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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 Maui Kaanapali Villas](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/afd89e76_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Aston Maui Kaanapali Villas
Save 100% on your flight
per person
Sep. 2 - Sep. 9
found 16 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8.6/10 Excellent! (2,174 reviews)
This was my second stay. I enjoyed my stay again. I highly recommend this resort. People are really nice.
Reviewed on Jun. 15, 2024
![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
Sep. 2 - Sep. 9
found 16 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8.8/10 Excellent! (1,000 reviews)
I wish the restroom in the room had a vent. I wish some of the staff was more friendly .
Reviewed on Jun. 25, 2024
![Aston Mahana at Kaanapali](https://images.trvl-media.com/lodging/1000000/20000/12900/12900/dce7d964_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)
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 $1,102 per night from Jul. 6 to Jul. 7
CA $1,102
CA $1,380 total
includes taxes & fees
Jul 6 - Jul 7
9.2/10 Wonderful! (1,002 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 $1,195 per night from Jul. 9 to Jul. 10
CA $1,195
CA $1,489 total
includes taxes & fees
Jul 9 - Jul 10
8.8/10 Excellent! (1,002 reviews)
"Best Resort in Wailea!"
Reviewed on Jun. 21, 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 $971 per night from Jun. 26 to Jun. 27
CA $971
CA $1,234 total
includes taxes & fees
Jun 26 - Jun 27
9/10 Wonderful! (845 reviews)
"Excellent resort with excellent service."
Reviewed on Jun. 22, 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.