Photo: Musician, Sunny Kalama

South Maui has always had a rhythm of its own. Maybe it’s the sound of waves rolling into the shoreline, the golden glow of sunset over the ocean, or the way island life naturally slows people down enough to enjoy the moment. 

One of the many perks of living in South Maui is that live music is never far away. Whether you’re looking for a sunset cocktail with a view, a casual evening with local food and island tunes, or a special cultural experience, there are plenty of ways to enjoy the sounds of Maui.

Here are some favorite places to experience live music in South Maui.

Monkeypod Kitchen | Wailea

A longtime South Maui favorite, Monkeypod Kitchen in Wailea is the perfect spot to enjoy local music,

South Maui is often experienced through its beaches, sunshine, and easygoing coastal lifestyle…but there’s another side to being here that’s just as meaningful. Across Kihei and Wailea, there are countless ways to connect more deeply with the island through mālama, caring for the land, the ocean, and the community that makes this place home.

For residents and visitors alike, giving back isn’t separate from the Maui experience; it’s part of it. Whether you’re here for a week or a lifetime, there are meaningful ways to step in, connect, and contribute. Below are a few ways to get involved across Kihei and Wailea, with exactly how to start.

Aloha Backpack Buddies (Maui Food Bank)

Supporting local families often begins with something simple:

South Maui is often introduced through its sparkling beaches, sunset dinners, and resort pools, yet there is a deeper story woven into this coast. Ancient fishpond walls still catch the light at low tide. Lava flows remember the island’s most recent eruptions. Whales, turtles, and native birds return season after season, following paths that have existed long before any shoreline condos or beach paths.

This guide highlights some of South Maui’s lesser known cultural and natural landmarks, along with insight into why this coastline continues to captivate those seeking serenity and scenery.

Makena Landing and Turtle Town

Today, Makena Landing is known as a launch point for kayakers, snorkelers, and divers who head toward Nahuna Point and

Wailea, Maui, is world-renowned for its golden beaches, sparkling waters, and luxury living. But beyond its breathtaking beauty, Wailea is also home to four of Maui’s most exceptional resorts: the Four Seasons Resort Maui at Wailea, the Andaz Maui at Wailea Resort, Grand Wailea, A Waldorf Astoria Resort and the Fairmont Kea Lani. Each of these destinations offers much more than overnight accommodations. From indulgent spas and award-winning restaurants to pool day passes and oceanfront adventures, these resorts create unforgettable experiences for visitors and locals alike.

Here’s your insider’s guide to the best ways to enjoy Wailea’s luxury resorts—whether you’re planning a vacation or looking for a rejuvenating staycation on the Valley Isle.

When it comes to finding the perfect place to call home, pet parents know that it isn’t just about the view or the square footage…it’s about lifestyle. South Maui is a dream destination not only for humans but for their four-legged companions as well. With miles of walkable coastline, dog-welcoming beaches, and local businesses that roll out the red carpet for pups, South Maui is a haven for those who want to share their Hawaiian lifestyle with their furry family members.

From open-air restaurants to scenic trails and beaches where tails wag freely, we’ve rounded up the ultimate list of where you and your dog can enjoy life to the fullest.

1. Keawakapu Beach 

End of South Kihei Rd, (From Hwy 31 aka Piilani Hwy, turn off between mi 9.6 & 10.4)

Spring and summer in South Maui bring warm breezes, golden hour sunsets, and the kind of island ambiance that makes every meal feel like a mini vacation. Whether you’re sipping mai tais at happy hour, indulging in a locally sourced brunch, or enjoying a romantic dinner under the stars, Kihei and Wailea offer a vibrant lineup of al fresco dining experiences that highlight the beauty and flavor of Maui. Here are eight of the best outdoor dining spots to check out when you're craving fresh air and flavorful fare. 

1. Monkeypod Kitchen by Merriman – Wailea

10 Wailea Gateway Place Kihei

Open everyday: 11am - 10pm

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A staple in the Wailea dining scene, Monkeypod Kitchen delivers a lively atmosphere with an expansive

 Located on Maui's rugged southern coast, La Perouse Bay offers a striking blend of natural beauty and historical significance. Known to the locals as Keone’o’io Bay, this area serves as a vivid reminder of Maui's volcanic past and cultural richness.

The bay is the site of the most recent volcanic activity on Maui, with the last lava flows dating back to around 1790, not from Haleakalā’s summit but from its southwest rift zones. This historic eruption left behind a stark landscape of rough lava rocks, creating a natural barrier that has preserved the area’s secluded charm.

On May 29, 1786, French Admiral Jean-Francois de Galaup La Perouse became the first Westerner to set foot on Maui, landing at Keone’o’io Bay. His arrival marked the beginning

Welcome to Kihei, where every sunset paints the sky with a palette of colors that could rival any masterpiece. Known for its stunning coastal views and vibrant community, Kihei also offers some of the best locations to watch the sun dip below the horizon. Whether you’re seeking a tranquil beach, a vibrant social scene, or an upscale dining experience, Kihei has it all. From the serene sands of Keawakapu Beach to the lively atmosphere at Maui Brewing Co., discover the best places to catch a stunning Hawaiian sunset.

Keawakapu Beach

3035 S Kihei Rd, Kihei, HI 96753

For a serene sunset experience, head to Keawakapu Beach, stretching along the south end of Kihei. This hidden gem, extending from south Kihei to Wailea’s Mokapu Beach,

Back by popular demand (and because we love supporting local so much) we are sharing our 2022 holiday shopping guide that features local and Maui-owned businesses from all over the island. Find the perfect gifts and treasures for your ohana and loved ones, near and far. Shopping local is one of the best ways to support our Maui community and give back to those striving to make our island a better place. There are countless hidden gems, brilliant artists, generous creators, and hard-working small business owners who make Maui the beautiful place that is. 

Itsy Bitsy Keiki by Anuhea Medeiros

Itsy Bitsy Keiki was started by a Native Hawaiian Infant/Toddler, Kumu (teacher). She began Itsy Bitsy Keiki during the pandemic to bridge the

Cracking open an ice-cold beer while lounging back on Maui's sandy shores is how most people envision their dream vacation. For many, they can indulge in this daydream every weekend, thanks to Maui's all-year good weather and Maui Brewing Co's infamous craft beer. 

As the largest craft brewery in the state of Hawai'i, Maui Brewing Co wears its badge proudly by being the favorite place to gather for locals and visitors alike. Specializing in local ingredient fusions, organic farming, and innovative techniques, this is where you come for the finest pint or glass on Maui. 

Opening in 2005, the famous Kihei brewery has scenic views of the South shores and stunning Haleakala slopes. Visitors can try out their favorite flavors and concoctions in the