Maui Guide: Wailea


Wailea is on the sunny South Shore of Maui and is dotted with some of the best resorts on the island. Because of its great location, be prepared to spend a little more (ok, a lot more) on accommodations. This is the perfect destination if you’re looking for a place to just kick back on the beach all day.


$$: Wailea Beach Resort by Marriott
$$$: Grand Wailea Resort
$$$: Four Seasons Maui

Sunset at the Four Seasons Maui


If you’re staying on a resort, I would recommend checking out the restaurants on property, especially if you plan on staying at the beach or pool all day. There are some great restaurants in the area, but unless you have a car, it’s not really worth leaving the resort. I stayed at the Four Seasons and ate lunch every day by their adult only Serenity Pool.

Eskimo Candy, Monkeypod Kitchen, and Humuhumunukunukuapua’a (yes, really) are all amazing places to eat in Wailea. Check out Top 10 Places to Eat in Maui for more details on each of these locations.


Poke Tacos at the Four Seasons Maui



I stayed at the Four Seasons Maui, which had a huge main pool, featuring waterfalls, hot tubs, and fountains, and then an adult-only infinity pool on the upper level. This is where I hung out most days, mostly for the quiet and the service. The Serenity Pool has two hot tubs, a swim-up bar, and an infinity edge overlooking the ocean. It’s so beautiful and serene, and the service is pretty superb too. I had my fair share of mai tais, ahi poke, and pina colada filled pineapples during my stay. They also come around every hour with fresh pineapple, Evian spray, and sunglass cleaning. The complimentary sunscreen hanging around the pool is a cool perk too.

Pina Colada in a Pineapple at the Serenity Pool

The Four Seaons’ signature Mai Tai

Infinity Pool at the Four Seasons


An interesting fact about Hawaii is that all of its beaches are public. While beach access resorts will still set up chairs and umbrellas for you, you can go to any beach you want to. While staying on the beach outside your resort is a great option, there are also a ton of amazing beaches in Wailea that you should venture to. Makena Beach, Secret Cove Beach, and Big Beach are all really fun to explore and really beautiful to enjoy. Just remember to not leave anything except your footprints behind 🙂

This is one of three Maui Guides we feature on Earth Below Girls. You can find the other two here: Maui Guide: Paia and Maui Guide: Lahaina


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