One of Maui’s most famous drives with waterfalls, jungle scenery, beaches, and incredible coastal views. The route follows the Hana Highway and can take several hours or an entire day depending on stops.
One of Maui’s most famous restaurants, located on the North Shore near Paia. Reservations are strongly recommended months in advance, as the restaurant often books out well ahead of time.
Molokini is a crescent-shaped volcanic crater and one of Maui’s most popular snorkeling spots thanks to its clear water and marine life.
Watching the sunrise or sunset from the summit of Haleakalā above the clouds is one of Maui’s most memorable experiences.
A favorite local spot for authentic Hawaiian shave ice, known for its ultra-fine ice and house-made fruit syrups. The Wailea location is just a short drive from the Grand Wailea, making it a perfect stop after the beach or dinner.
A well-known spot to see Hawaiian sea turtles resting on the beach in the late afternoon.
One of Maui’s most well-known and traditional luaus, offering authentic Hawaiian food, cultural demonstrations, and sunset oceanfront views. This experience often sells out well in advance, so reservations are recommended if you’d like to attend while visiting Maui.
A favorite restaurant in Wailea known for fresh local ingredients, great seafood, and its famous Mai Tais topped with honey-lilikoi foam. Located just a short drive from the Grand Wailea, this is a great spot for sunset dinner or happy hour.
A scenic coastal walking path that connects many of Wailea’s resorts and beaches, including the Grand Wailea.
One of Maui’s most beautiful beaches with golden sand and dramatic ocean views.
Located next to the Grand Wailea and Four Seasons.
A popular local brewery with great food, craft beer, and a lively atmosphere. The Kihei location is about a 15–20 minute drive from Wailea and is a fun casual spot for lunch, dinner, or drinks after a day at the beach.
A Maui favorite known for its flavorful shrimp plates like Hawaiian garlic shrimp and spicy pineapple shrimp served with rice and mac salad. The truck has been serving locals and visitors since 2007 and is widely considered one of the island’s most popular shrimp trucks.
An upscale outdoor shopping center located just a few minutes from the Grand Wailea. The Shops at Wailea feature boutiques, art galleries, restaurants, and cafés, making it a great place to walk around, grab lunch, or pick up souvenirs while visiting Maui.
One of Maui’s premier golf destinations featuring three championship courses: Gold, Emerald, and Blue. The courses offer incredible ocean views, lush tropical landscaping, and challenging play for golfers of all skill levels. The Emerald Course is especially known for its scenic layout and more relaxed resort-style play, while the Gold Course is the most challenging. Located just minutes from the Grand Wailea.