Activity Guide

The Cabana Experience at Hotel Wailea offers a private retreat beside the hotel’s pool, complete with plush seating, chilled refreshments, and personalized service throughout the day. Designed for ultimate relaxation and exclusivity, it’s the perfect way to unwind in a serene setting overlooking Maui’s coastline.

The Luxe Beach Picnic at Hotel Wailea offers an elevated seaside experience complete with a private transfer to a pristine Wailea beach. Guests are greeted with an elegant setup featuring chairs, tent, and a chef-prepared gourmet picnic to enjoy at leisure by the ocean. It’s a refined, effortless way to experience Maui’s natural beauty in true Hotel Wailea style.

For beach lovers, our valet is happy to provide complimentary umbrellas, chairs, towels, and water for you to enjoy a perfect beach day in Wailea. Beach rentals are given out daily on a first come first served basis. For your convenience, our friendly valets are available to shuttle you to and from any Wailea beach at your leisure. ​Guest Services can assist with selecting the right beach for you based on your desired activities, current conditions, and more. 

Experience Maui’s most refined evening at sea aboard the Ali‘i Nui Royal Sunset Dinner Sail. Savor a five-course gourmet meal with premium wines and champagne as the sun dips below the horizon. For an elevated experience, choose Premium Seating with upper-deck views, priority boarding, and personalized service.

Sail directly from Maluaka Beach for a relaxed yet refined evening on the water. Enjoy handcrafted cocktails, live music, and a three-course selection of appetizers, capped with a sparkling-wine toast as the sun sets over the Pacific. As South Maui’s only beach-loaded catamaran, this experience offers effortless access and unforgettable views.

The Electric Bike Rental experience at Hotel Wailea invites guests to explore the scenic paths around Wailea effortlessly and in style. Guests can select a top-quality electric bike for a self-paced ride through lush landscapes, coastal views, and hidden gems—transforming movement into a relaxed, personalized adventure. 

Discover Maui from a whole new perspective as you rappel down jungle cliffs and cascading waterfalls in a private rainforest canyon along the Road to Hana. This exhilarating experience combines adventure and serenity, offering exclusive access to stunning natural landscapes few ever see. Private tours are available for those seeking a more personal, immersive connection with Maui’s wild beauty—contact our Guest Services team to learn more or arrange your adventure.

Explore Maui by horseback as you are taken down the edge of the scenic valley to the coastline where you will have magnificent waters views of the Pacific Ocean.

Join Maui Off-Road Adventures for a scenic ATV tour in Lahaina! Let our knowledgeable guides lead you through pristine terrain on an adventure.

Skyline Hawaii is the country's original zipline company! Experience Maui's best views and most thrilling adventures in Ka'anapali and Haleakala.

Witness the majesty of Haleakalā, Maui’s dormant volcano and one of the island’s most awe-inspiring natural wonders. From the legendary sunrise above the clouds to vivid sunsets and world-class stargazing, each visit offers a truly unforgettable experience. Guests can explore the crater’s contrasting landscapes on guided hikes, bike down the mountain after sunrise, or enjoy scenic tours through Upcountry Maui. Reach out to our Guest Services team to discover the best Haleakalā experiences and let us help plan your perfect adventure to the summit.

Discover the beauty of Maui on foot — from lush rainforests and bamboo groves to dazzling waterfalls and crystal-clear pools. Whether you’re seeking a leisurely stroll or an adventurous trek, our local guides bring each trail to life with stories and insight into the island’s natural wonders. Reach out to our Guest Services team to learn more about the best hiking experiences and find the perfect adventure for your stay.

Experience the thrill of paragliding in Maui with Paraglide Maui, offering tandem rides and training for solo pilots.

Take in Maui’s breathtaking beauty from above on a scenic helicopter tour. Soar over lush rainforests, hidden waterfalls, and dramatic sea cliffs that can only be seen from the sky—including the towering cliffs of Moloka‘i and the sweeping valleys of West Maui. With several flight paths available, from the Hana Rainforest to the Haleakalā Crater and beyond, each journey offers a spectacular new perspective. Contact our Guest Services team to explore tour options and plan your aerial adventure.

Experience Hawaii’s only Relais & Châteaux restaurant at Hotel Wailea—fine dining in Wailea with an elevated yet approachable touch. Enjoy exceptional locally-sourced cuisine, intimate ambiance, and exclusive private dining experiences.

Enjoy an elevated dining experience at The Birdcage, Wailea's Japanese grill with sunset views, fresh sushi, and expertly crafted grilled dishes

Spago is the Hawaiian outpost of celebrity chef Wolfgang Puck’s acclaimed restaurant, offering a refined fusion of Hawaiian and California cuisine with locally inspired dishes and an extensive wine and cocktail list. It’s set in an elegant oceanfront dining room at the Four Seasons Resort Maui at Wailea, where guests can enjoy spectacular Pacific views and sunset vistas alongside masterfully crafted seasonal fare.

Monkeypod Kitchen by Merriman is a place where foodies, beer lovers, and families escape the stresses of their day-to-day lives by enjoying an ice-cold beer and a great meal while surrounded by people who consider them honored guests and friends.

Koast embodies a shared vision of simple, honest food and showcases the team’s commitment to local ingredients. The restaurant emphasizes the use of fresh, locally sourced produce to create delicious dishes that reflect the spirit of Maui.

Nobu Grand Wailea offers an exquisite setting for any special occasion. Located in Wailea, HI.