Ho'olei Rental


Rates: $1229 / night (avg.)
Bedrooms: 3
Bathrooms: 4
Bed types: QKK (sleeps 8)
Reviews: 5.00 (from 49 reviews)
Come relax and enjoy the good life at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea Hotel & Spa on the beautiful island of Maui. This unit has been recently redecorated and offers a fresh, clean, modern look.

Situated on the third row at Ho'olei, this beautiful two-story villa boasts dramatic Pacific Ocean views from both upper and lower levels. During the day, feel the gentle caress of the island breeze as you breathe in the clear air and gaze at the azure blue waters. In the evening, spectacular sunsets will take your breath away and create memories to last a lifetime.

This unit offers spacious accommodations for your stay in paradise. It features the largest floor plan available in the resort, with 3,987 square feet of living space. Ensuite configurations in all three bedrooms guarantee privacy, comfort, and convenience for guests. A sofa sleeper in the living room accommodates two additional guests.

This villa is privately owned and does not participate in the Grand Wailea Resort rental program. Our guests do not have access to the Grand Wailea pools, water slides, or shuttles. However, all of the restaurants and the spa at Grand Wailea are available to outside guests. The wonderful pool and amenities at Ho'olei are available for your use and are always much less crowded than the hotel pools!

You will love the expansive great room, offering gorgeous views and ample space for conversation, dining and entertaining. Floor-to-ceiling sliding glass doors retract into hidden pockets, enabling a seamless transition to the outdoors where you can relax and soak in the Aloha spirit on the upper lanai with sitting chairs, a dining table, large outdoor grill and under-counter refrigerator.

Amenities include:
* Full central air conditioning
* Ceiling fans in all bedrooms
* Flat screen televisions, DVD players, and premium cable service
* High speed wireless network
* Laundry room with full-size washer, dryer and utility sink
* Built-in, multi-burner Wolf grill and under-counter refrigerator on the upper lanai
* Kitchen island with seating for six
* Dining table near the kitchen with seating for eight
* Dining table on the upper lanai with seating for six
* Large walk-in closets
* Private elevator
* Private garage
* Reserved, covered parking for second vehicle across the driveway
* Gated community with 24 hour onsite security
* Beach chairs and beach towels for use at the beach or the nearby Ho'olei pool

The Ho'olei resort features a stunning pool with nineteen foot waterfall and swim-in grotto, sandy beach area for children, two jacuzzis, state-of-the-art fitness center with cardio and weight equipment, outdoor kitchen with covered pavilion for poolside entertaining, men's and women's saunas, locker rooms, and showers. Registration Number: 210081190054, GE-103-753-4208-01, TA-103-753-4208-01

Ho'olei Rental Reviews



Rachelle P.
December 2023
Had an amazing time staying at this beautiful condo! Everything you need is at your finger tips. The pool is just down the street and is so relaxing. Used it everyday along with the workout area. Exceptional! Would recommend to anyone coming to the wailea area. Perfect location to beaches, shops and restaurants. Golf is minutes away.


Rachelle P.
November 2023
Had an amazing time staying at this beautiful condo! Everything you need is at your finger tips. The pool is just down the street and is so relaxing. Used it everyday along with the workout area. Exceptional! Would recommend to anyone coming to the wailea area. Perfect location to beaches, shops and restaurants. Golf is minutes away.


Mara D.
November 2023
Wonderful time


Mara D.
October 2023
Wonderful time


Chris W.
October 2023
Can’t say enough…. Wonderful property across from Wailea Beach (8-10 min walk). Lanai with the corner opening glass walls brings indoor/outdoor living to life. No need for the screens (no bugs). Highly recommended!!!


Chris W.
September 2023
Can’t say enough…. Wonderful property across from Wailea Beach (8-10 min walk). Lanai with the corner opening glass walls brings indoor/outdoor living to life. No need for the screens (no bugs). Highly recommended!!!



August 2023
This was an amazing spacious unit with an ocean view. It was very nicely furnished with all the amenities you could hope for including beach chairs, umbrellas boogie boards and cooler. We were very close to the pool which was large with a waterfall and had a fun sand area that our small grandchildren loved playing in. The kitchen was large with top line appliances and plenty of cookware and dinnerware supplied. It also had a large washer and dryer in the unit. The management company who we dealt with was very responsive and accommodating. The location in Wailea is close to both the Grand Wailea and The Four Seasons and in walking distance of the shoppes at Wailea. We walked to all of these places as well as to the beautiful beach. We will definitely stay here again.



