Boutique hotels Wailea

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Wailea

30 Sept - 1 Oct

Tonight

1 Oct - 2 Oct

Tomorrow night

Featured Wailea Boutique Hotels

Wailea Beach Villas

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 ...

Get rates

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street, Kihei, HI

Fully refundableReserve now, pay when you stay

NZ$2,040

19 Oct - 20 Oct

includes taxes & fees

Stay at this 5-star luxury resort in Kihei. Enjoy free parking, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

Don't see what you're looking for?

See all available properties in Wailea

View all properties

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.