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

Wailea Holidays

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Discover the most popular places to visit in Wailea

What to do near Wailea

Wailea Hotel Deals

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.

Frequently Asked Questions

How much does a Wailea holiday package cost?

The most affordable Wailea package is , so your dream holiday can become a reality — without it costing a fortune. Combine flights, hotels, car rentals and more to custom build a package that matches your travelling style.

How do I get a cheap travel package to Wailea?

Crafting your own Wailea holiday package with Expedia is the easiest way to save. We have access to more than 550 airlines and 1,000,000 properties across the globe. With such an extensive range to select from, you'll have no trouble pulling together your ideal escape.

Where should I stay in Wailea?

A holiday in Wailea isn't complete without checking out Wailea Beach, Kamaole Beach Park and Makena State Park Beach. Spend your nights close to these top sights and make sightseeing easy.

What are the top hotels in Wailea?

Lock in a room at Ocean And Golf Course View 3 Bed. It's one of this area's most sought-after hotels. Another top-rated option in Wailea is Wailea Ekahi 36b One Of The Best Locations In Wailea.

How far in advance should I book my Wailea holiday?

While prices change from time to time, we generally recommend booking your spot as soon as possible. Most international fares can be compared on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Discount prices to Wailea occasionally appear in the weeks prior to departure.

What does an Expedia Wailea travel package include?

Car rentals, hotels and flights — we connect you to the very best deals. All you'll have to do is decide on your preferred combination. Once you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to craft an awesome Wailea getaway.

What should I know before booking a Wailea travel package?

You'll pick up amazing savings when you bundle your flights, hotels and rental cars into a package. Plus, booking everything in one spot makes trip planning much easier. So why waste time or money? Whether you're organising an upscale romantic escape or a budget family adventure, browse our holiday packages today.

If I'm not able to travel, can I cancel my Wailea holiday package?

Yes, you can. We realise life doesn't always go to plan, so we're here to help if you need to make changes to your Wailea holiday package. It may be possible to cancel or change your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

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Things to do in and around Wailea

Wailea, with its stunning beaches and outdoor scenery, is perfect for a getaway filled with relaxation and adventure. Visitors can enjoy activities such as golfing at renowned courses, shopping at local malls, and exploring the picturesque Wailea Beach Resort. Whether you're seeking sports activities, a romantic holiday, or sightseeing opportunities, Wailea offers a delightful blend of experiences that capture the essence of Hawaii.

Shopping

In Wailea, visit the Shops at Wailea for a blend of business and family vibes. Just 4.8km away, Kihei Kalama Village offers a vibrant city atmosphere. For a unique experience, head to Haliʻimaile Farmer's Market, located 22.5km away, showcasing local produce and crafts.

Recreation

The Wailea Gold Golf Course offers a stunning outdoor experience for golf enthusiasts, surrounded by beautiful landscapes. For family fun, the Maui Fish Pipe provides an exciting aquatic adventure just 4.8km away. Indulge in relaxation at the Makena Kai Day Spa, a sanctuary for wellness and rejuvenation in Wailea.

Adventure

The Makamakaole Trail, located 6.4km from Wailea, offers invigorating hikes amidst breathtaking scenery. For a leisurely stroll, the Kealia Coastal Boardwalk, 12.9km away, presents stunning coastal views. Families can enjoy the thrills of Science City, an arcade adventure zone situated 19.3km from Wailea.

Nightlife

Wailea boasts a vibrant nightlife with venues like the lively Monkeypod Kitchen, perfect for cocktails and local fare, and the elegant Four Seasons Resort, ideal for a sophisticated evening. For a laid-back vibe, try the beachside bars where you can enjoy stunning sunset views.

Find the best attractions in and around Wailea

Wailea offers a perfect blend of beach, outdoor, and scenic experiences, making it an ideal destination for families and nature lovers. Explore stunning sites like Wailau Valley and Ulua Beach, and indulge in shopping at the Wailea Shopping Village. With beautiful island views and close proximity to Wailea Beach, you'll find plenty of attractions that cater to your desire for relaxation and adventure in this picturesque Hawaiian locale.

  • Keawakapu Beach North: A stunning beach just 1.6km from Wailea, Keawakapu Beach North offers a relaxed atmosphere with golden sands and gentle waves, perfect for sunbathing and swimming. Its tranquil vibes make it an ideal spot for families and couples alike.
  • Makena State Park Beach: Nestled within Wailea, this nudist beach exudes romantic vibes, offering a secluded environment for those seeking intimacy and natural beauty. The stunning coastline and clear waters create a picturesque backdrop for a memorable day by the sea.
  • Ahihi-Kinau Natural Area Reserve: Also located within Wailea, this reserve showcases unique volcanic landscapes and diverse marine life. Ideal for excursions, it offers opportunities for snorkelling and exploration, all within a serene and romantic setting.

Best time to go to Wailea

The best time to visit Wailea is dependent on what kind of holiday you are seeking. August and September are its hottest month on average. At the time of September, visitor numbers are average and weather is mostly sunny. February is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

Tips to save on your trip to Wailea

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Wailea.
  • Consider traveling to Wailea during the low season (September to November) for more affordable options.
  • 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.