Most Popular Hotels in Wailea

See all 97 Hotels in Wailea
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 (595 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$625
Fairmont Kea Lani Maui
Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Wailea 96753

4.5 out of 5.0
4.7 out of 5 (1,029 reviews)

Set amid waterfall gardens, pools, and Polo Beach, this 22-acre oceanfront resort borders Wailea's 3 championship golf course …

CA$483
Wailea Beach Villas, A Destination Luxury Hotel
Wailea Beach Villas, A Destination Luxury Hotel

3800 Wailea Alanui Drive, Wailea 96753

4.5 out of 5.0
5 out of 5 (64 reviews)

Located in Wailea, this beachfront condominium resort is next to a golf course, 0.2 mi (0.4 km) from Shops at Wailea, and 1.4 …

CA$799
Polo Beach Club, A Destination Residence
Polo Beach Club, A Destination Residence

4400 Makena Alanui, Wailea 96753

3.5 out of 5.0
4.6 out of 5 (27 reviews)

Nestled on the beach, this Wailea condo is within 1 mi (2 km) of Polo Beach and Wailea Beach. Po'olenalena Beach and Wailea …

CA$451
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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Palms at Wailea by Rentals Maui Inc.
Palms at Wailea by Rentals Maui Inc.

3200 Wailea Alanui, Wailea 96753

3.5 out of 5.0
3.5 out of 5 (2 reviews)

Situated by the ocean, this condo is 0.6 mi (1 km) from Keawakapu Beach and 1.4 mi (2.3 km) from Wailea Beach. Ulua Beach and …

CA$323
Days Inn Maui Oceanfront
Days Inn Maui Oceanfront

2980 S Kihei Road, Kihei 96753

2.5 out of 5.0
3.7 out of 5 (1,471 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$137
Hostel City Maui - 2
Hostel City Maui - 2

1325 Lower Main Street, Wailuku 96793

1.5 out of 5.0
2.4 out of 5 (105 reviews)

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

CA$41
Hostel City Maui - 1
Hostel City Maui - 1

197 North Market Street, Wailuku 96793

1.5 out of 5.0
2.2 out of 5 (85 reviews)

Situated in Wailuku, this hostel is within 2 mi (3 km) of Bailey House Museum, Maui Nui Botanical Gardens, and Maui Arts an …

CA$101
CRH - Hale Kamaole
CRH - Hale Kamaole

2737 South KIhei Road, Kihei 96753

3.0 out of 5.0
4 out of 5 (180 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$177

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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.