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 June 2025, the average price of a 3 bedroom unit at Hoolei is $1413. 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 33 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


Roomy condo worked out great for a multi-generational family gathering.
Jeff Z.
February 2025

Beautiful condo, updated, very clean, great location, comfortable. Had everything we needed for linens, cookwear, beach towels, beach chairs, wagon, spices, coffee. Highly recommend! Appreciated Kleenex, paper towels, laundry soap. Easy and very enjoyable stay!
Kay H.
February 2025

We stayed at this beautiful home for just under a week. My family (wife, 3 children ages 2 - 4, and I) and my brother's family (brother, his wife, and 2 children ages 7-9) were all very comfortable. CB Islands was extremely responsive and the location and view could not be beat. We will be back again!
Maneesh S.
February 2025

Property is greatView great
Peter F.
February 2025

Outstanding! Can’t wait to come back
Susan P.
February 2025

My family and I spent the school’s mid-winter break in Wailea and this home was perfect for us. The location was great! It is close to many amenities. We loved the view from the lanai! My two grandsons enjoyed the pool as well as the beach. Communication with Hope was always fri, kind and helpful. I hope to return!
Ann B.
February 2025

Had a wonderful time and enjoyed all that Maui has to offer. Very convenient location thats a walk to the beach as well as the shops of Wailiea where there are fantastic restaurants as well as shopping.
Andrew R.
February 2025

Family vacation
Linda O.
February 2025

Our family gathered to celebrate my 70th birthday in the beautiful villa. The space was perfect for us all to spread out and relax. We could see whales from the balcony every day with our binoculars and sunsets were beautiful. Could not have been better in my dreams.
Jane J.
February 2025

Ho’olei is a beautiful property. The Villa needs updating.
Barbara C.
February 2025

We had an amazing time. Will be coming back again!
Jesse B.
February 2025

We had a conference at the Grand Wailea and were bringing our adult children. This rental is very close to the hotel for a go between to attend the conference and catch up with our children at the end of the day. We stayed at the rental with them when the conference was over. Short walk to the shops and beach!Great layout for everyone to have their own space.
Jodi P.
February 2025

Our experience was mixed. Upon arrival a number of issues were identified. Response was prompt which was a pleasant surprise. Condition of unit is not unique. We have rented in Ho’olei for many years and many of these units are showing their age. Some have been refurbished but in others there are always things that don’t work, lights are burned out, elevators don’t work, etc. These places get cleaned but that’s pretty much it. This unit was well-stocked with dishes, glasses, etc.but some lights were burned out, cable tv and elevator didn’t work. Host says they don’t know about problems unless somebody tells them - huh? For the rental prices they charge these places should be pristine. Be prepared for similar experience.
Paul’s i.
February 2025

This was our tenth year staying at a property in Hoolei. Never disappoints! The location can’t be beat. We rarely needed the car… just walked to beach, restaurants, grocery, stores.
Jeannine C.
February 2025

We had a wonderful vacation and this location was perfect. After visiting multiple areas in Maui, we decided we like this area best
Kelli S.
January 2025

Beautiful home! Great location! We had a great week on our annual family vacation, this was our first with new babies. We ran into a small issue when checking in, but all was taken care of quickly. We are planning on doing this trip every year and hope to be able to stay in same home again!
Steve C.
January 2025

The house is beautiful. It is a 10 minute walk to the beach and you do have to cross the street to get to the beach. It is close to shops & restaurants that you can walk to. I love the area & the home is spectacular. It has a beautiful kitchen, a cozy sofa to gather in the living room. They have beach chairs, umbrella & a wagon for the beach so you should have everything you need. The pool has a nice walk in area for children as well as a hot tub!!
Karen A.
January 2025

Such a lovely home in an amazing resort in a great location.
Ilsa L.
January 2025

This property was exactly as described and complete perfection as it related to housing all of our family members. The grounds are beautiful. The pool is gorgeous. The location for us was exactly where we wanted to be and just across the street from the beach. We did have some street noise coming from behind the patio but it wasn't terribly intrusive. The kitchen was well stocked with dishes and utensils as well as small appliances. The Furnishings are modern which included a fair amount of white upholstery which was discolored from use. Not to be unexpected. The cleaning of the vents and the tile/glass in the showers need some detailed cleaning but I am meticulous when it comes to cleaning, personally. Overall, I would absolutely recommend this property.
Robyn C.
January 2025

