pros for the hes route: (1) relatively cheap at 250 a credit (2) if you pick your classes carefully, you get real harvard professors & TAs. the only benefit here is the excellent lectures, feedback, and overall experience. the idea is not to have the same weight as a harvard college degree or go for bragging rights. (3) while hes does not carry the same weight as the "top" schools - it is definitely an institution to respect. it's more rigorous than community college - that's for sure.
cons: (1) it's hard! difficulty varies from course to course but my general opinion is that you have to work your butt off for the A. most people think in ideal terms and say that's the way it should be. ever hear of those classes with easy grades where the adcoms don't know about them and don't care but they're just happy to see the A? we all wish we had some but i can't think of a single one at hes. you need to seriously consider this if you're trying to raise your gpa. what woul suck is that you work hard, get a respectable 3.5 gpa, but that's still not good enough in terms of numbers. my suggestion is take two classes at harvard that interest you. take them online if you want so you don't have to commit to moving to boston just yet. there are some science courses they offer like neurobiology or biology of aids. then you can see for yourself. besides the two hes classes, take classes somewhere else where you can pad your gpa. i personally suggest a 4 year institution - like a local state college with in-state tuition. a community college is great for padding the gpa (which does come first and foremost) but for a guy worried about a school's weight or reputation may opt for state school as a balance of reptution vs ease. of course, at the end of the day, all that matters is the A. you have to remember this given your 2.6 (that you need to lift with more As). so if you have to go for the community college, do it. schools won't even care about the school etc. until after a certain number is met (3.0 minimum).
lastly, when you begin this journey, you need to put a positive spin on it so you're motivated. i'll tell you about me. I wasn't like every other kid, you know, who dreams about being an astronaut, I was always more interested in what bark was made out of on a tree. Richard Gere's a real hero of mine. Sting. Sting would be another person who's a hero. The music he's created over the years, I don't really listen to it, but the fact that he's making it, I respect that. I care desperately about what I do. Do I know what product I'm selling? No. Do I know what I'm doing today? No. But I'm here, and I'm gonna give it my best shot.
ok, on a serious note - take this as an opportunity to study and learn about things that you will not be able to when you go to medical school. when i did my bs degree, i earned a degree in engineering. when i started a journey like you, i took some enlish and history and advertising courses which i honestly valued and enjoyed (and raised my gpa because i enjoyed them). i took some botany classes to raise my science gpa and learn about the plants around me. i took some conservation biology courses to learn more about the diminishing, beautiful rainforests of the world. i took a course on urban design of american cities. these are not things that i'll get to learn at medical school. i valued what i learned and feel like a wiser man in the world. this kind of mentality helped me to remain motivated through the years. i didn't take it as punishment or exile (otherwise no way could i have committed myself to do well). i am still in my journey - and enjoying it.
good luck. hes is a fine choice but i suggest limiting your classes until you get a feel for it. it's biggest con, imo, is that it is challenging to get an A which you need. and don't just go through the motions - ask yourself why you got the 2.6 and why this time it will be dramatically different. ask yourself if you enjoy your classes. in answering these questions, come up with concrete answers - don't just passively say something to yourself to make it seem all right. if you don't enjoy what you are doing, if you don't understand what you did wrong and be willing to take a draconian measure against it, your journey will be very challenging. don't be indifferent of the outcome but realize that in this journey, as you progress (that's a guarantee), you may not always get the outcome you wanted, but your efforts will pay off in making other, good alternatives viable.
or doable. I just posted a reply to dr midlife and realized that i did not read the other posts. 
