Over the next years, she continued evolving her sound and experimenting with regional dialects. In 1998, she released Yammaya, with songs in Egyptian, Khaliji, and Iraqi dialects, further extending her reach across the Arab world. In 1999, the album Shater became another success, followed by albums like Jarh Al Habib (2000), Akhbar Helwa (2001), Law Yesaloni (2002), and Awel Marrah (2004).
Her personal life intertwined with her art: in the mid-1990s, she married Emirati TV director Suhail Al-Abdul, who directed most of her music videos until 2005. Together, they navigated both creative collaboration and public scrutiny. The couple had two daughters, Sophie (born 1996) and Mira (born 2007), and later divorced in 2009.
Despite challenges—including personal loss, career pauses, and industry transitions—Diana continued releasing music and reinventing herself. In 2008, she released Men Diana Illa, and in 2011 Bent Osol, an album that blended classic and modern sounds. Her 2014 album Ya Bashar marked her debut under Rotana Records and reaffirmed her status as a major figure in Arabic music.
Diana is admired not only for her voice but also for her elegance, her ability to remain modest and dignified in a changing industry, and her commitment to cultural authenticity. Her discography includes enduring hits like Saken, Ahl Al Esheg, Mani Mani, Mas & Louly, Ya Aibo, La Fiesta, and Ela Hona, which continue to resonate with fans across generations.
Today, Diana Haddad stands as a symbol of longevity and adaptability in the Arab music world. Blending tradition and modernity, her career reflects the journey of an artist deeply rooted in her heritage while always welcoming new sounds and audiences.
