Preheat the oven to 350°F. Lightly grease a 9 inch springform pan and line the bottom with parchment paper.
In a medium bowl, combine the Samoa cookie crumbs and melted butter. Stir until the crumbs are evenly moistened.
Press the crumb mixture firmly into the bottom of the prepared pan, using the flat bottom of a glass or measuring cup to compact it into an even layer.
Bake the crust for 8 to 10 minutes, until fragrant and lightly set. Remove from the oven and place on a wire rack to cool while you prepare the filling.
In a large bowl, beat the softened cream cheese and granulated sugar with a mixer on medium speed until completely smooth and creamy, about 2 to 3 minutes. Scrape down the bowl as needed.
Add the eggs one at a time, mixing on low speed just until each egg is incorporated. Scrape the bowl between additions.
Mix in the vanilla bean paste and salt on low speed until combined. Do not overmix to avoid adding excess air.
Pour the cheesecake batter over the cooled crust and smooth the top with an offset spatula or the back of a spoon.
Tap the pan firmly on the counter a few times to release any large air bubbles from the batter.
Bake the cheesecake at 325°F for 22 to 25 minutes, until the edges are set and slightly puffed and the center still has a soft wobble when you gently shake the pan.
Remove the pan from the oven and place it on a wire rack. Let the cheesecake cool to room temperature, 1 to 1 1/2 hours, then cover and chill for at least 2 hours, or until fully cold.
While the cheesecake chills, toast the shredded coconut in a dry skillet over medium heat, stirring often, until golden, 4 to 6 minutes. Transfer to a plate to cool.
In a small saucepan or microwave safe bowl, gently heat the caramel sauce with the heavy cream until smooth and pourable, stirring until fully combined.
Stir the toasted coconut into the warm caramel mixture until evenly coated and thick but still spreadable. Let cool to just warm before using.
Once the cheesecake is fully chilled, release it from the springform pan and transfer it to a serving plate if desired.
Spoon the coconut caramel mixture over the top of the cheesecake and spread it evenly, nudging it all the way to the edges.
In a microwave safe bowl, melt the chocolate chips and oil in 20 second bursts, stirring between each, until smooth and fluid.
Drizzle the melted chocolate over the coconut caramel topping in thin lines or a zigzag pattern.
Sprinkle the crumbled Samoa style cookies over the top for garnish.
Chill the topped cheesecake for 20 to 30 minutes to set the caramel and chocolate before slicing and serving.