
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.

Luxury Oceanview Wailea Retreat with Sunset Views
Escape to Hōkū Hale, a serene oceanview retreat in the heart of Wailea. This designer oasis offers modern comforts, a private lanai with stunning ocean views, on the fairway of a private golf course. Walk to world-class beaches, dining, golf or relax in a peaceful, breezy, tropical setting. Perfect for large families and groups seeking upscale luxury and the best of Maui. Note: This property has 130+ 5-star reviews under prior owners and has been renovated: airbnb.com/rooms/538343956496111318

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.

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.

1 Bdr Condo on Ka'anapali Bch, scenic view
Beautiful ocean front resort features 1 bedroom villa suites directly on world famous Ka'anapali Beach! Relax in the king size bed. Living room features queen sofa bed with Tempurpedic mattress. Each unit has a private Lanai! This is a scenic view room. This resort is 5 miles north of where the Lahaina fires took place and was not at all affected. Tax ID TA-056-945-7152-01R

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 Wailea villa rentals
Private villa rentals

Kaanapali Beach Club "All Views"

Ocean Views & Island Breezes in a Peaceful Escape

Kapalua Ridge 412- Stunning Ocean and Island Views

Ka'anapali Beach Club "Ocean View"

Tranquil Luxury Villa with Endless Maui Views

Ka'anapali Beach Club "Ocean View"

Kaanapali Beach Club "Scenic View"

Peaceful Lanai Hideaway with Sparkling Ocean Views
Luxury villa rentals

Chic Villa 6 – Beach Vibes & Walkable Paradise!

Chic Villa 2 | Modern Vibes by the Ocean

Ocean Front Cottage, 30 steps to the beach!

Red's Retreat

Enjoy Ocean Views from a Stunning Platinum Villa

Modern 2 bedroom/2bath Villa near Beach!

Luxury Ocean/Island View Kapalua Ridge 2914

Ocean Views & Luxury Interiors Beyond Compare
Villa rentals with a pool

Luxury Living Surrounded by Sweeping Ocean Views

Kapalua Ridge 2422. Luxurious remodeled townhouse!

Gorgeous Ocean Views and Expansive Lawn Retreat

Kaanapali Beach Club "Scenic View"

Unparalleled Platinum Luxury Meets Ocean Views

Kapalua Ridge 1623- Endless Ocean & Coastal Views

Kapalua Ridge 1915- Platinum Ocean View Villa

Ocean View Villa at Villas by the Cove!
Quick stats about villa rentals in Wailea
Total rentals
40 properties
Nightly prices starting at
$463 AUD before taxes and fees
Total number of reviews
610 reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Polo Beach
- Wailea Golf Club
- Maui Golf & Sports Park