Hoolei, Maui

Ho'olei, a gated community in Hawaii, is located across from the Grand Wailea Resort and Four Seasons Resorts. Named the #1 resort in Hawaii by Conde Nast Traveler 2019 Readers' Choice Awards, Ho'olei offers a luxurious experience for vacationers. The resort features a stunning pool with a waterfall, grotto, sandy beach area for children, and two jacuzzis. Guests can also enjoy a state-of-the-art fitness facility, men's and women's saunas, locker rooms with showers, and a covered pavilion area with a refrigerator and microwave oven. The resort is within walking distance of popular beaches, shops, and nearby resorts such as the Grand Wailea Resort, Four Seasons Resorts, Fairmont Kea Lani, Wailea Beach Resort, and Andaz Maui at Wailea Resort. With 24-hour onsite security and access to various amenities, Ho'olei provides a comfortable and enjoyable stay for vacationers.

Hoolei Average Rates


As of March 2025, the average price of a 3 bedroom unit at Hoolei is $1578. The average takes into account Hawaii's 18% accommodation tax as well as the cleaning and booking fees rentals charge. Also note that prices vary depending on the specifc unit and season (holiday rates are usally much higher). Visit the Hoolei Rentals page to see specific unit prices for your dates.

Hoolei's Best Rentals

View All 30 Hoolei Rentals (with vacancy and search options)

What Do Guests Think? An AI Analysis of 514 Guest Reviews


Reviewer Portrait

The following executive summary is based on a comprehensive and impartial AI analysis of guest reviews. Keep in mind that all units are individually owned, and review scores among units can vary considerably.

Guests overwhelmingly praise the Hoolei condo resort on Maui for its beautiful properties, great location, and abundance of amenities. Many reviews highlight the spaciousness and luxury of the units, which are well-appointed with high-end appliances, comfortable furnishings, and everything needed for a relaxing stay. The resort's proximity to beaches, shopping, and dining is frequently mentioned as a plus. Guests appreciate the inclusion of beach gear and other thoughtful touches that enhance their vacation experience. The on-site pool and fitness center receive positive feedback for their convenience and quality. While a few guests mention minor issues such as road noise in some units or occasional maintenance needs, the overall sentiment is extremely positive. The property management is praised for being responsive and helpful. Many guests express a desire to return, recommending the Hoolei condo resort as an ideal place for families, couples, and groups seeking a memorable Maui experience. This summary is based on a comprehensive analysis of 514 guest reviews.

Recent Hoolei Reviews


We have stayed at Ho’Olei properties in the past and they never disappoint. Spacious and convenient are the two number one things that come to mind. We were a 17 person, multi family group staying in Maui for my parents 50th Anniversary. We rented two units to accommodate everyone and there was still room to spare! Having a master bath for each bdrm is a so good. The convenience of laundry, dishwasher, coffee makers, beach chairs, wagon, towels and so much more really is convenient. The view from this unit is beautiful and it is just a quick walk down to the pool and gym where there is fresh brewed coffee early each morning. The location is nice as it’s not so busy on the sidewalks like in Kihei and the landscaping is always so beautifully manicured! From start to finish everything went seamlessly! Would highly recommend this unit!
Kelly F.
November 2024

We stayed with our extended family and had a great time! The walk to the beach is easy and fun. The pool is beautiful and all of the amenities of the condo were lovely. Management was attentive and helpful.
summer c.
November 2024

