
Wailea Holidays from AU$608
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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.

Gods Peace Of Maui
Save 100% on your flight
Price was AU$855, price is now AU$608 per person
AU$608
per person
24 Oct - 28 Oct
found 7 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (132 reviews)
We stayed in Room #1 in the main building w/ shared bathrooms. Upon arrival, I couldn’t find the front office. A guest told me I should have received an email or text with the room code and check-in instructions. I never received either. Since I booked through Expedia, I also checked for messages there but found nothing. When I contacted the owner about not receiving the check-in information, she didn’t seem concerned. We had to leave our belongings in the unlocked room until we eventually received the code. She later texted that she had been paddling and was busy. We hardly slept both nights. The room was small and hot. The guest staying across from us was awake most of both nights, talking on his phone, walking around, and repeatedly entering his door code, causing loud beeping each time. Because there is no air conditioning, and it was hot and humid, the fan provided was too loud to sleep with, and we couldn’t leave the door open for airflow. The refrigerator in our room had been turned off and smelled. The beds were comfortable, but the towels were rough. The showers were unkept, some had no lighting, and the handheld shower head kept slipping from its holder. The advertised continental breakfast was disappointing and consisted of a granola bar and a toddler-sized applesauce pouch. I saw cockroaches in the kitchen. Future guests should know that religious décor/Christian materials are displayed throughout the property, bedrooms, hallways, bathrooms, living areas.
Reviewed on 30 July 2026



The Historic Wailuku Inn
Save 100% on your flight
Price was AU$1,607, price is now AU$1,272 per person
AU$1,272
per person
24 Oct - 28 Oct
found 7 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8.6/10 Excellent! (40 reviews)
The cutest hotel in the perfect location on Maui! Close to lots of local cafes and restaurants, and the beach was maybe a 10 minute drive away. The room itself was super cute and tasteful, and the bed was incredibly comfortable. We’ll be staying here again the next time we’re in Maui!
Reviewed on 11 June 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

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.
Our pick of the best Wailea Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is AU$1,601 per night from 17 Aug to 18 Aug
AU$1,601
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"The property was great, awesome pools , beautiful beach ."
Reviewed on 31 July 2026

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
The price is AU$1,488 per night from 26 Aug to 27 Aug
AU$1,488
26 Aug - 27 Aug
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Our stay was amazing. The staff and service were absolutely off the charts. The newly opened spa was the nicest I have ever been in. The food at the adult pool and service by the bar staff was impeccable. The main thing that stuck out to me was the genuine kindness and pride that the staff puts into ..."
Reviewed on 22 July 2026

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
The price is AU$1,705 per night from 31 Aug to 1 Sept
AU$1,705
31 Aug - 1 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
Stay near popular Wailea attractions
Activities

South Maui: Snorkel to Coral Gardens or Molokini Crater
AU$145
per adult
88% of travellers recommend

Maui Premium Dinner Cruise: Four Course Dining Experience
AU$246
per adult
94% of travellers recommend

Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
AU$193
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.






















