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Top 10 Wailea Hotel Deals

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Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Wailea 96753

5.0 out of 5.0
4.8 out of 5 (604 reviews)

Located on Maui's sunny south shore, this resort faces the wide, crescent curve of Wailea Beach, with its sugar sands and cal …

CA$651
Hotel Wailea, Relais & Chateaux
Hotel Wailea, Relais & Chateaux

555 Kaukahi Street, Wailea 96753

4.5 out of 5.0
4.5 out of 5 (568 reviews)

Situated near the beach in Wailea, this spa resort is close to Wailea Blue Golf Course, Wailea Beach, and Wailea Emerald Golf …

CA$690
Residence Inn by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea

75 Wailea Ike, Wailea 96753

3.0 out of 5.0
4.6 out of 5 (9 reviews)

Situated by the ocean, this hotel is within 1 mi (2 km) of Shops at Wailea and Wailea Beach. Ulua Beach and Mokapu Beach ar …

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Ho'olei at Grand Wailea
Ho'olei at Grand Wailea

146 Ho'olei Circle, Wailea 96753

4.5 out of 5.0
4.9 out of 5 (11 reviews)

This family-friendly Wailea resort is within 1 mi (2 km) of Shops at Wailea, Ulua Beach, and Mokapu Beach. Wailea Beach is 1. …

CA$1,628
Wailea Ekolu 906 2 Br condo by RedAwning
Wailea Ekolu 906 2 Br condo by RedAwning

10 Wailea Ekolu Place, Wailea 96753

3.0 out of 5.0

Situated in Wailea, this condo is 0.6 mi (1 km) from Shops at Wailea and 1.3 mi (2.2 km) from Wailea Beach. Ulua Beach and …

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Wailea Ekahi Village, A Destination Residence
Wailea Ekahi Village, A Destination Residence

Wailea Alanui Drive,3300, WAILEA 96753

4.0 out of 5.0

Situated in Wailea, this condo is 0.1 mi (0.1 km) from Keawakapu Beach and 1.8 mi (2.9 km) from Wailea Beach. Ulua Beach an …

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Days Inn Maui Oceanfront
Days Inn Maui Oceanfront
0.4 km from Wailea
2.5 out of 5.0
3.7 out of 5 (1,490 reviews)

Set on a splendid stretch of sand 2 miles from Kihei, this low-rise hotel is 3 miles from the championship golf courses of …

CA$150
CRH - Hale Kamaole
CRH - Hale Kamaole
1.2 km from Wailea
3.0 out of 5.0
4 out of 5 (181 reviews)

Situated in Kihei, this beach condo is 0.1 mi (0.2 km) from Kamaole Beach Park 3 and 2.5 mi (4.1 km) from Wailea Beach. …

CA$213
Maui Kamaole - Maui Condo & Home
Maui Kamaole - Maui Condo & Home
1.2 km from Wailea
3.0 out of 5.0
4.4 out of 5 (347 reviews)

The blue Pacific sparkles, and the uncrowded beaches of Kamaole III await across the street from this South Maui condominiu …

CA$217
Hostel City Maui - 2
Hostel City Maui - 2
22.1 km from Wailea
1.5 out of 5.0
2.4 out of 5 (106 reviews)

This family-friendly Wailuku hostel is located near the airport, within 3 mi (5 km) of Maui Nui Botanical Gardens and Queen K …

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Wailea Hotel Guide

Basking in a Hawaiian paradise is as simple as visiting Wailea. Located on the beyond lush island of Maui, this palm-lined hideaway is one of the region’s most luxurious spots to unwind on the beach, surf the waves, or watch the sun rise over the Pacific. Need a little help tracking down the perfect hotels in Wailea for your vacation? Expedia is your go-to source.

Because this city is an impeccably designed resort area, you’ll find plenty of Wailea hotels just waiting to treat you like royalty. For the most iconic experience, search for a property near Makena Beach. This breathtaking strip of sand is ideal for soaking up the sun, swimming through the crystalline waters, and basking in the beautiful surroundings. You’ll even discover Wailea beach hotels that give you access to snorkeling lessons and equipment so you can see the candy-colored fish and coral populating the island’s undersea world. Pay special attention to the deals near the Wailea Beach Walk; this chilled-out boardwalk is an incredible place to take a sunset stroll. It’s the essence of Hawaii.

Prefer to stay closer to the area’s shops and restaurants? Head for a Wailea hotel on Alanui Drive. This street is home to a bevy of upscale eateries, cafes, and boutiques, and the resorts here give you easy access to each and every one of them.

Of course, the local activities extend well beyond beaches and boutiques. If you’re itching to tee up on the green, take a look at the best hotel Wailea Maui has to offer near the Wailea Golf Club. This spot features three courses designed to challenge even the most experienced golfers. The Makena courses are equally exciting, and you might find a few discounts on an adjacent hotel Wailea. Just don’t forget to use Expedia’s travel tools to finalize your plans; from gorgeous hotels to cheap airfare, we have everything you need to put together the most amazing Wailea vacations.