Villa holiday rentals in Wailea

Find and book unique villas on Airbnb

Top-rated villa rentals in Wailea

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

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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, 99 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!

Top guest favourite
A private rear deck features a shaded area with tropical foliage and bamboo fencing. Two surfboards and beach gear are neatly stored, along with a round table and colorful chairs for seating. A large black container sits in the corner, adding to the functional outdoor space.
Villa in Kihei
4.92 out of 5 average rating, 355 reviews

Steps from Beach • Park at YOUR Private Back Door

Ground-floor, bottom corner unit across from Cove Beach — close to beach sunset, surf, food trucks and local stores. The only unit with a tandem parking stall right next to your wall and back deck entrance. Step out of your car, walk straight in to your smart lock security door on your own back deck. Fully upgraded with fast Wi-Fi, two AC units, new appliances and a lava rock shower with hot/strong pressure. Sleeps 4 with a master + studio, beach gear, well-stocked kitchen and fresh linens.

Superhost
A large, inviting pool is surrounded by lush greenery and palm trees, featuring waterfalls and rocky landscaping. Various seating areas with umbrellas can be seen, along with a bridge spanning a small waterway, all leading towards the ocean in the background.
Villa in Lahaina
4.5 out of 5 average rating, 6 reviews

Marriott Maui Ocean Club 1BR 2BA

Marriott’s Maui Ocean Club is one of the most popular timeshare resorts - and for good reason! Kids and kids-at-heart will get a kick out of the resort's 3.5- acre super pool complete with a water slide, waterfalls, and children's area. The poolside bar is a great place to rest and relax while the little ones splash until their heart's content. Maui Ocean Club also offers amenities such as a beauty shop, barbecue area, game room, and restaurants.

A spacious outdoor area features a private pool with clear blue water, framed by stone landscaping. An arched structure offers shade near the pool, and a red bowl sculpture adds a pop of color. Lush greenery surrounds the space, enhancing the serene environment.
Villa in Lahaina
4.81 out of 5 average rating, 101 reviews

Kaanapali Fairway Villa 3BR, 3BA.

Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.

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, 68 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.

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, 113 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.

Superhost
A lush resort landscape features a large pool with a waterfall, surrounded by palm trees and tropical plants. Cozy seating areas are arranged throughout, offering views of the ocean in the background and a clear sky with scattered clouds.
Villa in Lahaina
5 out of 5 average rating, 5 reviews

Marriott Maui Ocean Club 2 BR OF

Relaxed elegance, modern convenience and a prime location: Marriott's Maui Ocean Club offers all of this and more for your Kaanapali Beach getaway. These 2 Bedroom units are priced according to season and view.

Popular amenities for villa rentals in Wailea

When is the best time to visit Wailea?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£1,717£1,827£1,776£1,896£1,392£1,902£1,544£1,544£1,351£1,370£1,312£1,359
Avg. temp16°C16°C16°C17°C18°C18°C19°C20°C19°C19°C18°C17°C

Quick stats about villa rentals in Wailea

  • Total holiday rentals

    Explore 50 holiday rentals in Wailea

  • Nightly prices starting at

    Wailea holiday rentals start at £256 per night before taxes and fees

  • Verified guest reviews

    Over 670 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 of Wailea holiday 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!

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