- Better togetherSave up to CA $775 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Plan, book, travel with confidence
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
Aug. 3 - Aug. 9
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (1,001 reviews)
Overall is good, and can be excellent if :
1. Parking can be made complimentary. Afterall, the location of the hotel is not Times Square, and lands are ample
2. There is no baby cockroach, which we found in the bathroom
Reviewed on May 16, 2024
Wailea Beach Resort - Marriott, Maui
Wailea
per person
Jun. 17 - Jun. 21
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9/10 Wonderful! (822 reviews)
The staff is amazing from the front desk to the house keeping to the lifeguards at the pool. The hospitality was fantastic. So many things to do on the property from their game room to the restaurants and little boutique for shopping. This property really has it all. Just a short walk to the beach and a short walk from the shops. It’s a great family friendly hotel
Reviewed on May 12, 2024
Aston Kaanapali Shores
Save 100% on your flight
per person
Aug. 1 - Aug. 7
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.6/10 Excellent! (2,994 reviews)
The only thing I did not care for were the added on fees. It was $25 per day for use of the coffeemaker and other such things plus $10.05 per day for parking. The other add ons were taxes which amounted to about $50 per day. All of this should be included in the advertised price.
Reviewed on May 16, 2024
Aston Maui Hill
Save 100% on your flight
per person
Aug. 3 - Aug. 9
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9/10 Wonderful! (691 reviews)
Great location, able to walk to the beach. Clean, peaceful, comfortable place to wind down after long day exploring. Would definitely stay there again if i return to Maui.
Reviewed on May 12, 2024
Wailea Hotel Deals
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is CA $993 per night from Jun. 3 to Jun. 4
CA $993
CA $1,251 total
includes taxes & fees
Jun 3 - Jun 4
8.8/10 Excellent! (1,001 reviews)
"Great place"
Reviewed on May 14, 2024
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,400 per night from May 23 to May 24
CA $1,400
CA $1,731 total
includes taxes & fees
May 23 - May 24
9.2/10 Wonderful! (997 reviews)
"Everything about this resort is amazing. The suites are newly updated and very nice. The staff goes out of their way to assist in anyway possible. We look forward to coming back in the future."
Reviewed on May 7, 2024
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
The price is CA $951 per night from Jun. 3 to Jun. 4
CA $951
CA $1,210 total
includes taxes & fees
Jun 3 - Jun 4
9/10 Wonderful! (822 reviews)
"The staff is amazing from the front desk to the house keeping to the lifeguards at the pool. The hospitality was fantastic. So many things to do on the property from their game room to the restaurants and little boutique for shopping. This property really has it all. Just a short walk to the beach ..."
Reviewed on May 12, 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
E-Scooter Snorkel With Photo and Video At Turtle Town
CA $160
Per adult
98% of travellers recommend
Other vacations you might like
Hotels
Waikiki Hotels with KitchenettesBest Hotels in BramptonBest Hotels in PembertonHotels in WaikikiSandals Royal Caribbean - ALL INCLUSIVE Couples OnlyHotels in Downtown HonoluluWaikiki Hotels with Free Breakfast5 Star Star Hotels in WaikikiWaikiki Adults Only Resorts & HotelsWaikiki Hotels with Free ParkingWaikiki Hotels with WaterslidesLe Centre Sheraton Montreal HotelWaikiki Cheap HotelsAll Inclusive Resorts and Hotels in CubaHoward Johnson Plaza by Wyndham by the Falls Niagara FallsExcellence Playa Mujeres - Adults Only All InclusiveHotels in PoipuWaikiki Beach HotelHotels in Kalama TractWaikiki All Inclusive Resorts and HotelsWaikiki Oceanfront Hotels
Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.