Anyone traveling to Hawaii is required to have a government Safe Travels account and self-quarantine for 10 days. Some travelers may be exempt from quarantine with proof of a negative COVID-19 test taken within 72 hours of departure.

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Wailea, HI Vacation Packages

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Wailea Vacation: Coronavirus Information

Most Wailea hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Wailea trip, please visit our Coronavirus Information page (opens in new window).

Top Vacation Package Deals in Wailea

Maui Hill 27 - One Bedroom Condo
Aston Kaanapali Shores
Aston at Papakea Resort
The Ritz-Carlton, Kapalua
Kailani Suite at Hana Kai Resort

Top Hotels in Wailea

Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, Maui
4.5 out of 5
3700 Wailea Alanui Dr, Kihei, HI
Free CancellationReserve now, pay when you stay
The price is $799 per night from May 17 to May 17
4.5/5Wonderful! (478 reviews)
"They charged 30$ per day for self parking and 40$ for valet parking which was too much for customers. This info was not informed during reservation."

Reviewed on May 7, 2021

Wailea Beach Resort - Marriott, Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 out of 5
3550 Wailea Alanui Dr, Kihei, HI
Free CancellationReserve now, pay when you stay
The price is $949 per night from May 17 to May 17
4.6/5Exceptional! (960 reviews)
"Love the Andaz. Friendly staff, the hotel had everything from bars, to restaurants, and we even enjoyed a luau during our stay. The hotel booked an amazing snorkeling tour for us and there are lots of sea turtles by the property. I’ll definitely be back, my new favorite spot in Maui."

Reviewed on May 10, 2021

Andaz Maui at Wailea Resort - a concept by Hyatt
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
Free CancellationReserve now, pay when you stay
The price is $1,290 per night from May 17 to May 17
4.8/5Exceptional! (990 reviews)
"I think the food over all the entire resort was AWFUL. All the pool side food, the food at the bar, Ferraro’s all of it was a 1/5 quality, taste and variety. It makes me queasy thinking about it."

Reviewed on May 12, 2021

Four Seasons Resort Maui at Wailea
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.

Top things to do in Wailea

Wailea Vacation Packages

Indulge in Hawai’i’s high life with a stay in this beautiful coastal area known for its luxury accommodation and secluded beaches.   Enjoy a luxury Hawaiian experience in the sheltered community of Wailea. A vacation here will exceed even the high expectations most people have for a trip to these paradise islands. Breathtaking ocean vistas, five wonderfully tranquil beaches and a selection of excellent golf courses make this part of Hawai’i a favorite with high-end holidaymakers.

Wailea is home to several luxury resorts and hotels. One look at the immediate surroundings and it’s easy to understand why these businesses have chosen his spot to offer the ultimate in indulgence and relaxation. The beaches in this area are perfect, with Wailea Beach having once even been named “America’s Best Beach.”

Spend your time here relaxing. Spend all day at the beach sunbathing, swimming or snorkeling. Which beach you choose depends on what you’re looking for. Makena Beach is the place to go for dreamlike views of a nearly untouched stretch of sand. Or, step into the calm waters at Polo Beach to explore the rich marine life of the area, undisturbed by strong waves and currents.

While away an afternoon at Wailea Golf Club, taking advantage of a rare opportunity to play some rounds amid idyllic scenery. Afterwards, unwind with a treatment at one of the extravagant local spas or carry on your sports session at Wailea Tennis Club.

Outdoorsy people of all ages and levels of ability should definitely add Makena Stables to their itinerary. View Wailea’s stunning landscapes from the back of a horse. Some rides are organized for the evening, set against the backdrop of an impossibly perfect Hawaiian sunset.

High-end dining and shopping options abound. Treat yourself to a shopping spree at the Shops at Wailea, where classic brands such as Gucci and Louis Vuitton can be found next to more affordable chain stores. Afterwards, enjoy dinner set to live music or head down to the sand to get the perfect photo of that iconic Hawaiian sunset.

From Kahului Airport, drive south across Maui’s narrowest part to reach Wailea. Within just half an hour, you’ll be closer to heaven than you thought was possible.

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