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Escape the high resort prices at this hidden gem, loved by locals and savvy visitors. With its surprisingly potent cocktails and delicious pupus at an unbeatable value, it's the perfect spot to unwind after a day at the beach. The laid-back aloha spirit here is a refreshing change of pace in an otherwise upscale area.

As one of the only craft breweries in the Wailea resort area, this spot is a refreshing oasis for beer lovers. Kick back on the open-air lanai with a pint of fresh beer and some seriously good pub grub. It's the perfect casual pau hana spot after a day of shopping or soaking up the sun at the beach.

Ka'ana Kitchen, which means "to share," truly embodies the spirit of aloha with its family-style, farm-to-table concept. Watch the talented chefs craft beautiful dishes using fresh, local ingredients from Maui's farms and shores in the stunning open kitchen. It's a vibrant, modern dining experience that connects you to the island's bounty.

Experience the culinary genius of Iron Chef Masaharu Morimoto right on the shores of Mokapu Beach. This stunning oceanfront restaurant at the Andaz Maui blends contemporary Japanese design with the natural beauty of Wailea. Savor exquisitely prepared sushi, fresh local seafood, and creative cocktails as you watch a spectacular Maui sunset.

Experience Chef Roy Yamaguchi's tribute to his grandfather, blending Hawaii's diverse flavors with panoramic ocean views. Located at the Wailea Beach Resort, this spot serves up everything from a legendary breakfast buffet to an unforgettable sunset dinner. It's the perfect place to savor creative, locally-sourced dishes while soaking in the beauty of Wailea.

Monkeypod's Kihei location is the go-to spot for a lively taste of modern Hawaii, where the aloha is as fresh as the ingredients. The open-air dining room buzzes with energy from daily live music and happy chatter, making it the perfect place to enjoy craft cocktails and wood-fired pizzas after a day at the beach.

Manoli's Pizza Company offers a unique open-air dining experience right on the beautiful Wailea Blue Golf Course. It's the perfect spot to gather with ohana and friends for delicious, classic Italian pizza and pasta under the stars. The casual, lively atmosphere makes it a go-to for a fun and satisfying night out in Wailea.

Tucked inside the Shops at Wailea, Aurum Maui is a true gem for an unforgettable fine dining experience. This intimate restaurant celebrates the island's bounty with an elegant, chef-driven menu where every ingredient tells a story. Prepare for a sophisticated culinary adventure that feels both modern and deeply connected to Hawaiʻi.

Discover your own effortless island style at Biasa Rose, a chic Maui lifestyle boutique. Their beautifully curated collection features women's clothing, unique jewelry, and thoughtful gifts that perfectly capture the spirit of aloha.

Experience a new level of care at the Wailea office of Dr. Cynthia Restivo, Hawaii's only female plastic surgeon. This serene South Maui sanctuary offers a private and welcoming environment for exploring both surgical and non-surgical aesthetic options. You'll feel the aloha from a team dedicated to helping you achieve beautiful, natural-looking results.

For a truly special piece to remember your time in paradise, Grand Jewels of Wailea is the spot. Their collection of rare gemstones and one-of-a-kind designs is absolutely breathtaking. Step into their beautiful gallery for a personalized, no-pressure experience where the friendly staff will help you find the perfect treasure.

Embodying its name, which means 'connection,' Pilina offers a sophisticated yet welcoming space to gather in the Fairmont Kea Lani's stunning lobby. It's the perfect spot to savor innovative cocktails and locally-inspired shareable plates while enjoying live music and the gentle Wailea breeze, all at a surprisingly accessible price point.

Lehua Lounge is the ultimate spot for a sophisticated, open-air cocktail experience at the Andaz Maui. Settle into a comfy seat overlooking the resort’s stunning tiered infinity pools and watch the sun dip below the horizon. With live music and delicious pupus, it's the perfect place to embrace the magic of a Wailea evening.

Experience the story of Te Au Moana, 'The Ocean Tide,' at this spectacular luau on the grounds of the Wailea Beach Resort. You'll be swept away by tales of ancient Polynesia told through vibrant hula, thrilling fire-knife dancing, and beautiful songs. Savor a traditional Hawaiian feast under the stars as the sun sets over the Pacific for a truly unforgettable Maui evening.

The perfect reward after a day of shopping or sunbathing, the Lappert's at The Shops at Wailea is an island institution for a reason. Let the sweet aroma of freshly made waffle cones guide you to a colorful array of super-premium ice creams with unique local flavors. Grab a scoop of Heavenly Hana or a Dole Whip float and find a shady spot to savor your sweet taste of paradise.

Nestled within the luxurious Shops at Wailea, this Na Hoku boutique is a sanctuary of Hawaiian elegance. Discover breathtaking pieces that capture the essence of the islands, from luminous Tahitian pearls to sparkling wave-inspired diamonds. The warm, knowledgeable staff share the aloha spirit, helping you find the perfect memento to commemorate your time in paradise.

Lineage celebrates the vibrant flavors of Filipino-American heritage with a creative, modern twist in the heart of Wailea. Gather your ʻohana (family) for an unforgettable meal of inventive, shareable plates that tell a story of local culture and family traditions. The lively atmosphere makes it feel less like a restaurant and more like you've been invited to the best backyard pāʻina (party) on the island.

Tucked into the upscale Shops at Wailea, this KaiAloha Supply is your go-to for authentic, island-inspired style. It’s the perfect spot to find high-quality hats, super-soft tees, and modern aloha shirts that capture the true spirit of Maui. Step inside to grab a piece of the islands designed with genuine aloha, far from the typical tourist trinkets.

Tucked into The Shops at Wailea, this is the perfect sweet stop after a day of luxury shopping or soaking up the sun. Step into the bright, aromatic shop and let the friendly staff guide you through free samples of their signature cookies, from classic butter macadamia to tropical flavors like lilikoi and Kona coffee. It's the best place to pick up a beautifully packaged taste of aloha to share with ohana back home.

Find your ultimate vacation glow at Raw Beauty Maui, a serene, private beauty studio in the heart of Wailea. Owner and expert esthetician Brittney provides personalized, results-driven treatments from luxurious hydrofacials to flawless lash lifts. It’s the perfect local spot to pamper yourself and enhance your natural beauty before hitting the beach or a special night out.

Nestled in the upscale Wailea Gateway Center, Lihilihi Lash Bar is the South Maui go-to for flawless, custom-designed lashes and brows. Step into their chic, modern studio and let their expert artists work their magic, creating a look that's perfect for a special occasion or just to feel amazing every day. You'll leave feeling refreshed, confident, and ready to take on the island with a little extra sparkle.

Tucked into The Shops at Wailea, this isn't your average market; it's a foodie's paradise perfect for stocking your condo or grabbing a delicious, quick bite. From the fresh poke bar and hot deli to the amazing gelato counter and extensive wine selection, it’s the go-to spot for gourmet essentials and local treats right in the heart of the resort area.

Matteo's Osteria brings a vibrant taste of Italy to Wailea, celebrated for its house-made pastas and one of the best wine lists on Maui. It's the perfect spot to unwind with a glass of vino on the lanai or gather with friends for a lively, delicious dinner. The warm, sophisticated atmosphere makes everyone feel like ohana.

Kai Kanani offers the only South Maui catamaran that launches directly from Maluaka Beach, saving you a trip to the busy harbor. Imagine wading into the warm ocean to board their stunning catamaran for an unforgettable sail to Molokini Crater. You'll enjoy world-class snorkeling in pristine waters, delicious food, and genuine aloha from their amazing crew.