House in Wailea
10 guests · 3 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
Welcome to Your Pristine Oasis
Indulge in the lap of luxury at this exquisite 3,400-square-foot vacation rental villa (Ho'olei, Maile floor plan). Nestled within the prestigious Ho'olei Community in the enchanting town of Wailea, Maui, this immaculate property promises an unforgettable escape for discerning travelers seeking opulence, privacy, and unparalleled beauty.
An Unbeatable Location in Wailea
Situated in the heart of Wailea, the crown jewel of Maui's resorts, Ho'olei offers unrivaled convenience and natural splendor. Located on the leeward southwestern side of the island, Wailea enjoys a remarkably dry climate, with an average annual rainfall of just 20 inches. This means abundant sunshine and pleasant evenings throughout the year, even during the rainy winter months. Immerse yourself in a tranquil sanctuary where the sun perpetually shines, and warm breezes caress your soul.
Surroundings and Nearby Attractions
Nestled between world-renowned Four Seasons Resort, the Grand Wailea Resort, and the Andaz Resort, Ho'olei enjoys an unrivaled position within this tropical paradise. Within walking distance, you'll discover the upscale boutiques of The Shops at Wailea, the alluring new Wailea Village Center, and an array of top-tier restaurants. Explore the pristine beaches of Wailea, indulge in championship golf courses, embark on breathtaking hiking trails, and discover the underwater wonders through snorkeling or scuba diving. Experience the cultural delights of Maui, from traditional luaus to exploring historic sites.
Ho'olei offers unparalleled proximity to the world-renowned Wailea Beach, consistently ranked among the top beaches worldwide by Condé Nast. Immerse yourself in a coastal paradise where turquoise waters invite you to partake in a myriad of activities. Embark on exhilarating adventures such as paddle-boarding and snorkeling. Indulge in leisurely strolls or invigorating runs along the breathtaking 1.8-mile oceanside trail, where each step offers stunning views that will leave you breathless. Wailea Beach, Maui has been consistently ranked by Conde Nast as one of the best beaches in Hawaii. And best of all, you can walk to the Grand Wailea beach from Ho’olei.
Maui visitors who are more interested in whale watching, celebrity-spotting, glitz and glamour than the rugged and remote, head to the soft golden sands of Wailea beach. This picturesque shore line weaves along the tropical white sand beaches and lava rock outcrops, flanked by the swanky five-star resorts, the Four Seasons Maui at Wailea at its south end and Waldorf Astoria’s Grand Wailea to the north. It’s an excellent spot to watch whales from November through April, and great family beach for surf and sand.
Interior Amenities
Enter a realm of enchantment as you step into this professionally decorated villa, meticulously curated to evoke a sense of comfort and refinement. The expansive living area beckons, guiding you effortlessly toward the private lanai that epitomizes outdoor living at its finest.
Designed with the utmost indulgence in mind, the Maile model floor plan encompasses 3,400 square feet of both indoor and outdoor living space. Every element has been carefully crafted to cater to your desires. The great room offers intimate spaces for conversation, entertainment on the brand-new 83-inch flat-screen TV, and sweeping views of the ocean and sunset.
Bedrooms
Surrender to the allure of the sun-filled master bedroom, where ocean views and a walk-out lanai create a sanctuary of serenity. Unwind in the private garden-yard, which affords captivating ocean vistas. The master bathroom has undergone a complete transformation, boasting a luxury designer bathtub and an accessible shower. Your family and friends will relish the seclusion and privacy of three en-suite bedrooms. Two bedroom en-suites offer spacious bathrooms, one with a walk-out lanai overlooking the ocean and the other graced with mountain views. Each bedroom has a new 2022 65-inch smart tv as well.
Kitchen
Let your culinary aspirations soar in the extra-large kitchen, adorned with dual refrigerators and freezers, sleek granite countertops, and an array of new kitchen accessories, Mr. Coffee and Keurig coffee machines, flatware, silverware, and small appliances. Whether you're preparing a casual meal or a gastronomic masterpiece, this well-appointed kitchen provides everything you need to create culinary delights.
Outdoor Amenities
Immerse yourself in the seamless fusion of indoor and outdoor living as you unwind, sunbathe, or lose yourself in a captivating book on any one of the fully furnished lanais. Let the soft grass beneath your feet beckon you to relax and rejuvenate in the outdoor semi-private backyard, ideal for children to play and explore or for your own outdoor exercise, yoga sessions, and sun-soaked relaxation.
