A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

Wailea Vacations from $767

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Your Wailea Vacation

Lose yourself in the magic of this picturesque neighborhood with a Wailea vacation package. From its surfing and coastal beaches to its views, there's something here for every traveler. Not sure what to do and see during your trip to Wailea? Nearby attractions such as Wailea Beach, Kamaole Beach Park and Keawakapu Beach North are good places to start. Whatever your travel plans or budget, booking your dream Wailea vacation is quick and easy with Expedia.

Where to stay in Wailea

Find the best Wailea areas and neighborhoods for the activities you enjoy most. Learn more about Wailea
Learn more about Wailea
A sunset over a beach with palm trees and a few people walking.

South Kihei

While visiting South Kihei, you might make a stop by sights like Kamaole Beach Park 2 and Kamaole Beach Park 3.

A sunset with palm trees silhouetted against a vibrant sky.
Photo by The Camangian's
Open Photo by The Camangian's

Central Kihei

If you're spending some time in Central Kihei, Kihei Regional Park and Kihei Town Center Shopping Center are top sights worth seeing.

A sunset over a calm sea with a distant mountain range and a rocky shoreline.
Photo by Sharen DeGelder
Open Photo by Sharen DeGelder

North Kihei

If you're spending some time in North Kihei, Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters and Kalepolepo Beach Park are top sights worth seeing.

A beach with clear turquoise waters, sandy shores, and lush green hills in the background.

Makena

A noteworthy feature of Makena is its stunning beaches. While you're in town, be sure to stop and check out Makena State Park Beach and Maluaka Beach.

Halama Street

If you're spending some time in Halama Street, Kihei Town Center Shopping Center and Coast Guard Beach are top sights worth seeing.

Discover the most popular places to visit in Wailea

A beach with palm trees, a row of beach umbrellas, and a green boat on the grass.

Wailea Beach

9.4/10 (4,138 reviews)
This stretch of powdery sand is part of an upscale resort community and is an ideal place to sunbathe, snorkel, and dive with Hawaiian green turtles and manta rays.
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What to do near Wailea

Sail Maui 'Alihilani Sunset Sail

Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea

$104
per adult
96% of travelers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
See all activities near Wailea

Wailea Hotel Deals

A poolside lounge area with outdoor seating, a fire feature, and umbrellas providing shade.

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea
4.0 star property
Wailea
9.2 out of 10, Wonderful, (308 reviews)
"To anyone that stays the hotel is clean, easy parking, a wonderful staff, helpful, knowledgeable, and just completely kind. Will stay again when I return. Cannot say enough about the staff, they definitely hire the best."
$474 nightly
The price is $563
Nov 14 - Nov 15
Total with taxes and fees
AC Hotel by Marriott Maui Wailea
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Wailea

Things to do in and around Wailea

Wailea, Hawaii, offers a perfect blend of beach relaxation and outdoor adventures. Enjoy unforgettable experiences at local golf courses, shop at vibrant malls, or dive into thrilling windsurfing. This scenic paradise is ideal for beach vacations and day trips, with nearby attractions that promise to create lasting memories. Whether you're looking to unwind by the ocean or explore the natural beauty, Wailea has something for everyone.

Shopping

Discover the Shops at Wailea, offering a vibrant mix of entertainment and shopping in a family-friendly atmosphere. For a local touch, visit Kihei Kalama Village, just 3 miles away, or explore the Hali'imaile Farmer's Market, 14 miles distant, for fresh produce and unique finds.

Recreation

The Wailea Gold Golf Course offers a stunning golfing experience surrounded by lush landscapes and ocean views, perfect for sports enthusiasts. For family fun, the Maui Fish Pipe provides exhilarating aquatic activities. The Wailea Blue Golf Course is another great option for outdoor lovers, featuring beautiful fairways and scenic vistas.

Adventure

Embark on the Makamakaole Trail for stunning views, only 4 miles from Wailea. Explore the scenic Kealia Coastal Boardwalk, 8 miles away, perfect for outdoor enthusiasts. For an adrenaline rush, bike down Haleakala with Haleakala Bike Company, located 17 miles away in breathtaking landscapes.

Nightlife

Wailea's nightlife features upscale dining and vibrant bars. Enjoy cocktails at the Monkeypod Kitchen, or unwind at the nearby Andaz Maui's Lehua Lounge for stunning ocean views. For entertainment, check out live music events at the Wailea Beach Resort, offering a perfect blend of relaxation and excitement.

Find the best attractions in and around Wailea

Wailea, Hawaii, is perfect for a beach and outdoor vacation, offering stunning scenery and family-friendly experiences. Explore popular attractions like Wailea Beach and the scenic Wailea Beach Path. Don't miss the nearby resorts and the unique Hawaiian Village for a taste of local culture. Whether you're seeking relaxation on the beach or adventurous outdoor activities, Wailea has something for every traveler.

  • Wailea Beach: Experience the stunning beauty of Wailea Beach, known for its soft sands and crystal-clear waters. This beach offers a relaxing atmosphere, perfect for sunbathing, swimming, or taking leisurely strolls along the shore, all while soaking in the tropical vibes of Hawaii.
  • Makena State Park Beach: This secluded nudist beach is ideal for couples seeking a romantic escape. Surrounded by lush landscapes and breathtaking ocean views, Makena State Park Beach provides a tranquil setting where you can unwind and connect with nature.
  • Kamaole Beach Park 3: Located just 2 miles from Wailea, this urban park is perfect for families. With ample space for picnics, playgrounds for the kids, and easy access to the beach, it offers a lively atmosphere for outdoor fun in the sun.

Best time to go to Wailea

The best time to visit Wailea can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Wailea falls in August and September. September has average visitor numbers and mostly sunny weather. The coolest average temperature around Wailea falls in February, visitor numbers are average and weather is mostly sunny with no rain.

Tips to save on your trip to Wailea

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Wailea.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.