1. I don't plan on getting into honing right away. From what I have read, stropping pre/post shave will keep the edge for a fair amount of time and I usually only shave 2 times per week. So is it safe to assume that I will be ok shaving with the straight until it needs to be honed again and then just sending the blade back to them and using my DE razor in the mean time wouldn't be too much of a problem?
You should be okay as long as you are careful with your blade and your stropping. Just be aware that many a newb has prematurely dulled their blade, so if you have to get it rehoned you will definitely not be the first.
2. Between my two choices of razors, does the square point have any advantages/disadvantages vs the rounded point? I find the Spike Point better looking, but would probably prefer performance vs aesthetics for a first razor.
Many feel that a round point is better for beginners, but I don't necessarily agree with that. I started with a spike and survived. A little more caution is required, that's all.
3. Are my two blade selections decent? or is there a better option for around $200?
Your selection is fine.
4. Is there an advantage to stainless steel blades over carbon? I understand there is less maintenance for stainless because you don't have to oil the blade. But will the stainless hold an edge longer and go longer times between honing?
Either is fine. The "less maintenance" thing is kind of a myth; you still have to make sure to dry your razor properly, and while they hold a good edge it's not miles above carbon steel. It comes down to personal preference.
5. For the strop, I would also assume the extra $15 for their 3" strop vs the 2" strop would be worth it. Also regarding the strop, what are the back strop variations for? (standard matched webbing, premium fabric and wool felt) Is this something I should be worried about at this point?
Go for the 3", it will make your life easier when starting out. For materials, wool felt is mostly used for pastes/sprays by folks around here. The webbed fabric and premium fabric would be better suited for daily material stropping. Which one you choose depends on your budget.
6. What do I need to take care of a blade besides oil (assuming I get a carbon blade)?
Make sure it is thouroughly dried before oiling and storing. Many of us strop after shaving as well. And don't ding it on the faucet. 