Few homes along the Southwest coast of Maui can boast panoramic vistas of the Pacific Ocean, Molokini, Kaho‘olawe, Lanai, and the West Maui Mountains. Perched on the third tier of the Ho'olei community, enjoy crystal blue skies, tropical ocean clouds, and breathtaking sunsets from your private lanai. Let the gentle caress of the tropical sunset light warm your spirit as you gather with loved ones around the state-of-the-art barbecue on your covered second-level lanai.
Extras
Every detail has been taken to ensure your utmost comfort. The home is fully stocked with all the linens, towels, and sundries you need to feel at home. Embrace the beach-ready lifestyle with eight Tommy Bahama beach chairs, four beach umbrellas, an off-road rolling cooler, eight beach towels, six gym towels, and an off-road beach wagon at your disposal. The home offers a private one-car garage and one dedicated outdoor covered parking stall. Rest assured that the Ho'olei community remains a private enclave, guarded by a gate to prevent public access.
Ho'olei's Amenities
Discover an oasis of leisure within the Ho'olei community, where a five-star pool beckons, surrounded by lush tropical landscapes. Delight in the cascading nineteen-foot waterfall and find solace in the swim-in-grotto. Soothe your senses in one of the two blissful whirlpools. Unwind further in the separate men's and women's saunas and enjoy the convenience of beautifully appointed locker rooms with showers. Ho'olei also has a very well appointed fitness room with Peloton bikes and new gym equipment.
Our homes are not affiliated with the Grand Wailea Hotel pools across the street, however, Ho’olei has a less crowded, five-star pool surrounded by tropical landscapes, with a baby beach, nineteen-foot waterfall, swim-in-grotto, two whirlpools, men’s and women’s sauna and beautiful locker rooms with showers.
Accessibility: A Welcoming Haven for All
This home is designed to cater to semi-accessibility for individuals with disabilities. Enjoy the convenience of a private indoor elevator, extra-wide hallways, and spacious rooms that provide ease of movement. The master shower is wheelchair accessible, ensuring everyone's comfort. Please inquire about the availability of any other accessibility needs and they will be added for your convenience.
A Personalized Experience
We take immense pride in offering you and your family a unique and unforgettable experience during your stay. From the moment you arrive our dedicated team greets you warmly and provides a personalized tour of the home, acquainting you with the numerous amenities of the Ho'olei community. Additionally, We eagerly share insider knowledge for questions you may have about Maui including providing curated lists of our favorite beaches, activities, restaurants, hiking trails, sailing tours, and much more.
We have partnered with Xplorie.com. When you book with us you will receive promotional marketing material from Xplorie, which gives you discounts on activities on Maui up to 20% off
Details:
Located just beyond the main road of Ho'olei Circle
Total Square Footage:
Interior -2,563 sq. ft.
Lanai - 596 sq. ft.
Garage - 305 sq. ft.
Total Area - 3, 464 sq. ft.
Hawaii Real Estate Brokers License RB-21415
GE-036-448-0000-01
Indulge in the lap of luxury at this exquisite 3,400-square-foot vacation rental villa (Ho'olei, Maile floor plan). Nestled within the prestigious Ho'olei Community in the enchanting town of Wailea, Maui, this immaculate property promises an unforgettable escape for discerning travelers seeking opulence, privacy, and unparalleled beauty.
An Unbeatable Location in Wailea
Situated in the heart of Wailea, the crown jewel of Maui's resorts, Ho'olei offers unrivaled convenience and natural splendor. Located on the leeward southwestern side of the island, Wailea enjoys a remarkably dry climate, with an average annual rainfall of just 20 inches. This means abundant sunshine and pleasant evenings throughout the year, even during the rainy winter months. Immerse yourself in a tranquil sanctuary where the sun perpetually shines, and warm breezes caress your soul.
