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 travel package cost?

Get your credit card ready, because a getaway to Wailea starts from just . When you combine your hotels, flights and car rentals into a travel package, you'll land the best bargains.

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

Yes, you can cancel your Wailea booking if your plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

How do I get a cheap travel package to Wailea?

One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got them all. Pick and choose a combination that suits you and see your savings stack up. Of course, a package deal is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 properties throughout the world, which lets you customize your Wailea adventure.

Does Expedia offer Book Now, Pay Later Wailea holidays?

Expedia has joined forces with online lender Klarna to make your next getaway easier on your hip pocket. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all types of budgets, so you can take that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip across multiple transactions.
  • Low deposit holidays: When you see an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Wailea?

Stay close to the action. Many people book hotels around popular attractions, such as Wailea Beach, Kamaole Beach Park 3 and Makena State Park Beach.

What are the top hotels in Wailea?

If this will be your first time in Wailea, reserve a room at Grand Wailea Maui, A Waldorf Astoria Resort or Maui Coast Hotel. Both will make you feel at home and are favourites with many savvy travellers.

How far in advance should I book my Wailea holiday?

While not all air carriers release ticket prices early, you can normally look up international flights on Expedia up to a year in advance. This is the time you can score some incredible deals. If you're booking at the last minute, you might still be in luck. Low prices sometimes emerge just weeks prior to departure.

What does an Expedia Wailea travel package include?

Hotels, rental cars and flights, or any combination of them — it's totally up to you. Whether you're headed to Wailea on a family road trip or travelling by yourself, there's a package to suit your style and budget. Once you've made your booking, why not add on a couple of tours and experiences?

What should I know before booking a Wailea travel package?

Our prices are always low. However, you'll enjoy an even better deal if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and tons of choice.

Can I choose my airline with a Wailea Expedia travel package?

Yes, so take your pick! Expedia has access to more than 550 partner airlines across the globe, so you can tailor your Wailea trip according to your budget and travel needs.

Book with confidence

Things to do in and around Wailea

Wailea offers a delightful blend of beach, outdoor activities, and stunning scenery, perfect for a romantic getaway. Engage in a round of golf at the renowned Wailea Golf Club, explore the luxurious Wailea Beach Resort, or indulge in a shopping spree at the local mall. Additionally, consider joining tours around Hawaii to fully immerse yourself in the beauty and culture of Maui.

Shopping

The Shops at Wailea offer a delightful shopping experience with a variety of boutiques and eateries, creating a vibrant atmosphere. For a more local feel, visit Kihei Kalama Village, just 4.8km away, or explore the Hali'imaile Farmer's Market, 22.5km from Wailea, for unique gifts and souvenirs.

Recreation

Experience the Wailea Gold Golf Course, where you can enjoy a round of golf amidst stunning views and lush landscapes. For ultimate relaxation, indulge in treatments at Makena Kai Day Spa, a serene haven dedicated to wellness and rejuvenation, perfect for unwinding after your adventures.

Adventure

The Makamakaole Trail offers an exhilarating hiking experience with stunning scenery, located 6.4km from Wailea. For a leisurely stroll, the Kealia Coastal Boardwalk, 12.9km away, provides beautiful coastal views. Families can enjoy the thrills at Science City, an arcade adventure zone situated 19.3km from Wailea.

Nightlife

Wailea's nightlife offers a relaxed yet vibrant atmosphere. Enjoy cocktails at the elegant Lehua Lounge or savour the local flavours at the Monkeypod Kitchen. For live entertainment, the Grand Wailea Resort features performances that create a delightful evening experience under the stars.

Find the best attractions in and around Wailea

Wailea is a perfect destination for those seeking a beach, outdoor, and scenic holiday. Popular attractions include Wailea Beach, Wailau Valley, and the nearby Wailea Beach, along with the Wailea Shopping Village for a delightful shopping experience. With its beautiful beaches and family-friendly activities, Wailea offers something for every traveller, making it an ideal spot for relaxation and exploration amidst stunning island views.

  • Maluaka Beach: Nestled within Wailea, Maluaka Beach boasts stunning beach vibes, perfect for sunbathing or a refreshing swim. Its tranquil waters and soft sands make it an ideal spot for relaxation, while the beautiful scenery invites you to unwind and soak in the Hawaiian atmosphere.
  • Kamaole Beach Park 3: Located 3.2km from Wailea, this urban park is a family-friendly haven, offering ample outdoor space for picnics, games, and relaxation. Its vibrant atmosphere and lush surroundings create a perfect backdrop for a day out with loved ones, complete with convenient amenities.
  • Lava Fields: About 8.0km away, the Lava Fields present a dramatic landscape of volcanic rock formations. The scenic views and outdoor exploration opportunities make it a unique experience, offering a glimpse into Hawaii's geological history and stunning vistas.

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.

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