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 1343 reviews)
  • Average Price: $1482/night for 3 bedroom units
  • Rentals: Hoolei Vacation Rentals

The Top 8 Highest Rated Rentals at Hoolei

Hoolei Average Rates


As of July 2026, the average price of a 3 bedroom unit at Hoolei is $1482. 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


Great stay overall with a few highlights and some areas for improvement. The community pool area was a standout - beautiful, never crowded, and very easy to access. It was definitely one of the best parts of the stay.Inside the home, we appreciated the thoughtful touches for families, like plenty of plastic dishware and cups for kids, as well as a selection of board games. However, there were some maintenance and comfort issues worth noting. Mildew was quite noticeable in a couple of the bedrooms, and the couch on the balcony is worn and could use replacing. The clothes washer also leaks, which was inconvenient.The kitchen setup may not suit everyone - everything is non-stick cookware, which isn’t ideal for those who enjoy cooking more seriously. One odd detail: the elevator was locked during our stay, but the interior light remained on the entire time, which felt a bit eerie at night.With some attention to maintenance and a few thoughtful updates, this property would be even better.
Victor L.
April 2026

Good location, very central in the Wailea tourist area. Great pool in the complex. Lots of bed space, which is hard to find in a lot of VRBOs; we have a large family. Condo provided beach wagon, chairs, beach umbrellas and pool towels. Had some issues with the a/c in main living area, not bedrooms, but the property manager was responsive and we got it to work well within 2-3 days.

April 2026

Kitchen was very well equipped - it had everything we needed!
Tom N.
April 2026

Our rental was spacious and accommodative for our multigenerational family gathering. It was well appointed, provided comfortable communal space as well as privacy. It was in walking proximity to a beautiful beach & a high-end mall area, as well as a family - friendly on-site pool and fitness complex. All staff were very friendly & helpful.Our grandchildren needed a few items to make the stay “user-friendly” which were easily secured. There were ample amounts of beach-related items to make our trips to the ocean fun. We did leave a supply of beach toys to occupy creative little folks as well!The agency was notified of a couple maintenance issues that needed to be addressed.I would suggest that attention be paid to cleanliness of balcony eating area and of floors within the unit - they needed more attention prior to our stay.A lovely complex in a beautiful setting!
Patricia S.
April 2026

Very clean condo, great views, and nice pool!
Myrna R.
April 2026

We are absolutely blessed to get to stay in the Blair’s beautiful home. The view is incredible. The home has everything anyone could possibly need! 10/10. We can’t wait to come back!
davia k.
April 2026

Property was spectacular and as advertised. Host was responsive and everything was perfect. Great location and amazing property. Would come back!
Kevin K.
April 2026

Everything was perfect - this is a lovely condo with amazing views. Large unit perfect for families! Beach and Wailea Center are short walks. Condo has everything you need- would stay again. We had some challenges with VBRO app, but Host was very responsive and helped to resolve our issue in every way.
Cynthia A.
April 2026

Well stocked unit in every way! Great location to shops and beach, the pool area is amazing! View is spectacular!
Tamara S.
April 2026

The home was in a lovely location with a beautiful view. The kitchen was poorly stocked and a majority of the items in the kitchen were very dirty. The BBQ didn’t work properly and although the maintenance man came to fix it, it still barely worked after that. The downstairs guest shower needs updating as it’s run down. We had a great time but I felt the 5 star review was overrated for what we experienced.
kelli f.
April 2026

Great place. Would stay again.
Craig M.
April 2026

10 out of 10. We’ve stayed in this villa complex for the last few years and have also had a great experience but this particular property is the best we have ever stayed in. The view is the best (it’s higher up than the other units) and the interior has an upscale Hawaiian feel. We had zero quality issues with the villa and the kitchen was the best stocked of any rental we have stayed in. Communication from property management was perfectly clear and check in check out was flawless. This unit spoiled me for all the rest.
Jordan A.
April 2026