July 2023
This was an amazing spacious unit with an ocean view. It was very nicely furnished with all the amenities you could hope for including beach chairs, umbrellas boogie boards and cooler. We were very close to the pool which was large with a waterfall and had a fun sand area that our small grandchildren loved playing in. The kitchen was large with top line appliances and plenty of cookware and dinnerware supplied. It also had a large washer and dryer in the unit. The management company who we dealt with was very responsive and accommodating. The location in Wailea is close to both the Grand Wailea and The Four Seasons and in walking distance of the shoppes at Wailea. We walked to all of these places as well as to the beautiful beach. We will definitely stay here again.


Kathy M.
May 2023
We had a wonderful time. Our rental was just perfect for our stay. I brought my family and each had their own bedroom. Yeah! Plus a bathroom upstairs by the kitchen.


Kathy M.
May 2023
We had a wonderful time. Our rental was just perfect for our stay. I brought my family and each had their own bedroom. Yeah! Plus a bathroom upstairs by the kitchen.


Ripon D.
April 2023
Wonderful property near beach with amazing pool. We really appreciated the ocean and sunset views while opening the large sliding glass walls everyday. Would definitely stay there again!


Ripon D.
April 2023
Wonderful property near beach with amazing pool. We really appreciated the ocean and sunset views while opening the large sliding glass walls everyday. Would definitely stay there again!


Jason S.
March 2023
More than enough space for the entire family!


Jason S.
March 2023
More than enough space for the entire family!


Andrew P.
January 2023
Property was as advertised. Great location across the street from Wailea Beach and wonderful views of the ocean from the patio. Community pool and fitness were wonderful to have access to. Family loved having 3 bedrooms to spread out and the kitchen had every item we needed for the meals we prepared. Overall just a fantastic property. Having beach chairs, umbrellas and cooler was a huge plus for our beach days. Plan to drive to the public parking lot or rent a wagon if you plan to walk as it takes ~15 minutes to get there


Andrew P.
January 2023
Property was as advertised. Great location across the street from Wailea Beach and wonderful views of the ocean from the patio. Community pool and fitness were wonderful to have access to. Family loved having 3 bedrooms to spread out and the kitchen had every item we needed for the meals we prepared. Overall just a fantastic property. Having beach chairs, umbrellas and cooler was a huge plus for our beach days. Plan to drive to the public parking lot or rent a wagon if you plan to walk as it takes ~15 minutes to get there


Lisa R.
December 2022
We had a great vacation, this was our second time staying at the property. Very relaxing and great location. We love staying in south Maui.


Lisa R.
December 2022
We had a great vacation, this was our second time staying at the property. Very relaxing and great location. We love staying in south Maui.


Meghan L.
November 2022
This villa was perfect!! My husband and I took our young kids and his parents, and the space was plenty big to accommodate everyone. The patio was the perfect place to unwind at night, and the pool "grotto" was a big hit with the kids. The walk down to Wailea beach was just about 10 minutes, and very doable with a stroller. The house was very well equipped: the kitchen had any and every gadget/appliance/tool you could want to cook a five star meal, and the house also had all the kid items we could want (pack n play, gates, high chair, toys, etc.). I'd stay here again in a heartbeat!


Meghan L.
November 2022
This villa was perfect!! My husband and I took our young kids and his parents, and the space was plenty big to accommodate everyone. The patio was the perfect place to unwind at night, and the pool "grotto" was a big hit with the kids. The walk down to Wailea beach was just about 10 minutes, and very doable with a stroller. The house was very well equipped: the kitchen had any and every gadget/appliance/tool you could want to cook a five star meal, and the house also had all the kid items we could want (pack n play, gates, high chair, toys, etc.). I'd stay here again in a heartbeat!


Jeffrey B.
October 2022
Perfect for our party of friends that are also work associates. 3 very nice bedrooms that allowed privacy and work space for each, a large gathering area for the group, and a patio with great sunset views.


Jeffrey B.
September 2022
Perfect for our party of friends that are also work associates. 3 very nice bedrooms that allowed privacy and work space for each, a large gathering area for the group, and a patio with great sunset views.