Surroundings and Nearby Attractions
Nestled between world-renowned Four Seasons Resort, the Grand Wailea Resort, and the Andaz Resort, Ho'olei enjoys an unrivaled position within this tropical paradise. Within walking distance, you'll discover the upscale boutiques of The Shops at Wailea, the alluring new Wailea Village Center, and an array of top-tier restaurants. Explore the pristine beaches of Wailea, indulge in championship golf courses, embark on breathtaking hiking trails, and discover the underwater wonders through snorkeling or scuba diving. Experience the cultural delights of Maui, from traditional luaus to exploring historic sites.
Ho'olei offers unparalleled proximity to the world-renowned Wailea Beach, consistently ranked among the top beaches worldwide by Condé Nast. Immerse yourself in a coastal paradise where turquoise waters invite you to partake in a myriad of activities. Embark on exhilarating adventures such as paddle-boarding and snorkeling. Indulge in leisurely strolls or invigorating runs along the breathtaking 1.8-mile oceanside trail, where each step offers stunning views that will leave you breathless. Wailea Beach, Maui has been consistently ranked by Conde Nast as one of the best beaches in Hawaii. And best of all, you can walk to the Grand Wailea beach from Ho’olei.
Maui visitors who are more interested in whale watching, celebrity-spotting, glitz and glamour than the rugged and remote, head to the soft golden sands of Wailea beach. This picturesque shore line weaves along the tropical white sand beaches and lava rock outcrops, flanked by the swanky five-star resorts, the Four Seasons Maui at Wailea at its south end and Waldorf Astoria’s Grand Wailea to the north. It’s an excellent spot to watch whales from November through April, and great family beach for surf and sand.
Interior Amenities
Enter a realm of enchantment as you step into this professionally decorated villa, meticulously curated to evoke a sense of comfort and refinement. The expansive living area beckons, guiding you effortlessly toward the private lanai that epitomizes outdoor living at its finest.
Designed with the utmost indulgence in mind, the Maile model floor plan encompasses 3,400 square feet of both indoor and outdoor living space. Every element has been carefully crafted to cater to your desires. The great room offers intimate spaces for conversation, entertainment on the brand-new 83-inch flat-screen TV, and sweeping views of the ocean and sunset.
Bedrooms
Surrender to the allure of the sun-filled master bedroom, where ocean views and a walk-out lanai create a sanctuary of serenity. Unwind in the private garden-yard, which affords captivating ocean vistas. The master bathroom has undergone a complete transformation, boasting a luxury designer bathtub and an accessible shower. Your family and friends will relish the seclusion and privacy of three en-suite bedrooms. Two bedroom en-suites offer spacious bathrooms, one with a walk-out lanai overlooking the ocean and the other graced with mountain views. Each bedroom has a new 2022 65-inch smart tv as well.
Kitchen
Let your culinary aspirations soar in the extra-large kitchen, adorned with dual refrigerators and freezers, sleek granite countertops, and an array of new kitchen accessories, Mr. Coffee and Keurig coffee machines, flatware, silverware, and small appliances. Whether you're preparing a casual meal or a gastronomic masterpiece, this well-appointed kitchen provides everything you need to create culinary delights.
Outdoor Amenities
Immerse yourself in the seamless fusion of indoor and outdoor living as you unwind, sunbathe, or lose yourself in a captivating book on any one of the fully furnished lanais. Let the soft grass beneath your feet beckon you to relax and rejuvenate in the outdoor semi-private backyard, ideal for children to play and explore or for your own outdoor exercise, yoga sessions, and sun-soaked relaxation.
Few homes along the Southwest coast of Maui can boast panoramic vistas of the Pacific Ocean, Molokini, Kaho‘olawe, Lanai, and the West Maui Mountains. Perched on the third tier of the Ho'olei community, enjoy crystal blue skies, tropical ocean clouds, and breathtaking sunsets from your private lanai. Let the gentle caress of the tropical sunset light warm your spirit as you gather with loved ones around the state-of-the-art barbecue on your covered second-level lanai.
Extras
Every detail has been taken to ensure your utmost comfort. The home is fully stocked with all the linens, towels, and sundries you need to feel at home. Embrace the beach-ready lifestyle with eight Tommy Bahama beach chairs, four beach umbrellas, an off-road rolling cooler, eight beach towels, six gym towels, and an off-road beach wagon at your disposal. The home offers a private one-car garage and one dedicated outdoor covered parking stall. Rest assured that the Ho'olei community remains a private enclave, guarded by a gate to prevent public access.
