In 2006, the mall underwent a significant $23 million renovation to improve the interior and add new retail tenants.[2]
The JCPenney anchor store closed in 1998 and the structure was remodeled with a Ross Dress for Less on the lower level and a Regal Cinemas on the upper level.[4]
The Sears anchor store closed on April 30, 2019[5] and was replaced by Target in 2022.
The Macy's anchor store (originally a Liberty House) closed in 2023[6] and was demolished in early 2024.[7]
Windward Mall is home to many events such as the Plenty of Aloha Farmer's Market, which has been held in the mall for the past 15 years.[4]
Since 2024, Windward Mall has hosted the finals of the Hawaii Club Volleyball Championship, a premier statewide youth tournament organized by a local non-profit organization 7Gen Culture, featuring the top club teams competing for the title in a unique center-court setting inside the mall.[8]
Planet Fitness opened in late 2025 on the site of the former demolished Macy’s as a new anchor space was built on the site specifically for new anchor tenants to occupy. Planet Fitness occupied the leasable space.[9]
