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

Maui Banyan Vacation Club
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very Good! (341 reviews)
Friendly staff, excellent customer service, clean room with excellent accommodations, and great location. Ample parking. One of the side table lamps in our room was shorting in and out. We bought a replacement bulb ourselves, but that still didn’t fix it. We will definitely come again.
Reviewed on Jul. 14, 2025

Napili Kai Beach Resort
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Rooms were clean and premises well kempt; however, there is almost no shade for reprieve from the sun--only three old umbrella huts with a few lounge chairs under them--the drinks at the pool were expensive and not drinkable, the restaurant was slow and the service in the same was poor.
Reviewed on Jul. 29, 2025


The Gardens at West Maui
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (479 reviews)
The Gardens at West Maui are a nice home away from home. While you won't find all the bells and whistles like all the neighboring resorts what you will find is a comfy bed, a washer and dryer, a kitchen to cook with all the tools, a shower with good pressure and decent hot water I say that because it wasn't always screaming hot like I like, Personal preference. While you have to clean up and do your own housekeeping if that doesn't bother you this is the place for you! What you get in return...ample free parking, right across the street from Napili Bay, right next to golf course and trail. The one bedroom has two bathrooms so if you're not into sharing with a significant other you'll have your own. I found this condo to be quiet and affordable, While I didn't have a sweeping ocean view, I had great internet and cable and my own ice maker. I found myself enjoying comfort over view as I just had to walk across the street. I enjoyed the roosters they have personality so if you don't think you like hearing that pack a mini fan to drown them out. The pool was warm and the hot tub was hot not sure why some people where saying it isn't. The bbq doesn't get very hot but maybe that was user error. The grounds where nice the front office lady was extremely inviting and helpful. This place is affordable and comfy and for the most part quiet, I didn't have any noisy neighbors. This is an honest review and I will stay here again when I return to Maui.
Reviewed on Jul. 22, 2025

Royal Lahaina Resort & Bungalows
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8.2/10 Very Good! (1,358 reviews)
Upon arriving the desk clerk was a little short .I thought it was we were chevking in late. We were asked to pay 40.00 a night for parking self park or 45.00 a day valet parking.wow so for our stay of 13 days it was 480.00
The staff at the restaurant was short we had ants on our table and asked to sit elsewhere. When we were moved the staff was rude. Another couple sat at the same table only to be moved due to ants.the cleaning staff were great and the rooms were kept.While checking out
The person on the desk was short.We asked to take care of our tab so we could just leave and not have to check out in the am with the crowd she acknowledged but went on to do other things we askef again and it seemed like we were bothering her .i think a class in customer service would be a good idea.
John Herrera
Reviewed on Jul. 29, 2025
Wailea Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is CA $1,235 per night from Aug 30 to Aug 31
CA $1,235
CA $1,546 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"We celebrated our 25th Anniversary here and it was money well spent."
Reviewed on Jul. 23, 2025

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,108 per night from Aug 30 to Aug 31
CA $1,108
CA $1,388 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"My corner suit was very nice and clean. Views from every part of my balcony were beautiful!!! Stuff very helpful and knowledgeable."
Reviewed on Jul. 18, 2025

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
The price is CA $1,026 per night from Jul 31 to Aug 1
CA $1,026
CA $1,210 total
Jul 31 - Aug 1
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
"The best of Maui"
Reviewed on Jul. 25, 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
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.

Maluaka Beach
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.

Makena State Park Beach
Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.
Things to do

Snorkel with Turtles and Free Underwater Photos - Turtle Town
CA $177
per adult
100% of travellers recommend

Haleakala Sunset Tour with Dinner
CA $259
per adult
82% of travellers recommend

Maui Family and Couple Beach Photo Session
CA $135
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.