We had the best stay at Ho’olei villa 69-5. Plenty of space for everyone to spread out, very clean and well updated. But the best was the lanai and the view! It was amazing and we saw so many whales just sitting and relaxing. The pool at the complex is great, not busy at all and very nice kid area. The beach is a short walk or drive, never had a problem finding a parking spot. I would definitely stay at this property again!
Kelsey R.
January 2025

We loved our Christmas stay in Wailea. the condo is up on a steep hill so it has beautiful views, The decore is nice and comfortable.
Ann J.
January 2025

The home is beautiful overall but there are several maintenance issues that need to be addressed. Plumbing: None of the bathroom sinks drain properly. The shower in downstairs guest bath leaks at bottom bc caulking is gone. Upstairs shower, we could not change water temperature/valve is stuck. Toilets run in both upstairs bathrooms.The outdoor grill on the lanai had previously caught on fire. Property management brought a small hibachi/camping grill that was not easy to control the cooking temp. Strongly suggest upgrading coffee pot to one with an automatic shut off. Dryer had generated a fault code and was inoperable our entire stay.Bring your own toiletries because the bottles provided are only enough for a couple of days use…We had a wonderful stay but it could have been better if some maintenance items are addressed.
Sandra C.
January 2025

We love this property enough that this is the second time we rented it. We highly recommend it.
Jim S.
January 2025

Wailea is magical and these condos are the perfect spot. Well appointed inside the unit and fit our family perfect. We will be back!
Emily B.
January 2025

This place was exceptional - beautiful home, well appointed, location could not be better! We loved walking to the beach and so many terrific restaurants. Appreciated having some beach equipment there (few beach chairs, one small umbrella, couple of snorkel masks). Pool was also lovely and relaxing - not a zoo like at the resorts. Lots of great space for our family of 8 (all adults). Easy check in. Geoff was very responsive and helpful. Would love to stay here again!!
Kristine B.
January 2025

Beautiful large condo. Amazing location.
Kristin Z.
January 2025

As advertised, property was lovely and suitable for our family. Beautiful view and very comfortable.
Ellen G.
January 2025

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: Lovely condo to use as a home base for exploring Maui. Would definitely stay againNeeded a few minor maintenance details. One shower needed to be replaced, one toilet paper holder kept falling off, stove igniters needed fine tuning, but overall well maintained and clean
Trudy D.
January 2025

The location was wonderful; walking distance to the beach, restaurants, and shops. The photos represent the property well. The kitchen was well stocked, including olive oils, salt, pepper, cleaning products and trash liners. Loads of towels were offered too. The sheets and othering bedding were great quality. All the major appliances worked well and the washing machine came in handy for the family. The only criticism would be the cleanliness of the bathroom rug in the master. Overall, it is a great property for a family. We would stay again.
Shauna G.
January 2025

My family and I planned this trip back in March 2024 and reserved this property in Ho'olei.Right from the initial reservation process and first payment installment, the interaction with Matthew was excellent and seamless. Matthew was responsive and very helpful.The unit at Ho'olei was remarkable, well located within the property, and most importantly, was extremely clean when we checked in. There was a small welcome gift which was appreciative. The unit was very well equipped with all we needed, including all your beach gear.I would highly recommend booking this unit in your travel plans and working with Matthew. Thank you, Matthew.Mahalo.
Norm H.
January 2025

Great location, very close to the pool complex and front entrance, and 3 minute walk to beach. Unit was very clean, modern, spacious, stocked well with everything you need, and check-in and out was very smooth. Would highly recommend for a family or group.
Colm H.
December 2024

We really enjoyed our time here. It was a great location. Close to the beach and shops. It was very clean and well stocked. The hosts were super responsive and helped us immediately with any questions. We would definitely stay here again!
Christy R.
December 2024

This property is amazing. Views of the sunset were incredible and the unit is outfitted with everything you need to head to the beach. 8 folding chairs, boggie boards, umbrellas and a wagon to haul it all. Also a large Yeti cooler on wheels.
Kent W.
December 2024

Great location, amenities, condo layout, and recommendations on things to do in Maui from the property owner. Beautiful sunsets over the ocean visible from the lanai. The property is showing its age. Fortunately, the property manager was very responsive. AC upstairs failed day 1, but was resolved in 24 hrs. Microwave failed but was promptly replaced. The front door did not work correctly, and the sliding door had issues. Overall, a great stay though.
Bradley M.
December 2024