Our family of four (two adults and two kids), along with another adult, had a fantastic stay. From the start, communication and check-in were seamless and top-notch. Even with a major storm hitting the island just before our arrival, the hosts were incredibly responsive and reassuring, and everything turned out perfectly.The condo itself was exactly as described—clean, well-organized, and very comfortable. The views of the ocean and sunsets were absolutely stunning. The kitchen was especially impressive, stocked with more equipment and tools than we’ve ever experienced in a VRBO.The location is ideal—within about a 10-minute walk to the beach and centrally situated in Wailea, with easy access to Kihei and other nearby spots.One of the highlights for our family was the pool area. It was beautiful, never crowded, and a perfect place to relax while the kids played. We found ourselves there almost every day.We would absolutely stay here again on a future trip to Maui and highly recommend it to others.
Clark F.
March 2026

Great location and view. Very clean and well maintained.
Clyde O.
March 2026

This was a great spot for our extended family of grandparents, kids, spouses and 3 grandchildren. Each family unit had their own bedroom/bathroom space and the common areas were great for gathering.The pool was beautiful and perfect for the kids and the easy beach access through the Grand Wailea was great. Lots of happy memories were made!
Linda C.
March 2026

Great building management and a beautiful condo! We’d likely stay again but need to dry off from the 20-year Kona storm that soaked our entire trip!! All in all a very nice condo with a fantastic location next to everything in Wailea. I’d rate the overall nightly cost as too high though!
Joseph C.
March 2026

2 seniors, 2 adults and three small children . Booking and payment was easy. Owner responded to questions quickly. Condo was immaculate, kitchen stocked with every needed. Spacious , comfortable beds . We used a grocery service recommended by the owner and had food and water ready for us on late arrival. Some stairs to navigate but baby gates were installed for our toddler and an elevator was available for the seniors. A short steep walk to the pool didn’t bother the kids and the seniors drove and parked when we went. Large patio with an ocean view and beautiful sunset views. Close to a wonderful mall and a short drive to foodland and Safeway. The large pool was heated . The beach was a walk or short drive and was very clean. We had a wonderful two weeks . Thankyou for letting us share your beautiful home!
Deborah R.
March 2026

Pool was great, very short drive or walk to the beach. It was perfect for three couples having individual bathrooms and king sized beds.
Dan W.
March 2026

This is my favorite place to stay on Maui. The unit had everyone we needed! It was close walking to the beach, even with kiddos, it was very close to the pool and lots to do close by.The one thing that did happen for us is that we procured a number of rentals to support grandkids (high chair, stroller, beach toys, wagon) and it turned out this rental already had everything we needed.We'll be back!
Rana C.
March 2026

This is an exceptional property. Ocean and pool view. 10 minute walk to the beach. Has beach chairs, cooler, beach umbrellas, beach towels and a wagon. Very comfortable beds, plenty of bath towels. Very well stocked kitchen.
Holly M.
March 2026

The house is stunning and the location ideal with incredible views. Gila and team were the ideal hosts. Loved EVERY moment!!
Mark J.
March 2026

This was the perfect place for our first trip back to Maui in many years. Location was excellent. Lots of shopping and dining within walking distance or a short drive. Place was immaculate and beautifully furnished. We will definitely stay here again.
Cindy B.
March 2026

Beautiful property. We enjoyed the lanai throughout the day.
Mary H.
March 2026

The beds, sheets, and pillows were comfortable, and the amenities were great. Fantastic views!
Jose M.
March 2026

Everything was great except the wifi was horrible and the showers were extremely difficult to operate. It was literally amazing but I bring those points up because it was very expensive to not have a total 5 star experience.
Markus V.
March 2026

Welcoming, great communication, amazing views, spotlessly clean
Natasya G.
March 2026

It had a very busy highway just beyond the deck. Noise made the deck unpleasant to sit and enjoy. The toaster left side burned the bread. Ocean view was not visible from the deck. Otherwise, the property was clean, roomy and the kitchen was well supplied with essentials.
Neil T.
February 2026

