Wailea Holidays from AU$2,562

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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.
Sands of Kahana

Sands of Kahana

3 out of 5
Price was AU$3,896, price is now AU$2,562 per person
AU$2,562
per person
13 Apr - 19 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
8.2/10 Very Good! (453 reviews)
Fantastic resort can’t wait to stay here again very roomie and all the amenities you could want

Reviewed on 1 Feb 2026

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Save 100% on your flight
Price was AU$5,855, price is now AU$3,120 per person
AU$3,120
per person
13 Apr - 19 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
8.8/10 Excellent! (1,002 reviews)
Loved the location!

Reviewed on 2 Feb 2026

Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was AU$4,282, price is now AU$2,608 per person
AU$2,608
per person
13 Apr - 19 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
8.4/10 Very Good! (744 reviews)
Great view , room had anything we needed. Staff wonderful. Nice location. Small resort feel.

Reviewed on 24 Jan 2026

Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Price was AU$3,919, price is now AU$2,647 per person
AU$2,647
per person
13 Apr - 19 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
8.6/10 Excellent! (203 reviews)
The condo was clean, roomy and perfect. The location was great! I would recommend!

Reviewed on 30 Jan 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was AU$5,328, price is now AU$3,605 per person
AU$3,605
per person
13 Apr - 19 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
8.2/10 Very Good! (814 reviews)
Very clean, great staff. Pool was nice, good location. Living room furniture uncomfortable.

Reviewed on 16 Jan 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

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.

Find hotels in South Kihei

Our pick of the best Wailea Hotel Deals

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 AU$1,300 per night from 22 Feb to 23 Feb
AU$1,300
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
The entire staff is soooo kind! Absolutely beautiful grounds and rooms. We ate at all the restaurants there. While pricey, everything was delicious. Pools are very fun, including the pool bar. And, very easy beach access.

Reviewed on 25 Jan 2026

Grand Wailea Maui, A Waldorf Astoria Resort
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 AU$1,541 per night from 3 Mar to 4 Mar
AU$1,541
3 Mar - 4 Mar
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
Pools were excellent, and the service was fantastic.

Reviewed on 30 Jan 2026

Andaz Maui at Wailea Resort - a concept by Hyatt
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is AU$1,649 per night from 27 Feb to 28 Feb
AU$1,649
27 Feb - 28 Feb
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
All around amazing experience. Gorgeous setting, great amenities, our trip went off without a hitch.

Reviewed on 23 Jan 2026

Fairmont Kea Lani Maui
See all 1,224 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$2,562, 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

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

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

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

Makena State Park Beach

Activities

Waterslide fun for all ages

Molokini Crater & Turtle Town Snorkel & Waterslide Adventure

AU$297
per adult
94% of travellers recommend
Molokini Crater & Turtle Town Snorkel & Waterslide Adventure
Molokini Island

Maui Snorkeling Adventure to Molokini and Turtle Town

AU$239
per adult
90% of travellers recommend
Maui Snorkeling Adventure to Molokini and Turtle Town
Lahaina Sunset Dinner Cruise

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

AU$209
per adult
82% of travellers recommend
From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
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.