Villa vacation rentals in Wailea

Find and book unique villas on Airbnb

Quick stats about villa rentals in Wailea

Total vacation rentals
Explore 60 vacation rentals in Wailea
Nightly prices starting at
Wailea vacation rentals start at $143 CAD per night before taxes and fees
Verified guest reviews
Over 840 verified reviews to help you choose
Family-friendly vacation rentals
60 properties offer extra space and kid-friendly amenities
Vacation rentals with a pool
60 properties feature pools
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
60 of Wailea vacation rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals
5 Average rating
Wailea stays are highly rated by guests—averaging 5 out of 5!

Top-rated villa rentals in Wailea

Guests agree: these villas are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Top guest favourite

Villa in Wailea

Wailea Grand Champions- Ocean View 1 Bedroom Villa

MAUI IS OPEN AND WELCOMING — Our legal short-term is calling - the island and people need your respectful tourism. After 25 years of visiting, we finally got our own place, to someday retire and enjoy island life. We searched out the perfect place so you don't have to! In Grand Champions Villas, this 1-bed 2-bath condo/villa (#167, on Wailea Blue Golf Course has amazing ocean views and an updated master suite). You'll love the amenities and enjoy beautiful sunsets from your own lanai/balcony!

FamilyLocationSleep quality

5.0 out of 5 average rating, 9 reviews

Guest favourite

A coastal view features tall palm trees swaying gently against a clear blue sky. The sandy beach stretches along the shoreline, leading to calm turquoise waters. In the distance, a glimpse of a distant landmass is visible, adding to the serene atmosphere.

Villa in Wailea

Wailea 2BR Villa Near Beach, Shops & Golf

Welcome to our beautifully remodeled, ground-floor villa at Grand Champions, offering over 1,100 square feet of interior space plus a private furnished lanai. Enjoy quiet split-system air conditioning, two shared pools and spas, a queen sofa sleeper, 50-inch TV, full kitchen, and in-unit laundry. The primary bedroom has a king bed; the second has two twins that convert to a king. Sleeps six, near Wailea beaches, golf, dining, and shopping.

ValueLocationCleanliness

4.96 out of 5 average rating, 102 reviews

Guest favourite

The open kitchen and living area features a large island with seating and modern appliances. A casual sofa is positioned across from the kitchen, and natural light streams through a window framed in dark wood. A patterned area rug adds texture to the space.

Villa in Kihei

Kihei Villa: Pool, Near Ocean & Garden Views

Kick back and relax in this calm, stylish space. This Villa features 2 king suites, peek-a-boo ocean views, and private lanais off of each bedroom. The main living area comprises a great room with vaulted ceilings and a large island in the kitchen. Custom cabinetry houses all the essentials needed for cooking and relaxing while at the Villa. This unit is located on a shared property at Villas by the Cove.

LocationValueGetting around

4.96 out of 5 average rating, 78 reviews

Guest favourite

A modern living area features a flat-screen television mounted on the wall. A wooden sideboard offers decorative accents, while a cozy dining nook with a live-edge wooden table provides seating. Large windows allow natural light to illuminate the space, with glimpses of tropical greenery outside.

Villa in Kihei

Walk to Cove Beach Park from a Refined Villa

Prep meals in a chic kitchen with granite surfaces and white-washed hardwood floors. Dine at a live-edge table in a cozy corner nook amid nautical décor and modern touches. Unwind in a lounge chair on a sun-drenched patio before taking a swim.

LocationValueCheck-in

4.95 out of 5 average rating, 121 reviews