Barcelona wing-back Dest had become the second-youngest American player to score a brace in Europe's 'top five' leagues when netting twice in a 6-1 hammering of Real Sociedad last week and he maintained his impressive form.
Lining up on the left-hand side of a back four, the 20-year-old belatedly forged USA's breakthrough after 34 minutes of dominance.
Dest cut inside from the left and bent a right-footed finish around Jeadine White from the edge of the area, becoming the team's 12th different scorer in their past four matches.
Substitute Brenden Aaronson appeared to take the game away from Jamaica shortly after half-time.
The Salzburg midfielder had earlier created a chance that was squandered by Giovanni Reyna but made no mistake himself from close range when found by Josh Sargent.
A contract dispute meant the Reggae Boyz were robbed of regular stars such as Leon Bailey, instead relying on a host of debutants, but Swansea City's Jamal Lowe - one of the new men - chipped in 20 minutes from time.
Jamaica never truly threatened a late fightback, though, and Sebastian Lletget smartly swept in two more USA goals in the closing stages as they finished with four from 27 attempts.