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Hoolei, Maui

Ho'olei is a gated community in Wailea, located across from the Grand Wailea and Four Seasons Resorts. Ho'olei was named the #1 resort in Hawaii by Conde Nast Traveler 2019 Readers' Choice Awards, and along with nearby Wailea Beach Villas is currently the highest rated resort in Hawaii based on guest reviews. Ho'olei also has the distinction of being the lowest density resort on Maui, averaging 4 units per acre.

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. With 24-hour onsite security and access to various amenities, Ho'olei provides a comfortable and enjoyable stay for vacationers. It's between a 5 and 10 minute walk to Wailea Beach, depending on unit location.

    Hoolei Quick Facts:


  • Address: 146 Hoolei Cir,Wailea, HI 96753
  • Property Size: ~30.1 acres (120 units)
  • Reviews: 4.94 / 5.0 (from 1339 reviews)
  • Average Price: $1486/night for 3 bedroom units
  • Rentals: Hoolei Vacation Rentals

The Top 8 Highest Rated Rentals at Hoolei

Hoolei Average Rates


As of October 2026, the average price of a 3 bedroom unit at Hoolei is $1486. These averages include 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 usually higher). Visit the Hoolei Rentals page to see specific unit prices for your dates.

What Do Guests Think? An Analysis of 875 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.

Ho’olei delivers a luxury home-away-from-home feel in Wailea: spacious multi-bedroom villas (often with en-suite baths), high-end kitchens, and sweeping lanais that open for true indoor–outdoor living. Guests repeatedly rave about panoramic ocean and sunset views (with winter whale sightings), quiet, beautifully kept grounds, and a resort-caliber pool complex with hot tubs, waterfalls, a shallow kid area, and a good fitness center. It’s a favorite for families and multigenerational groups thanks to the generous layouts, privacy, and easy gathering spaces.

Location is a standout. Most villas are a short walk or quick drive to Wailea Beach, the Shops at Wailea, restaurants, coffee, and golf. Many units come thoughtfully stocked with beach gear (chairs, umbrellas, coolers, wagons, boogie boards) plus plenty of towels and laundry facilities; kitchens are typically well equipped for cooking and lanai grilling. Check-in is usually smooth, hosts/managers are highly responsive, and welcome touches (snack baskets, early/late check-in when possible) are common.

Know before you go: independent Ho’olei rentals generally do not include access to Grand Wailea pools (the on-site Ho’olei pool complex is praised but bring your own towels). Some lower-row or road-adjacent villas report noticeable road noise on the lanai, and the uphill walk back from the beach can be tiring for some—many guests simply drive and park. As with any large community, occasional maintenance or cleanliness hiccups appear (AC or appliance issues, BBQs needing cleaning, tropical ants), but most were addressed quickly. Supplies and beach gear quality can vary by unit, so check listings. Overall, reviewer sentiment is overwhelmingly positive: luxe, roomy villas in a prime Wailea location with a serene pool scene and stellar views.

This summary is based on a comprehensive analysis of 875 reviews

Recent Hoolei Reviews


Clean, well stocked home with breath taking views and close proximity to the beach and shops without being fully immersed in the chaos or heavy people trafficThis was the perfect vacation for this family of 6. Thank tou
Nick P.
July 2026

We stayed 3 weeks with 3 generations of our family. Beautiful property in a great location. A couple issues with A/C but nothing major and quick responses when we needed help.
Nicole W.
July 2026

We had such an amazing time! We have stayed at Ho’olei through Grand Wailea for many years, so we’re a little worried that this wouldn’t feel as special. We were very wrong - we felt very pampered from the moment we walked in! They had excellent amenities, and a wonderful welcome basket, complete with coffee - thank you, we needed that! Now that my kids are older, this was perfect. They loved the pool table especially. We hope we get the opportunity to come back again very soon.
Joanna T.
July 2026

We had a great stay at this beautiful property. It is well appointed and is close to everything we wanted to do! The views are great from the back balcony!
Gregory P.
July 2026

