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Vacations to Wailea
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Top Holiday Package Deals in Wailea
Price found within the past 48 hours. Click for updated prices.
![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/1d308d39_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Aston at The Whaler on Kaanapali Beach](https://images.trvl-media.com/lodging/1000000/70000/60400/60350/e8a75a75_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Aston Maui Hill](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/db0bcf6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![OUTRIGGER Kaanapali Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/ac1d0f0c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
per person
Aug. 29 - Sep. 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Kahului (OGG)
8.8/10 Excellent! (1,000 reviews)
After a rough start with the check in process our stay was very nice. Clean rooms. Very comfortable beds and the grounds are beautiful with plenty of lounge chairs.
Reviewed on Jun. 27, 2024
Wailea Hotel Deals
![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/e1f9eeaf_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,059 per night from Jul. 5 to Jul. 6
CA $1,059
CA $1,330 total
includes taxes & fees
Jul 5 - Jul 6
9.2/10 Wonderful! (991 reviews)
"This property is absolutely beautiful! We would definitely return."
Reviewed on Jun. 20, 2024
![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/5efeacc1_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is CA $1,150 per night from Jun. 30 to Jul. 1
CA $1,150
CA $1,437 total
includes taxes & fees
Jun 30 - Jul 1
8.8/10 Excellent! (1,001 reviews)
"Great pool activities for the kids. Nice rooms. Staff was friendly although a couple things went missing from our room and security wasn’t able to recover them. Left a pair of glasses on the table at HumuHumu and the staff again could not locate them, which was suspiciously surprising. Overall it ..."
Reviewed on Jun. 25, 2024
![Wailea Beach Resort - Marriott, Maui](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/6dd3c5e4_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
The price is CA $821 per night from Jul. 4 to Jul. 5
CA $821
CA $1,057 total
includes taxes & fees
Jul 4 - Jul 5
9/10 Wonderful! (846 reviews)
"The ocean views were amazing from the property however careful of the “ocean view” room designation."
Reviewed on Jun. 26, 2024
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.
Explore other types of vacation packages
Frequently asked questions
Discover the most popular places to visit in Wailea
Wailea Beach
4.5/5(295 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.
Makena State Park Beach
4.5/5(105 reviews)
Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.
Maluaka Beach
4/5(25 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.
Things to do
Luxury Molokini & Turtle Snorkel Sail with Breakfast, Lunch & Open Bar
CA $391
Per adult
96% of travellers recommend
Family and Couple Beach Photos
CA $134
Per adult
100% of travellers recommend
South Maui: Premium Turtle Town Kayak and Snorkel Tour
CA $205
Per adult
100% of travellers recommend
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Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.