
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.

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!

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.

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.

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.

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.

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.

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
Private villa rentals

Kihei Villa: Pool, Near Ocean & Garden Views

Marriott Maui Ocean Club 1BR 2BA

Marriott Maui Ocean Club 2 BR OF

Steps from Beach • Park at YOUR Private Back Door

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

Walk to Cove Beach Park from a Refined Villa

Kaanapali Fairway Villa 3BR, 3BA.
Luxury villa rentals

Marriott Maui Ocean Club 2 BR OF

Kihei Villa: Pool, Near Ocean & Garden Views

Marriott Maui Ocean Club 1BR 2BA

Kaanapali Fairway Villa 3BR, 3BA.
Villa rentals with a pool

Kihei Villa: Pool, Near Ocean & Garden Views

Marriott Maui Ocean Club 1BR 2BA

Marriott Maui Ocean Club 2 BR OF

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

Walk to Cove Beach Park from a Refined Villa

Kaanapali Fairway Villa 3BR, 3BA.
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°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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- Maui
- Kamaole Beach Park II
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- Maui Ocean Center
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