We wanted our entire family under one roof, and this home delivered perfectly. Every family member group had their own room, including the grandchildren, who were comfortably settled in the media room on the pullout sofas.The kitchen was impressively well-stocked — so much so that our own groceries could only find a home on the countertops. The lanai was a true highlight, offering lovely evenings outdoors with the convenience of pull-down shades whenever we needed them.The pool was a wonderful fit for our family, and the walk down the hill to reach it was a pleasant bonus. Driving and parking was also an option. Our host was very helpful and responsive questions.We enjoyed a wonderful family vacation!
Clare M.
July 2026

Clean, well appointed, well maintained property. Gorgeous lanai views. Easy access to pool and short trip to beach. Would absolutely book again!
Lori Joy G.
July 2026

Plenty of space for a lot of people to relax!
Melissa T.
July 2026

Great location near the Grand Wailea and beautiful home. Our family could not be happier. Thank you.
Steve S.
July 2026

Place was fantastic my family loved it
Chantel S.
July 2026

We had a great week. Property is located within walking distance of many places which worked great for our family. Beautiful place and house had everything you needed - kitchen was well stocked as well as chairs and towels for the pool or beach. Great pool in the neighborhood, and a fairly easy walk to the beach. Would definitely stay here again.
Rosanne P.
July 2026

Perfect upscale accommodations for a family of seven which included three generations- parents, children and grandchildren. Every room was spotless upon arrival. Kitchen appliances and all supplies necessary were available for the eight nights we stayed.Many beach chairs and several coolers were provided in the garage for our day trips to the ocean. These were spotless as well which is saying a lot considering how much sand you bring back from every beach visit. Communication with the host was excellent. We had a fantastic time and highly recommend this Ho’olei condo. We hope to return soon.
Valanna A.
July 2026

From the moment we arrived, we were impressed with this incredible villa and excited for our stay! The accommodations are spectacular, beautiful, and immaculate! The large chef's kitchen was well-stocked with pots, pans, utensils, and enough supplies to get us through our vacation! The primary bedroom is a lovely sanctuary with its own private outdoor area. All of the bedrooms have comfortable beds and en-suite bathrooms. The lanai and outdoor kitchen were great places for family meals and relaxation. We have stayed in other luxury Vrbo properties, but no others met the attention to detail that Ho'olei 24-1 has. Allison and Dan at CB Island Vacations were professional, gracious, thoughtful, and outstanding! They were quick to answer any questions, and they made sure that our vacation was a fantastic experience!We truly appreciated the thoughtful and generous welcome food gift and the complete organic spice set that was available for our use. Even supplying laundry detergent, dishwasher pods, dish and hand soap, and large shampoo, conditioner, and body wash pumps in each of the bathrooms was much more than most properties provide.Our family of six, including three teenagers, loved this home! The location is amazing! The villa is a 2-minute walk to the beautiful pool and gym and a few more minutes to the beautiful beach and Grand Wailea across the street.We have fabulous family memories of an outstanding stay at Ho'olei 24-1! Mahalo!
Marilyn M.
July 2026

Communication was excellent!
Jerome R.
July 2026

The best luxury condo! Very clean, beds were comfortable, and plenty of room for our family of nine. Great location, well stocked, and friendly and attentive host. We enjoyed nightly swims at the pool. Our vacation in Maui was a fun summer to remember!

July 2026

This condo was beautiful. It had a fantastic view for the sunset every night. The rooms were spacious and modern. One of my favorite places to stay. Will definitely book this condo again.
Bryan S.
June 2026

Place was spot on to the pics and description. Amenities and location are top notch. Will definitely be staying here again in the future.
Jason A.
June 2026

Amazing view from the balcony. Loved grilling out there for our family while watching the sunset. Very spacious unit for our family of 5. And an even closer walk to the beach than we had anticipated. Highly recommended!
Mike E.
June 2026

