Luxurious Ho'olei Villa with Ocean Views, Two Story Townhouse! Reviews, Deals & Photos 2025

10/10 Excellent

Abbie M.

22 Apr 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location and place

Beautiful condo and excellent location. Close to shops, beach and golf - walking distance to all.

Stayed 8 nights in Mar 2024

10/10 Excellent

Pat H.

6 Aug 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise

Beautiful property, even better than the pictures, amazing amenities and location.

Stayed 4 nights in Jul 2024

10/10 Excellent

Mike D.

16 Mar 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wailea Rental Experience

Top notch rental property and management company. Property was safe, quiet, close to the beach and dining venues all by foot.

Stayed 8 nights in Mar 2023

10/10 Excellent

Rachelle L.

24 Apr 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Property

This property was exactly as advertised. It's a clean, beautiful property with a wonderful view of the ocean. The pool area was equally as beautiful.

Stayed 8 nights in Apr 2023

10/10 Excellent

Robert L.

18 Jul 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and beautiful condo

Location is perfect, quiet but just a few steps from all the action. Condo is better in person than the pictures, it’s absolutely stunning. Communication with management team is quick and very responsive. Would definitely rent again when in the area.

Stayed 7 nights in Jul 2023

10/10 Excellent

Geoffrey B.

20 Nov 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location & Property

Everything about the townhouse was great. Large kitchen, nice separation between bedrooms, great family area. Pool is an added bonus because it never feels as crowded as hotel pools do. 10/10

Stayed 6 nights in Oct 2023

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kevin M.

19 Aug 2021

Fabulous Maui Rental

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: Ho’olei 112-5 is a great place to stay. Wonderful views and very comfortable accommodations. Highly recommended this unit and CBIP.

Stayed 7 nights in Nov 2020

10/10 Excellent

Lisa T.

6 Jun 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Glorious vacation

This property feels luxurious and has all the amenities that a family could want. Beach chairs, towels, umbrellas, and other gear was very convenient. The pool is amazing and was never busy during our stay. Appliances could use some attention - BBQ not functioning well and the oven takes a strangely long time to heat up. That said, we cooked at “home” a lot and enjoyed the big kitchen.

Stayed 7 nights in May 2023

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Joyce M.

23 Dec 2021

Hawaii 50

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: Had an awesome 50th birthday celebration for our son and our family. There were 7 adults who loved the unit and pool. Everything needed was provided

10/10 Excellent

Z R.

12 Jun 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location and well equipped house

The property is as described and comes well equipped, the rooms and space are very nice for being together but also separating. The bedrooms are good sized most beds are comfty except the room with the 2 queens the sleepers there said they felt they were sinking into the bed other beds were fine. The neighbors fed the stray cats outside the lower patios and the cats ended up sitting on the lower level patio furniture which made me not want to sit there which was fine since the upper lanai is the best view for sunset sunrise and ocean views. Walk to the beach was fine walking back to the condo uphill was a challenge for our oldest guest. Minor plumbing issue was resolved quickly and the communication was prompt and very efficient. Overall a great property and would stay here again! Mahalo!

Stayed 4 nights in Jun 2024

10/10 Excellent

Tara T.

20 Aug 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

OLEI OLEI. HO’OLEI. 5 Star Villa Accomodations

What what an amazing upgrade to a shoe box hotel room times 2 at a resort. Booked last minute and so happy Not only was it economical for Hawaii l it surpassed our expectations of luxury living and playing house for 5 nights making out trip spectacular. After a $250 breakfast, not even a brunch.. we broke out the pots and pans and had gourmet breakfast served and cooked by our teenage son that enjoys being in the kitchen. We ate two amazing dinners on the lanei watching the sunset a couple of times. Nice quiet pool with waterfall and plenty of chairs and a bar if you want to unwind and enjoy a cocktail. Walking distance to Grand Wailea and Wailea mall. Bonus to a long 11 night trip….going home with clean laundry😜. Sunset views at 6:30-7 are amazing!!!!!

Stayed 5 nights in Aug 2023

10/10 Excellent

Robert W.

25 Jan 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Maui Visit

Our trip began with a bit of trepidation when we were informed the air conditioning for the living room and kitchen wasn’t working and wouldn’t be repaired until after our stay. And then upon arrival, the ceiling fan in the living room was no longer working. But…….the property managers were terrific! Offered us the option of another unit but we decided to remain and they worked hard to make our stay comfortable. They provided fans and a portable AC unti which worked fine and thenAC in the bedrooms was never impaired. Great job by Allison and Felicity! They went out of their way to ensure our comfort and address any needs/questions we had. The unit is gorgeous and the view is as advertised. The location is fantastic; easy to get to public beaches and beautiful pool. Lots of good restaurants and shops nearby and an easy drive to other parts of the island. We’ll be back and staying here again! Again, kudos to Aliison and Felicity…..and also to the contractors they brought in to help with the AC and the work that was going to be done after we left. Everyone was great! Rob

Stayed 7 nights in Jan 2023

10/10 Excellent

Kevin S.

