Shops at Wailea to host Santa parade, free events and Kalani Peʻa concert Nov. 27

The Shops at Wailea will hold a free, daylong Santa’s Arrival celebration on Nov. 27, beginning with a classic car and motorcycle parade that escorts Santa from Kalama Park in Kīhei to the shopping center, according to a news release.
The procession will include approximately 40 classic cars from Maui Classic Cruisers and 20 motorcycles from Street Bikers United Hawaii. Santa will ride through South Maui in a blue vintage convertible and receive a welcome from a keiki hālau, followed by a holiday Polynesian performance, the release said.
“There’s something special about seeing keiki wave as Santa passes by, families gathering for photos and the community coming together to celebrate the holidays in Wailea,” Toni Killeen, executive vice president of operations at The Festival Companies, the management and leasing firm for The Shops at Wailea, said.
The schedule:
- 9-10 a.m.: Santa’s Arrival Parade. Santa departs Kalama Park at 9 a.m. and arrives at Island Gourmet Markets at The Shops at Wailea.
- 10:30-11:30 a.m.: Holiday Polynesian show with music and dance at the Performance Area.
- Noon-2 p.m.: Free photos with Santa on the Lower Level between Mahina and TravisMathew. Canned food donations for the Maui Food Bank are encouraged but not required. Honolulu Cookie Company chocolate chip macadamia nut cookies will be available free, courtesy of The Shops at Wailea.
- 3:30-4:30 p.m.: The Springmans, a family music group from Vancouver, Canada, perform holiday music at the center.
- 5:30-7 p.m.: Singer and songwriter Kalani Peʻa, a four-time Grammy Award winner, performs the Ke Kani Hone O Wailea Holiday Concert at the Performance Area. The Maui Food Bank is the evening’s nonprofit partner.
The center’s current hours are 10 a.m. to 9 p.m. daily. It is at 3750 Wailea Alanui Drive.
For event updates, visit theshopsatwailea.com or call 808-891-6770. The center is on Instagram at @TheShopsAtWailea and on X at @ShopsAtWailea.