We just returned home after spending a week at this beautiful condo. This was the perfect home away from home for our family of four, plus Grandpa! Things we loved: the lanai for morning coffee and sunset dinners; the kitchen was perfectly sized; and I loved that cooking didn't feel like work with such a breathtaking view. The bedrooms with ensuite bathrooms were perfect for our setup - everyone had their own, which was really nice. Plus, a powder room on the main level! I learned that I loved memory foam mattresses (the master bed was so comfy!), and the huge shower in the master bedroom was heavenly. Honestly, everything about the home felt perfect! Thank you for supplying shampoos, body wash, detergent, dish soap, etc. That made it very easy to move right in and feel at home. My only disappointment was having the non-working elevator. I could have sworn it was marketed with an elevator when we booked 6 months earlier. It ended up working out, but I would have worried a lot less had we had one. I'm not sure if the elevator will eventually be repaired, but that is my only red flag for future renters. If you have someone with accessibility needs, please confirm before booking. Even with that, we'd give the property five stars. It was really beautiful, and the neighborhood's location was perfect!
Amy M.
June 2026

Very easy to work with our host. We had a couple of asks and they were very accommodating. We will definitely rent from them again. The Villa is an easy walk from the Grand Wailea and the ocean. Although we actually preferred hanging out at the Villa pool. It was less crowded and more refined. Thanks again for a great week.
neuhausr
June 2026

We enjoyed our week in Maui. The house was as pictured and close to restaurants at the resorts. The host answered our questions quickly. We enjoyed the pool close by down the hill. The beach was also down the hill and after the Grand Wailea resort. The lanai had a lovely view and the kitchen was well stocked.
Grace T.
June 2026

This was by far the best VRBO we’ve ever stayed at! The hosts were fantastic, the location was close to everything we wanted to do, and there was more than enough space for our entire family to relax and enjoy our vacation. The home was clean, comfortable, and had everything we needed for a great stay. We highly recommend staying here if you’re visiting Maui—you won’t be disappointed!
Aliyah G.
June 2026

Absolutely perfect home for our trip. Beautiful view, close to shops, restaurants and beach. The house we so comfortable and has everything you need. Kitchen was perfect for cooking meals there and we loved relaxing on back deck. Would absolutely come back to this home when we visit Maui.
Brooke H.
June 2026

Great week at Ho’olei. The kitchen and family room areas are awesome. The unit is a short walk to the beach, shops and restaurants. The property management was helpful and responsive.
Jeff K.
June 2026

Beautiful accommodations with stunning views. Fully equipped, hosts thought of everything to make our stay easy and enjoyable. We loved it!
Shawn A.
June 2026

Great location and beautiful villa. We had 8 people stay on a family vacation and everyone loved it. The pool was nearby and an easy walk to the beach and great shopping area.
Matthew O.
June 2026

We spent 4 nights at the property and everything was great. The unit itself was clean, had everything needed for a comfortable stay and was very well appointed. The view was absolutely amazing, the property had great pools & amenities and the communication with the property management was excellent. We loved the unit and would book it again without hesitation. Highly recommend.
Jim D.
June 2026

We had a great stay! The location was excellent, and the amenities were fantastic. We had a group of nine people, and there was plenty of space for everyone to be comfortable. Everything was clean, well-maintained, and made for a relaxing and enjoyable experience. We would definitely stay here again and highly recommend it to larger groups visiting the area.
Kaitlyn R.
June 2026

We had a wonderful time. The condo was perfect. We had everything we needed. Matt was a gracious host and made us feel welcome. The location was prime. Just across the street from the beach in beautiful Wailea.
BARBARA JANE D.
June 2026

This is a beautiful property in an excellent location -- easy walking distance to the beach and just far enough away for a chill experience at the complex's pool or on the property's lanai. Beautiful ocean views.My husband and three adult kids enjoyed this property. There was plenty of room for everyone. The kitchen is well stocked for cooking and entertaining. All of the bedrooms and bathrooms were very nice and comfortable. The stocked beach items (chairs, umbrella and wagon) in the garage were very much appreciated. The unit is also beautifully decorated in a very tasteful Hawaiian theme. We would definitely stay here again.
John M.
June 2026

Our Wailea Villa was Amazing! Everything was perfect including location (near Grand Wailea, Four Seasons & The Shops @ Wailea), amenities, large kitchen (with every appliance or utensils) to the outdoor kitchen/sitting areas, the elevator AND the pool! We were in paradise! Mahalo
Teresa H.
June 2026