15 Jul 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beyond All Expectation

Sometimes picking a place online can turn out to be less than an accurate endeavor. You pick something you think looks good and show up to find it below what you thought you were getting. This Ho'Olei Condo (112-5) was everything we expected and more. It is a beautiful place, well designed in a gated community. It is at the top of the hill, so the view (that includes the ocean) is outstanding. We were most impressed with the ownership. They thought of everything. We recently stayed in Florida and there were no beach towels, beach equipment, no access to any kitchen and food items, such as paper towels or spices, etc. Not here. The ownership of this place has thought of everything. We had all the above and more. They took care of everything, and were very responsive with all needs requested. It is located in Wailea, which is one of the more beautiful places in all of Hawai'i and, certainly, on Maui in my opinion. convenient to the beach in front of the Grand Wailea and the Shops at Grand Wailea. It is a straight shot from teh airport and convenient to access the other side of Maui - Kapalua, Ka'anapali, etc. These words do not even capture how great our stay was and it made our trip perfect. We had a place to gather with other family members and it was just so comfortable. I cannot say enough about the greatness of our vacation made perfect by our stay in this Ho'Olei Villa/Condo. Do not hesitate to stay here - it is worth every penny!! Mahalo!! Kevin

Stayed 8 nights in Jul 2021

10/10 Excellent

richard l.

11 May 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Maui visit

Place was every bit as nice or nicer than advertised.

Stayed 3 nights in May 2025

10/10 Excellent

Chris C.

23 Oct 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Island paradise in Comfort

Our villa at Ho’olei was even better than described on line. It was very spacious, with comfortable furniture, modern big screen TV’s in every bedrooom and great room. Excellent WiFi service, fast enough to stream any programming. The kitchen was well equipped including coffee, keurig pods, condiments and spices. Every small appliance one could use including a rice maker. The staff from CB Island vacations gave us excellent pre arrival instructions, met us upon arrival and provided a very detailed walk through. They even called on the second day of our stay to make sure everything was going well. The bedrooms were spacious with comfortable beds and each room had a modern en-suite bath, there was also a guest bathroom off the great room. The complex had a very large pool only a few minutes walk from our villa and the beautiful beach at Grand Wailea was only an easy 10 minute walk or few minutes by car. The Villa was also equipped with beach chairs and umbrellas allowing our family to relax in comfort at the beach. Ho’olei is located close to shops, 3 golf courses and many good restaurants. The Villa, amenities and location made for the perfect accommodations for our multigenerational family vacation. We willl definitely stay here again on our next trip to Maui.

Stayed 5 nights in Oct 2024

10/10 Excellent

Sharon D.

29 Jun 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house! Great stay

The home is exactly as pictured! Lovely, large, clean and you can see the Pacific Ocean. Very well-equipped kitchen. Easy walk to the beach through the resort. Excellent gym for the villas and a great pool as well. Good communication with property managers, easy check-in and check-out. Our family of 5 had a great 7-day stay. Exceeded our expectations.

Stayed 7 nights in Jun 2023

10/10 Excellent

John M.

4 Jun 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property

The unit was spacious, lovely and in a fantastic location. Views from the top floor are spectacular. The pool in the community is wonderful and is a short walk from this unit. Beach access is only a 10 minute walk from the unit. We appreciated the great communication from the management company and loved our stay here. We would definitely come back.

Stayed 7 nights in May 2023

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Terry S., West Bloomfield, MI

16 Jan 2023

Spectacular Sunsets

Rating Details: The property manager was very helpful. The vacation rental was spotless. 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: 17 days wasn't enough. Third time staying at Ho'olei.While we had a maintenance issue during our stay the management company, particularly Allison was on it immediately and couldn't have been more accommodating. Traveling with part of my family. My grandchildren loved the condo and the pool. my 7th time back to Maui and looking forward to my return. Next time with my other set of grandchildren.

Stayed 17 nights in Dec 2022

8/10 Good

David W.

18 Dec 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ho’Olei

Very nice

Stayed 14 nights in Dec 2022

10/10 Excellent

Mara D.

19 Sept 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ho'Olei Stay

The property was fantastic as was the communication. The walk to the beach is about 8 minutes and the walk to the store and restaurants is 12-13 minutes. However, the walk back is uphill so just be prepared for that. Everything else was great!

Stayed 8 nights in Sep 2022

10/10 Excellent

Sommer K.

31 Aug 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Vacation

This was an amazing property to stay at, and I would recommend it to others. The place was spacious, and the kitchen was lovely. Ocean sunsets could be viewed every night from the lanai. The beds and bedding were comfortable and the towels were fluffy. I was delighted to find that the kitchen had a blender in addition to the listed amenities. I would stay here again.

Stayed 5 nights in Aug 2022

10/10 Excellent

Grace M.

14 Aug 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful villa with an amazing ocean view

We stayed at this Ho’olei residence and loved it. The villa was meticulously cleaned and had all amenities and items one could need. The outdoor kitchen on the lanai was where we spent a lot of our time enjoying the breathtaking view. The overall property is also wonderful with a large pool and short walk to the beach. When we first arrived we had a few questions and they were quickly answered by Allison. Would definitely stay here again!

Stayed 6 nights in Aug 2022

10/10 Excellent

Jeff T.

26 Jun 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic property!

Great property! Plenty of room for family of 6 - very comfortable. Huge kitchen and lanai. Short walk to the beach and pool. Great amenities. Only wish we had stayed longer!

Stayed 6 nights in Jun 2022

10/10 Excellent

Craig S.

13 Jun 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection in every way

This house was the perfect fit for our family of 5. The view of the beach from the living room is incredible with wall to wall sliding doors. They were very thoughtful to provide us access to beach chairs and a garage closet full of beach toys for the kids. It was extremely spacious and cleaned extremely well prior to our arrival. Air conditioning worked great. Property manager, Allison, was always a text away. We extended our stay by two days and they made that very easy. Ready to go back!

Stayed 7 nights in Jun 2022

10/10 Excellent

Dianne Q.

28 Apr 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

CB island vacation very helpful

Stayed 7 nights in Apr 2022

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Luxurious Ho'olei Villa with Ocean Views, Two Story Townhouse!

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