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our family of nine, aged 3 to 72, gathered from two countries to enjoy a peaceful and spacious stay at this property. We all left feeling thoroughly satisfied with our stay. The gate security code had been changed, and we needed assistance from a passerby to enter. However, apart from that, check-in went smoothly. After contacting the property manager, we promptly received the new code, which resolved the issue. The second garage, conveniently located right in front of the unit, was also very helpful.The unit was well-equipped with beach gear and fans to counter initial warmth from the air conditioning delay.The children enjoyed swimming in the pool every morning and evening. The pool was not crowded, and the water temperature was perfect, making it a highlight of our trip. Additionally, complimentary coffee in the morning and iced tea in the afternoon were provided by the poolside—a thoughtful touch we appreciated.I recommend bringing extra shampoo and conditioner, as the provided amount may not be sufficient for longer stays. Every bed in the unit was exceptionally comfortable, ensuring a restful night's sleep.A couple of minor points to note: the light near the entrance was out, and when sitting on the patio or leaving the windows open, some noise from the main road could be heard. However, these were minor inconveniences and did not detract from our overall experience.The location was excellent, with high-end hotels, an ABC Store, shopping malls, restaurants, and the beach all within walking distance. The neighborhood was welcoming, and we felt safe and comfortable throughout our stay.On our last day, we had a 23:00 flight, and the property manager kindly accommodated a late check-out at 13:00, which was incredibly helpful.This property made for a fantastic stay, and if we visit Maui again, we would love to stay here once more.
Tomomi C.
November 2024

Our family of nine, ranging in age from 3 to 72, gathered from two countries for a peaceful and spacious stay at this property, leaving thoroughly satisfied. While there was a minor issue with the gate security code upon arrival, it was quickly resolved by the property manager, and the rest of the check-in process went smoothly. The second garage located right in front of the unit was very convenient. The unit was well-equipped with beach gear and fans, which helped during an initial delay in air conditioning. The children loved the pool, which was a highlight of the trip. It was not crowded, had perfect water temperature, and offered complimentary coffee in the morning and iced tea in the afternoon—a thoughtful touch. The beds were exceptionally comfortable, ensuring restful nights for everyone. Some minor inconveniences included a non-functional entrance light and occasional road noise when on the patio or with windows open, but these did not detract from the overall experience. The location was excellent, with easy access to high-end hotels, an ABC Store, shopping malls, restaurants, and the beach, all within walking distance. The neighborhood was welcoming and felt safe throughout our stay. On our last day, the property manager graciously accommodated a late check-out for our evening flight, which was incredibly helpful. This property provided a fantastic stay, and we would happily return when visiting Maui again.
Tomomi
November 2024

Beautiful property, all your family needs are readily available. Perfect location, close to everything. First time for most of my family and they just loved everything. Wow factor off the charts.
Clinton B.
November 2024

Lots of room especially if you are multi family. Having your own bathroom and large kitchen, dining, living room and lanai is wonderful. Pool is amazing, grounds are very well kept. Within walking distance to the Shops of Wailea and Wailea Beach. Have stayed several times before and have never been disappointed!
Kelly F.
November 2024

The property was very nice. Great location. Very clean.
Lisa B.
November 2024

This was our second time staying at this beautiful home and it was another perfect stay! The property is beautiful and the view is the best in the development. The house is clean, beautifully furnished, and has everything you need. We enjoyed having chairs and coolers for our beach days. Hope the Property Manager is so warm, attentive and communicates quickly. We loved our stay and will definitely be back again!
Janeane J.
November 2024

A beautiful property with all the amenities you could ever need.
Joan M.
November 2024

Very spacious, clean villa. Great location- many amazing beaches that were a short walk or drive from villa. Great pool!
Krystian and Priya S.
November 2024

The Blair’s home had everything our group of 6 adults needed from a fully stocked kitchen, laundry supplies, beach and pool items, toiletries, and the most beautiful lanai views. Games nights on the lanai or around the dining room table were some of our favorite memories of our trip. The location is right in the heart of Wailea. A short drive or walk to shopping, beaches, golf, and restaurants (highly recommend Monkeypod and their mai tai’s). The pool on the property was a highlight as well. It was very well maintained and never busy. A great place to spend an afternoon. The property manager, Hope, was wonderful and went above and beyond to ensure our stay was absolutely perfect. We have no complaints and cannot wait to visit again!
Stacey K.
November 2024

Great location and complex. Eric is outstanding at communicating and being available. Some kind of food offerings at the pool would be awesome. This unit is very nice, unfortunate that bedrooms are on the same air controller. Definitely renting again !!!
Todd G.
October 2024

