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Tonight Feb 19 - Feb 20
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Top Wailea Romantic Getaways & Hotels

$467
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5.0 3550 Wailea Alanui Dr, Kihei, HI
4.9/5
(9 Reviews)
A full-service spa, 4 restaurants, and 5 outdoor pools are all featured at this luxury resort. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi.
$609
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5.0 4100 Wailea Alanui Dr, Kihei, HI
4.5/5
(70 Reviews)
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family and enjoy the free kid's club, children's pool, and waterslide.
$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.

Hotels in Wailea with Jacuzzi's

$449
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

3.5 out of 5.0 75 Wailea Ike, Kihei, HI
4.8/5
(20 Reviews)
Located in Wailea, this hotel is 0.2 mi (0.4 km) from Shops at Wailea and within 3 mi (5 km) of Wailea Beach and Keawakapu Beach. Kamaole Beach Park 3 is 2.5 mi (4.1 km) away.
$492
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

4.5 out of 5.0 3850 Wailea Alanui Drive, Kihei, HI
4.3/5
(84 Reviews)
Located in Wailea, this beachfront resort is next to a golf course and within 2 mi (3 km) of Shops at Wailea, Wailea Beach, and Keawakapu Beach. Kamaole Beach Park 3 is 2.6 mi (4.3 km) away.
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English Charm With Island Flair With A Full Size Swimming Pool

English Charm With Island Flair With A Full Size Swimming Pool

Kihei, HI
Located in Wailea, this cottage is within 3 mi (5 km) of Keawakapu Beach, Wailea Beach, and Kamaole Beach Park 3. Shops at Wailea and Ulua Beach are also within 2 mi (3 km).

Travelers Like You Recently Booked These Wailea Hotels

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Recent Wailea Hotel Reviews By Fellow Wanderers

Wailea Romantic Hotels

Is your anniversary quickly approaching? Maybe you’re looking for the perfect honeymoon getaway? Or, has it just been too long since you and yours had some quality alone time away from the hectic schedule of everyday life? Take a steamy trip and stay at one of the most romantic hotels in Wailea.

Remember the feeling of first meeting your significant other? You were nervous and excited. It felt like talking to your first crush on the playground. Re-ignite those feelings with an unforgettable stay to one of the Wailea romantic hotels. Treat your loved one to a perfect day with breakfast in bed, a day at the spa and then a sultry dinner at a top restaurant in Wailea. After dinner, take a moonlit walk through one of the city’s beautiful parks, because nothing says romance like a stroll under the stars. Whether you have been together for a few weeks or 50 years, the romantic hotels in Wailea are the perfect weekend getaway for you and your loved one. 

You’ll also be feeling affectionate toward Travelocity when you browse our vast selection of accommodations that cater to couples. We have unbelievable deals on the best romantic hotels in Wailea, so you don’t have to worry about breaking the bank for your trip. Book now and let the honeymoon begin.

*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.