
Wailea Vacation Packages
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Top Holiday Package Deals in Wailea
Price found within the past 48 hours. Click for updated prices.

Kahana Villa
Save 100% on your flight
per person
May 19 - May 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very Good! (310 reviews)
The condo is located in a quieter section of Maui. We sat on our lanai and watched whales! Restaurants within walking distance. The only complaint was the bed was very hard and difficult to sleep on.
Reviewed on Feb. 19, 2025

Hono Koa Vacation Club
per person
May 19 - May 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (177 reviews)
There is no air conditioning. We were on the top floor. Did not like the check in process, seeing how most people arrive to Hawaii on later afternoon flights and so the office was closed. The area its located in is busy and noisy. No beach access and pool is tiny.
Reviewed on Jan. 14, 2025

Sands of Kahana
per person
May 4 - May 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.2/10 Very Good! (428 reviews)
It was nice the restaurant was close, wish they had food options on property. The pizza place across the street was good. We had a great time.
Reviewed on Jan. 23, 2025

Kahana Beach Vacation Club
Save 100% on your flight
per person
May 4 - May 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (640 reviews)
Being right on the beach was great. The pool, hot tub and seating area outside were excellent. The staff were very friendly and helpful. I would highly recommend it to anyone that is looking for a relaxing vacation.
Reviewed on Feb. 28, 2025

Maui Banyan Vacation Club
Save 100% on your flight
per person
May 4 - May 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very Good! (334 reviews)
Room was adequate, kitchenette worked well for us. Microwave and mini fridge with plates, cups, silverware, knives, cutting board, toaster, coffee maker. AC worked great. Nothing fancy, but everything we needed.
Reviewed on Feb. 17, 2025
Wailea Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is CA $1,303 per night from Apr. 1 to Apr. 2
CA $1,303
CA $1,617 total
includes taxes & fees
Apr 1 - Apr 2
8.8/10 Excellent! (1,002 reviews)
"It was absolutely beautiful!"
Reviewed on Feb. 26, 2025

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,107 per night from Mar. 12 to Mar. 13
CA $1,107
CA $1,392 total
includes taxes & fees
Mar 12 - Mar 13
9.4/10 Exceptional! (1,002 reviews)
"I got sick and were recommended a wonderful doctor from Modo mobile doctor by the hotel. Got much better after to enjoy my trip. Amazing hotel with excellent services."
Reviewed on Feb. 28, 2025

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
The price is CA $1,080 per night from Apr. 1 to Apr. 2
CA $1,080
CA $1,274 total
includes taxes & fees
Apr 1 - Apr 2
9.6/10 Exceptional! (1,001 reviews)
"Very enjoyable experience, we stayed on the Club Level and felt the perks were worth it."
Reviewed on Feb. 10, 2025
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.
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

Guided Turtle Town Snorkeling Tour with Underwater Photos
CA $163
per adult
100% of travellers recommend

Maui Family and Couple Beach Photo Session
CA $140
per adult
100% of travellers recommend

Feast at Mokapu Luau at the Andaz Maui Wailea Resort
CA $416
per adult
96% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.