Wailea Holidays from £2,124
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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.
Wailea Ike by Avantstay Walk to the Beach Balcony w/ Views
Wailea
£2,249
per person
2 Nov - 9 Nov
found 1 day ago
Return direct flight included
London (LHR) to Kahului (OGG)
10/10 Exceptional! (1 review)
Had an amazing time staying here. It was super clean and really had everything needed for our getaway . I will definitely be staying here again when i am back in the near future. I highly recommend. The team is also very prompt with their responses.
Reviewed on 7 Nov 2025
Where to stay in Wailea
Find the best Wailea areas and neighborhoods for the activities you enjoy most. Learn more about Wailea
South Kihei
4 out of top 10 points of interest in this area
While visiting South Kihei, you might make a stop by sights like Kamaole Beach Park 2 and Kamaole Beach Park 3.
Central Kihei
1 out of top 10 points of interest in this area
While visiting Central Kihei, you might make a stop by sights like Kihei Regional Park and Kihei Town Center Shopping Center.
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.
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.
Halama Street
While visiting Halama Street, you might make a stop by sights like Kihei Town Center Shopping Center and Coast Guard Beach.
Top hotels in Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
£724
3 Oct - 4 Oct
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Take the option to upgrade to the Napau level if offered. Free breakfast, afternoon drinks & small bites for dinner. Saves hundreds of dollars a day. Everyone welcomes you as a guest! House keeping, pool staff, grounds keepers & everyone else. The only thing we didn’t like were the birds in the lounge ..."
Reviewed on 19 Sept 2026
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
£624
4 Oct - 5 Oct
includes taxes & fees
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
£780
21 Sept - 22 Sept
includes taxes & fees
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 £2,124. 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.
Stay near popular Wailea attractions
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.
Maluaka Beach
9.4/10 (731 reviews)
This is part of Maui’s so-called “Turtle Town,” a prime spot for sighting the inquisitive Hawaiian green turtles that are very common here.
Makena State Park Beach
9.4/10 (1,787 reviews)
Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.
Makena Beaches
9.0/10 (18 reviews)
Why not spend a lazy afternoon at Makena Beaches during your trip to Kihei? Stroll along the seaside or discover the beautiful sunsets in this romantic area.
Photo by Torrey Kwok
Polo Beach
9.2/10 (186 reviews)
If a restful holiday is part of your travel plans, Polo Beach might be the perfect place to visit during your trip to Kihei. Wander the seaside or discover the beautiful sunsets in this romantic area.
Photo by Quintin Doroquez
Shops at Wailea
9.2/10 (381 reviews)
You can enjoy retail therapy at Shops at Wailea during your stay in Kihei. Wander the beautiful beaches or discover the beautiful sunsets in this romantic area.
Photo by Kathie Mercier
Ulua Beach
8.8/10 (53 reviews)
Why not spend a care-free afternoon at Ulua Beach during your travels in Kihei? Discover the beautiful sunsets in this romantic area or enjoy its snorkelling spots.
Mokapu Beach
10.0/10 (2 reviews)
Why not spend a care-free afternoon at Mokapu Beach during your travels in Kihei? Amble around this relaxing area's seaside or seek out the snorkelling spots.
Things to do
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
£76
per adult
96% of travellers recommend
South Maui: Snorkel to Coral Gardens or Molokini Crater
£73
per adult
88% of travellers recommend
Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
£97
per adult
84% of travellers recommend
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* 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.