Kaanapali Beach Bar Guide

A Beach Bar Crawl In Kaʻanapali

One of the best things about Kaanapali is its walkability.

Shops, restaurants, luaus, activities, and everything you could possibly need on vacation are accessible on foot in Kaanapali.

Kaanapali’s walkability is especially handy when alcohol is involved. And there is certainly no shortage of excellent bars and restaurants on Kaʻanapali Beach.

Whether you’re a craft cocktail connoisseur or searching for your new favorite Kaanapali watering hole, here’s your ultimate guide to a beach bar crawl in Kaanapali.

Kaanapali Beach Bar Crawl Cheers


Kick things off at ʻUmalu at the Hyatt Regency – an outdoor bar and restaurant with peek-a-boo ocean views.

Kaanapali Beach Bar Umalu

ʻUmalu is the Hyatt’s pool bar, so the vibe is nice and casual. Drinks are served in plastic cups (no glass by the pool, sorry!), but that doesn’t mean they lack quality or creativity.

Go for an OGG Mai Tai, or spice things up with a Hawaiian Heatwave – with mezcal, agave, lime, and sriracha sauce. There are also plenty of craft beers on tap, as well as wine and blended drinks.

Want to get even more tropical? Upgrade your cocktail to be served in a fresh-cut pineapple.


Next, hoof it down to Hale Moʻolelo – the Westin’s chic oceanfront bar. This open-air bar is sleek with neutral tones, lots of rattan, and impeccable ocean views. If you love a pretty aesthetic, you’ll appreciate the design here.

Kaanapali Beach Bar Westin

Hale Moʻolelo is inspired by the art of storytelling. (Hence the name. Moʻolelo means story, myth, or legend.) The drink menu features seven handcrafted cocktails, each tied to a Maui moʻolelo. And like the bar’s aesthetic, the cocktails are all presented beautifully.

Hale Mo’olelo is also a great place to grab a bite to eat. The menu features island favorites and familiar dishes with a local-inspired twist. (Try the pineapple caprese!)

Hale Moʻolelo also has a happy hour from 4-5 pm with discounts on food and drink, as well as daily live music from 5-9 pm.


There’s only one place on Maui where you can be served a mai tai with your toes in the sand, and that’s at Hula Grill. Bars aren’t allowed on the beach in Maui, but Hula Grill offers a creative alternative.

Set just steps from Kaanapali Beach, this outdoor bar has a sand floor, palapa umbrellas, and ocean views — perfectly imitating a beach bar.

A setting like this usually calls for a lava flow or mai tai, but there are plenty of other tropical cocktails available, as well as wine, seltzers, bubbles, and beer. Maui Brewing Company even brewed an exclusive beer just for Hula Grill – aptly named the Barefoot Brew.

Kaanapali Beach Bar Hula Grill

What’s more, the Barefoot Bar always seems to have live music going. And we can’t forget about those delicious slices of Hula Pie.

Unlike the rest of the restaurant, the Barefoot Bar is seated on a walk-in basis only, so it’s a perfect stop on your Kaanapali Beach bar crawl.


Next, mosey down to Maui Brewing Company at the Kaʻanapali Beach Resort. Maui Brewing Company is one of the latest restaurants to grace Kaʻanapali’s shores. And for craft beer lovers, it’s a welcome addition.

Kaanapali Beach Bar Maui Brewing Co.

Maui Brewing Company has one of the best beachfront bar settings in Kaʻanapali – just steps from the sand with unbeatable ocean views.

Come here for an ice-cold Maui-brewed pint, or go for a craft cocktail. If you stop by after 4:30 pm, when the dinner menu kicks in, you’ll have more options for food and drink.


At last, the crawl has led you to the Sheraton – the last resort before Puʻu Kekaʻa (Black Rock).

Here, you’ll find the Cliff Dive Grill, which frames postcard-perfect views of Lanai, Kaanapali Beach, and Black Rock. It’s the perfect place to end your bar crawl.

Kaanapali Beach Bar Sheraton

And since it’s the last bar on the list, why not go for a dessert cocktail? Try the Drunken Monkey with Kahlua, ice cream, banana, or chocolate syrup. In need of something lighter? Go for the Ginger Julep with Makers Mark, ginger beer, ginger liqueur, and mint.

If you can time it right, Cliff Dive Grill is an excellent place to be at sunset. Not only does the bar have incredible sunset views, but you can also watch the nightly cliff diving ceremony – where a diver leaps from Puʻu Kekaʻa into the ocean below in honor of King Kahekili, who made numerous dives from the same rock hundreds of years ago.

Kaanapali Beach Bar Coastal View

Save this post for your next stay in Kaanapali – and let us know which beach bar is your favorite.

Please drink responsibly. If you’re not staying in Kaʻanapali but want to try some of these bars, consider taking an Uber or taxi.

Thank you for supporting West Maui’s restaurant industry.

A hui hou!