For the filling, combine the softened cream cheese, sugar, and vanilla extract in a small bowl until smooth.
In a large bowl, whisk together the pumpkin puree, egg, vegetable oil, milk, honey, brown sugar, pumpkin pie spice, and vanilla extract until fully combined. Then, stir in the dry ingredients until you can no longer see any streaks of flour. Do not overmix.
Spray the silicone molds with non-stick cooking spray.
Pour half of the pumpkin batter into each cup, about one-third of the way. Spoon a small amount of the cream cheese filling onto the batter, then cover it completely with more batter.
Insert a toothpick through the batter and make figure-8 motions to create a swirl pattern
Place the lids on the molds and stack them on the metal trivet.
Add 1 cup of water to the Instant Pot, then place the trivet inside.
Lock the lid and set the Pressure Release Valve to the sealing position. Cook on High Pressure for 10 minutes.
Once done, let the steam vent naturally for 10 minutes before moving the valve to venting to release the remaining pressure manually.
Remove the trivet and transfer your Instant Pot pumpkin bites to a plate. Dust with powdered sugar before serving, and enjoy!