At this holiday home you'll be within just a 15-minute stroll of Wailea Beach and Shops at Wailea. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 3.5 bathrooms, a balcony and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A Smart TV, a coffee/tea maker and a hairdryer are also available. Housekeeping is available on request. .Enjoy the gym and Hot tub. Added amenities include laundry facilities, concierge services and a garden. .With a stay at this Wailea holiday home, you'll be 34.2 km (21.3 mi) from Haleakala National Park.
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
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
In-room accessibility
Lift
Smoke-free property
Services and conveniences
Concierge services
Housekeeping on request
Iron/ironing board
Location highlights
In the mountains
Near the sea
Things to do
Golf
Gym
Heated pool
Kayak
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Kayaking nearby
Sailing nearby
Snorkelling nearby
Surfing/bodyboarding nearby
Swimming nearby
Windsurfing nearby
Safety features
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Garden
Housekeeping (on request)
Property located in a resort
Unit size: 2,563 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
No events 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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.
Property is also known as
811849cf-ffbe-456c-a560-3ad3a1ee2487
Frequently asked questions
Are there any beaches close to Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui?
Yep, Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui is a short 12-minute walk from Wailea Beach.
Fun beach activities include snorkelling, windsurfing and body boarding.
Does Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui have a pool?
Take your pick from a heated pool, a pool and a communal pool.
What makes Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui a romantic place to stay?
1 hot tub and private balconies help set the scene for a sizzling getaway at Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui.
Is there a private hot tub at Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui?
Yep, there is a hot tub.
Is there a free airport shuttle available at Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui?
No, Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui does not offer an airport shuttle service.
What time are check-in & check-out at Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui?
Check-in begins at 4:00 PM. Check-out time is 10:00 AM.
Are pets allowed at Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui?
No, pets are not allowed.
Is there a golf course on site at Waiola Realty - Renovated Tranquil Ho'olei Ocean View Villa 39-2 Wailea Maui?
There isn't one on site, but Wailea Blue Golf Course is a short 18-minute walk away.
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 27 out of 30 reviews
10 - Excellent
27
Rating 8 - Good. 2 out of 30 reviews
8 - Good
2
Rating 6 - Okay. 1 out of 30 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 30 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 30 reviews
2 - Terrible
0
9.8/10
Cleanliness
Reviews
10/10 Excellent
Stacy R., Portland, OR
31 Dec 2025
Liked: Cleanliness
Amazing holiday with the family!
Stacy R.
Stayed 6 nights in Dec 2025
10/10 Excellent
Drew M.
17 Nov 2025
Liked: Cleanliness
Drew M.
Stayed 9 nights in Oct 2025
10/10 Excellent
Mitchell T.
26 Sept 2025
Mitchell T.
Stayed 7 nights in Aug 2025
10/10 Excellent
Debra W.
12 Aug 2025
Liked: Cleanliness
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.
Debra W.
Stayed 7 nights in Aug 2025
10/10 Excellent
Karen Y.
1 Aug 2025
Liked: Cleanliness
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!
Karen Y.
Stayed 3 nights in Jul 2025
10/10 Excellent
Molly B., Grosse Pointe Woods, MI
3 Jun 2025
Liked: Cleanliness
Top Notch vacation
Molly B.
Stayed 10 nights in May 2025
10/10 Excellent
Christina H.
3 Apr 2025
Liked: Cleanliness
Beautiful property
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!
Christina H.
Stayed 7 nights in Mar 2025
10/10 Excellent
Flavio C.
17 Mar 2025
Liked: Cleanliness
Amazing
Top notch location
Flavio C.
Stayed 5 nights in Mar 2025
6/10 Okay
Carrie W.
11 Mar 2025
Family week in wailea
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.
Carrie W.
Stayed 6 nights in Mar 2025
10/10 Excellent
Susan P.
23 Feb 2025
Liked: Cleanliness
Great week
Outstanding! Can’t wait to come back
Susan P.
Stayed 7 nights in Feb 2025
8/10 Good
Ann J.
19 Jan 2025
Liked: Cleanliness
Great location & views - needs better service
We loved our Christmas stay in Wailea. the condo is up on a steep hill so it has beautiful views, The decore is nice and comfortable.
