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Top Holiday Package Deals in Wailea
Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
per person
Jul. 19 - Jul. 26
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (1,001 reviews)
Great resort! The beach is fantastic and the rooms were quit. I do wish the breakfast buffet prices were more reasonable tho.
Reviewed on May 26, 2024
Aston at The Whaler on Kaanapali Beach
Save 100% on your flight
per person
Jul. 29 - Aug. 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.2/10 Wonderful! (1,398 reviews)
The property is kept immaculate, just beautiful to walk around. Safe and quiet.
Reviewed on May 4, 2024
Aston Mahana at Kaanapali
Save 100% on your flight
per person
Jul. 3 - Jul. 10
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9/10 Wonderful! (1,468 reviews)
We loved our stay here for our first trip to Maui. The view was so incredible and room was clean. We saw turtles swimming from the balcony! The staff was very kind and helpful when checking in, and we never had any issues to call again as the place was well stocked. Some furniture was a little outdated, but the views made that unimportant, and we would definitely stay here again in a heartbeat. Thank you for a wonderful stay!
Reviewed on May 25, 2024
Wailea Hotel Deals
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is CA $1,126 per night from Jun. 2 to Jun. 3
CA $1,126
CA $1,408 total
includes taxes & fees
Jun 2 - Jun 3
8.8/10 Excellent! (999 reviews)
"Amazing experience the beach was beautiful the sunset was amazing i loved it highly recommend it the vibe is amazing"
Reviewed on May 17, 2024
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,160 per night from Jun. 1 to Jun. 2
CA $1,160
CA $1,449 total
includes taxes & fees
Jun 1 - Jun 2
9.2/10 Wonderful! (1,000 reviews)
"Property, room, and service top notch. KO restaurant and breakfast buffet was decent but overpriced. Wouldn’t stop us from visiting again."
Reviewed on May 24, 2024
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
The price is CA $983 per night from May 28 to May 29
CA $983
CA $1,248 total
includes taxes & fees
May 28 - May 29
9/10 Wonderful! (825 reviews)
"Best place to stay in Hawaii as a family or couple"
Reviewed on May 17, 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
Charcuterie Board & Sunset at a Hidden Beach W/ Photo
CA $202
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.