Plan, book, travel with confidence
Better together
Save up to CA $775 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in Wailea
Price found within the past 48 hours. Click for updated prices.
Aston at Papakea Resort
Save 100% on your flight
per person
Aug. 6 - Aug. 13
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.2/10 Very Good! (1,329 reviews)
The unit we stayed in was ocean front, which was great but overall this property feels run down. Our unit had some bug issues and also the lights outside are very bright when they are right outside your bedroom window. If you’re a sensitive sleeper I would bring a sleep mask! I don’t think we would stay here again.
Reviewed on May 27, 2024
Aston Mahana at Kaanapali
Save 100% on your flight
per person
Jul. 9 - Jul. 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9/10 Wonderful! (1,471 reviews)
Property was good. Although all 5 days of our visit we had no room service. No towels no cleaning nothing. For the price we paid and for a resort fee we were charged with no amenities at all I think it was a ripoff.
Reviewed on Jun. 3, 2024
Aston at The Whaler on Kaanapali Beach
Save 100% on your flight
per person
Jul. 9 - Jul. 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.2/10 Wonderful! (1,398 reviews)
The property was walking distance to the beach. Whalers Village was next door for dining and shopping. The pool and property outside was clean.
Our room was dated, dirty and the vents were caked full of dust. The bed was uneven and the pillows were smelly. The first morning we found a roach crawling in the bathroom. I texted the property and got a generic response. We ran out of towels and requested clean towels and put the maid service sign up for 2 days in a row and on the second day someone finally cleaned after we complained to the front desk. They only cleaned our room one time during our 7 day stay and brought us clean towels once. They said the policy was to clean every 4 days which may be why there were bugs. We put the maid service sign up the last 2 days we were there and no one cleaned or brought by clean towels. I know hotels sometimes only clean every other day but only once during a week stay was not enough.
Reviewed on Jun. 3, 2024
Wailea Hotel Deals
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is CA $1,192 per night from Jun. 29 to Jun. 30
CA $1,192
CA $1,486 total
includes taxes & fees
Jun 29 - Jun 30
8.8/10 Excellent! (1,001 reviews)
"Best resort in Maui. Views everywhere that are spectacular. Amazing guest experience with fantastic rooms. Pool area was lots of fun and adjacent to the best beach in Wailea! Unbelievable resort."
Reviewed on May 28, 2024
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,099 per night from Jun. 24 to Jun. 25
CA $1,099
CA $1,377 total
includes taxes & fees
Jun 24 - Jun 25
9.2/10 Wonderful! (1,002 reviews)
"I highly recommend this property my fiancée and I brought our two dogs and it was so awesome"
Reviewed on Jun. 2, 2024
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
The price is CA $1,103 per night from Jun. 9 to Jun. 10
CA $1,103
CA $1,389 total
includes taxes & fees
Jun 9 - Jun 10
9/10 Wonderful! (831 reviews)
"The hotel was above expectation."
Reviewed on May 30, 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
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.