Wailea Holidays

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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.

Price found within the past 48 hours. Click for updated prices.
  • Studio Suite, 1 Queen Bed | Terrace/patio
    Jul 23 - Jul 30

    Maui Banyan Vacation Club + Flight

    South Kihei
    7 nights
    3.0 star property
    8.0/10 - Very good (371 reviews)
    "Room is clean with full kitchen, nice beaches just across the road"
    Reviewed May 28, 2026
    Return • Melbourne (MEL) - Maui (OGG)
    MEL - OGG • 2 stops OGG - AVV • 2 stops
    AU$3,405
    AU$2,442
    per traveller
    found 1 day ago
    Maui Banyan Vacation Club
  • Suite, 2 Bedrooms | Living area
    Jul 23 - Jul 30

    Maui Beach Vacation Club + Flight

    North Kihei
    7 nights
    2.5 star property
    8.4/10 - Very good (882 reviews)
    "Perfect and central to all the places we wanted to visit."
    Reviewed June 6, 2026
    Return • Melbourne (MEL) - Maui (OGG)
    MEL - OGG • 2 stops OGG - AVV • 2 stops
    AU$4,623
    AU$3,186
    per traveller
    found 1 day ago
    Maui Beach Vacation Club
  • Outdoor spa tub
    Jul 13 - Jul 20

    Hotel Wailea, Relais & Chateaux - Adults Only + Flight

    Wailea
    7 nights
    5.0 star property
    9.4/10 - Exceptional (1,002 reviews)
    "My husband and I had the most incredible babymoon at Hotel Wailea! From the moment we checked in we were greeted with leis and champagne/alcohol free champagne for me! We stayed 5 glorious nights and every day we raved about the amenities, hospitality, location, and we never wanted to leave!! The valet service was incredible, the front desk staff were so accommodating, and everyone you passed by on property gave a welcoming “aloha!” Despite the hotel not being beachfront, the views of the ocean..."
    Reviewed June 9, 2026
    Return • Sydney (SYD) - Maui (OGG)
    SYD - OGG • 1 stop OGG - SYD • 1 stop
    Save 100% on your flight
    AU$9,391
    AU$6,637
    per traveller
    found 13 hours ago
    Hotel Wailea, Relais & Chateaux - Adults Only
  • Outdoor pool
    Jul 11 - Jul 18

    Palms at Wailea Maui + Flight

    Wailea
    7 nights
    3.5 star property
    8.4/10 - Very good (541 reviews)
    "Was great, very spacious and a great stay"
    Reviewed May 25, 2026
    Return • Sydney (SYD) - Maui (OGG)
    SYD - OGG • 1 stop OGG - SYD • 1 stop
    AU$5,803
    AU$4,350
    per traveller
    found 4 hours ago
    Palms at Wailea Maui
  • Exterior
    Jul 23 - Jul 30

    Signature Residences at Maui Banyan + Flight

    South Kihei
    7 nights
    3.5 star property
    8.8/10 - Excellent (26 reviews)
    "It exceeded my expectation. The only thing I would say is to add more hooks in the condo so that we could hang clothes, towels etc. Other than that, everything met my expectation and I can't wait to return. I will definitely stay there again."
    Reviewed May 29, 2026
    Return • Melbourne (MEL) - Maui (OGG)
    MEL - OGG • 2 stops OGG - AVV • 2 stops
    AU$3,474
    AU$2,695
    per traveller
    found 1 day ago
    Signature Residences at Maui Banyan

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
A sunset over a coastal landscape with palm trees and a grassy area.

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$1,457 per night from 9 July to 10 July
AU$1,457
9 July - 10 July
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"Loved the view!"

Reviewed on 8 June 2026

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 AU$1,592 per night from 26 June to 27 June
AU$1,592
26 June - 27 June
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
"Absolutely beautiful! Staff were all friendly and attentive. We really appreciated the cleanliness, amenities, and high level of service."

Reviewed on 25 May 2026

Four Seasons Resort Maui at Wailea
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$1,180 per night from 12 June to 13 June
AU$1,180
12 June - 13 June
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Good"

Reviewed on 8 June 2026

Wailea Beach Resort - Marriott, Maui
See all 1,226 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 , 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

Wailea Beach

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

Wailea Beach
Maluaka 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 State Park 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

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

AU$273
per adult
94% of travellers recommend
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
Lahaina Sunset Dinner Cruise

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

AU$193
per adult
84% of travellers recommend
From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
Kayaking Adventure

Makena Turtle Town Eco Adventure in Maui

AU$138
per adult
88% of travellers recommend
Makena Turtle Town Eco Adventure in Maui
See all activities in Kihei

Explore a world of travel with Expedia

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