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
Spectacular location, beautiful grounds, gorgeous views
Sara B.
January 2026
Would have given it a 5 but the appliances were not working properly. And the bathroom's just need some badly needed paint refresh. Regardless, we would and will stay there again!
Jared P.
January 2026
Fantastic!
Jeff M.
January 2026
Our family of 5 had a lovely vacation here. It’s walking distance to the beach & shops at Wailea
hena m.
January 2026
Everything was as advertised. Location was close to beaches and shops. Property was clean and well maintained with an awesome view of the ocean. Couldn't have asked for more for 4 adults and 3 young children.
Brooks S.
January 2026
Amazing host, amazing location, super comfortable and spacious. Absolutely staying here again. The pool at Ho’Olei is also absolutely amazing especially for kids.
Sarah O.
January 2026
Yes, overall we really loved it. The second bedroom and the lower level really didn't have any place to store our clothes or even easily unpack our suitcases. And it would be nice to have a few more hooks in the bathroom to hang towels and also possibly handicap bar. But we loved everything and so did our family we checked out at our left at 9:45.
bonnie s.
January 2026
The host checked in and made himself available although we didn’t need him as the house had everything. What a beautiful home with an excellent view and location. A great kitchen to cook in. The Rooms were spacious and the view was amazing. Truly did not want to leave. Thank you for a memorable family stay!
Rosemary P.
January 2026
The condo is beautiful and very well furnished. We really appreciated all of the beach chairs, water toys and wagon. The kitchen was perfect for cooking our meals and we loved eating out on the patio. It’s in a great location to utilize the pool and fitness room. We had a wonderful time.
Julia C.
January 2026
Well stocked kitchen and supplies for bath and beach; spacious; easy access and communication with host
maryellen b.
January 2026
Amazing holiday with the family!
Stacy R.
December 2025
Overall we had a great stay in Maui (Ho’olei). The property is always so pristine. Matt was an outstanding host, very responsive, and always displayed professionalism when we communicated. However, we’ve stayed at other units within the Ho’olei property previously and found this recent one to be not as clean as others. We found too many insects and there was a slight hint of a musty odour that required an air freshener, otherwise we had a great stay.
Norm H.
December 2025
Immaculate property in an ideal location. The host was amazing, as were the community amenities. This is a five star villa.
Douglas W.
December 2025
The place was incredible and was stocked with everything you could ever need!
Mike H.
December 2025
The space was amazing!! Perfect for two families. The appliances were great, and very spacious living space. Would definitely return!
Mandeep D.
December 2025
The home is nicely appointed with all the kitchen tools you need.
Marcus F.
December 2025
Condo was great everyone fit comfortably
Sean M.
November 2025
We could not have had a better time. Beautiful unit, very well maintained and fully stocked kitchen, bathrooms and beach equipment. Matthew was a great host and communicator. The project Ho’Olei is just stunning. Fitness center and gorgeous pool with waterfalls. And never crowded with plenty of seats. Great place for a family
Jim C.
November 2025
Upon entering that stunning villa with Hawaiian music playing…. The sheer opulence of it all was breathtaking…. Tears came to my eyes …. Meticulously cared for by all staff for sure . Couldn’t have picked a more stunning place to stay.! Thank you’
Shirley F.
November 2025
We had a very nice stay. The property was clean and very spacious.
Val G.
November 2025
Absolutely beautiful villa. Jeff was our greeter and gave us a great introduction to the villa and pool facilities upon our arrival. We had a couple minor issues during our stay and they were both resolved promptly. I would highly recommend!
Daniel D.
November 2025
Matthew was great! He responded to our questions quickly. Was proactive getting the key codes to us before we arrived. There is a local contact should you have problems and they responded quickly. The condo was beautiful with a wonderful kitchen and we spent a lot of time on the deck with lots of comfortable chairs and dining room type table that seated the 7 of us.
Kris H.
November 2025
Clean and central to Wailea
Jeff C.
November 2025
Fantastic location and unit was awesome. Definitely recommend. Host was wonderful.great communication and very responsive to any requests. Five star in every respect.
Philip F.
November 2025
The condo was in pretty good condition
Albert B.
November 2025
yep, no complaints!
Horst B.
November 2025
The condo was beautiful. It fit our needs of 6 adults and 4 small children.We did have a small problem when a giant mirror fell down twice. Matt was easy to get a hold of.
Randy & Karen D.
November 2025
This is a great place to stay. The pools are fantastic.
rich G.
