Looking to experience Waikiki like a local? Jay Kitashima, Halepuna Waikiki’s Director of Operations, shares his top spots and ways to embrace the island spirit over a perfect weekend.
Friday Evening – Sunset & Jazz
Check in at Halepuna, snap your first lanai photo, then head to House Without A Key for sunset cocktails, live Hawaiian music, and hula performances. Cap the night at Lewers Lounge with jazz-inspired cocktails and live music—charge it all to your room for ultimate ease.
Pro Tip: Stock up on local snacks at Foodland for your room.
Saturday Morning – Pastries & Surf
Fuel up at Halekulani Bakery with pastries like the classic Pabana Croissant and Lilikoi Meringue Tart or brand-new Mango Bread. Then hit the waves with a complimentary Art of Surfing demo or a private lesson with Gone Surfing Hawaii.
Saturday Afternoon – Culture & Coastline
Explore Hawaii’s art and history with Halepuna Access to the Honolulu Museum of Art or Bishop Museum. Take a scenic drive along Oahu’s coastline, stopping for lunch at Rainbow Drive-In or Side Street Inn, and don’t miss Waiola Shave Ice for a sweet treat. Relax back at Halepuna’s Vitality Pool and Sun Deck before sunset.
Saturday Evening – Sunset Sail & Dinner
Set sail with Sail Honu Hawaii for a breathtaking Waikiki sunset, then enjoy dinner at UMI by Vikram Garg in the Halepuna lobby, where island flavors meet global culinary inspiration.
Sunday – Yoga, Brunch & Shopping
Start with Mauka Yoga, then savor Sparkling Sunday Brunch at Orchids with ocean views, a carving station, seafood bar, and more. After checkout, explore Royal Hawaiian Center for local and luxury shopping, and grab an acai bowl from Island Vintage Coffee or a sweet from Penny’s Malasadas before heading home.
Experience Waikiki like a local with Halepuna as your home base—where every moment from sunrise to sunset is curated for discovery, relaxation, and island inspiration.







