In general comparing carib schools to the ISraeli schools - it kind of goes by area- in the New-York area and in California Sackler is well known. I don't know much about Technion but I think that b/c it is a relatively new program they still have less alumni residency programs to "show off" but I imagine that it is a good school and that with time they will be getting excellent residencies, also consider the fact that fewer students go to Technion so I think that percentage wise they are better off then what appears on the site. Remember that residencies aren't obtained by virtue of medical school only- the applicant also has to be a good one, that goes a long long way.
Now having said that- before evaluating the school which you will be going to I think you should ask yourself- "What were my options?" If you are debating b/w Technion and Harvard- yeah, be concerned- you'll get better jobs from Harvard but if it's b/w Technion and no school then think about how you maximize your medical school experience.
Nobody will be able to tell you which schools are better (carib vs. Israel) b/c no study was done. I went to an Israeli school and am very happy.