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 December 2024, the average price of a 3 bedroom unit at Hoolei is $1768. 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 24 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


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

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'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

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

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

A Slice of Paradise in Maui! Rating: ⭐⭐⭐⭐⭐ I recently had the pleasure of staying in this incredible property in Maui, and I can confidently say it was one of the best vacations I’ve ever experienced! From the moment we arrived, we were welcomed with warmth and hospitality that made us feel right at home. The location is simply unbeatable. Nestled close to the beautiful beaches, we enjoyed stunning sunsets just a short walk away. The property itself is well-maintained, clean, and beautifully decorated, with a perfect blend of modern comforts and Hawaiian charm. The spacious living area was ideal for relaxing after a day of exploring, and the fully equipped kitchen made it easy for us to prepare meals with fresh local ingredients. One of the highlights was the private outdoor space, complete with a cozy lanai where we enjoyed our morning coffee and evening cocktails while soaking in the breathtaking views. The lush tropical garden surrounding the property added to the serene ambiance, making it a true oasis. Our hosts were exceptional, providing us with helpful tips on local attractions, dining, and hidden gems to explore. They went above and beyond to ensure our stay was perfect, making us feel like valued guests rather than just renters. Whether you’re looking to relax on the beach, explore the vibrant local culture, or embark on outdoor adventures, this property is perfectly situated to access it all. I can’t recommend this place highly enough! If you’re thinking abou
Allan L.
August 2024

Communication prior to going was easy and thorough. Condo was lovely and clean and well equipped. Property grounds were beautiful and very well maintained, with a gorgeous pool and gym. If issues came up response was quickly handled...there are many battery operated blinds in the home that need charging prior to guests' arrival. One of the blinds didnt work and it was fixed that evening. The view is spectacular from the upper sitting area! Property itself is up a hill, across from the GrandWailea. Though we visited all the hotels in the area we used the Grand as a base to walk through for the beach, morning coffee. We had a wonderful week in this condo ...recommend it highly! We also recommend Humble Kitchen at the Marriott Bonvoy...great dinner!
Catherine H.
August 2024

This townhome is a real gem. The floor plan is open and the rooms are spacious. The kitchen is well appointed. The beds were comfortable. The showers were good with fast supply of hot water. The grill was clean and functional. Everything was in good condition. There is an elevator which was an asset. The townhome is located within one block of the pool and gym and 4-5 blocks from Wailea beach. A small grocery store is across the street and Kihei, which has more stores and restaurants, is a short 10 minute drive. The garage is a one-car stall but a second stall is available about 25 yards away. Everything you need to enjoy your stay is provided: The owners provided beach chairs and sun-brellas. CB vacation rentals provided beach towels. While there is not an ocean view, the lanai is nicely surrounded by small trees and plantings. One previous review commented on white noise from the main street, which is correct, but bird songs can also be heard and we did not find the white noise to be a problem. Our group ranged in ages from 2 to 80 so the garden view location near the resort entrance was ideal from an accessibility standpoint. If you have small children, my only caution is that the stairs are marble tile and too wide for a child-gate, so parents would need to keep watch on little ones near the stairs. The CB staff were friendly, professional and accessible. We would like to come stay again!
Susan W.
August 2024

My family of 6 had an awesome stay at this villa. The villa is beautiful, has tons of space, and is well equipped for whatever we needed. Steve was also a very helpful and accommodating host. We hope to be able to go back to Maui again, and would definitely want to stay in this villa again.
Brian P.
July 2024

Great Weekend. Everything worked perfectly.
Phil P.
July 2024

Everything was fabulous from our contact with Monica to get us checked in and deliver packages shipped from home to the beautiful accommodation to the pool to the location. We will be back with our family of 8 very soon.
Anne A.
July 2024

It was a great stay and the host was very responsive with any questions we may have had. Aloha and mahalo
Gina S.
July 2024

This was the perfect unit for our family of four. From the three bedrooms, to the spacious lanai, to the short walk to the pool, it fit all of our needs. The short walk to the beaches and shops and close proximity to golf courses were a bonus, as well. While we were out enjoying Maui during the day, we looked forward to coming back to our beautiful condo in the evenings. The kitchen was very well equipped and the washer and dryer gave us a mid vacation wardrobe boost. The communication was spot on throughout our stay. Kaitlin even suggested a restaurant to celebrate our anniversary at. If we plan to return to Maui in the future, we will try this property first!
John H.
July 2024

Love everyhing about this property. Can't wait to rebook again and again. Thanks for hosting!
Marc S.
July 2024

Beautiful area and beautiful house. Easy walk to beach and shops. If your looking for a safe area in Maui to stay this is the best place. House was clean and had everything we needed for a comfortable stay.
Debora K.
July 2024

We had an amazing week here! I went with my husband, 2 daughters, and parents and we all loved it! The property was very clean and looked exactly like we imagined. Kitchen is very well stocked (only thing missing is steak knives). I had several questions for the property owners before and during the stay that were all answered quickly and they were always so polite and helpful. The only issue we ran into was we were told we could get towels at the pool but we were told since we didn’t book with the resort directly that we weren’t allowed to have access to the pool towels. However this was very minor because they had an abundance of pool towels for us to use at the house. I would absolute recommend this place to anyone and would definitely stay there again!
Lindsay C.
July 2024

We had a great stay making family memories!
Sharon C.
July 2024

This trip has been planned for a year and did not disappoint. We all enjoyed our stay in the Wailea area very much. The condo is big and beautiful and was nice to have all of the things we could possibly need! The pool was wonderful and the beach is only a block away. The bedrooms were spacious and the main living area was wonderful to gather and take in the beautiful view. We made lasting memories that we plan to build on in the years to come. Mahalo!
Bonnie P.
July 2024