Ann J.
Stayed 5 nights in Dec 2024
10/10 Excellent
Verified traveller
9 Aug 2024
Liked: Cleanliness
Fun Family Vacation
This home was perfect for our family vacation. It was great space for our children and grandchildren to join us. The location and the amenities were fabulous. We made some wonderful memories this trip to Maui. Thank you.
Verified traveller
Stayed 8 nights in Jul 2024
10/10 Excellent
Kristine B., Newport Beach, CA
19 Jun 2024
Liked: Cleanliness
Amazing week in Wailea!
Our family group of 7 had a fantastic stay! The townhome was beautiful, tastefully decorated and with an AMAZING view! Kitchen well stocked, extremely comfortable beds. When we come back to Wailea again, definitely want to stay here again!
Kristine B.
Stayed 8 nights in Jun 2024
10/10 Excellent
Vickie M.
20 May 2024
Liked: Cleanliness
Wonderful!
What a wonderful haven for a family celebration! I didn’t want to leave the lanai with the ocean view.
With two master suites and what we named a slumber party room (three queen beds and a bath), there was ample space for three generations to enjoy their stay their way.
I would rent again. And again.
Vickie M.
Stayed 5 nights in May 2024
10/10 Excellent
Michele F.
31 Aug 2023
Liked: Cleanliness
Luxury at the Beach
This villa at Ho'olei is my new favorite place to be. Relaxing atmosphere, designer furniture and fixtures, modern and elegant, and very convenient to the rest of Wailea.
We enjoyed a fun girls weekend here to celebrate some milestones and couldn't have asked for a better host or accommodations. The designer look of this place speaks volume about how well maintained this unit is and how immaculate it is kept. Everything you could possibly need to host a getaway with friends was found easily in this villa. No detail was missed.
We very much enjoyed the luxury feel of this villa and loved that we were relaxed and felt right at home - especially on the insanely comfortable outdoor futon.
The views + The comfort here are like no other place I have experienced!
Having the bi-level floors were great as well because it gave our group some separation when needed and allowed for some of us to sneak away for naps and the extra comfy beds. The master bath was recently remodeled and has the most amazing tub/shower setup that I enjoyed more than anything else. The extra large bathrooms in this unit were really nice and a great compliment to the large bedroom area as well.
We felt we had all the conveniences of home [and more] right at our fingertips in this villa and can't think of one thing we would change about this unit.
Michele F.
Stayed 1 night in Aug 2023
10/10 Excellent
Will B.
31 Aug 2023
Liked: Cleanliness
Five Star, Immaculate & Spacious, Fully Equipped Villa
We absolutely loved our time in villa 39-2!!
Our time here felt like true luxury living and was unmatched to any Villa that we have ever stayed in before on Maui.
Our experience started prior to arrival as I called to inquire with local staff @ Waiola Realty to answer questions about the villa. Specifically, Daisy and Derek were so helpful and patient with me as I had many questions before booking.
Upon our arrival we were blown away by how clean and spacious the place really was. The first thing we did was open up the Fleetwood sliding doors to create an "indoor/outdoor" living space so we could enjoy both the view, and the amazing entertaining space this villa offers.
We were prepared to go out to dinner most nights, but we ended up cooking most meals at the villa and on the gas grill because we couldn't get enough of the view and the beautiful furnishings this villa has.
As a family, we enjoyed being able to have everyone comfortably scattered throughout this villa and enjoying the space in it's entirety.
We enjoyed the privacy of the amenities here with a less crowded pool area at Ho'olei which was a nice escape from the crowded resorts nearby. Beach access was easy and a really quick jaunt across the street to the famous "Wailea Beach".
Between the epic sunsets from the lanai, & the panoramic views, we were truly feeling like we hit the jackpot on this villa.
Thank you for the amazing memories! We look forward to returning soon!
Will B.
Stayed 1 night in Aug 2023
10/10 Excellent
lisa l.
