The specs for the Hobie 14 here is the beam is 7'8 feet wide,
Where as the 16 is 7'11, My custom built 16 trailer has a bit more width then the boat, so in my case it would work, however I am not sure about your sitation. How much extra room do you have, if any?
Also the 16 being almost 3 feet longer (as the lenght is actually 16'7, you would need to make sure you have the extra tounge length. Would hate to turn a corner and drive the bow into the back of your tow vehicle.
Hope this helps.
2005 H-16 S#13566