? If it's staying, is it tile, shingle, metal? And what region is it located?