I was thinking about my making that a darker tan.

If the architectural control committee will allow, change the bump outs around the garage door and trim around the windows to a shade that is 50% lighter than the primary paint color on the exterior.

Some paints have a built in primer that will ***assist*** with covering darker colors. 

Also consider Maple Shade.  

OR look in same place for a similar outdoor product.Is this well shaded?

I wanted to choose a dark cabinet color because a light color might make the cabinet look cheap and a darker color will cover up some of the imperfections better.I have a deep red accent wall (this is what the cabinets are lying against) in the white painted kitchen. dark grey-ish tiled floors, black countertop, SS appliances.Are there any interior decorators that can help a guy out?

agreed, don't paint the brick. you can allow the new owners to make that decision, or maybe dye it to be a more modern color like a darker brown or darker gray (i'm not a fan of red brick inside). and paint the bright brass black. but i LOVE the mid century style, it's very cool!

In practice and after inspections, we want it to be more like a large shaded area people can use for outdoor living space.

We are looking to upgrade our rental and I'm thinking of painting the countertops, they are in good condition, I just don't like the shade of green that they are :/

Darker grout also is good for rentals, since there is less worry about discoloration. ;)Because it's a rental, avoid natural stone, especially in a shower.