Jo Ann V.
September 2022
Walk to the beach was great and sunsets on the lanai were terrific. It was also great having, beach chairs, umbrellas, boogie boards and a cooler to use. Highly recommend


Jo Ann V.
August 2022
Walk to the beach was great and sunsets on the lanai were terrific. It was also great having, beach chairs, umbrellas, boogie boards and a cooler to use. Highly recommend


Sandra B.
July 2022
This rental was amazing. Literally nothing negative to say. Spotless, beautifully furnished, amazingly comfortable beds, everything you could ask for. Nice touch was that shampoo, soaps, cleaning supplies were also provided. Beach chairs and towels available and quick check out list. Excellent property.


Sandra B.
July 2022
This rental was amazing. Literally nothing negative to say. Spotless, beautifully furnished, amazingly comfortable beds, everything you could ask for. Nice touch was that shampoo, soaps, cleaning supplies were also provided. Beach chairs and towels available and quick check out list. Excellent property.


Mark V.
July 2022
Our family of 4 had the most wonderful stay at this absolutely gorgeous property! It was everything we had anticipated and more. The views are breathtaking from the living room and top level lanai. Additionally, the updated furnishings are really well done! We enjoyed making many meals in the grand kitchen stocked with all the food preparation gear a chef could ask for! We spent many an evening playing family board games, watching the sunset and spending time together making memories to last a lifetime. The bedrooms were all so luxurious and our primary suite was spectacular! The private lanai off the master was so relaxing to read a book or simply layout and relax. We highly recommend this villa and look forward to visiting in the future.


Hector M.
July 2022
Beautiful place in the gorgeous Grand Wailea Resort area-- loved everything about it and hope we get to return soon.


Mark V.
June 2022
Our family of 4 had the most wonderful stay at this absolutely gorgeous property! It was everything we had anticipated and more. The views are breathtaking from the living room and top level lanai. Additionally, the updated furnishings are really well done! We enjoyed making many meals in the grand kitchen stocked with all the food preparation gear a chef could ask for! We spent many an evening playing family board games, watching the sunset and spending time together making memories to last a lifetime. The bedrooms were all so luxurious and our primary suite was spectacular! The private lanai off the master was so relaxing to read a book or simply layout and relax. We highly recommend this villa and look forward to visiting in the future.


Hector M.
June 2022
Beautiful place in the gorgeous Grand Wailea Resort area-- loved everything about it and hope we get to return soon.


Gary P.
June 2022
4th time at this project. Unit is spacious and well equipped. Pool is great for kids. Very quiet at night and great ocean views. Great place for family’s


Kristina K.
May 2022
Wonderful location and condo! We will definitely be back!


Avram G.
April 2022
We had a perfect stay. We are a family of 8. The view is spectacular/ There is so much room for a family. No one is on top of each other. The unit was spotless. Great kitchen to cook for a large group. It is well stocked with kitchen utensils and dinnerware. The bar-b-que was fantastic for grilling. We are most meals on the lanai. The primary bedroom is a dream. The pool is close and uncrowded and the workout facilities were top notch. The location was excellent. A 5 minute walk to the beach. Plenty of beach equipment. The beds were super comfortable. Communication was excellent with the management company. We will definitely be back. Truly 5 star.


Miriam F.
April 2022
This property is stunning and exactly as it is described and pictured. We traveled with 3 adults and 2 teenagers. Everyone had plenty of space. The community pool was quiet and lovely. The walk to the beach was easy with chairs supplied by the condo. We had a few plumbing problems that were addressed immediately by the management company. We would highly reommend this propety.


Jeremy P.
April 2022
Eight days were not enough for our stay. With a full kitchen, laundry, a private pool and gorgeous sunsets (we even saw whales from our balcony), we could ask for nothing more.


