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.

Wailea activities

$222 Transfers & Ground Transport

Maui Airport (OGG) to Maui Hotel by Private Luxury Transfer

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!

$325 Tours & Sightseeing

Tasting the Best of Maui Farm Tour

This tour beings with pickup in Kahului, all other pickup areas will be an additional cost. Take a scenic ocean view tour through the last working sugar plantation in the State of Hawaii highlighting the historical old town of Paia, then on to Ho`okipa Beach Park for photos overlooking the magnificent surf.Explore Hali`i Maile, the headquarters of The Maui Gold Pineapple Company. If not for Maui’s Winery in Ulupalakua, the pineapple would be gone. But today they lease over 1200 acres and continue to grow the Maui Gold pineapple which is used in many of their pineapple wines.Travel to the 4,000 ft elevation to Ali`i Kula Lavender Farm. Enjoy lavender tea or coffee and scones, explore the old proteas (planted on Maui in the 1970’s) from South Africa and Australia, planted with 45 varieties of lavender, edible gardens, citrus, avocado and olives. It’s an amazing experience and a highlight of our day. Scenic drive to Ulupalakua Ranch Store and MauiWine. Guests can purchase a sampling of Maui wines in the tasting room, once the King’s Cottage in the 1800’s. You’ll learn the history of the 150 year old ranch along the way and feel old Maui when you arrive in the old trees. Great photo opportunities. Guests can purchase Lunch at Ulupalakua Ranch Store where they offer Maui Cattle Burgers or Taro burgers.Finally, stop by Kula Country Farms (every day except Monday) overlooking all of West Maui below. You will return to your ending point which is Whole Foods Kahului at 3:30pm or the Kahului Harbor. Lahaina Harbor, Wailea and Kaanapali pick ups requires 90 minutes additional travel time and $50.00 per person additional for the pick up.