Wailea Holidays from AU$1,715

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Your Wailea Holiday

Lose yourself in the magic of this picturesque neighbourhood with a Wailea holiday package. From its surfing and coastal beaches to its views, there's something here for every traveller. 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 holiday is quick and easy with Expedia.

Top Holiday Package Deals in Wailea

Price found within the past 48 hours. Click for updated prices.
Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
Price was AU$2,745, price is now AU$1,715 per person
AU$1,715
per person
1 June - 7 June
found 1 day ago
Return direct flight included
Brisbane (BNE) to Kahului (OGG)
8.2/10 Very Good! (365 reviews)
Unit was even better than I expected

Reviewed on 17 Mar 2026

Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was AU$3,789, price is now AU$2,103 per person
AU$2,103
per person
1 June - 7 June
found 1 day ago
Return direct flight included
Brisbane (BNE) to Kahului (OGG)
8.6/10 Excellent! (814 reviews)
The 12th floor is scary so if you have kids try to ask for something closer to the ground lol other than that it was good

Reviewed on 18 Mar 2026

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was AU$2,842, price is now AU$1,795 per person
AU$1,795
per person
1 June - 7 June
found 1 day ago
Return direct flight included
Brisbane (BNE) to Kahului (OGG)
8.4/10 Very Good! (537 reviews)
There were barking dogs and crowing chickens but that’s all over the island we had a great time here and would stay here again the pool hot tub bbq grills were a plus loved having a washer/dryer and kitchenette

Reviewed on 3 Mar 2026

Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
Price was AU$2,403, price is now AU$1,785 per person
AU$1,785
per person
1 June - 7 June
found 1 day ago
Return direct flight included
Brisbane (BNE) to Kahului (OGG)
8.8/10 Excellent! (1,312 reviews)
This hotel was very suitable for my purposes because of its location close to the airport. The pool area and ocean view were a special surprise and my room was very attractive.

Reviewed on 19 Mar 2026

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was AU$2,583, price is now AU$1,986 per person
AU$1,986
per person
1 June - 7 June
found 1 day ago
Return direct flight included
Brisbane (BNE) to Kahului (OGG)
8.6/10 Excellent! (1,713 reviews)
Original Kanaapali resort, with old Hawaiian feel. While this resort is not equipped with the same amenities of the much more modern resorts that are in the area, it exceeds expectations by providing peace and that old Hawaiian feel that we enjoy. Rooms were very nice, being a smaller property, there aren’t the crowds to navigate. On-site restaurant is nice, however definitely on the more expensive end. We would enjoyed live music at Branches, the outdoor stage, on property. Being an older property, it felt like everything was much closer to the beach, which was very convenient. We would definitely visit again!

Reviewed on 18 Mar 2026

Our guide on where to stay in Wailea

Find the best Wailea areas and neighborhoods for the activities you enjoy most. Learn more about Wailea
Aloha state of mind #lifeatexpedia

South Kihei

3 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.

Find hotels in South Kihei

Our pick of the best Wailea Hotel Deals

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 AU$1,437 per night from 21 Mar to 22 Mar
AU$1,437
21 Mar - 22 Mar
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
Four Seasons is worth every penny, every time. They are excellent. This property and the service is unmatched in the area. I stayed all of last week and then came back. Staff is so excellent. Property is gorgeous. It's just perfect. A lot of things aren't worth the price these days, but I have to ...

Reviewed on 19 Mar 2026

Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is AU$1,893 per night from 17 Apr to 18 Apr
AU$1,893
17 Apr - 18 Apr
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Staff was incredibly welcoming and helpful. Bar/restaurant staff were amazing. Pools were clean and poolside servers were very friendly. Overall an amazing property with wonderful staff

Reviewed on 16 Mar 2026

Fairmont Kea Lani Maui
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr Kihei HI
The price is AU$1,320 per night from 17 Apr to 18 Apr
AU$1,320
17 Apr - 18 Apr
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
We were a party of 6 spread into 2 rooms. We were in the tower, which was fine- although not that convenient since we were at the kids pool everyday, which is on the other side of the resort. The housekeeping service was excellent- never disturbed us - always working around when we were out. Rooms ...

Reviewed on 13 Mar 2026

Wailea Beach Resort - Marriott, Maui
See all 1,232 properties in 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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Frequently asked questions

How much does a Wailea holiday package cost?
The most affordable Wailea package is AU$1,715, 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.

Discover the most popular places to visit in Wailea

Wailea Beach showing a sandy beach, tropical scenes and swimming

Wailea Beach

4.5/5(32 reviews)

Make friends with the local marine life at this popular beach resort where luxury comes as standard.

Wailea Beach
Maluaka Beach which includes rocky coastline, mountains and a pebble beach

Maluaka Beach

4/5(3 reviews)

This sandy, tree-lined stretch of coast is one of the best spots on Maui for viewing Hawaiian green turtles.

Maluaka Beach
Makena Beach State Park showing a beach

Makena State Park Beach

4.5/5(7 reviews)

Choose from three different beaches, each with its own character, along this unspoilt stretch of Maui’s southern shoreline.

Makena State Park Beach

Activities

Sail Maui 'Alihilani Sunset Sail

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

AU$147
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Waterslide fun for all ages

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

AU$279
per adult
94% of travellers recommend
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
Molokini Island

Maui Snorkeling Adventure to Molokini and Turtle Town

AU$227
per adult
90% of travellers recommend
Maui Snorkeling Adventure to Molokini and Turtle Town
See all activities in Kihei

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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.