It is a lovely condo. The highway noise was bad when sitting out on the lanai, but the garden view is so peaceful. Short walk to the pool, and our teens walked to the shops at Wailia every day for coffee and shopping.
Pam B.
June 2026

Enjoyed a 70th birthday for my husband . Couldn’t find many 4 bedrooms with Queen/King beds this is a plus when renting as a group. Had all the amenities you need for BBQ’s and big breakfasts!! Love the walks on the beach and swimming in the pool. Everything was perfect. Thanks
Colette a.
June 2026

This was our first trip to Maui. The property was even better in person than in the pictures. Great location. Great amenities. The property had everything we needed to make our stay comfortable. I would definitely stay here again.
Dory W.
June 2026

Wonderful stay. Fully stocked with everything we needed. Was comfortable and clean. Would highly recommend.
Casha C.
June 2026

Wonderful place! Very clean. Super helpful hosts. Highly recommend!
Janelle R.
June 2026

Great location and great views. The unit was very roomy and well equipped.
Todd K.
June 2026

Great location for our family trip with easy access to the beach, pool and Shops at Wailea. Host was very responsive and helpful. The residence was as advertised and the accommodations were fantastic.
Chris B.
May 2026

This villa is truly amazing, and the host was wonderful! Excited to stay here again in the future!
Anna B.
May 2026

We really enjoyed our stay at this townhome. Steve was accommodating, attentive, and easy to communicate with throughout our trip. The home was comfortable and made for a great stay in Maui!
Brynn B.
May 2026

Just perfect! This property was a 10 out of 10 — clean, well-stocked, and with awesome views. It was exactly as pictured! Absolutely beautiful!
Angela F.
May 2026

Great place to stay providing all needs. Also close enough to walk to the beach! And my son loved making sushi in the kitchen, and searing some tuna on the grill after catching tuna on boat trip! Thanks for all the extra supplies such as beach gear and towels, chairs and surf boards
Leslie W.
May 2026

We couldn’t have asked for a better place to stay to celebrate my mother in laws retirement. The view from the balcony was spectacular. There was plenty enough space for 6 of us to gather in the community spaces but yet have our own space. The entire community/grounds at Ho’Olei were well kept. The manager of the property was always available, responded promptly and was excellent to work with. We had everything we needed and more staying here. Would recommended it over and over again.
Traci L.
May 2026

We had a pleasant stay. The host was very communicative and responded in a timely manner. Location was great with shops and the beach only a short walk away.
Leilanie D.
May 2026

Such a beautiful house with plenty of space for 6 adults. We were able to walk most places including the ocean, restaurants, bars, and shops. We took advantage of grilling dinner and enjoyed the beautiful sunset views from the deck while we ate. We would definitely stay again!
Nicole (Nikki) J.
May 2026

We had an excellent trip! Great location, amenities, and host.
Patrick K.
April 2026

We had a fabulous time at this villa. It is very well stocked and very comfortable. The bedrooms are all spacious with nice bathrooms attached. The location is great for going to the pool or heading down to the beach. The pool is very nice with lots of lounge chairs. Jeff Perez met us at check in and gave us some good info on the villa and answered other questions for us. We would definitely come back and rent again.
Debbie F.
April 2026

We had a fantastic time!!! Great location for everything.. perfect for our family vacation. We would definitely return.
Jennifer P.
April 2026

Beautiful rental, with great views. Short walk to beaches, and the complex’s pool was fantastic. Kitchen had everything we needed except for a working dishwasher. Matthew did give us a heads up when we checked in that it wasn’t working. Unfortunately the repairmen did not come the day Matthew said they would, and when they finally did come their “fix” did not work. I let Matthew know, and never got a reply.It was disappointing to pay a significant amount of money for a luxury rental and have to do dishes by hand each night. I know some is out of your control but communicating with customer is not.
Helen & Brian W.
April 2026

It was a beautiful villa and a wonderful place to stay during the storms. The pool was great and the surrounding areas. Loved it!!
Holli L.
April 2026

We had a great stay at this place and would definitely stay there again.
Brady B.
April 2026


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