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Wailea Flight + Hotel packages

Top Wailea Hotels Deals

See all 825 Hotels in Wailea
Grand Wailea - A Waldorf Astoria Resort

Grand Wailea - A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Wailea
4.5 out of 5.0
4.3 out of 5 (67 reviews)

Set amid waterfall gardens and a meandering canyon of pools, this grand island resort is within a mile of championship golf, a tennis center, and upscale shops; ...

$399

$399
Hotel Wailea, Relais & Chateaux

Hotel Wailea, Relais & Chateaux

555 Kaukahi Street, Wailea
4.5 out of 5.0
4.5 out of 5 (23 reviews)

Situated near the beach in Wailea, this spa resort is close to Wailea Blue Golf Course, Wailea Beach, and Wailea Emerald Golf Course. Also nearby are Wailea ...

$549

$549
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr, Wailea
4.5 out of 5.0
5.0 out of 5 (7 reviews)

Located in Wailea, this beachfront resort is next to a golf course and within 1 mi (2 km) of Ulua Beach and Wailea Beach. Mokapu Beach and Ulua Beach Park are ...

$509

$509
Wailea Ekolu Village, A Destination Residence

Wailea Ekolu Village, A Destination Residence

10 Wailea Ekolu Place, Wailea
3.5 out of 5.0
2.0 out of 5 (1 reviews)

Situated in Wailea, this golf condo is 0.6 mi (0.9 km) from Shops at Wailea and 1.7 mi (2.8 km) from Wailea Beach. Wailea Shopping Village Shopping Center and ...

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr, Wailea
4.0 out of 5.0
4.0 out of 5 (81 reviews)

Cradled against an oceanfront hillside, this expansive, low-rise Maui resort lies a minute's walk from beaches and a quarter-mile from the Shops at Wailea; 3 ...

$319

$319
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Wailea
4.5 out of 5.0
4.5 out of 5 (59 reviews)

Set amid waterfall gardens, pools, and Polo Beach, this 22-acre oceanfront resort borders Wailea's 3 championship golf courses and is 1 mile (1.6 kilometers) ...

$377

$377
Wailea Grand Champions by Rentals Maui Inc.

Wailea Grand Champions by Rentals Maui Inc.

155 Wailea Ike, Wailea
3.5 out of 5.0

Situated in Wailea, this condo is 0.5 mi (0.8 km) from Shops at Wailea and 1.3 mi (2 km) from Wailea Beach. Wailea Beach and Wailea Shopping Village Shopping ...

Wailea Grand Champions, A Destination Residence

Wailea Grand Champions, A Destination Residence

155 Wailea Ike Place, Wailea
3.0 out of 5.0
4.3 out of 5 (9 reviews)

Located in Wailea, Maui, this condo resort is right on the Wailea Golf Club course. It is 1 mile from Mokapu Beach and Ulua Beach, and 1 mile from Wailea Beach. ...

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Wailea
5.0 out of 5.0
5.0 out of 5 (29 reviews)

Located on Maui's sunny south shore, this resort faces the wide, crescent curve of Wailea Beach, with its sugar sands and calm waters. The Wailea Blue golf course ...

$559

$559
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

75 Wailea Ike, Wailea
3.0 out of 5.0
4.8 out of 5 (8 reviews)

Situated by the ocean, this hotel is within 1 mi (2 km) of Shops at Wailea and Wailea Beach. Wailea Shopping Village Shopping Center and Ulua Beach are also ...

$234

$234