Shield
Per fess wavy Argent and Azure, in chief the feather war helmet of Kamehameha the Great Gules.
Crest
That for the regiments and separate battalions of the Hawaii Army National Guard: From a wreath Argent and Azure a dolphin embowed hauriant Argent, in his mouth a key fesswise Or.
Motto
E MAKAALA KAKOU (Let's Be Alert).
Shield
The shield is white and blue for Infantry, the original designation of the unit. The partition line suggests the ragged rough waves of the Pacific Ocean. The feather war helmet is a distinctive Hawaiian charge.
Crest
The crest is that of the Hawaii Army National Guard.
The coat of arms was originally approved for the 299th Infantry Regiment, Hawaii National Guard on 4 May 1936. It was redesignated retroactive to 1 September 2007, for the 299th Cavalry Regiment with the symbolism updated.