Dwayne H.
March 2022
Wonderful property ! Recommend to others.


jack t.
January 2022
Fantastic


Hatem A.
October 2021
We previously stayed at the Fairmont a block away two years ago. Our sleeping arrangements and the need for more space, laundry and kitchen, etc. dictated that we would look for short term rentals rather than a hotel resort. We couldn’t be happier with the choice. This is how we intend to do Maui going forward. First of all, the villas are part of a gated community that has its own pool with hot tubs, a poolside cabana massage option, waterfall and grotto, etc. during Covid times, it is much less crowded than hotel pools. At times we felt like we had the entire place to ourselves. When I wanted to have more social experience with groups, we booked cabana days, well in advance, at the Fairmont. We saved about $300 a night and had twice the living space plus kitchen and laundry, a beautiful ocean view, and even a small patch of grass for the kids to play on. For $300 a day, we were able to book cabanas at the Fairmont that gave us access to the hotel pools and beach, a stocked cooler and snacks. This proved really useful after our check out as we had a 9 PM redeye flight. We booked a cabana day for the day after our arrival and the day of our departure. This bookended our stay at the VRBO property quite nicely. Across the street from the villlas’ gated entry is the public Wailea beach. The unit was stocked with beach chairs, toys and floats for the kids, and a cooler that we were able to take to the beach. I suggest making a short drive to the parking lot as it is a bit of a hike if you are coming back from the beach with equipment. There are so many other ways in which staying at this villa was superior to the hotels. No waiting for a valet or having to tip, the ability to return home without a bunch of dirty or wet laundry, I just lots of space to spread out and have a great time. We even grilled steaks one night on the balcony. The only star that I talked was that the check in process was a little bit confusing regarding the codes to enter and the Samsung smart TV in the living room could use updating. I suggest bringing your own Apple TV or fire stick if you want to use streaming services. We really appreciate the hospitality of the host and management. It made for a magical stay and we would happily rent this unit again in years to come..


Bilyana S.
September 2021
This was our second time to Ho'olei but first time in this unit. We stayed 17 days. We will be back to Ho'olei but definitely not come to this unit. The good: Communication with Laurel during booking and pre-arrival was very good and prompt. The bed in the master was very comfortable. The view is amazing. I liked the location within Ho'olei - not far from the pool and a short walk to the beach. Many floaties, boogies boards and beach chairs. What desires improvement: Some areas need more attention during cleaning, e.g. bathroom rugs. The management company (Maui rentals) had very poor communication and not the best service. When we arrived at 9pm, we discovered tons of water on the kitchen floor. Short story long, water had to be shut off until the morning, a plumber fixed the leak partially in the morning and was supposed to come back complete the job, left a bowl for dripping water. No one ever came back. For 17 days. The dripping water stopped after some time. The 10ft baseboard was lying on the kitchen floor during our whole stay. We asked for extra sheets and a blanket (so that two kiddos can sleep separately, not on one bed). It took 4 days and over 10 messages to get them! It would have been easier to buys some. Same story with the shades in the second bedroom. They were not working during the whole stay, no sun in the room. When we reported to the company, they asked for the number of the battery for the remote. We never heard back. It would have been better to know we were in our own and try to fix them by ourselves. Small isues with a property are ok. Poor communication and response is not. The listing advertises 1 day between guests. We asked for noon checkout (in stead of 11) and were told that is not possible because of other guests arriving at 4pm. When we arrived, the dishwasher was used in the afternoon. Upon arrival, no time between guests/cleaning crew onsite. Next time, we will probably pick a unit in Ho'olei managed by Grand Wailea and enjoy all their facilities + much better management service + towel service on our departure day.


Kristin T.
July 2021
We loved this property. It allowed us to spread out and have plenty of space and the amenities were terrific. The lanai was absolutely fantastic. The many beach chairs and boogie boards for our use were so helpful! Access to the beach was just ok (easy walk just not super simple to navigate exactly how to get to the beach without walking through the grand wailea) but of course worth it once over there and our favorite beach requires a drive anyways. The pool is lovely. There are shops within walking distance and anyone familiar with Wailea knows it is absolutely stunning there. Downsides: One of the bedrooms didn’t have electricity and the company responsible for attending to our needs during the stay took 3 days to answer our calls and then scheduled a technician for 7 days later (after our stay).. the lanai furniture is so comfortable and wonderful but in desperate need for professional cleaning or new cushions due to staining from prior guests. These were minor issues and overall we highly highly recommend this property!


Logan M.
July 2021
We had a large group and had such a great time! The kids loved the pool and we were very close to an awesome beach. Looking forward to a return trip in the future!


Shirley E.
June 2021
Great time , great location. Love this place

Note: Vacancy calendar is approximate. Visit the owner/manager's reservation site to verify your dates.