14 Jul 2023
Liked: Cleanliness
Couldn’t ask for more
•Excellent location
•easy check in and out
•responsive and friendly realtor
•clean, comfortable accommodations
•gorgeous water and sunset views
•easy walk or drive to Wailea Beach, Mākena Beach, and the shops at Wailea
•we went to Ululani’s Shave Ice in Kihei 3 times
lisa l.
Stayed 8 nights in Jul 2023
10/10 Excellent
Phil K.
1 Jul 2023
Liked: Cleanliness
Among the nicest places I’ve stayed anywhere in the world
Truly a fantastic location and a very high end townhome. The quality of finishes and the *view* were amazing. The wall of glass opens from the kitchen / living room area onto a lanai with panoramic views of the ocean, west Maui, and nearby islands. Very hard to beat. Very close proximity to all that Wailea and Kihei have to offer. Also walking distance to multiple public beach access areas and the beautiful Wailea beach path.
Phil K.
Stayed 5 nights in Jun 2023
10/10 Excellent
Regina B.
26 Jun 2023
Liked: Cleanliness
What a Wonderful Place in Paradise
We were so thrilled to stay here. This was our first time in Maui. We came for a family wedding at the Four Seasons This was the perfect spot for our family of 7 to stay close to both the Four Seasons and The Grand Walia. The condo had an amazing view, spacious, clean, comfortable beds and linens. The host met us as we arrived, gave us a tour of the condo and explained things which we thought was great. He was easy to get a hold of anytime we needed something. Would stay again.
Regina B.
Stayed 6 nights in Jun 2023
10/10 Excellent
Verified traveller
25 May 2023
Liked: Cleanliness
Family stay
This was an absolutely amazing place to stay! It’s spacious and wonderful for large families. It had everything you need such as kitchen appliances, grill, washer/dryer, beach chairs and pool toys for the kids. There’s a beautiful view on the front deck. You can see the west Maui mountains, the island of Lanai, Kahoolawe, Molokini. We enjoyed grilling and having dinner and drinks out there and watching the awesome sunset. It’s also close to the Shops of Wailea which has a small food market. So it’s convenient if you don’t want to go into town but even that’s only 10 to 15 minutes away. The beaches are close by as well but our kids really enjoyed the pool and the jacuzzi. It has a little sand beach for the kids and they enjoyed that along with a small waterfall cave that you can sit inside. It was overall one of the best places we’ve stayed at and we highly recommend it…
Verified traveller
Stayed 1 night in Apr 2023
10/10 Excellent
William H.
3 May 2023
Liked: Cleanliness
Perfect Luxury Villa
Absolutely wonderful place to stay. Our family had plenty of room to relax and spread out to enjoy our vacation. The kids especially enjoyed the pool, it’s huge and has a waterfall! We stayed at the pool for hours a day. This unit has some great high end finishes and everything you may need on vacation. From cooking utensils to beach chairs they have you covered. The location of the villa is so close to everything we needed, including an easy walk to the beach, was extremely clean, and really comfortable. We can’t wait to come back!
William H.
Stayed 1 night in Apr 2023
10/10 Excellent
Matthew W., Walnut Creek, California
13 Apr 2023
Liked: Cleanliness
Fantastic
Excellent experience
Matthew W.
Stayed 4 nights in Apr 2023
10/10 Excellent
Dale O.
3 Apr 2023
Liked: Cleanliness
Very happy with condo!
Great place to stay.
Dale O.
Stayed 7 nights in Mar 2023
8/10 Good
Mary Lynn L.
17 Mar 2023
Liked: Cleanliness
Elevator is broken. Should be disclosed. Showers are difficult to operate and have little strength.
Property is lovely. TVs are difficult to manage. Elevator is broken. Showers are difficult to control and has limited strength. Orhertwise a beautiful residenve
Mary Lynn L.
Stayed 7 nights in Mar 2023
10/10 Excellent
Samuel I.
17 Jan 2023
Liked: Cleanliness
Everything you needed in Luxurious Way
I thank Eric and Derrick for their fast and smooth check in and out.The property was built by a high-end builder, I saw that in every detail.Gated community, car garage, walking distance to beach, Wailea shops and many other hotels.In community gorgeous pool as wellMany to list, no time to write