British number three Watson, 21, beat Virginie Razzano 6-1 6-4 and Teliana Pereira 6-2 6-2 to secure her progress.
She plays Swiss Belinda Bencic, 16, who is coached by Melanie Molitor, mother of ex-world number one Martina Hingis.
British number two Konta, 22, beat Petra Martic before losing 6-4 6-3 to Casey Dellacqua in her final qualifier.
In the men's qualifying, British number three James Ward, 27, won his opening match as he beat Theodoros Angelinos 6-0 7-6 (7-4).
But, fellow Briton Dan Cox, a late entrant into the qualifying draw, was beaten 6-3 6-4 by Slovakia's Andrej Martin.
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