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3578 Travelers rated Wailea highly for Beaches and Snorkeling

Book a package and join the 188 others who’ve received 100% off their flights this year!
Book a package and join the 188 others who’ve received 100% off their flights this year!
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Book a package and join the 188 others who’ve received 100% off their flights this year!

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Wailea Flight and Hotel Packages

Wailea Packages for 3 Nights

Wailea Packages for 4 Nights

Wailea Packages for 5 Nights

Wailea Packages for 6-7 Nights

Wailea packages with 3-star hotels

Top Rated Hotels for your Wailea Vacation

Residence Inn by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea
3.5 out of 5.0 75 Wailea Ike, Kihei, HI
Free Cancellation
$294
4.8/5 (42 reviews)

Great place. Nice view. To much birds in breakfast area

Reviewed on Sep 16, 2019
Located in Wailea, this hotel is 0.2 mi (0.4 km) from Shops at Wailea and within 3 mi (5 km) of Wailea Beach and Keawakapu Beach. Kamaole Beach Park 3 is 2.5 ...
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5.0 out of 5.0 3900 Wailea Alanui Drive, Kihei, HI
$675
4.7/5 (73 reviews)

The staff and service was top notch. Best place for a babymoon.

Reviewed on Jul 6, 2019
Located in Wailea, this beachfront resort is next to a golf course and within 3 mi (5 km) of Wailea Blue Golf Course, Wailea Beach, and Keawakapu Beach. Kamaole ...
Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
4.5 out of 5.0 4100 Wailea Alanui Dr, Kihei, HI
$529
4.5/5 (181 reviews)

Absolutely amazing property. My expectations were exceeded. All amenities were top notch and every single staff member was incredible. Dave at the pool bar and Chevis at Nick's fish house both stood out among the staff. They were funny, attentive, and knowledgeable. The housekeeping staff was also ...

Reviewed on Oct 1, 2019
Located in Wailea, this beachfront resort is next to a golf course and within 1 mi (2 km) of Wailea Blue Golf Course and Wailea Beach. Keawakapu Beach is 2.2 ...
Andaz Maui at Wailea Resort - a concept by Hyatt
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 out of 5.0 3550 Wailea Alanui Dr, Kihei, HI
$367
4.4/5 (39 reviews)

Love this resort! Great amenities, amazing service. Beautiful pools. Beach access with rentals. Nothing not to love!

Reviewed on Aug 12, 2019
Located in Wailea, this beachfront resort is next to a golf course and within 1 mi (2 km) of Shops at Wailea and Keawakapu Beach. Wailea Beach and Kamaole Beach ...
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
4.5 out of 5.0 3850 Wailea Alanui Drive, Kihei, HI
$351
4.4/5 (139 reviews)

Family hotel with lazy river and slides that are simply perfect. The sand beach connected to the lazy river is a safe / fun place for kids to play together. The add on charges for everything are annoying. $50 per day to park?

Reviewed on Oct 13, 2019
Located in Wailea, this beachfront resort is next to a golf course and within 2 mi (3 km) of Shops at Wailea, Wailea Beach, and Keawakapu Beach. Kamaole Beach ...
Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, Maui
4.5 out of 5.0 3700 Wailea Alanui Dr, Kihei, HI
$339
4.1/5 (19 reviews)

As a resort you could literally stay solely on the property and have a fantastic eventful time.

Reviewed on Jul 26, 2019
This family-friendly Kihei resort is located on the waterfront, within 1 mi (2 km) of Shops at Wailea and Keawakapu Beach. Wailea Beach and Kamaole Beach Park ...

Things To Do during your Wailea Vacation

See all 195 things to do in Wailea

Tips for planning your Wailea vacation

Wailea flight + hotel dealFrom $746
Cheapest time to go to WaileaSeptember
Most expensive time to go to WaileaJanuary
Wailea peak seasonMarch, August, July
Wailea low seasonDecember, October, November

Wailea Vacation Package Deals

Looking for excellent-value Wailea tickets? Save money and stress by letting Orbitz match up your flights and hotels.

If you combine your bookings, you'll save up to $857*! Just take your pick of airfares, hotels, experiences and rental cars.

On top of that, you'll be wrapped to know that you can select from 500 airline partners and no less than 500,000 global hotel options.

There are limitless possible options to suit you and your unique style. All you need to do is decide on your package deal and prepare yourself for a stunning vacation.

Join Orbitz Rewards

Life isn't much fun without those little perks and extra savings. You'll get instant Orbucks if you continue booking with us. This straightforward system rewards you quicker than anyone else.

Interested in perks, like complimentary breakfast, at Orbitz Rewards VIP Hotels? Just stay four nights for gold status and 12 nights for platinum status in a calendar year. And how do you redeem Orbucks? It's a breeze! You can use your Orbitz Rewards points on your very next booking.

Wailea Travel Guide

Where is Wailea?

Losing yourself in an unfamiliar country always sounds romantic. But if you'd prefer to arrive in Wailea on time, listen up.

This city is around 100 miles southeast of the capital of Hawaii, Honolulu. Wailea is also 9 miles south of Kihei.

Places to Visit in Wailea

Wailea Beach is a fascinating local attraction. Be sure to stop by before you skip town.

Shops at Wailea is one of the top shopping destinations in the area and a fabulous place to treat yourself to a bit of retail therapy. Like some more options? If you have a passion for golf, head to Makena Golf Course. It's the perfect place to work on your average while you enjoy the fine weather. But wait, that's not all! If you love a beautiful view, treat yourself to a sunset at Polo Beach.

Car Rentals in Wailea

Fun and adventure are just around the bend with car rentals in Wailea. Ready to discover the region from the convenience of your own ride?

Getting in by plane? Thrifty Car Rental at Kahului Airport is the vendor to make your way to upon arrival.

Where to stay in Wailea – Hotel Accommodation

You won't have any issues securing a place to lay your head. Orbitz lists 53 hotels in Wailea. Book your room today for the best deals and amenities.

Our top picks on the island are the Ho'olei at Grand Wailea and Wailea Beach Villas, A Destination Luxury Hotel. Check out the services, facilities and amenities, and choose your favorite.

Nearest Airports to Wailea

Put on your seatbelt! You'll soon be reaching Kahului Airport (OGG), the best airport for Wailea. The terminal is 17 miles to the north of the downtown area and could be the beginning point of your amazing vacation.

Popular Places to Visit Near Wailea

Travel to Wailea for its unique personality and feel. That said, you've also got renowned tourist attractions right next door! 20 miles away is Lahaina. Many travelers use this nearby locality as a base to visit the famous attraction, Kaanapali Beach.

No Cancellation Fees

If you need to cancel or amend your booking, you'll be thrilled to hear we won't burden you with a fee.^ Your chosen hotel and airline might not either if you act swiftly!

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.