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: 4.93 / 5.0 (from 1250 reviews)
  • Average Price: $1687/night for 3 bedroom units
  • Rentals: Hoolei Vacation Rentals

Hoolei Average Rates


As of December 2025, the average price of a 3 bedroom unit at Hoolei is $1687. 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.

Hoolei's Best Rentals

View All 31 Hoolei Rentals (with vacancy and search options)

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


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

The experience started with a seamless check-in, with excellent instructions. The space was inviting and well decorated. It had an open floor plan that perfectly accommodated our party of 7. The kitchen area flowed into the living room, which was bordered on 2 sides by beautiful full opening deck windows that lead to a relaxing patio. The rooms were spacious and the space was clean, comfortable and well-maintained. There were beach chairs, boogie boards, umbrellas and beach towels. The property included a wonderful pool and rec center. There was close access to a beautiful beach, and nearby shopping and excellent food within walking distance. We were sad to leave, but the check-out process was equally seamless and easy. I will definitely book my next visit to Maui.
Chuck and Brandi O.
August 2025

Great location and the units deck was great for our kids. Also the pool was close and very nice(not crowded)!
Marshall M.
August 2025

Clean and accessible, would stay again. Only lots of little insects due to tropical nature of the environment.
Minal S.
August 2025

Pros: Spacious, walking distance to the beach, gorgeous pool, nice area. Cons: Stairs, street noise on the lanai, small ants in the kitchen
Todd and Jen W.
August 2025

We had a terrific stay at the Ho'olei in Wailea. We rented two villas for our extended family stay and had an amazing week. The location was ideal. The villa was immaculate and well stocked. And we appreciated the vacation rental team and service during our stay. We would definitely go back!
Gina H.
August 2025

Beautiful property! Eric’s communication was excellent, making our stay smooth and stress-free. The house was well-equipped with everything we needed for a comfortable and enjoyable visit. Highly recommend!"
julie l.
August 2025

Check in was so easy. Kitchen facilities were top notch
Kathleen F.
August 2025

Check in was a breeze. Kitchen was fantastic! The refrigerator was large for a large family. The kitchen dishes and utensils were plentiful!
Kathleen F.
August 2025

An incredible property with every detail you could imagine. It was immaculately clean and the property manager was instantly responsive to your questions. We cannot wait to come back for longer time. We were so not ready to leave!
Natalie M.
August 2025

Management and owner were very responsive. Really appreciate the communication. Kids loved the property!
Hansen H.
August 2025

Beautiful location and unit. A couple of recommendations. They left us a beautiful pineapple but not one cutting knife. There was also no can opener. We had to purchase both items. Also, a few extra towels would have been nice. The tile floors were in need of replacement. The hallway downstairs had a couple of loose tiles.
Debra W.
August 2025

Well-maintained, clean, spacious, comfortable, beautiful view, very close to pool, great location, close to beach. Easy to work with.Our check-in host, Jeff Perez, was very helpful, informative, and friendly. We had a lovely time at your place!Jane Peabody
Jane P.
August 2025

We enjoyed our stay very much. Every time I had a question, it was answered quickly. The kitchen had just about everything we needed. It could use a large rubber spatula. The house was very spacious. We never got a chance to use the BBQ. Maybe next time. Mahalo.
Phyllis R.
August 2025

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: It was a perfect setting for our family of 9 (3 adults, 6 grandkids). Great location close to beach, pool was superb for the kids, hot tub for the adults! Had great amenities. Thank you, thank you, thank you.
Scott F B.
August 2025

Stayed with a family of 8 adults in July. Unit was very clean except for some issues with areas that are hard to clean or see. The host was responsive and worked with us to get things right.The beach chairs, umbrellas, and coolers made the beach experience amazing. My family was super impressed with the pool area as well! The kitchen was well stocked with everything we needed and plenty of storage for food and drinks even for a group of 8 adults!The beach is a 5 minute walk - it isn't bad but not great. The drive to Makena Beach was well worth it over Wailea beach. The pool is very close to the condo compared to the other condos as well.We brought knives and plastic wrap and foil - needed nothing else!
James F.
August 2025

Would highly recommend
Rhiannon M.
August 2025

Best property in Maui for families
Jason S.
August 2025

This is a spectacular place to stay! Highly recommend!
Laurie P.
August 2025

Spectacular property! It is luxurious, but comfy with a lovely modern Hawaiian vibe and the welcome basket was the perfect touch of aloha. The view is fantastic and we ate all our meals on the lanai. Kitchen is incredible with absolutely every plate, pan, glass, utensil or appliance you could think of. It's a place that once you arrive, you don't want to leave. Our teenagers loved the fitness center and pool, plus it was an easy walk or drive to nearby shopping and Kihei. Communication was easy and responsive with the property managers. It was our first time staying in Wailea and we would definitely stay again! Mahalo!
Karen Y.
August 2025

Excellent property and stay and we were well taken of. Jeff who met us at the property at check in was great and very helpful. Thank you to all.
earnest m.
July 2025

Thank you for an incredible experience—your property is absolutely breathtaking. We came to celebrate many years of friendship among six close friends, and this stay made the occasion truly special.The accommodations were exceptionally comfortable and thoughtfully equipped. We enjoyed preparing several meals during our time here—the kitchen and grill had everything we needed. Each couple had plenty of space to relax and enjoy both time together and moments of privacy.The views were unforgettable, and the location was perfect—just a short walk to the pool and the stunning beaches.We’re leaving with full hearts and lasting memories. Thank you again!
Jenny G.
July 2025

