1999 Family Circle Cup – Singles
| Singles | |
|---|---|
| 1999 Family Circle Cup | |
| Champion |
 Martina Hingis
|
| Runner-up |
 Anna Kournikova
|
| Final score | 6–4, 6–3 |
The 1999 Family Circle Cup – Singles was the singles event of the twenty-seventh edition of the tennis tournament played at Hilton Head, United States. It is the third WTA Tier I tournament of the year, and part of the US Spring tennis season. Amanda Coetzer was the defending champion but lost in the third round to Henrieta Nagyová.
Martina Hingis won in the final 6–4, 6–3 against Anna Kournikova.
The top eight seeds received a bye to the second round.
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