Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Tonight Feb 24 - Feb 25
This weekend Feb 28 - Mar 1
Next weekend Mar 6 - Mar 8

Top Wailea Boutique Hotels

Get Rates
Wailea Beach Villas, A Destination Luxury Hotel

Wailea Beach Villas, A Destination Luxury Hotel

4.5 out of 5.0 3800 Wailea Alanui Drive, Kihei, HI
5/5
(5 Reviews)
This condo resort features 2 outdoor pools and 2 spa tubs. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle.
$629
Hotel Wailea, Relais & Chateaux- Adults Only

Hotel Wailea, Relais & Chateaux- Adults Only

5.0 out of 5.0 555 Kaukahi Street, Kihei, HI
4.5/5
(24 Reviews)
This luxury resort includes 2 restaurants, an outdoor pool, and a fitness center. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. Unwind with a drink at the poolside bar and enjoy perks like free self parking and a free beach shuttle.

Travelers Like You Recently Booked These Wailea Hotels

Map

Recent Wailea Hotel Reviews By Fellow Wanderers

Boutique Hotels in Wailea

Boutique hotels vary from charming and romantic to artistic and just plain quirky. The one thing they typically have in common is delivering an upscale, intimate vibe with personalized service and ultimate comfort. For the refined traveler or those looking for that special something, boutique lodging is a great combination of both individualized and traditional amenities. Let your imagination run wild, then turn to Travelocity to help you find the best boutique hotels in Wailea.

Sample the local cuisine, tour the sights, or enjoy a night on the town—then retire to your room, which likely has high-quality linens, luxurious bath products, and custom furniture. Perhaps you’ll sip cocktails or listen to live music at a social event, where you can mingle with other guests in a hip yet casual setting, like the library. Or simply admire the ambiance of the design, lighting, art, and architecture—as unique as the guests themselves in many Wailea boutique hotels.

Explore the boutique hotels in Wailea to discover your perfect match, then get ready for a memorable and authentic escapade. In just a few minutes, you can reserve a vacation with all the right touches. Book with Travelocity today for the best prices and customer service.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.