The home was beautifully decorated and well kept. Fully stocked with the necessities we would need from toiletries to beach chairs.
W R.
July 2025

Great location. Phenomenal stay.
Michael L.
July 2025

Absolutely beautiful townhouse with a spectacular view of the ocean. 5 star! The place is located in prime Wailea and is extremely secure behind a gated entry. Very spacious. Upscale.
Gary K.
July 2025

Amazing views, fantastic location!
Ron H.
July 2025

Our stay at Maui Breeze Retreat was perfect! It is an incredible place- with every amenity you can think of! Kitchen and bathrooms were fully stocked! We were a group of 7 adults and we all slept well- beds were very comfy! The location is perfect too- just a short walk to the beach and all your beach supplies are provided-towels, chairs, umbrellas, and coolers. The view from the lanai is lovely. I also need to add that Eric- property contact on Maui, was so kind and attentive. He answered any questions i had and was able to handle a couple minor issues very quickly. This is the perfect place for a big group and we will stay here again if, no when we visit again!Thanks for everything!
Teresa M.
July 2025

Great condo. Any issues were corrected immediately. Host manager Vacation-Maui was excellent and communications was excellent
SRA E.
July 2025

Beautiful property..Great location..near , pool , beach , shopping and restaurants..easy walking to all.
Michael P.
July 2025

Stayed in this unit twice now.Never disappoints.Always a great time.
Matthew W.
July 2025

Our fave property. Tons of amenities. All the beach gear you would ever need. Awesome time.
Jason M.
July 2025

Really spectacular property in a quiet community. The pool is gorgeous and the staff was so kind to my kiddo. The house is huge and very thoughtfully stocked with everything you could need: plenty of towels, beach wagon, umbrellas, chairs, kitchen was stocked, and there was a generous welcome basket. The reservations/mgmt folks at CB were also very helpful when our flight arrived early.
Amanda W.
July 2025

This Villa was absolutely beautiful so big on the inside and spacious felt very luxurious. The pool and amenities were also amazing. Would definitely stay here again.
Amanda C.
July 2025

It was our first time and it was a great location and the condo was just beautiful.
Lisa B.
July 2025

Everyone was impressed with the Villa and really enjoyed the comforts of home. (7/1 to 7/5)Large rooms, comfortable furnishings and well stocked with everything we needed.The lanai was great and we didn't find the road noise intrusive.The CB was great to work with and always got back to me and answered every question. Mahalo you guys are great!
David N.
July 2025

Our group of 7 (2 couples and 3 teenagers) loved our stay at Ho’olei. The condo was fabulous, and the location was great for all the excursions we did while in Maui (Haleakalā sunrise and bike ride, Molokini and Turtle Town snorkeling, Road to Hana full loop counterclockwise with hike to Waimoku Falls, Te Au Moana Luau, and surfing lessons for the kids). There is a 4th bedroom with two pullout coaches where our two teenage boys slept. Our favorite thing about the condo was having coffee each morning on the lanai, followed closely by dinners and sunsets on the lanai. We also enjoyed the wonderful community pool and hot tub.
Michael V.
June 2025

This property was as advertised, and we appreciated the space and location. We brought our 2 children along with their spouses and the 6 of us all had enough room. The pictures we accurate making me feel at home when we arrived. We would definitely consider this property again for a group stay.
Russell T.
June 2025

Amazing property, next to pool facilities and across the street from the beach and shopping.
Heidi W.
June 2025

I recently had the pleasure of staying at a property that truly exceeded my expectations in every way. From the moment I arrived, I was captivated by the stunning views that surrounded the property.The cleanliness of the property was impeccable. Every corner of the house was spotless, and it was evident that great care was taken to maintain a high standard of hygiene. The rooms were fresh and inviting, making it easy to feel at home right away.What truly set this property apart was the exceptional support provided by the staff. They were always available to assist with any needs or questions, ensuring that my stay was as comfortable and enjoyable as possible. Their friendly and professional demeanor made a significant difference, and I felt well taken care of throughout my visit.Overall, this property offers a perfect blend of stunning views, immaculate cleanliness, and outstanding support. I highly recommend it to anyone looking for a memorable and relaxing getaway.
Hannah S.
June 2025

Everything was great, the house was beautiful!!! The location and amenities were awesome. We could have used a few more instructions on the house but other than that we loved it!
Brenna S.
June 2025

The place was beautiful! Plenty of room for the whole family. We would definitely love stay there again!
Kevin S.
June 2025

This home is beautiful and exceeded our expectations. A perfect setting for our family’s vacation.
Aaron K.
June 2025

Beautiful property
Eileen N.
June 2025

Lovely vacation. Beautiful property and incredible service and attention to detail from the management team. Highly recommend and look forward to our next visit.
Randy P.
June 2025

Top notch place to stay! Great location even better view!
Arol A.
June 2025

We had an amazing time at the Ho’olei townhome. The location in Wailea is convenient with a short walk to the beach and walking/driving distance to great shopping and restaurants. This gem of a property has amazing views of the pool area (which is beautiful) and views of the ocean in the distance. Well appointed with all of the kitchen accessories needed as well as beach accessories such as chairs, umbrellas, etc. our family of 8 adults were all very comfortable and it exceeded our needs. Highly recommend!
Kimberly F.
June 2025

Our family absolutely LOVED this property. It was beautifully decorated and the view from the lanai was breathtaking! Everything a family would need for the beach and the pool was provided including a cooler, beach towels, chairs and an umbrella. It was in the perfect location as well. I can’t say enough about how amazing this property is! Highly recommended!
Keith W.
June 2025


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