Always a great stay
Susan P.
February 2026

Our stay was outstanding. My family and loved the place and accommodation's. Very welcoming home with every touch you need to have a comfortable stay. Thank you Matt for allowing us to stay. Highly recommended.
Jesse M.
February 2026

We loved the condo, the location, the view, the amenities - everything was great! We could walk almost everywhere we wanted to go.....
Alison R.
February 2026

it was great
Flavio C.
February 2026

Very responsive, great amenities, very comfortable, beautiful view
Rona G.
February 2026

Everything was clean, well-maintained and a lot of useful amenities were provided that we used!
Richard L.
February 2026

Beautiful view and lovely place. Extremely well equipped and spotless. Really perfect.
Marsha H.
February 2026

Beautiful, well stocked condo! Loved the area and the facilities. Great communication with the host. We will be back again!

February 2026

Perfect location Perfect accomodations
Frank L.
February 2026

Such an amazing place to stay. We will keep coming back. 5 stars at every level
Jesse B.
February 2026

Villa was beautiful and had incredible sunset views! We were very happy with how clean everything was and how stocked the kitchen was with spices and appliances. It was also great having beach chairs and umbrellas to make our beach days more enjoyable! Overall would definitely recommend!
Julia G.
February 2026

The condo was clean and beautiful. We loved the amenities and location. We would definitely stay again!
Hope M.
February 2026

The place was beautiful. Small walk to the gym and pool which were both great. Across the street from the beach. The welcoming employee was very kind. Only draw back was the kitchen was very limited on spices, no cooking oils, etc. Otherwise was amazing. We would love to come back.
Carrie V.
February 2026

Well appointed and beautiful property! Incredible location in the heart of Wailea.
Peter N.
February 2026

Perfect place for 3 generations. We hope to come back!
Tia R.
January 2026

Spectacular is an accurate description of this property. It met all our expectations and more.
Laura r.
January 2026

Great views and amenities. Spent so much time on the lanai. Service organization was very responsive.
Neal F.
January 2026

We had the best stay at the Maui Breeze Retreat and we can't wait to return in the future! This villa is absolutely beautiful and has everything you would need while staying there. The host and his onsite team are so accommodating and go above and beyond to make sure the stay is absolutely perfect. It's in a great part of Wailea, close to everything. We already miss our nightly sunsets from the Lanai! Thanks Steve and the rest of the team for all of your hospitality here!
Brittany I.
January 2026

The good: large condo with lots of space to hang out, comfortable sofa and beds. Convenient location.The not so good: lanai is great but it is right next to a busy road so it is quite noisy with car traffic. The kitchen is dated.Really not good: this condo is not managed by the The Grand Wailea (large hotel across the street) so you do not have access to hotel pools and do not have access to pool towels at the condo complex pool.Final issue: We had an entire day of maintenance on the condo while we were there. They were replacing key pads on the front door and garage door. There was drilling, workers coming and going - I was on work calls and had to work in the bathroom for quiet. We had no warning. I let the property manager know - they said it was not their fault, they also were not notified. This is because the unit is managed by a separate propery management company. I get that stuff happens but when you are paying a lot of and on vacation you should not have a day of workers, noise and inconvenience for planned maintenance. I got an apology over the phone and that was it. Bad service.
Clarissa J.
January 2026

Outstanding experience in a top class luxury villa. The location, directly across from the grand Wailea and Beach is fantastic highly walkable great amenities we’ll be back!
Max H.
January 2026

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


Or feel free to contact us if you need help finding a place to stay. We are Hawaii's vacation rental experts.

Oceanfront Rentals

hawaii condo resort
Discover Maui's best oceanfront rentals, all with beautiful ocean views.
Oceanfront Rentals

Rental Search

hawaii condo
Use the rental search page to find the best rentals for your preferences.
Rental Search

Condo Guide

hawaii vacation rental
Research the options with the world's most comprehensive Maui condo guides.
Maui Condos