Wrong entry code for property gate. Snuck in with a car who went around us. Never received a “personal code” to actually enter the unit. Waited in garage for a return call that thankfully granted us access Everything was great after that except that only one card worked for the unit out stay.
Michael N.
October 2024

Had a great family vacation. This is our second year in a row at this property and we loved it. Our host was super responsive and we absolutely love this location! Close walk to all the best restaurants and shopping.
Maya H.
October 2024

Property exceeded expectations, was even better than the pictures. We walked to the beaches, shopping, and the kids absolutely loved the pool. Not a single negative about it. Property management group was great to work with and met us on arrival. Kids already asking to come back. Thank you for an amazing stay!
Jordan A.
October 2024

Our villa at Ho’olei was even better than described on line. It was very spacious, with comfortable furniture, modern big screen TV’s in every bedrooom and great room. Excellent WiFi service, fast enough to stream any programming. The kitchen was well equipped including coffee, keurig pods, condiments and spices. Every small appliance one could use including a rice maker. The staff from CB Island vacations gave us excellent pre arrival instructions, met us upon arrival and provided a very detailed walk through. They even called on the second day of our stay to make sure everything was going well. The bedrooms were spacious with comfortable beds and each room had a modern en-suite bath, there was also a guest bathroom off the great room. The complex had a very large pool only a few minutes walk from our villa and the beautiful beach at Grand Wailea was only an easy 10 minute walk or few minutes by car. The Villa was also equipped with beach chairs and umbrellas allowing our family to relax in comfort at the beach. Ho’olei is located close to shops, 3 golf courses and many good restaurants. The Villa, amenities and location made for the perfect accommodations for our multigenerational family vacation. We willl definitely stay here again on our next trip to Maui.
Chris C.
October 2024

Two families with grade school aged kids. Stunning views from lanai that opens completely. Kitchen very well set up for the few meals we did cook (so many good restaurants nearby it's hard to cook!). Overall a very beautiful home. Swimming pool amazing when we were relaxing closer to home. Very close to shopping, restaurants, and beaches. Property manager communicated very well. Wish we had more time...overall a wonderful vacation!
Eric K.
October 2024

The property was even better in person and obviously well cared for. It was spacious, well appointed, and had an excellent Wailea location. Would gladly stay again. Thank you for such a memorable trip!
Tiffany T.
October 2024

The close access to the beach at Grand Wailea, the spacious kitchen & living room and the beautiful on-site pool and spa within feet of our Unit made this the perfect setting for 7 adult family members to come and go in small groups. We did have to put ALL of our unsealed food in the fridge when we found bugs in our freshly purchased bread. They were a kitchen presence throughout our stay regardless of my constant soap & water clean ups. The air conditioning was often @76 (a bit hot) even though we set it at 73. Otherwise - a really perfect place to stay!!!
Loralee b.
October 2024

This was one of the best stays we've ever had! This was perfectly appointed wirh every annenity. The views were beautiful. The property was perfectly maintained. We are so grateful to have had such a luxurious experience!
Brian H.
October 2024

We love the house. It was perfect for the family. The only downside was the master bedroom is very warm compared to the rest of the house. Also, there is mold in the master bathroom shower but overall it was a great place to stay. The pool is very nice And the location can’t be beat.
Jake W.
October 2024

We could not have been happier with our stay at the Blair house. Property was immaculate, plenty of room to spread out with comfortable furniture. We were pleasantly surprised to find a generous welcome goodie package upon arrival. Between the well stocked kitchen and gorgeous lanai views, we enjoyed many meals at the unit. Property manager Hope was great at checking in, and readily available to answer questions. Having beach chairs, umbrellas, towels and a cart made our daily trips to the beach effortless. Proximity to the pool, the beach and all of the resorts without being IN the busyness was a perfect fit for our group. Great location for access to many restaurants/take out places/shops. Snorkeling at the reef right off of the closest beach was even better than the snorkeling excursion we went on. We are already talking to friends about a repeat visit 😊.
Judy B.
October 2024

