Helloway History, Family Crest & Coats of Arms
The ancient history of the Helloway name begins with the ancient Anglo-Saxon tribes of Britain. The name is derived from when the family resided as inhabitants at the hollow-way or holy way. 
Helloway is a topographic surname, which was given to a person who resided near a physical feature such as a hill, stream, church, or type of tree. Habitation names form the other broad category of surnames that were derived from place-names.
John Halifax or Holywood (Latin: Johannes de Sacro Bosco) (fl. 1230), was an early English mathematician, probably born at Halifax in Yorkshire. "Holywood is said to have studied at Oxford, and to have afterwards settled at Paris about 1230. The remainder of his life was spent in Paris, where he died, either in 1244 or 1256." 
Early Origins of the Helloway family
The surname Helloway was first found in Middlesex at Holloway, a district in the parish of Islington, Finsbury division of the hundred of Ossulstone. 
Today, it is part of Greater London. There are a few different possible origins of the place name but the generally accepted origin is from the Old English words "hol" + "weg" which evolved to mean "the road with a hollow."  One of the first listings of the district was in 1307, when it was listed as Le Holeweye.
Richard de Holeweia was found in the Pipe Rolls for Devon in 1130 and later Hohn de la Holewete was found in the Assize Rolls for Somerset in 1275. John Holewey was in the Hundredorum Rolls for Oxford in 1279 and John del Hollewaye was in Yorkshire in 1308. A few years later, Hugh atte Holewey was listed in Devon in 1310. 
There were two listings for the family in the Hundredorum Rolls of 1273: Johannes de Holeweye, Wiltshire; and William de Holeweye, Warwickshire. 
In Somerset, William Holeweye was there 1 Edward III (during the first year of King Edward III's reign). 
Early History of the Helloway family
This web page shows only a small excerpt of our Helloway research. Another 60 words (4 lines of text) covering the years 1581, 1684, 1666, 1734, 1720, 1734, 1722, 1723, 1691, 1759, 1691, 1684, 1695, 1562, 1616, 1562, 1582, 1599, 1604 and are included under the topic Early Helloway History in all our PDF Extended History products and printed products wherever possible.
Helloway Spelling Variations
Until quite recently, the English language has lacked a definite system of spelling rules. Consequently, Anglo-Saxon surnames are characterized by a multitude of spelling variations. Changes in Anglo-Saxon names were influenced by the evolution of the English language, as it incorporated elements of French, Latin, and other languages. Although Medieval scribes and church officials recorded names as they sounded, so it is common to find one person referred to by several different spellings of his surname, even the most literate people varied the spelling of their own names. Variations of the name Helloway include Holloway, Hollway, Holoway, Hollaway, Hollywood and others.
Early Notables of the Helloway family (pre 1700)
Notables of this surname at this time include: James Holloway (died 1684), an English merchant from Bristol, and conspirator of the Rye House Plot.
John Holloway (c. 1666-1734), was a politician and lawyer in the British colony of Virginia, Speaker of the House of Burgesses (1720-1734) and first Mayor of Williamsburg, Virginia (1722-1723.)
Benjamin Holloway (1691?-1759), was an English divine, born at Stony Stratford, Buckinghamshire, about 1691, was the son of Joseph Holloway, 'brasiator' (maltster), of that town. 
James Holloway (d. 1684), was an English "conspirator, a citizen of Bristol, probably imbibed strong protestant opinions from the master to whom he was apprenticed...
Migration of the Helloway family to Ireland
Some of the Helloway family moved to Ireland, but this topic is not covered in this excerpt.
Migration of the Helloway family
Searching for a better life, many English families migrated to British colonies. Unfortunately, the majority of them traveled under extremely harsh conditions: overcrowding on the ships caused the majority of the immigrants to arrive diseased, famished, and destitute from the long journey across the ocean. For those families that arrived safely, modest prosperity was attainable, and many went on to make invaluable contributions to the development of the cultures of the new colonies. Research into the origins of individual families in North America revealed records of the immigration of a number of people bearing the name Helloway or a variant listed above: Dorothy Hollway settled in Barbados in 1663 with William, her husband; William Holloway settled in Maryland in 1775; Eadie Holloway settled with Elizabeth and Joe in Virginia in 1635.