How to Spend a Day at the Shops at Wailea

Located on the shores of southwestern Maui, the Shops at Wailea is a premier shopping and dining destination. This unique town center has more than 70 boutiques, restaurants, and art galleries to explore. There’s even daily live entertainment and events. Whether you’re planning a romantic honeymoon or a fun family vacation, a trip to the Shops is an essential part of any island getaway.

Learn more about activities and attractions near The Old Wailuku Inn at Ulupono when you download our free vacation guide. It’s full of information on the best things to see and do, like spending a day at the Shops at Wailea.

What You’ll Find at the Shops at Wailea

Boutiques & Stores

In the mood for some retail therapy? The Shops at Wailea offers an eclectic mix of retailers for your shopping pleasure. From jewelry and clothing to specialties and gifts, you’re sure to find the perfect outfit or souvenir.

Check out Canyon Beachwear, Honolua Surf Co., and Maui Clothing Company for all of your vacation essentials. Or pick up some snacks at Island Gourmet Markets. If you’re looking for luxury clothing and accessories, visit Bottega Veneta or Gucci. View the Shops at Wailea directory listing for a full list of stores.


For delicious food and refreshing drinks, head to one of the restaurants at the Shops at Wailea. Guests can enjoy a romantic steak dinner for two at Ruth’s Chris Steak House, or grab a burger and beer at the Pint & Cork. Other fantastic eateries include:

The Cheeseburger Grille & Tap Room: This local hotspot has a friendly, casual atmosphere that’s perfect for families. They serve breakfast, lunch, and dinner daily with live evening entertainment Thursday through Saturday. Don’t know what to order? Try the famous Cheeseburger Island Style, a juicy burger made with fresh kalua pork, grilled pineapple, and Hawaiian teriyaki sauce. Yum!

Longhi’s: Longhi’s has been family-owned and operated for over 35 years in Hawaii. This upscale restaurant offers Mediterranean cuisine made with specialty products like organic meats, fresh Hawaiian seafood, and locally grown produce. Signature dishes include lobster Longhi, Ahi Au Poivre, and New York steak a la palm.

Tommy Bahama Restaurant & Bar: A spacious lanai and warm island breezes make Tommy Bahama ideal for lunch, dinner, or happy hour. Chef Marcus Lage will treat you to some of the freshest seafood and local produce from the islands. Be sure to order the Rum Babalu cocktail, a mouthwatering tropical drink made with Kirk and Sweeney 12 Year Rum, lime juice, maple syrup, Angostura bitters, and ginger beer.

Art Galleries

After a memorable meal, stroll through one of the seven art galleries located in the Shops at Wailea. You’ll find spectacular photography, blown glass pieces, oil paintings, and more. The galleries are open daily from 9 or 9:30 a.m. to 9 p.m.


The Shops at Wailea offers evening entertainment every night of the week. Past programs include coconut husking demonstrations, ukulele lessons, live music, and Polynesian dances performances. Visit their website for a full list of upcoming events.

Come Home to the Old Wailuku Inn at Ulupono

Just a 25-minute drive from the Shops at Wailea, our Maui bed and breakfast is the perfect place to call home. Our guests enjoy comfortable rooms and suites, luxurious amenities, and a delicious, complimentary breakfast each morning. We even offer a variety of vacation specials to help you save on your trip. Book your stay today and discover the best things to do in Maui, Hawaii. We look forward to having you!

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