For the thousands we paid to stay here, I am so disappointed. Upon arrival we alerted the property managers of no air conditioning in the upstairs. We were told to wait until morning. Contacted again in the morning. At 1pm the maintenance man came. They said owners were notified and they were giving us a portable AC unit. But the portable unit was already in an upstairs room. So clearly this was an EXISTING ISSUE. It was too hot to be in the unit. We couldn’t cook in the kitchen bc it was too hot when using ovens Then a maintenance man told us there was a mouse hanging by its arm in our garage door. That then ran into the garage to hide. Yuck! I’m so done
Jeanne M.
October 2024

This beautiful home was perfect for my husband and I and our grown children and their families. Plenty of room for group and alone time😊 The property management team was amazing to work with. They were always quick to respond to my questions and concerns. We wouldn’t hesitate to stay in this beautiful home again that was so conveniently located.
carrie s.
October 2024

Property is totally amazing. Wonderful location, amenities and cleanliness. Our family loved our stay. We will return.
Diane O.
October 2024

Amazing place to stay when you are in Maui. The condo has an amazing lay out so you can be with family and enjoy your private time. They also had some great notes printed for you and some with maps to make it easy. Loved that we could walk to the beach and shops. Our family agreed that when we come next year we want to stay int he same place!
Susie L.
October 2024

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We absolutely loved our stay! The condo was spacious, clean, and in a great location, within walking distance to the beach and shops. The kitchen was fully supplied with every cooking gadget we could possibly need. The kids loved the pool. And best of all, the property manager was super responsive to our requests and questions, letting us check in early and check out late and even printed out some documents for us we left at home. 100% recommend!
Lindsay O.
October 2024

This property has beautiful amenities, everything you want or need for your stay and a lanai with views that can’t be matched. We had the experience of a lifetime and enjoyed our stay especially due to this beautiful property.
Ann K.
September 2024

Great place to stay!
Nancy H.
September 2024

Ho'olei 52-4 is beautiful home perfectly located in Wailea. Amenities galore and high end appliances as well as beautiful artworks by Wyland. We thoroughly enjoyed the amazing sunsets from the lanai! Mahalo to Hope and team for addressing our issues! Thanks to the Blair ohana for sharing their home!WeHope is a gem!
Mildred M.
September 2024

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We absolutely loved this property and would love to come back. We were a group of 7; 2 adults per room and 1 used the pull out sofa bed. All beds were clean and comfortable. We came in early September 2024 and the property was in good shape. We were able to use their coolers, boogie boards, and beach chairs. The house was stocked with many cooking appliances and spices. The community pool was lovely - in the evenings, we barely saw any other guests there. The community area provides ice and filtered water too. The entire Ho'olei community was well maintained, clean, safe, and quiet. We booked directly on the PMI website. Matthew from PMI was professional, responsive, and accommodating throughout the entire process. We asked for a late checkout (with a fee) and early check-in, and he was able to provide both since the property was available. There could be some *minor* enhancements (e.g. fix filtered kitchen sink water dispenser, hot/cold shower water fluctuates, grill + oven took awhile to heat up). However, these were not deal breakers.Overall, I recommend this property for a big family or groups of 8 adults. Mahalo, PMI, for an unforgettable trip!
Steph B.
September 2024

My husband and I took our kids to Hawaii 20 years ago and thought we do it again with their significant others who had never been. We all had a fantastic time making memories of cooking together in the huge kitchen, adventures and family game night and sunsets. We would definitely return here.
Connie R.
September 2024

This property was truly amazing—peaceful, in a great location, with a stunning ocean view. The home was fully equipped with all the amenities we could have asked for, making our stay comfortable and hassle-free. The CB team’s quick and thorough responses ensured everything went smoothly. Everything felt natural and intuitive, making it easy for our group of six to settle in. Well done! We’re already planning to book this property again for next year’s vacation.
Frank M.
September 2024

We really enjoyed our week at the lovely property. The condo was large, clean and well appointed. We used the pool and work out room. It was just as big and lovely as shown in the photos. We really enjoyed the great kitchen. Also, it is a nice distance for a walk to the shops at Wailea and to the beach walk.
Lane N.
September 2024

