Search for Cheap Deals on
Luxury Hotels in Wailea

Check Last Minute Wailea Hotel Deals

Tonight Jan 11 - Jan 12Next weekend Jan 17 - Jan 19

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Featured Luxury Wailea

Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
Stay at this 4.5-star luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
Fairmont Kea Lani 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
Stay at this 4.5-star luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Andaz Maui at Wailea Resort - a concept by Hyatt
Wailea Beach Villas
Wailea Beach Villas
4.5 out of 5
3800 Wailea Alanui Drive, Kihei, HI
Stay at this 4.5-star luxury aparthotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Shops at Wailea are ...
Wailea Beach Villas
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Grand Wailea Maui, A Waldorf Astoria Resort
Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
5 out of 5
555 Kaukahi Street, Kihei, HI
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury resort in Kihei. Enjoy a full-service spa, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Hotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea
5 out of 5
146 Ho'olei Circle, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Shops at Wailea ...
Ho‘olei Villas at Grand Wailea
Residence Inn by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea
3.5 out of 5
75 Wailea Ike, Kihei, HI
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Kihei. Enjoy free breakfast, a free beach shuttle, and a 24-hour fitness center. Our guests praise the helpful ...
Residence Inn by Marriott Maui Wailea
Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, Maui
4.5 out of 5
3700 Wailea Alanui Dr, Kihei, HI
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Wailea Beach Resort - Marriott, Maui
Makena Surf - CoralTree Residence Collection
Makena Surf - CoralTree Residence Collection
4 out of 5
4850 Makena Alanui, Kihei, HI
Stay at this 4-star beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Chang's Beach are located ...
Makena Surf - CoralTree Residence Collection
Wailea Elua- CoralTree Residence Collection
Wailea Elua- CoralTree Residence Collection
3.5 out of 5
3600 Wailea Alanui, Kihei, HI
Stay at this 3.5-star beach apartment in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Wailea Shopping Village ...
Wailea Elua- CoralTree Residence Collection
Wailea Ekolu - CoralTree Residence Collection
Wailea Ekolu - CoralTree Residence Collection
3.5 out of 5
10 Wailea Ekolu Place, Kihei, HI
Stay at this 3.5-star golf condo in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular ...
Wailea Ekolu - CoralTree Residence Collection
See all 1,154 properties in 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.