The Good News: What you are asking is entirely possible. Probably easier if the headstock is angled, more difficult if it's Fender-ish (is that a word?). A curvy area near the fretboard, you know what I mean.
The Bad News: The sides and bottom will still be maple, it'll look like someone just glued on a thin piece of veneer. Design 101 says you never make a color/material change on an outside corner, it looks chintzy.
Strip down the headstock and stain the sides and bottom with an espresso stain? Make a wenge inlay with an 1/8" maple frame around the edge? Buy or make an new neck and headstock, exactly the way you want it to look? Grind down the headstock a 1/4" and fab up a piece of 1/4" wenge so that it looks more integral?
All of these answers sound too difficult to take on as an "easy fix". Perhaps some of the folks smarter than myself will have a better answer for you. Good Luck!