I'm currently reading "The Republic of Pirates" by Colin Woodard that was referenced in a thread about pirates a while back here (it's very well written, I highly recommend it). In the book they describe how escaped African slaves often joined pirate crews or created their own communities in places like Jamaica. Are there any written accounts of escaped slaves integrating into native American communities or any books you would recommend on the topic?
Some slaves in what today is called Suriname managed to escape the exceptionally cruel Dutch-run sugar plantations and still exist there as essentially African communities to this day. They are known as "Bosnegers" or "Marrons" (or were -- possibly the names are offensive).
I am not sure about any first hand written accounts, but some of the first 'European' settlers of the Outer Banks of North Carolina (by 'European' I mean people connected to the expansion of European colonies in the area) in the later 17th and 18th centuries were run away slaves, indentured servants and criminals.
Whether they integrated into the Native American community of the OBX is another matter entirely. There is archaeological evidence that suggests that the local Croatoan tribe continued to maintain a recognisable (from the material culture) pre-contact lifestyle at least into the late 17th century and potentially into the early 18th century. However there is no evidence of slaves and indentured servants co-habitating with them. Instead it is likely that the two communities lived in the same vicinity as one another kept seperate settlements.
My feeling in this example is that they would have had contact but not assimilated or co-habitated, however we just don't have the evidence.
The difficulty with that geographic area in particular and the subject in general is the bias towards the survival of more official documentation which tends to miss out, or gloss over the existence of peripheral settlements. In my research most primary and secondary sources tended to just say the area was "home to runaways and criminals" (or words to that effect).
Sources: Stick, D., 1958. The Outer Banks of North Carolina.
Dunbar, G. S., 1958. Historical Geography of the North Carolina Outer Banks.
Torres, L., 1985. Historic Resource Study of Cape Hatteras National Seashore.