This achievement is obtained on Operation E Mission 1.
Hollow and Black Eye skulls must be active. The only way you will regenerate your shield is by melee hitting an enemy. You come equipped with the cloak armor ability and you definitely should use it when ever it is ready for use. Initially you want to sneak to the Phantom attacking as little as possible. Once at the Phantom you will need to kill enemies that spawn. Use your grenades when needed and stealth often. Be careful to melee the Elites only do so when you are cloaked.
You could also purchase the Overshield as it will regenerate your shield when you use it.
This was recorded on the Xbox One but the achievement is completed the same way.