Ho'olei's Amenities
Discover an oasis of leisure within the Ho'olei community, where a five-star pool beckons, surrounded by lush tropical landscapes. Delight in the cascading nineteen-foot waterfall and find solace in the swim-in-grotto. Soothe your senses in one of the two blissful whirlpools. Unwind further in the separate men's and women's saunas and enjoy the convenience of beautifully appointed locker rooms with showers. Ho'olei also has a very well appointed fitness room with Peloton bikes and new gym equipment.
Our homes are not affiliated with the Grand Wailea Hotel pools across the street, however, Ho’olei has a less crowded, five-star pool surrounded by tropical landscapes, with a baby beach, nineteen-foot waterfall, swim-in-grotto, two whirlpools, men’s and women’s sauna and beautiful locker rooms with showers.
Accessibility: A Welcoming Haven for All
This home is designed to cater to semi-accessibility for individuals with disabilities. Enjoy the convenience of a private indoor elevator, extra-wide hallways, and spacious rooms that provide ease of movement. The master shower is wheelchair accessible, ensuring everyone's comfort. Please inquire about the availability of any other accessibility needs and they will be added for your convenience.
A Personalized Experience
We take immense pride in offering you and your family a unique and unforgettable experience during your stay. From the moment you arrive our dedicated team greets you warmly and provides a personalized tour of the home, acquainting you with the numerous amenities of the Ho'olei community. Additionally, We eagerly share insider knowledge for questions you may have about Maui including providing curated lists of our favorite beaches, activities, restaurants, hiking trails, sailing tours, and much more.
We have partnered with Xplorie.com. When you book with us you will receive promotional marketing material from Xplorie, which gives you discounts on activities on Maui up to 20% off
Details:
Located just beyond the main road of Ho'olei Circle
Total Square Footage:
Interior -2,563 sq. ft.
Lanai - 596 sq. ft.
Garage - 305 sq. ft.
Total Area - 3, 464 sq. ft.
Hawaii Real Estate Brokers License RB-21415
GE-036-448-0000-01
Amenities at Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui
Free WiFi/internet
Air conditioning
Pool
Non-smoking
Gym
TV
Wheelchair accessible
Coffee/tea maker
Refridgerator
Kitchen
Balcony/Terrace
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Patio
No pets allowed
Garden
Oven
Stove
Laundry services
Ironing facilities
Towels
Desk
Hairdryer
Map of Wailea
Ratings and reviews
10.0 / 10.0Outstanding·Aug 2025
Beautiful location and unit. A couple of recommendations. They left us a beautiful pineapple but not one cutting knife. There was also no can opener. We had to purchase both items. Also, a few extra towels would have been nice. The tile floors were in need of replacement. The hallway downstairs had a couple of loose tiles.
10.0 / 10.0Outstanding·Aug 2025
Spectacular property! It is luxurious, but comfy with a lovely modern Hawaiian vibe and the welcome basket was the perfect touch of aloha. The view is fantastic and we ate all our meals on the lanai. Kitchen is incredible with absolutely every plate, pan, glass, utensil or appliance you could think of. It's a place that once you arrive, you don't want to leave. Our teenagers loved the fitness center and pool, plus it was an easy walk or drive to nearby shopping and Kihei. Communication was easy and responsive with the property managers. It was our first time staying in Wailea and we would definitely stay again! Mahalo!
10.0 / 10.0Outstanding·Apr 2025
What a great location! We loved the space and enjoyed our family time together in the unit and at the pool and beach! Thank you! It was perfect for all of us!
6.0 / 10.0Average·Mar 2025
Barbecue and dishwasher weren't working properly, we washed all glassware, plates and silverware to make sure it was all superClean. There were FIVE cats in the backyard eating cat food out of styrofoam plates that someone had left for them! Would liked to have found welcome information with local suggestions, info on beaches etc. great beach equipment and spacious rooms/bathrooms, although third bedroom had no bedside lamps; nonetheless all issues handled promptly and resolved by property manager.
$$$$
Top rated by guests
9.6Outstanding
(30 Ratings)
"Beautiful location and unit. A couple of recommendations. They left us a beautiful pineapple but not one cutting knife. There was also no can opener. We had to purchase both items. Also, a few extra t..."
Debra W.Don't miss out! Price and availability may change
