Wailea Vacations from $836
Book a Hotel + Flight or Car together to unlock savings
Your Wailea Vacation
Lose yourself in the magic of this picturesque neighborhood with a Wailea vacation package. From its surfing and coastal beaches to its views, there's something here for every traveler. Not sure what to do and see during your trip to Wailea? Nearby attractions such as Wailea Beach, Kamaole Beach Park and Keawakapu Beach North are good places to start. Whatever your travel plans or budget, booking your dream Wailea vacation is quick and easy with Expedia.
The Latest Wailea Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Mana Kai Maui- Official Onsite Rental
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
8.8/10 Excellent! (1,005 reviews)
Mana Kai was great- it’s an older hotel but it has everything you need. The best part is being able to walk right to the beach!
Reviewed on Jun 27, 2025
Napili Kai Beach Resort
Save 100% on your flight
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Kahului (OGG)
9.4/10 Exceptional! (1,007 reviews)
We loved this place. We had an amazing room with a balcony overlooking the ocean. It was probably the most luxurious place we’ve ever stayed as a family. The cove was wonderful - my kids and I loved snorkeling along the rocks. The restaurant and snack bar were great. We would definitely go here again!
Reviewed on Jun 22, 2025
Wailea Hotel Deals
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
$1,006 nightly
The price is $1,186 total per night from Jul 14 to Jul 15
$1,186 total
Jul 14 - Jul 15
Total includes taxes and fees
8.8/10 Excellent! (1,000 reviews)
"We had the best time! The property is absolutely gorgeous and the weather was perfect."
Reviewed on Jun 17, 2025
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
$857 nightly
The price is $1,011 total per night from Jul 19 to Jul 20
$1,011 total
Jul 19 - Jul 20
Total includes taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"Beautiful property with private beach access!"
Reviewed on Jun 29, 2025
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
$670 nightly
The price is $790 total per night from Jul 1 to Jul 2
$790 total
Jul 1 - Jul 2
Total includes taxes and fees
9/10 Wonderful! (997 reviews)
"Excellent resort on one of the most beautiful places we have ever visited."
Reviewed on Jun 23, 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.
Discover the most popular places to visit in Wailea
Wailea Beach
4.5/5(1,614 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.
Maluaka Beach
4.5/5(101 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.
Makena State Park Beach
4.5/5(438 reviews)
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
$129
per adult
100% of travellers recommend
Luxury Molokini & Turtle Snorkel Sail with Breakfast, Lunch & Open Bar
$289
per adult
96% of travellers recommend
Wailea Beach: Guided Sea Scooter Snorkeling Tour
$149
per adult
100% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Maui Hotels
- Hotels near Shops at Wailea
- Hotels near Wailea Shopping Village Shopping Center
- Hotels near Ulua Beach Park
- Hotels near Ulua Beach
- Hotels near Mokapu Beach
- South Maui Hotels
- Hotels near Wailea Beach
- Hotels near Polo Beach
- Hotels near Keawakapu Beach North
- Hotels near Wailea Blue Golf Course
- Hotels near Palauea Beach
- Wailea-Makena Hotels
- Hotels near Kamaole Beach Park 3
- Hotels near Wailea Emerald Golf Course
- Hotels near Wailea Gold Golf Course
- Hotels near Kamaole Beach Park 2
- Hotels near Po'olenalena Beach
- Hotels near Kamaole Beach Park
- Hotels near Makena Landing Park
- Hotels near Cove Park
- Hotels near Maui Fish Pipe
- Hotels near Makena Kai Day Spa
- Hotels near Maluaka Beach
- Hotels near Makena South Course
- Hotels near Makena North Course
- Hotels near Kalama Beach Park
- Hotels near Halama Street
- Hotels near Kihei Town Center Shopping Center
- Hotels near Makena Golf Course
- Hotels near Kihei Regional Park
- Makena Hotels
- Beach Hotels in Makena
- B&B in Makena
- 5 Star Hotels in Makena
- Luxury Hotels in Makena
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- Hotel Wedding Venues Hotels in Makena
- 4 Star Hotels in Makena
- Resorts in Makena
- Vacation Homes in Makena
- Golf Hotels in Makena
- Honeymoon Resorts & in Makena
- Condo Rentals in Makena
- Hotels with Free Parking in Makena
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- Hotels with Waterslides in Makena
- Resorts & Hotels with Spas in Makena
- Condo Resorts in Makena
- Cheap Hotels in Makena
- 3 Star Hotels in Makena
- Maui Vacations
- Shops at Wailea
- Wailea Shopping Village Shopping Center
- Ulua Beach Park
- Ulua Beach
- Mokapu Beach
- Wailea Beach
- Keawakapu Beach North
- Polo Beach
- Wailea Blue Golf Course
- Palauea Beach
- Kamaole Beach Park 3
- Wailea Emerald Golf Course
- Kamaole Beach Park 2
- Po'olenalena Beach
- Kamaole Beach Park
- Makena Landing Park
- Cove Park
- Maui Fish Pipe
- Maluaka Beach
- Kalama Beach Park
- Kihei Town Center Shopping Center
- Makena Golf Course
- Kihei Regional Park
- Makena Vacations
- Visit Halama Street
- Little Beach
- Makamakaole Trail
- Sun Yat-sen Park
- Makena State Park Beach
- Maui Nui Golf Club
- Visit Makena
- Car rentals near Maui
- Car rentals near Shops at Wailea
- Car rentals near Ulua Beach
- Car rentals near Wailea Beach
- Hertz Rental Cars in Wailea-Makena
- Car rentals near Kamaole Beach Park 3
- Car rentals near Wailea Emerald Golf Course
- Car rentals near Kamaole Beach Park 2
- Car rentals near Kamaole Beach Park
- Car rentals near Kalama Beach Park
- Car rentals near Kihei Regional Park
- Car rentals near Makena
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.