[15][16] Holland entered training camp as a potential candidate to replace Bobby McCain at free safety and competed against Brandon Jones and Jason McCourty.

The following week, Holland earned his first career start at strong safety and had three combined tackles (two solo) in a 0–35 loss against the Buffalo Bills.

Before Week 5, head coach Brian Flores opted to make Holland and Brandon Jones the starting safeties, supplanting Eric Rowe and Jason McCourty.

[24] On February 6, 2022, the Miami Dolphins announced their decision to hire San Francisco 49ers' offensive coordinator Mike McDaniel as their new head coach.

[25] McDaniel retained Josh Boyer as defensive coordinator and also chose to keep Holland and Brandon Jones as the starting safety duo.

He finished the 2022 NFL season with a total of 96 combined tackles (77 solo), seven pass deflections, 1.5 sacks, a forced fumble, and two interceptions while starting all 17 games.

[30] On September 10, 2023, Holland started the season opener and racked up a career-high 14 combined tackles (10 solo) in the Dolphins' 36–34 victory at the Los Angeles Chargers.

In Week 7, Holland had six combined tackles (five solo), but exited the 17–31 loss at the Philadelphia Eagles after suffering a concussion in an accidental collision with teammate David Long Jr.

Holland was sidelined for the Dolphins' 7–26 loss at the Kansas City Chiefs in the AFC Wildcard Game due to reaggravating his knee injury.

On February 3, 2024, the Miami Dolphins officially hired Baltimore Ravens' assistant head coach/defensive line coach Anthony Weaver as the defensive coordinator.

[39] He finished the 2024 NFL season with a total of 62 combined tackles (42 solo), four pass deflections, one forced fumble, and one sack in 15 games and 15 starts.