I have been repairing house problems as sole means of survival for 25 years. People come to me with every problem. Let me state simple fact:
Vinyl siding DOES NOT keep water on its front side. NO caulk or installation manner will modify the fact that water gets behind vinyl siding at many seams. This is easily magnified by the vinyl trough which must be installedespecially true above every window and door. Inside corners can also intake a lot of water given correct wind.
Vinyl siding is not now, and was never was, a means of keeping water away from a home. Vinyl siding protects the water barrier which must be properly installed behind it from harshness. Vinyl siding allows fragile house wrap to function as the moisture barrier, keeping all water outside of the house for many years.
- House wrap must be installed from the bottom up (overlapping like shingles so that upper water flows onto the outside of the lower sheet).
- Caulking must be placed between the layers of house wrap at all vertical seams.
- Caulking must exist between the house wrap and the windows. New construction allows the house wrap to be folded around the rough opening, making it easier to create a water tight seam between the window and the house wrap. In a remodeling situation, caulking should be placed between the house wrap the the new aluminum window wrappings. Caulking can be placed behind the J-Channel during installation, sealing the seam between the J-Channel and the house wrap, also sealing the seam between the J-Channel and the window itself.
Many vinyl siding installers do not realize the importance of the house wrap (and its job as athe sole water barrier) because many people incorrectly believe that vinyl siding keeps the water out. Vinyl siding only protects a water barrier from direct weather abuse (driving rain, wind, sun, sand, etc.).
You want the easiest solution. Considering its design, vinyl siding does very well. Although the problem is likely whole house, the worst spots are localized due to wind direction. 1) Take the siding down. 2) Water proof the house. 3) Put the siding back.