Holmes County was created in 1848. The county's namesake is a point of debate. Holmes Creek – the county's eastern boundary – bore that name before the county was created, but it was originally named Weekaywehatchee. One claim is that the county was named for Thomas J. Holmes, who came from North Carolina to settle in the area about 1830. Another is that it is named after Holmes, an American Indian chief who settled in the area with his band of Red Stick Creek Indians after 1814. He was subsequently killed in 1818 by a raiding party sent by Andrew Jackson during the First Seminole War. Holmes County has had four county seats in its history. The first was Hewett's Bluff, then Pittman's Ferry, then Westville, and finally Bonifay. Bonifay has been the county seat since 1905.
According to the U.S. Census Bureau, the county has a total area of, of which is land and is water. It is the fifth-smallest county in Florida by total area.
As of the census of 2000, there were 18,564 people, 6,921 households, and 4,893 families residing in the county. The population density was 38 people per square mile. There were 7,998 housing units at an average density of 17 per square mile. The racial makeup of the county was 89.79% White, 6.51% Black or African American, 1.01% Native American, 0.39% Asian, 0.03% Pacific Islander, 0.79% from other races, and 1.48% from two or more races. 1.93% of the population were Hispanic or Latino of any race. There were 6,921 households out of which 30.90% had children under the age of 18 living with them, 55.60% were married couples living together, 10.80% had a female householder with no husband present, and 29.30% were non-families. 26.10% of all households were made up of individuals and 12.40% had someone living alone who was 65 years of age or older. The average household size was 2.43 and the average family size was 2.92. In the county, the population was spread out with 23.10% under the age of 18, 8.80% from 18 to 24, 29.30% from 25 to 44, 24.00% from 45 to 64, and 14.80% who were 65 years of age or older. The median age was 38 years. For every 100 females there were 112.90 males. For every 100 females age 18 and over, there were 113.60 males. The median income for a household in the county was $27,923, and the median income for a family was $34,286. Males had a median income of $25,982 versus $19,991 for females. The per capita income for the county was $14,135. About 15.40% of families and 19.10% of the population were below the poverty line, including 25.70% of those under age 18 and 17.90% of those age 65 or over.
Triracial people
The so-called "Dominickers", a number of related mixed-race families, lived for decades after the Civil War and well into the twentieth century in a rural area near Ponce de Leon, with a separate church and segregated public elementary school. Although considered a separate ethnicity from both whites and blacks, many Dominickers married into local white families, so that group boundaries blurred; some descendants still live in the area. The 1950 federal census identified 60 members of this group living in Holmes County at that time. Few facts are known about their origins, and little has been published about them.
Politics
Holmes County is the most archetypically "Solid South" county in Florida, and in recent times the most Republican. It gave the fifth-highest percentage of the vote for segregationistGeorge Wallace of any county in the country during the 1968 election, and apart from Deep South native Jimmy Carter, no Democrat since 1964 has obtained as much as thirty-four percent of the county's vote in any Presidential election. Holmes County voted for President Donald Trump in the 2016 election with 87.9%, the highest percentage of any county in Florida. Holmes County has more registered Democrats than Republicans, but many are Dixiecrats, Southerners who register as Democrats due to tradition but vote Republican in most elections. Barack Obama earned only 15.2% of the vote in 2012. Hillary Clinton earned a mere 10% of the vote in 2016. In the 2016 Democratic presidential primary, Holmes County was won by Bernie Sanders; one of only four counties in the state in which he received a majority and the county in which he received the highest percentage of the vote.
Media
The Holmes County Times-Advertiser is now owned by Halifax Media. The weekly newspaper publishes each Wednesday and has an office at 112 E. Virginia Ave. in Bonifay.
operates public schools. Holmes County High School and Ponce de Leon High School are its public high schools. The is the county's library system. It is located at 303 North J. Harvey Etheridge Street, Bonifay, Florida 32425. The library is open Tuesday-Friday 8:00am–5:00pm, and Saturday 8:00am–12:00pm and offers public computers with internet access, free wi-fi, programming for all ages, and access to e-books, e-audiobooks, and numerous online databases and resources. Holmes County is also a part of the . PPLCS also includes Calhoun and Jackson counties.