The house is what everyone said and more. Our family, my wife and I will carry many great memories from the days we spent at Steve’s house
EDUARDO S.
September 2024

We had a great family holiday. The property was clean, host was very responsive and we were close to the pool and right across the street from the Grand Wailea hotel and beach
Robert K.
August 2024

We've stayed at Hoolei many times - usually through the Grand Wailea. Did this one through VRBO - at a much better value. The villa was wonderful, very clean. Steve, the owner, was extremely responsive throughout the search, booking, and stay. Would highly recommend!
Michael M.
August 2024

We met family in Maui for a family vacation. This home is an excellent location for adults and children. The property is conveniently located and minutes away from multiple beaches. The kids thoroughly enjoyed the proximity to the pool.
Mark H.
August 2024

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This place had it all! It was very walkable to all the resorts and the beach, and it comfortably accommodated all nine of us. All of the bedrooms were very comfortable and clean, and there were enough bathrooms for us all. It was nice to have a washer and dryer to clean up after beach days. The house came with plenty of beach gear and coolers, so we didn't need to purchase much extra! It felt very private, and using the pool on the gated community grounds was nice. The pool staff was very friendly, and as a bonus, they had coffee each morning and iced tea in the afternoon. I recommend staying here, and I would stay here again!
Lawrence S.
August 2024

The unit was beautiful. The view from the lanai was spectacular. The kitchen was well stocked and spacious. The location was perfect. We appreciated the beach towels, sand shovel, beach bucket, beach chairs and wagon. It made our daily outings so much easier. Not even once did we say ”I wish we had…”. We enjoyed our stay.
Mary U.
August 2024

Wialea is absolutely beautiful. The condo did not disappoint. We would walk to the beach every morning for a walk along the promenade in front of the resorts. When we wanted to play at the beach, we drove down to the public beach between the Four Seasons and the Grand Wailea. Parking was not a problem. The condo had beach towels and beach chairs. The family loved, loved, loved the pool, which was a very short walk from the condo. We did visit Costco in Kahului and the Safeway in Kihei, but the market at the Shops of Wailea was just a short walk from the condo and extremely convenient.
Holly B.
August 2024

No other word but perfect amenities , size, location Pool. I have nothing bad to say
Lawrence T.
August 2024

Awesome stay! Very accommodating with everything you need in the kitchen! Great for family gatherings. Close to pool and beach! Beach gear to accommodate days on the sand! Definitely would stay again!
Janey S.
August 2024

Great property and location. Perfect for families and everything you could need. Only flaw is that you have to through all food away- we usually leave it for the next group or for the locals. Schedule time just to sit on the balcony and watch the ocean - it’s amazing!
Jennifer R.
August 2024

This was an amazing property that was tastefully furnished and decorated. It was well stocked with all a family would need for a vacation in Maui. Close to the beaches, close to restaurants and stores, large and fun pool area in Condo complex, beautiful landscaping and neighborhood layout. My wife and I were so happy and thankful we stayed here, it made our experience so much better. Add to that the wonderful CB management and support experience/team and as we were driving to the airport after our 7 day stay, my Wife said we were coming back soon - and certainly to the same place. Wonderful place, wonderful location, wonderful renting experience.
Michael F.
August 2024

A well-appointed villa with a great ocean view! Loved the decor, beach gear, and thoughtful Hawaiian snacks. Highly recommend this unit!
Ninette W.
August 2024

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.

August 2024

The place was better than the photos! It was absolutely stunning and had incredible views!
Efrain L.
August 2024

Beautiful property, even better than the pictures, amazing amenities and location.
Pat H.
August 2024

Wonderful time visiting Maui with family and friends. The property is beautiful with stunning views and close to everything in Wailea. Enjoyed the pools, luaus, Mt Haleakala, Io Valley and more. Nothing as relaxing as spending time in a beautiful location with family and friends.
David G.
August 2024


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