WOW.. The house was fantastic..became the focal point of family and friends during our stay for my son’s wedding. The way the balcony pocket doors opened led to a spectacular view and openness for our get togethers. We had a couple of minor maintenance issues and their maintenance person responded better than any service person for your home.The home was gorgeous and provided an Epic stay.
Randall J.
July 2024

Everything about our stay was wonderful. We were especially grateful for the attentiveness of the property manager with some of the questions we had after we arrived. Additionally, when my wife left her ring by accident, the cleaning staff located it right away and had it sent back. Seriously - 5/5. I can't think of any way our stay could have been better! We enjoyed the close proximity to the beach and resorts - a light walk and we were enjoying the beauty of the Maui coast or enjoying some evening drinks at one of the resorts. A short drive away from some wonderful snorkeling spots. I could go on and on!
Eli H.
July 2024

Beautiful condo with all the amenities one could want.
Lori K.
July 2024

The property was very beautiful and clean when we arrived. It had enough space for everyone. We enjoyed our meals out on the lanai each day. The unit was well supplied, but we had a few cliches. The BBQ ignition wouldn't work, but we called and got it repaired. Also, the upper bedroom AC did not work. No cold air was blowing through the vents, even when we closed the sliding glass doors and lowered the thermostat. We weren't sure if we supposed to receive a gate key to enter the property, when we went left to go walking the local stores and the beach. We used the car keypad or followed some one else to enter back onto the property. Overall, we had a wonderful and relaxing vacation. Thank you.

July 2024

This property is absolutely amazing. We have stayed at several condos in Wailea and this was by far our favorite. The view was spectacular, the place has everything you would need to cook and the room sizes were perfect. It’s a little further walk across the street to the beach and you can’t use anything from the Wailea on the beach so we used the pool mostly. The pool was fantastic and we actually preferred it to beach anyways. The gym was also great and had everything we needed. We had the best vacation and were so luckily we found it through VRBO.
Elizabeth P.
July 2024

Clean and well equipped villa with great ocean views. Host was helpful and quick to respond. We have stayed at multiple Ho’olei villas over the years and this one was excellent!
Christopher H.
July 2024

We would stay again. We needed the inflatable mattress and rented a twin bed so everyone, 10 People, could sleep comfortably. AC went out on a weekend and property manager responded quickly. Short drive to multiple great beaches.
Trish W.
June 2024

We were pleasantly surprised when we checked in. The property was big enough for my family of 5 adults and 3 little kids. It was a short walk to the beach and shopping. We were very comfortable and the property manager Coldwell Banker was the best. It was easy to communicate with them. The villa was very clean.
Vivien C.
June 2024

Exceeded expectations
Suzann A.
June 2024

We stayed with grandparents and kids and this was a great choice with 3 bedrooms. The unit is spacious and so convenient for everyone to have their own on-suite bathroom. Everything we needed was there, towels, beach toys, chairs. The pool is lovely. Watching the sunset from Wailea beach across the street is phenomenal. We were able to leave our kids with grandparents and walk over to the Grand Wailea for a cocktail after bedtime. We love Maui and this was a first time staying in Wailea. We will be back!
Rosa W.
June 2024

The location was perfect. We loved cooking every meal in the big kitchen and eating on the patio.
Derrick B.
June 2024

Wonderful house in walking distance of Waimea Beach and Grand Wailea. Local resort also has a very nice pool
Joe Z.
June 2024

The host was great and the house was perfect for our family. We will be back!
Yoseline P.
June 2024

We had an amazing time in Wailea and the proximity of our unit couldn’t have been better. It was close to shops, the best beaches and ice cream. We loved having our own private garage and the beach chairs, umbrellas and beach chairs were an added bonus. Dinner on the lanai were amazing watching the sunset. Will definitely want to stay here again. CB was very helpful and professional throughout our stay.
Gretchen P.
June 2024

Everything was perfect! Check in was smooth. This is a high-end home. It was large, comfortable, and had every amenity we needed. It was a short walk to the beach, and the beautiful pool area was even closer. It far exceeded our expectations.
James
June 2024

Huge villa with plenty of room for 7 adults. The unit had everything we needed and more. Short walk to local beaches and restaurants
Brantley M.
June 2024

Beautifully maintained. Superior finishes. Well stocked with all the essentials. Beautiful view. Quiet area.
Mary Beth L.
June 2024

This home was very nice and clean. The kitchen was stocked with everything we needed as far as pots, pans and glasswear. Response time was great from owner. We definitely recommend this property and would stay again in the future!
Michelle N.
June 2024

The property was as described, very well maintained. Lots of room for our family of 10. We enjoyed our time there. Highly recommend.
Maggie W.
May 2024

A great property with spectacular views! Great sunset views from the lanai. We loved all of the common area space as it was big and comfortable. Being able to open the slider doors, and open the great room to the lanai in the evening was so nice. The kitchen was well stocked with dishes, pots & pans, and cooking utensils. The neighborhood was beautiful and the pool was as well. It never felt crowded and there are plenty of chairs for lounging at the pool! We would definitely stay here again on another trip to Maui!
Serena S.
May 2024

This villa was perfect for our family of six (parents plus teen/grown children). Much happier here than we would have been at a hotel, for sure. Great location, spectacular views, nice layout. Would highly recommend!
Jennifer W.
May 2024


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