Wailea Villas & Luxury Vacation Rentals

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Wailea Villas & Luxury Vacation Rentals

Discover the finest selection of luxury Wailea villas. We have curated these luxury vacation homes in Wailea so our guests can experience the quintessential vacation in a Hawaiian paradise. Family-friendly private vacation homes offer an abundance of space for both kids and parents alike, and a seamless flow of indoor and outdoor living space provides the best of both worlds in sun and shade.

From traditional tropical décor to contemporary amenities, guests staying at any of our Wailea luxury villa rentals will enjoy lavish comfort while remaining constantly aware of their timeless location. Conveniences include wireless internet, air conditioning, and well-equipped kitchen areas. Outdoor amenities often feature private pools, relaxation areas, and al fresco dining facilities.

Make sure to check out all of our Maui villas to get the best out of your trip!

Exclusive Wailea Villas & Activities

Wailea is the gem of South Maui and a premier destination for affluent travelers seeking the ultimate holiday experience. The area features an impressive 1,500 acres of Maui beaches, luxury resorts, and premiere daytime activities. Whether it’s the coastal hiking trails, high-end shopping, authentic cuisine, or famous golf courses that entice you to visit Wailea, an unforgettable luxury vacation experience awaits you.

Like most destinations in Hawaii, a visit to Wailea epitomizes the spirit of a Pacific paradise. Visit Wailea Beach, a stretch of shorelines so pristine it was once voted America’s Best Beach. Enjoy tranquil swimming and unforgettable snorkeling at Polo Beach, a destination teeming with colorful marine life. Enjoy a morning excursion to Ulua Beach Park, where travelers can start their day with a jog beneath Maui’s rising sun. Other vacationers will plan a Wailea vacation just to enjoy its three famous golf courses – Wailea Blue, Wailea Gold, and Wailea Emerald.

Ahihi-Kinau Natural Area Reserve is another must-see attraction for travelers to Wailea. This stunning expanse features some of South Maui’s best snorkeling sites and a remarkable coastal lava field. Enjoy the surrounding hiking trails, which weave through inland lava fields and oceanfront scenery. After some time exploring the reserve, enjoy an afternoon shopping at the Shops at Wailea. At sunset, end your day with an unforgettable dining experience at any one of the area’s award-winning Hawaiian restaurants.

If you are still unsure whether you want a villa in Wailea or another Maui location, check out our beautiful selection of Kapalua villas, Lahaina villas, and Kaanapali villas.