Family greatly enjoyed the condo. Priceless ocean views and sunsets. Well equipped and the Property Manager was very responsive. Would stay again.
Blaine S.
December 2024

Gila’s home was beautiful and spacious, exactly what we needed for family time and to retreat to our own bedrooms in the evening. The sunset views were great each night, and the location is in close proximity to beaches and restaurants. We were only a short walk to Wailea Beach and the beach path as well. We had a problem with the dishwasher and it wasn’t able you be repaired while we were there, but Avila generously offered to make it up to us with a late evening check-out. Highly recommend!
Katie T.
December 2024

Loved our stay in this roomy well appointed home in a well located quiet Wailea neighborhood. Spectacular 180 degree ocean view.
Charles C.
December 2024

This property was so beautiful and included a beautiful pool. CoralTree was super helpful with checkin and questions and we loved how they stocked up with basic things like shampoo/conditioner and coffee.
Sarah W.
December 2024

Thank you for sharing your lovely home with us! Everything was perfect! The VIEW, the Welcome Basket, Hope and her staff, the cookies the next day and the VIEW!!! We will definitely be staying again.
Jean C.
December 2024

Great property and location. Clean and well maintained.
Robbin Sue M.
December 2024

Beautiful villa with all of the accommodations needed for a wonderful holiday. Perfectly located to get to all that Wailea offers.
Ayubu A.
December 2024

Our vacation stay at this unit was terrific. Roomy, clean, nicely outfitted kitchen, great lanai for eating/relaxing and enjoying the sunset/ocean view. Beautiful pool area and workout facility. Short walk to Wailea shops and the resorts for happy hours. All communication with the host was quick and efficient. Would not hesitate to book this unit again. Mahalo.
Rob D.
December 2024

Truly a beautiful place to stay. Equal to or better than most resorts on the island. Would absolutely stay here again
Jonathan S.
December 2024

The home was beautiful and we loved it, the only negative was very slow internet, the television keep freezing … it’s football season
Laurie D.
December 2024

Everything was simply breathtaking!! What a beautiful condo and the location is second to none!!
L G.
December 2024

The residence was beautifully furnished, complete with everything a family would need to enjoy their vacation. The Ho'olei Wailea is a lovely gated community and ideally situated with easy access to beaches and shops.
Terry L.
December 2024

Pictures do not do this beautiful property justice. All that is entailed in the description and the photos that you go through, are magnified one hundred times when you physically step onto this gorgeous property. Everything inside is very well kept and full of many accommodations. The amenities are exactly as listed and did not fall short of any expectation. The view from the lanai is absolutely magical! You can see the waves of Wailea beach right from the property! Sailboats passing by and mesmerizing sunsets. All that you needed to go to the beach or take a dip in the pool was available right on the property. Speaking of the pool, what a beautiful setting and environment. The pool and jacuzzi are relaxing and very enjoyable. The property manager was very attentive and courteous. They greeted us right upon arrival and showed my family and I around the property. Our stay was memorable and we definitely plan on coming back and staying at this property again. I highly recommend it!
Daniel M.
December 2024

We absolutely loved our stay at Ho’olei. Eric made sure we had everything we needed. The team takes great pride in keeping the home and grounds clean. The outdoor patio with panoramic view of the ocean and proximity to the Grand Wailea resort and beach were a highlight of our stay. The home is perfect for large family gatherings and has a fully stocked kitchen. We can’t wait to plan our next adventure back to Wailea.
Pacific Legacy I.
December 2024

The house is laid out very nicely. The views are spectacular.
Michelle G.
December 2024

We have stayed at Ho’Olei properties in the past and they never disappoint. Spacious and convenient are the two number one things that come to mind. We were a 17 person, multi family group staying in Maui for my parents 50th Anniversary. We rented two units to accommodate everyone and there was still room to spare! Having a master bath for each bdrm is a so good. The convenience of laundry, dishwasher, coffee makers, beach chairs, wagon, towels and so much more really is convenient. The view from this unit is beautiful and it is just a quick walk down to the pool and gym where there is fresh brewed coffee early each morning. The location is nice as it’s not so busy on the sidewalks like in Kihei and the landscaping is always so beautifully manicured! From start to finish everything went seamlessly! Would highly recommend this unit!
Kelly F.
November 2024


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