Between 1896 and 1897, she divulged her plans to return to Hawaii in two candid letters written to her friend Toby de Courcy. In the first letter, written in the fall of 1896 from Rozel, Jersey, she confided in him that a secret engagement was arranged and she was expected to return in April of the following year. In a subsequent letter dated July 4 from Tunbridge Wells, she explained to Toby that she would visit her aunt Liliʻuokalani in the United States. The decision to return to Hawaii was still undecided at this point. Kaʻiulani added that, "If I went over to see my Aunt I would only stay about Three ["sic"] weeks there and return again here (Europe)", although Davies "may think it advisable for me to return home the end of this winter". By August and September, Kaʻiulani and her father were making farewell calls to friends, hiring an Irish maid, Mary O'Donell, to assist her and preparing for their return to Hawaii.