
Villa holiday rentals in Wailea
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Top-rated villa rentals in Wailea
Guests agree: these villas are highly rated for location, cleanliness and more.

Nicely Renovated ~ Reduced Price ~ Ocean Front
Hawaii State Tax ID # TA‐183-831-8080-01 OUR PICTURES REALISTICALLY REPRESENT; The entire villa has been remodeled. NO DISAPPOINTMENTS HERE!!! This villa is located in building 25 on the lower Ocean Front row of the Kapalua Bay Villas INCLUDED: ~Wifi / internet ~Phone Service to US mainland and CANADA ~Central AC, (new 2023) ~Quality King bed w/ linens & bath towels ~Beach Gear: chairs, towels, ice cooler, & boogie boards ~24/7 on call on island contact ~Parking, Resort Shuttle & No Hidden Fees!

Ground floor, ocean view, private, Kapalua Ridge
Welcome to Kapalua Ridge Villa 612. This large 1 bedroom, 2 bathroom 1125 sq ft condo features an open floor plan with a large private shaded lanai. Admire Honolulu Bay, sunsets, whale watching, sailboats, & more. This condo has ocean views from the lanai, living area, dining area, & kitchen. The unit can comfortably accommodate 4 people. The pool is a few steps away & there is a walk path that leads you all the way down to the resorts/beach. Kapalua Ridge Villas is coastal Luxury at it's best.

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!

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.

Panoramic Ocean-View Villa steps from the beach!
Enjoy amazing, panoramic views in this bright and open island living area connected to an expansive lanai balcony. Great for families with a connected living and entertaining space, but also quiet and private with two bedrooms that each have their very own private patios and dual vanity bathrooms. This is a very flexible space that is ready for the vacation that you want to make of it! Kapalua has world-class beaches, beautiful landscapes, and amazing activities/amenities all around!

Our Kapalua Golf Villa piece of paradise, Specials
Enjoy our condo in the spectacular Kapalua area. Nestled on the 4th fairway of the beautiful Kapalua Bay Course, has unobstructed views of the golf course with ocean views in the background. The peaceful setting is perfect for any getaway without the madness of the hotel scene. The condo has all kitchen amenities, full size washer / dryer, king size bed in master, 2 bathrooms, pull out couch in living room, WiFi, cable tv and no stairs! Come enjoy our piece of paradise!

Special! Ocean/Golf Course Views Kapalua 2BD/3BA
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

Sands Of Kahana MAUI 1, 2 & 3 BR Some View units
The Sands of Kahana is located on the world famous West Coast of Maui between Kaanapali and Kapalua. The Sands of Kahana is a deluxe beachfront condominium property located on Kahana Beach, midway between the world famous Kaanapali and Kapalua resorts. Spacious two & three bedroom villas. Tennis, pools, spa, restaurant, bar, beach activities center, barbecues and more. Ten minutes to five championship golf courses.

Beautiful Ground Floor Penthouse!H102
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui! Beautifully appointed ground floor, garden view penthouse at the famous Wailea Beach Villas! Enjoy a relaxing Maui getaway in Wailea Beach Villa H102. This 2 bedroom / 2 bathroom plus enclosed den is perfect for small families and couples.

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.

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.
Popular amenities for villa rentals in Wailea
Private villa rentals

Ocean Views & Island Breezes in a Peaceful Escape

Ka'anapali Beach Club "Ocean View"

Kapalua Ridge 412- Stunning Ocean and Island Views

Luxury Living Surrounded by Sweeping Ocean Views

Kaanapali Beach Club "Scenic View"

Kaanapali Beach Club "Deluxe Ocean View"

Kaanapali Beach Club "Scenic View"

Platinum Remodel with Breathtaking Ocean Views!
Luxury villa rentals

Spectacular 3/3 Ocean view Villa with AC, pool

Chic Villa 6 – Beach Vibes & Walkable Paradise!

Chic Villa 2 | Modern Vibes by the Ocean

Ocean Front Cottage, 30 steps to the beach!

Kapalua Ridge 1915- Platinum Ocean View Villa

Modern 2 bedroom/2bath Villa near Beach!

Ocean Views & Luxury Interiors Beyond Compare

Ocean View 2BR Villa Steps To The Beach
Villa rentals with a pool

Tranquil Luxury Villa with Endless Maui Views

Kapalua Ridge 2422. Luxurious remodeled townhouse!

Gorgeous Ocean Views and Expansive Lawn Retreat

Unparalleled Platinum Luxury Meets Ocean Views

Enjoy Ocean Views from a Stunning Platinum Villa

Kapalua Ridge 2821-22- Luxury FULL Ocean Views

Kapalua Ridge 1623- Endless Ocean & Coastal Views

Ocean View Villa at Villas by the Cove!
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £1,784 | £1,898 | £1,845 | £1,969 | £1,446 | £1,975 | £1,604 | £1,604 | £1,403 | £1,143 | £1,643 | £1,421 |
| 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 40 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at £228 per night before taxes and fees

Verified guest reviews
Over 620 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 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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