Welcome to Wailea


Beyond the beaches? With its tidy golf courses, protective privacy walls and discreet signage, Wailea looks like a members-only country club. South Maui’s most elite haunt, it stands in sharp contrast to Kihei. Don’t bother looking for gas stations or fast-food joints; this exclusive community is all about swank beachfront resorts and low-rise condo villas, with all the glitzy accessories.

If you’re not staying here, say a loud mahalo (thank you) for Hawaii’s beach-access laws that allow you to visit anyway, with dedicated public parking lots.


Top experiences in Wailea

Amazing hotels and hostels

We've pre-picked the best hotels, hostels and bed and breakfasts to make your stay as enjoyable as possible.

Travel guides

Starting at $38.99

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Wailea activities

$222 Transfers & Ground Transport

Private Arrival Transfer: Maui International Airport to Maui Hotels

This effortless, clean, luxury private transfer will take you from the Maui Airport (OGG) to your Maui hotel. A luxury Mercedes-Benz sedan, Mercedes-Benz SUV or stretch limousine will pick you up at the airport and whisk you off to area #1 (Kihei, Wailea or Makena), area #2 (Lahaina, Kaanapali or Honokowai) and area #3 (Kahana, Napili or Kahana). You will need to advise your flight details and your hotel details. Your transfer will be confirmed immediately, and you will be provided with a travel voucher to present to the driver. It's that easy! Price is per person, based on 8 adults per car/vehicle.

$179 Water Sports

Hawaiian Outrigger Canoe and Snorkel Adventure

Your Maui Outrigger Canoe and Snorkel Adventure starts on Polo Beach in beautiful Wailea, Maui. You'll learn first-hand about the ancient Hawaiian sailing canoe tradition, construction, and navigation.Then help launch the outrigger canoe "Hina" straight from the beach, just like the Hawaiians did in ancient times, and sail on the gentle Wailea breeze for a unique perspective on the island of Maui.You'll observe all kinds of ocean life on this Maui canoe and kayak adventure, including sea turtles and possibly dolphins and whales, while learning about this beautiful part of Hawaii where you can simultaneously see four of the Hawaiian Islands.Are you up for some action? Then be part of the crew and learn how to paddle a canoe the Hawaiian way. Or maybe you prefer to just relax and take in the spectacular surrounds, letting the wind do all the work for you! Either way, the Maui canoe and kayak adventure is an Hawaiian experience like no other.Digital photos will be taken throughout the trip and emailed to you at a later date as a souvenir of your Maui outrigger canoe experience.

$283.99 Air, Helicopter & Balloon Tours

Maui Haleakala National Park, Hana Rainforest Helicopter Tour

Your helicopter tour of Maui's Hana Rainforest and Haleakala National Park takes off from Kahului. Before lifting into the air, get a brief orientation about the aircraft, meet your friendly pilot and buckle up. Then revel the exhilarating sensation of flying above this tropical island as you set out to see its diverse landscape from the best possible vantage point — the sky! While you soar above jagged cliffs, swoop past remote waterfalls and get an close-up look at the eastern side of the island, your pilot points out sights below. Look down on the lush Hana Rainforest through the helicopter's panoramic windows, see Old Hana Town and the Manawainui Valley, and then head to Haleakala National Park, home to the world’s largest dormant volcano, capped by a large space-like crater. On the journey back, enjoy the scenery around you: Gaze at the horizon of the sparkling blue Pacific, and see the cities of Kihei, Wailea and Makena and the island of Molokai in the distance. During the winter, keep your eyes peeled for humpback whales. Your tour ends when you return to the airport in Kahului.Please note: Per FAA regulations, all passengers 18 years and older will be required to show photo ID such as a driver's license or passport at the time of check-in.

$374.99 Air, Helicopter & Balloon Tours

Maui Circle-Island Helicopter Scenic Tour of Entire Coastline

Your 1-hour circle tour around Maui, 'the Valley Isle,' begins with a brief introduction to your expert pilot and the 7-passenger helicopter. Get your camera ready as your chariot lifts off from the heliport and ascends into the sky for an incredible perspective of the second largest of the Hawaiian Islands. As structures on the ground shrink and your view of the horizon expands for miles over lush and diverse Maui, listen closely to your pilot's narration about what to see from the air. Swoop above the Hana Rainforest canopy, and remember to breathe as you curve around the island’s stunning edges. Climb the sky above Haleakala National Park with clear views of the volcanic crater, the West Maui Mountains and Iao Valley State Park. Swoosh over rugged coastlines, verdant valleys, hidden waterfalls and the dazzling blue waters of the Pacific Ocean, and notice the contrast of the mountains, beaches and towns like Lahaina, Kapalua, Kaanapali and Wailea. When you complete your circle around the island, return to the heliport where your tour ends.Please note: Per FAA regulations, all passengers 18 years and older will be required to show photo ID such as a driver's license or passport at the time of check-in.

$85 Water Sports

South Maui Kayak and Snorkel Tour with Turtles

This tour consists of beautiful kayaking with views of Haleakala and the West Maui Mountains and fantastic snorkeling in an area with Green Sea Turtles in a three hour adventure! This tour departs from Makena. Makena is on the south side of Maui, just south of Kihei and Wailea into Turtle Town. Makena is consistently fantastic with calm, clear waters, great views, and guaranteed turtle sightings. Tucked in the lee of majestic Haleakala, Makena is rarely windy and has great snorkeling options from the novice beginner to the saltiest of sea dogs! Whales in the winter, turtles year round, and occasionally pods of dolphins make our Makena Turtle Adventure a guide and guest favorite!

$9.92 Transfers & Ground Transport

Arrival Shuttle: Kahului Airport(OGG) to Hotels &Private Residences -Maui Island

Wherever you are in Hawaii, you would want to know that you will get around quickly at an affordable price. That's why this tour should take care of your transportation needs for Kahului, Kihei, Wailea, Makena, Lahaina and Kaanapali. Service from the airport: A VIP greeter with green and white aloha shirt will be waiting for you at the baggage claim, and will have your name on a sign, assist you with your luggage, and escort you to your shuttle van. This service is free of charge and unique to this tour. It's this local operators way of saying "Mahalo" for choosing them. Service with Lei Greeting (Optional): Your friendly island greeter will welcome you with a warm “Aloha” and present you with a beautiful fresh flower lei — a symbol of aloha, welcome and love in Hawaii. You’ll feel like you have a friend on the islands as you are offered assistance to baggage claim or directions to your pick up location.