I don't want to go too far out on a limb because I'm new to this Holloway family (and am not even a Holloway descendant - studying them for earlier connections back in Alabama and Georgia) ... but I do think I can give you some avenues.
The man listed on the census in 1900 in Milam Co. as "Charliie H. Holloway," son of Pricy Holloway has a birth on the census as Apr 1869. The same man seems to be listed in 1910 in Milam Co. with a FIRST family as "Clay M. Holloway."
He's "Charles M. Holloway" (son of Pricy Holloway) on the 1880 census in Jackson Co., AL. In 1870 in Jackson Co., AL, he's just plain "Charles Holloway," son of "Prica Holloway."
His brother is James Milton Holloway, last found on the 1930 census of Carter Co., OK. His sister is "Ann Eliza Holloway" who md. Elisha Lewallen (found living inside Pricy Holloway's household in 1900 in Milam Co.). Elisha Lewallen died in 1904, and his widow & children went back to Jackson Co., AL, from Milam Co., TX ... but Eliza is found in Carter Co., OK, in 1930 living with her daughter Ethel Lewallen Steele ... except that the census taker oddly lists her by her maiden name as "Louisa Holloway."
I get it that the census taker heard " Eliza" in a southern accent and spelled it "Louisa," but why her maiden name is used instead of her married name is a mystery.
There was a probate filed on an uncle Daniel Lewallen in Jackson Co., AL, which specifies these relationships, including a mention of the marriage of Ethel Lewallen to Roy Steele, she being a daughter to Elisha Lewallen and Eliza Holloway and entitled to a share of the estate of Daniel Lewallen.
I have more specifics if you are interested, as well as sepculation as to how the Holloway line goes further backwards. You'll probably be able to order Oklahoma death certificates om James Milton Holloway and Eliza Holloway Lewallen (or Holloway) to get info on mom Pricy Holloway.