1. Are you intending to use the HART signal or is the 4-20mA signal the 'data'?
If the process needs whatever's on HART and you use isolators, then you need HART transparent isolators. Most isolators strip off the HART and just pass the 4-20mA through, so the output side of the isolator has no HART signal. In fact, some isolators have a low pass filter on the input side that will strip off HART, too. HART enabled/transparent isolators are clearly marked and priced accordingly.
2. If the boxes are in the same building, you might get away without isolators. Can you connect the points and try and see whether the common mode/ground loops offset or drive the signals off scale? No offset, no problem.
3. Both racks are Siemens. Why not Profibus?