November 2025
Location! Location! Location!Condo was very spacious for my family of 5 and it was a nice surprise to have the bathrooms stocked with toilet paper, soap, shampoo & conditioner and beach towels! Beds were extremely comfortable and SMELLED DEVINE! Im waiting for the rental property to get back to me about whatever they wash their linens with. Im convinced thats why I got some of the best sleep of my life here. Will 10000000% come back to this rental!Fyi-property grounds have a handful of feral cats who are HUNGRY. just be careful opening up the downstairs patio doors as they will try to come inside.
Amy G.
November 2025
Property was beautiful and well maintained. Perfect location in the heart of Wailea, and reasonably priced for a 3br/4ba property of this caliber. Owner was very welcoming and accommodating.
Colin C.
October 2025
Great location and views of the ocean. Very clean with plenty of amenities. Easy check in/out and great response time from host.
Anika E.
October 2025
Every thing was great we enjoyed our stay and would stay again Location was close to the pool and view was beautiful Emily was a great property manager
Jennifer P.
October 2025
Beautiful place well equipped, amazing view
Tom H.
October 2025
We really enjoyed our stay. The arrangement of the kitchen to outside space was our favorite! We did have issues with the dryer, had to restart several times to complete the drying process but in the end it worked. We would have liked having an iron too. We found one but it was broken.It was a very intense walk to the pool and beach but the house had a wagon we used for the kids and our gear and that made it easier.We would probably choose a different house next time just because of the proximity to the busy road. The traffic noise did take away from the relaxation while outside on the patio.But the house was great for us. Our kiddos are old enough that they were able to safely maneuver the stairs with us watching them.
Stacey B.
October 2025
Rating Details:
The property manager was more than 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:
Great location and amenities. Super easy to get in and instructions were clear - we never had any issues. Plenty of beach gear and space for the whole family. Would recommend!
Heather K.
October 2025
House was perfect for our family vacation including littles. Plenty of space for everyone to relax and enjoy. House was close to both the beach and the pool, which we utilized daily. The only issues were only one key card worked and the battery died for the outside garage. Be sure to check all of these upon arrival. We will be back. I recommend this property highly.
Wendy R.
October 2025
Had the absolute best time, would stay here again!! Looks even more beautiful than the pictures.
October 2025
Excellent property! We hope to come visit again and soon! Mahalo!
Ally M.
October 2025
Eric was excellent helping us with any questions on the villa. The villa was very comfortable , and enjoyable.
Eileen C.
October 2025
What a beautiful stay! We enjoy staying at properties that feel like a comfortably furnished home. This property did not disappoint. Furniture, amenities, and decor were very well maintained and the bed and linens comfortable. Steve and the property management team on site were very responsive and accommodating. Location of this unit on the corner and away from the main road add to the privacy. Gorgeous views from the lanai. We highly recommend this property. The only minor feedback was for the onsite shared gym which had 3 pelotons but only one useable.
Kerri L.
September 2025
All rooms were very nice and plenty of space. The only thing we didn’t like was the pull out couch in the downstairs bedroom. If it were a queen everything would’ve been perfect.
Bryon N.
September 2025
Great unit! Layout worked well for our family, amenities were great, unit was well equipped with everything we needed.Lack of view to ocean and noise from road was only downside.
Karli L.
September 2025
It was all great!
Karen S.
September 2025
Villa was perfect. It was beautifully decorated. The lanai was perfect to enjoy the beautiful ocean view with coffee in the morning and cocktails at sunset. Easy access to the beach. It was walkable, but easier with just a short car ride. The pool on the property was also very nice as well. Location was walkable to restaurants and shopping.Each bedroom was comfortable. But the bedroom with two queen beds was small for two guests and the bathroom needed an upgrade to include double sinks. Kitchen had everything except steak knives which would be a nice addition. So glad we choose to stay together in a villa and not separate hotel rooms. We really enjoyed our Maui vacation. Lots of memories.
Pamela A L.
September 2025
A lovely and well appointed unit and we will likely reserve agian in the future. Great ocean views, especially sunsets. We had an issue with one drain and the washing machine, but management was on top of it and everything was fixed.
Benjamin F.
September 2025
Great townhome and community. Spacious living area and wonderful lanai. Right across from Grand Waillea so access to all of the beaches in the area was great. Jeff was very helpful in communicating and greeting us upon arrival. .
Alan S.
September 2025
Amazing property, would absolutely stay there again
Jon W.
September 2025
Great Place to stay if you're in town
Flavio C.
September 2025
2nd time staying at this property and still an amazing stay. Responsiveness of owner and property managers leading up to the trip or during was very quick.
Jaime L.
August 2025
Such a wonderful place. Perfect for a larger gathering. It had everything we could need or think of.
Jolie R.
August 2025