The Weekender is probably the easiest of the three to build. The Pocket Cruiser comes in a very close second. The Vacationer is not much more complex, but it does have more interior features and the sheer size adds a lot of time to the project: almost double the time that the Weekender requires.
The only reson the Weekender scores as easiest would be the 3 1/2 hour how-to DVD set we did for this boat. With the DVDs in hand (or machine, I suppose), a lot of the questions a first-time builder might have are answered. Of course, the DVDs are certainly applicable to the other two Pocket Yacths as well, so perhaps this argument is only semi-valid.