Wailea Holidays from £709

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Your Wailea Holiday

Lock in a holiday package to Wailea and get set to experience its surfing, coastal beaches and views. However you'd like to spend your break in this picturesque neighbourhood, you'll find plenty of opportunities to mix relaxation and fun. Wondering what to see and do during your trip to Wailea? Nearby attractions such as Wailea Beach, Kamaole Beach Park and Keawakapu Beach North are good places to start. No matter your travel plans or the size of your budget, booking your dream Wailea holiday has never been easier with Expedia.

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui
Royal Lahaina Resort & Bungalows
Napili Kai Beach Resort
Sands of Kahana
Hyatt Vacation Club at Ka'anapali Beach, Maui

Top hotels in Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is £673 per night from 17 Aug to 18 Aug
£673
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Pros: amazing beach, love the beachwalk, love and lava cosmic bliss! Food at all restaurants and cafe was delish Cons: have to pay extra for shade, not enough water machines to refill your bottles, felt a little outdated and run down for how expensive it was. Game room only open Friday-Sunday and ..."

Reviewed on 31 Jul 2025

Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is £728 per night from 31 Aug to 1 Sept
£728
31 Aug - 1 Sept
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Fantastic staff!"

Reviewed on 29 Jul 2025

Four Seasons Resort Maui at Wailea
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr, Kihei, HI
The price is £681 per night from 12 Aug to 13 Aug
£681
12 Aug - 13 Aug
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"It was ok"

Reviewed on 3 Aug 2025

Andaz Maui at Wailea Resort - a concept by Hyatt
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 £709. 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.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.