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Luxurious Makena and Wailea condo rentals are situated in upscale resort communities surrounded by world-class golf courses, fine dining, fabulous shopping, and some of Maui’s loveliest beaches. These properties include some of the finest vacation rental villas in the state.
The Palms at Wailea 1102 is a private, 2 bedroom 2 bath condo with exceptional ocean views from Makena to Kaanapali. It features ocean views from all rooms, with a large private lanai for...See More ￫
Wailea Beach Villas Sandy Surf Villa K508 is a 3-bedroom luxury residence on the top floor (5th) at the beachfront Wailea Beach Villas Resort -- a premiere panoramic ocean view setting. This elegantly contemporary...See More ￫
Wailea Beach Villas Blue Ocean Suite H401 is a 3 bedroom, 3 bathroom luxury residence on the 4th floor (out of 5 floors) of the penthouse/tower building. This fully re-decorated and refreshed luxury residence...See More ￫
Wailea Beach Villas Regal Mandalay M511 is a top-floor full ocean view luxury villa. Featuring 2 bedrooms plus den (or 3rd bedroom), this vacation residence offers close to 2,300 square feet of contemporary living...See More ￫
Welcome to Wailea Ekolu Village 1305, a charming island get-a-way in Wailea, Maui nestled on the Wailea Blue Golf Course. This newly renovated & furnished condo has an open floor plan in the living...See More ￫
Wailea Beach Villas Sea Breeze is on the 4th floor of the penthouse building at Wailea Beach Villas Resort, offering expansive panoramic views of the Pacific Ocean and Wailea Beach. Enjoy a stunning ocean...See More ￫
Wailea Grand Champions Villas offers great values and views in the heart of the upscale Wailea Resort community. This moderately priced, luxury property is located in the midst of Wailea’s Old Blue Golf Course,...See More ￫
Andaz Maui SeaSpirit Villa is a contemporary styled, privately-owned and independently-managed 3-bedroom 4-bath full ocean view villa located on the second floor at Andaz Maui at Wailea Resort. Guests of Andaz Maui SeaSpirit enjoy...See More ￫
Wailea Beach Villas Wailea Seashore Suite K507 is a 3-bedroom luxury villa set on the top (5th) floor of the penthouse/tower building at the beachfront Wailea Beach Villas Resort. This unit has one of...See More ￫
Hale Hui Kai 201 is a fully-remodeled 2-bedroom 2-bathroom condo with central A/C offering luxury living in a beautiful tropical setting. Experience a very private tropical garden from the lanai on the second floor...See More ￫
Wailea Beach Villas Azure Azul Villa M212 is a newly refreshed and redecorated 3-bedroom 3-bath ocean view corner unit, located within the Wailea Beach Villas Resort on Wailea Beach. Inside this villa you'll find...See More ￫
Polo Beach Club 803 is a 2 bedroom 2 bath with expansive ocean views in South Maui with fine furnishings, tropical decor, sunny location overlooking sandy beach. Top floor means you can experience incredible...See More ￫
Wailea Beach Villas Bella Luna Villa D302 is the ultimate premiere top-tier panoramic ocean view residence within the beachfront Wailea Beach Villas Resort. This villa was recently redecorated and refreshed with new decor reflecting...See More ￫
Wailea Ekolu 404 is a gorgeous 2 bedroom 2 bath unit in luxurious Wailea. As you walk into the living room of our beautifully remodeled condo, the sweeping view of the ocean will take...See More ￫
Wailea Beach Villas Mer Et Soleil Villa K408 is an elegant contemporary residence boasting over 3,300 square feet of indoor and outdoor living space. With 4 bedrooms, a wine fridge, a baby grand piano,...See More ￫
Hale Hui Kai 112 is a ground-floor, 1,250-square-foot oceanfront condo with 2 bedrooms and 2 bathrooms. The view is outstanding and you can't be any closer to the ocean! There is a king-size bed...See More ￫
Wailea Beach Villas Serenity House Pool Villa D102 is a 3-bedroom, 3.5-bath luxurious upscale residence with creative and opulent East Asian decor. Enjoy more than 3,500 square feet of comfortable indoor/outdoor living space, surrounded...See More ￫
Hale Hui Kai 203 is a newly-remodeled 2-bedroom 2-bathroom condo offering comfort, convenience, and all the beauty of island living. There is a lush garden view from this second-floor lanai, on the north side...See More ￫
Wailea Beach Villas Modern Maui Villa I404 is a luxury ocean view villa set on the 4th floor of the penthouse/tower building at the beachfront Wailea Beach Villas Resort. This 2,300-square-foot 3-bedroom 2-bath villa...See More ￫
Makena Surf Sunny Surf Villa E301 is a sophisticated luxury resort residence in a prime top floor corner penthouse location boasting panoramic ocean views. This privately owned villa at Makena Surf Resort overlooks Poolenalena...See More ￫
