Villa holiday rentals in Wailea

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.

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

2 Bedroom Westin Nanea Ocean Villa at Kaanapali Beach on Maui Island in Hawaii; 1,260 SQ FT; SLEEPS UP TO 6 ADULTS All the luxuries & amenities of a Westin resort + comfort of a villa w/ furnished kitchen, in-room washer/dryer, private balcony. Resort activities; gym/spa; Pool. Renter can check-in late or check-out early anytime during reservation period without penalty but no refunds or credits will be provided. Actual villa unit is assigned at check-in and views will vary; Free self-parking

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!

Spacious Ocean & Golf Course Views Kapalua 2B/3B

We welcome and thank you for your support of Maui. Beautiful spacious ocean view, 2 bdrm/3 ba Villa. Lanai, new sofabed, platform bed, flooring, 2 Pools, BBQ area, wifi, free parking, new washer/dryer. Photos do not do it justice. Views across the Kapalua Golf course is the Ritz Carlton gives you an idea of this exclusive neighborhood. Popular for returning guests which speaks volumes. Feel free to ask questions. Professional Cleaners

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.

Kapalua Ridge 2012- Whale Watching Ocean Views

Enjoy the 5th Night Free for stays between now and December 15, 2025. *Applies to new reservations only. Upon entering this one bedroom/two bath Ridge Villa at The Kapalua® Resort, it is impossible not to be taken aback by the spectacular sweeping ocean views!

Scandinavian Chalet, Maui, Hawaii

HoneyMoons - Anniversaries, There is no place like it. Custom Log Home on 2.6 acres of some of the most beautiful land you will find on Maui. It feels like the Hawaii many people long for. 2 Bedrooms, 1 King, 2 Queen beds. Permited: STPH

Wow! Newly Designed and Furnished Villa! I-204

Take advantage of special introductory pricing with new owners of this property, who have redesigned and refurnished the interior! Located at The Wailea Beach Villas, this second floor Penthouse is located in the heart of Wailea.

Kapalua Bay 1BR Villa | Oceanfront, Gated, Molokai

Oceanview 1BR villa at Kapalua Bay Villas with beach access, pools, AC, tennis, free parking, and no resort fees. Newly renovated and fully furnished.