Villa vacation rentals in Wailea

Find and book unique villas on Airbnb

Quick stats about villa rentals in Wailea

Total vacation rentals
Explore 50 vacation rentals in Wailea
Nightly prices starting at
Wailea vacation rentals start at $320 CAD per night before taxes and fees
Verified guest reviews
Over 770 verified reviews to help you choose
Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities
Vacation rentals with a pool
50 properties feature pools
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
50 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.

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Superhost

Villa in Wailea

5 out of 5 average rating, 3 reviews

A bit of paradise - Ocean Views Villa 1 bedroom

MAUI IS OPEN AND WELCOMING — Despite rumors, short-term rentals are still legal- 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 is on the Wailea Blue Golf Course with amazing ocean views and an updated master suite. You'll love the beautiful sunsets from the lanai (balcony)!

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

4.96 out of 5 average rating, 102 reviews

Luxury at it's Finest, Truly a Home away from Home

Remodeled in 2020, this 2 /2 Villa is located at Grand Champion Golf & Tennis Villas in the exclusive resort destination of Wailea, Maui. We have been named a Super Hosts on Airbnb due to the great amenities, comfort, safety, cleanliness and luxurious accommodations this Villa provides. Wailea is the Gold Coast of Maui, close to pristine beaches, shopping and dining and this is a legal, exclusive vacation rental. Spacious and luxurious, feel Refreshed and Anew in your Home away from Home!

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

4.96 out of 5 average rating, 76 reviews

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.

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

4.95 out of 5 average rating, 121 reviews

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.

Guest favourite

A spacious lanai features a comfortable seating area with light-colored cushions and decorative blue accent pillows. Lush greenery surrounds the space, providing a tranquil view. The outdoor setting invites relaxation while enjoying the tropical atmosphere.

Villa in Wailea

4.91 out of 5 average rating, 56 reviews

Wailea villa w/ pool and beach access

This lovely villa is designed for indoor-outdoor living features sliding pocket doors that lead outside to spacious private lanai. Take advantage of alfresco dining, cool tropical breezes, garden views, and a large outdoor gas grill.