Entire home
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
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Reviews
9.6 out of 10
Exceptional
3 bedrooms 3+ bathrooms Sleeps 8 238.1 sq m
Popular amenities
Explore the area

Kihei, HI
- Wailea Beach12 min walk
- Polo Beach8 min drive
- Keawakapu Beach North9 min drive
- Kahului, HI (OGG)39 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom
3 Queen Beds
Bedroom
1 King Bed
Bedroom
1 King Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
About this property
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
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 Pelaton 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 Pelaton 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
Property manager
Derek Stattin
Premier Host
Languages
English, Portuguese, Russian, Spanish
Add dates for prices
Amenities
Hot tub
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
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10.0 out of 10, (31 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
Property Registration Number TA-036-448-0000-01, 210081190062, GE-036-448-0000-01
We should mention
A car is recommended for transport to and from this property
About the area
Kihei
Located in Wailea, a neighbourhood in Kihei, this holiday home is in the mountains and near the beach. Wailea Blue Golf Course and Wailea Gold Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Shops at Wailea and Wailea Shopping Village Shopping Center. Maui Fish Pipe and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are also worth visiting. Kayaking, snorkelling and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking nearby.

Kihei, HI
What's nearby
- Shops at Wailea - 7 min walk - 0.6 km
- Wailea Beach - 7 min walk - 0.6 km
- Polo Beach - 14 min walk - 1.2 km
- Ulua Beach - 17 min walk - 1.5 km
- Keawakapu Beach North - 5 min drive - 3.8 km
Getting around
Restaurants
- Lappert's Hawai'i - 12 min walk
- Monkeypod Kitchen - 3 min drive
- Botero Bar - 8 min walk
- Manoli's Pizza Company - 13 min walk
- Whale's Tale - 3 min drive
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
9.6/10
Check-in
9.6/10
Communication
10/10
Location
9.6/10
Listing accuracy
Reviews
17 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Mar 2025
10/10 Excellent
Christina H.
3 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property
Christina H.
Stayed 7 nights in Mar 2025
10/10 Excellent
Susan P.
23 Feb 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great week
Susan P.
Stayed 7 nights in Feb 2025
8/10 Good
Ann J.
19 Jan 2025
Liked: Cleanliness, location, listing accuracy
Disliked: Communication
Great location & views - needs better service
Ann J.
Stayed 5 nights in Dec 2024
6/10 Okay
Carrie W.
11 Mar 2025
Liked: Communication, location, listing accuracy
Family week in wailea
Carrie W.
Stayed 6 nights in Mar 2025
10/10 Excellent
Kristine B.
19 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing week in Wailea!
Kristine B.
Stayed 8 nights in Jun 2024
10/10 Excellent
Verified traveller
9 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun Family Vacation
Verified traveller
Stayed 8 nights in Jul 2024
10/10 Excellent
Dale O.
3 Apr 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very happy with condo!
Dale O.
Stayed 7 nights in Mar 2023
10/10 Excellent
Shawna B.
10 Jan 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family new years vacation
Shawna B.
Stayed 8 nights in Dec 2022
10/10 Excellent
Vickie M.
20 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful!
Vickie M.
Stayed 5 nights in May 2024
10/10 Excellent
lisa l.
14 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Couldn’t ask for more
lisa l.
Stayed 8 nights in Jul 2023
10/10 Excellent
Matthew W., Walnut Creek, California
13 Apr 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic
Matthew W.
Stayed 4 nights in Apr 2023
10/10 Excellent
Regina B.
26 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
What a Wonderful Place in Paradise
Regina B.
Stayed 6 nights in Jun 2023
10/10 Excellent
Phil K.
1 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Among the nicest places I’ve stayed anywhere in the world
Phil K.
Stayed 5 nights in Jun 2023
10/10 Excellent
William H.
3 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Luxury Villa
William H.
Stayed 1 night in Apr 2023
10/10 Excellent
Samuel I.
17 Jan 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything you needed in Luxurious Way
Samuel I.
Stayed 4 nights in Jan 2023
6/10 Okay
Sandra C.
13 Jan 2025
Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
January 2025
Sandra C.
Stayed 6 nights in Jan 2025
8/10 Good
Mary Lynn L.
17 Mar 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Elevator is broken. Should be disclosed. Showers are difficult to operate and have little strength.
Mary Lynn L.
Stayed 7 nights in Mar 2023
10/10 Excellent
Verified traveller
25 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family stay
Verified traveller
Stayed 1 night in Apr 2023
10/10 Excellent
Rebekah F.
3 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for our family vacation
Rebekah F.
Stayed 5 nights in Jun 2022
10/10 Excellent
Michele F.
31 Aug 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Luxury at the Beach
Michele F.
Stayed 1 night in Aug 2023
10/10 Excellent
Will B.
31 Aug 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Five Star, Immaculate & Spacious, Fully Equipped Villa
Will B.
Stayed 1 night in Aug 2023
10/10 Excellent
John N.
17 Dec 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome!
John N.
Stayed 4 nights in Dec 2022
10/10 Excellent
Vicki E.
19 Oct 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely stay with family
Vicki E.
Stayed 8 nights in Sep 2022
10/10 Excellent
Destina K.
17 Aug 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect family get away
Destina K.
Stayed 1 night in Aug 2022
About the host
Hosted by Derek Stattin

Languages:
English, Spanish, Portuguese, Russian
Premier Host
They consistently provide great experiences for their guests
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