Personally, I was never hugely into the connecting devboards together style of work (which is of course the fastest/best way to get results), which is pretty much only possible with "1 $ style" devboards, because eval boards have never been single-dollar items. I usually handwire everything or roll my own PCBs. I try to be conscious with component selection, if I can get components made in first-world countries I will pay the usually higher (1.5-3x) price tag for that. This is however somewhat difficult, because the country of origin is often hard to find out for components (and weirdly enough, many manufacturers are pretty quiet about it, even when it's made in the EU, Germany, UK, ...). It's a hobby, I don't really need to count pennies.
If you choose direct from the supplier then don't expect the same level of support as adafruit since you've voted away with your purchasing power any sufficient margin to support it.
Most of the benefits the locals provide are tutorials, support and shorter delivery from local inventory.
The race to wafer-thin margins has consequences.
Amazon is worth a look too, particularly for Prime users.
Edit: also, I generally have a hard time keeping my order under $100, so I guess I've never actually seen what the shipping fee would be :D
Plus, until recently, you could order things from aliexpress or banggood etc. at low Chinese prices and not even pay shipping (that was essentially free).
I'm surprised, Adafruit has a 50-100% markup on most items compared to Aliexpress/other Chinese electronics.