Perched on the top floor of the Penthouse building, Wailea Beach Villas Sandcastles Suite L509 is truly one of the most spectacular residences at this resort. Ride a dedicated elevator up five stories to...See More ￫
A PREMIER HOME IN THE HERITAGE VACATION HOMES COLLECTION Makena Surf C107 is an extraordinary condo in an extraordinary resort. With 2,496 square feet of total covered living area (1,600 inside, 894 covered lanai),...See More ￫
Wailea Beach Villas Floral Gardens Villa G102 is a spacious 3-bedroom 3.5-bath residence with many unique features, including an enclosed private garden and lawn that is ideal for toddlers and young children, a private...See More ￫
Wailea Beach Villas Royal Ilima Villa A201 is the only truly beach front 3-bedroom villa offered within the Wailea Beach Villas. The Royal Ilima is a magnificent 3-bedroom 4-bath beach front vacation residence of...See More ￫
Maui Magic 2108 at the beachfront Wailea Elua Village Beach Resort is situated on the second (top) floor, and boasts gorgeous elevated views of the ocean, West Maui mountains and lush tropical grounds below....See More ￫
This Ho'olei Wailea Beach villa is a luxury ocean view 3-bedroom 3.5-bath townhome (sleeps 10) with attached garage & private elevator offering spectacular uninterrupted ocean views. This villa overlooks the gorgeous Ho'olei pool area....See More ￫
Grand Champions Villas 61 is centrally located in the sought-after Wailea Resort community on the beautiful Wailea Blue Golf Course. This villa includes 2 spacious bedrooms, each with its own private ensuite bathroom including...See More ￫
The Beach Suite Villa 803 is an extremely spacious, ultra-luxurious and family-friendly villa and has only very recently been offered as a vacation rental by the long term owners! The villa is professionally decorated...See More ￫
At Wailea Ekahi, you'll enjoy whispering palms, miles of sandy beach, and unsurpassed sunsets on Keawakapu Beach in South Maui. Our site provides a large selection of privately-owned Wailea Ekahi units, and our caring owners...See More ￫
Wailea Elua Village is an exclusive beachfront property located in the heart of Wailea offering 1-bedroom to 3-bedroom vacation rentals. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate...See More ￫
Wailea Beach Villas Bali Hai Villa F102 is a spacious, garden level 3-bedroom, 3.5-bathroom residence with a private plunge pool and more than 3,500 square feet of indoor and outdoor living space. This beautiful...See More ￫
Enjoy stunning ocean views from Makena Surf G103, a spacious, ground floor, 2 bedroom, 2 bath condominium. This condo sits facing south towards Molokini Crater/Turtle Town and is sheltered from the occasional east trade...See More ￫
Wailea Beach Villas Castaway Cove Villa C201 is a second floor, corner end unit with a large outdoor covered veranda and extra windows on three sides. This lovely villa has 3 bedrooms (King in...See More ￫
Wailea Beach Villas Solara Luxe Pool Villa D101 is a 3-bedroom, 3.5-bath luxurious upscale villa residence with more than 3,200 square feet of living space. Partial views of the blue Pacific Ocean are visible...See More ￫
A new gem in Ali'i Resorts' Wailea Vacation Rental Collection is Maui's Polo Beach Club! This beautifully landscaped beachfront resort in exclusive Wailea features inviting 2 and 3-bedroom Maui vacation condos. Soak up the...See More ￫
Nestled beach front between The Grand Wailea & The Shops at Wailea, Wailea Beach Villas L-409 offers luxury settings, with expansive ocean views, 4 private bedrooms and 3 baths. Magnificently furnished for the sophisticated...See More ￫
Wailea Beach Villas Sun Splash C301 is a top-floor, full ocean view villa featuring 3 bedrooms (King in Ocean Master Bedroom Suite, 2 Queens in 2nd Master Bedroom Suite, King in Third Master Bedroom...See More ￫
Situated on the top floor of the Penthouse tower building, Wailea Beach Villas Pacific Paradise Suite J505 is a true penthouse villa with breathtaking panoramic Pacific Ocean, Wailea Beach and sunset views. This villa...See More ￫
Nestled within the sublime enclave of Wailea Beach Villas, Aqualani J305 is an elegant luxury villa boasting an abundance of natural sunlight, refreshing tropical breezes, and breathtaking ocean views. Wailea Beach Villas Aqualani is...See More ￫
Wailea Beach Villas Sea La Vie L510 is complete with 2 bedrooms, a den and fully equipped kitchen. Situated on the 5th TOP FLOOR of the penthouse/tower building of the Wailea Beach Villas Resort,...See More ￫
Wailea Beach Villas Grand Seascape is a 3-bedroom, 2-bath, exceptional-quality vacation residence in Wailea with truly grand coastal and ocean views. With more than 2,300 square feet of stylish indoor and outdoor living space,...See More ￫
