Maui Breeze Retreat at Ho'olei


Rates: $1325 / night (avg.)
Bedrooms: 3
Bathrooms: 4
Bed types: KKQ (sleeps 8)
Reviews: 5.00 (from 116 reviews)
Surround yourself with the lush scenery of Maui Breeze Retreat at Ho'olei, a beaut ifully decorated two-story villa with spectacular views of the Pacific Ocean. Your exquisite island retreat in Wailea offers spacious, well-appointed living quarters embraced by manicured landscapes showcasing Maui’s brilliant tropical foliage.

Our 3 bedroom, 3.5 bath townhome is located on the top row in Ho’olei, a gated community located across from the Grand Wailea Resort and Four Seasons Resorts. Ho'olei was named the #1 resort in Hawaii by Conde Nast Traveler 2019 Readers' Choice Awards.

You will experience the essence of island culture and the height of relaxation at our villa. This includes a sparkling swimming pool with waterfalls, two hot tubs, a children’s pool with its own sandy beach, men’s and women’s saunas, a state-of-the-art fitness facility and locker rooms with showers. There is also a covered pavilion area where you can help yourself to water, tea and crushed ice. In addition, there is a refrigerator and microwave oven available at the pavilion for guests.

Maui Breeze Retreat at Ho'olei is a townhome of gracious proportion. With more than 3,300 square feet of living space that includes three bedrooms with their own en suite bathrooms, our townhome comfortably accommodates up to eight guests. Features include:
• Four large, flat-screen Smart TVs with access to services such as Netflix
• Spacious, walk-in closets
• Comfortable bedding including two king beds, a queen bed and pullout sofas
• Tranquil lighting
• Central air conditioning (2 AC units)
• High speed cable wi-fi network
• Laundry room with full size washer, dryer and utility sink

The extravagant master suite includes all these amenities plus:
• Private lanai perfect for morning coffee or evening sunsets
• Indulgent walk-in shower
• Oversized spa tub

Other areas include a gourmet kitchen, upper and lower lanais and a living room all appointed with contemporary furnishings, striking décor, island art and thoughtful designer touches that make your comfort and convenience a priority. This includes:
• Upscale kitchen appliances including Mr. Coffee and Keurig coffee machines along with an Espresso machine
• Multi-burner Wolf grill and refrigerator on the upper lanai
• Dining table on the upper lanai with plenty of seating
• Kitchen island seating and dinette seating
• Disappearing floor-to-ceiling sliding glass doors and screens for unobstructed views
• Inviting furniture with expansive gathering areas
• Beautiful artwork showcasing the island
• Private elevator
• Your own one stall parking garage
• Reserved, covered one stall carport for a second vehicle
• Beach towels, beach chairs, beach umbrellas, beach wagon, boogie boards, toddler toys and other beach items
• Gated community with 24 hour onsite security

While on the island, our local, private concierge will guide you to the best that Maui has to offer. This includes your desired excursions, restaurant reservations, golf tee times and tennis court availability. In addition, fee-based offerings include assistance with cooking and stocking the refrigerator before your arrival. If your guest list includes little ones, a baby crib, Pack 'n Play, high chair and stroller are available.

Wailea Beach is the closest beach and is 1/3 of a mile from our property. It is located across the street and is accessible via the adjacent resorts. You can either walk or park nearby in a free public parking lot that is located between Four Seasons and Grand Wailea Resorts.

Restaurants, spa appointments and shopping are all open to the public at nearby resorts. The list of resorts in walking distance near Maui Breeze Retreat at Ho'olei including the Grand Wailea Resort, Four Seasons Resorts, Fairmont Kea Lani, Wailea Beach Resort and Andaz Maui at Wailea Resort.

Regarding Grand Wailea Resort swimming pool guest passes, we are Kulana Club members and have a limited amount of unaccompanied guest passes for a fee. Please inquire regarding availability. We also offer a beach lounge chair and umbrella set up for our guests at Wailea Beach, a favorite for many of our customers. For more details, please ask about these services.

It is a trip of a lifetime. The memories start at Maui Breeze Retreat at Ho'olei. Relax and enjoy!

Registration Number: TA-196-101-3248-01, GE-196-101-3248-01, 210081190036

Maui Breeze Retreat at Ho'olei Reviews



Richard H.
January 2024
Beautifully kept and decorated Ho'olei property. Incredible views!


Ruth K.
December 2023
We thoroughly enjoyed our stay at Maui Breeze Retreat. The lodging was beautiful, clean, well stocked and had a lovely ocean view. Communication with the owner and on-island manager was top-notch. The complex was very quiet and extremely well kept. Wailea itself was a dream… long sandy beaches, snorkeling offshore and many conveniences at a shopping center a short walk away. We loved it!


Ruth K.
December 2023
We thoroughly enjoyed our stay at Maui Breeze Retreat. The lodging was beautiful, clean, well stocked and had a lovely ocean view. Communication with the owner and on-island manager was top-notch. The complex was very quiet and extremely well kept. Wailea itself was a dream… long sandy beaches, snorkeling offshore and many conveniences at a shopping center a short walk away. We loved it!


kathleen s.
October 2023
Could not have been happier with our stay, this past June! It is a gorgeous house, fully stocked and was close to everything we needed. Eating dinners on the lanai was the absolute best part of our family vacation. We will be back!


Frankie W.
August 2023
We loved this townhome. It is fantastic in every way. The location is great, and it is a far nicer property than photos show. It has a completely equipped kitchen with everything you could ever need during your stay. The view from the lanai is breathtaking during sunset. This townhome was our home away from home during our stay on Maui. The owner has thought of everything.


Meredith W.
July 2023
I’m home! Absolutely every single aspect of this amazing home was perfect. Took our breath away when we entered. The master bedroom is so large and inviting, yet so cozy. The lanai out of the MB was a perfect spot for our morning coffee. Peaceful! The bed was very comfortable. The master bath and attached walk in closet allowed organization which is very important for me to be zen! The main area- kitchen and family room is crazy perfect! Owner has thought of every detail. And when the sliders are open all the way - Heaven! Many nights we would watch the stars from the upper lanai. Kitchen is well equipped. Thank you for the pineapple and other little extras! We grilled the pineapple out on the lanai our last morning and it was delicious! Eric was so accommodating in our request for use of the pool towels since out flight home did not leave until 7:00 pm. We are planning a return trip in 2027 and hopefully can stay in this exact place! The location is perfect for eating establishments and the various beaches. Thank you again for an amazing vacation!


Paul M.
July 2023
The home was perfect. We enjoyed our entire time here. We are looking forward to returning. 5 Star home, great views, beautiful kitchen. Thank you, Paul


Brent B.
June 2023
This property is five stars in every respect. Exceptionally well appointed with everything we needed for an enjoyable week in Maui. Beautifully kept and in near perfect condition. Perfectly located in Wailea with ample privacy while still being only a 10-minute walk from the beaches and shops. Communication from the owner and property management company were top notch. They were helpful and accommodating in every way. Our kids loved the onsite pool and other property amenities. Stellar view of the ocean from the lanai. Would definitely stay here again and would highly recommend.


Ron S.
June 2023
Place is amazing. One of the best locations in the area. It's huge. Better than the pictures. It became the go to place for dinners because it could easily accommodate all of our families.


Julia M.
May 2023
We loved the condo! Great location, easy walk to the beach and pool. Beautiful pool for the complex. Unit is very well appointed. Property manager responded very quickly to any questions. Definitely recommend!!


Jerry R.
April 2023
Great location and just as advertised!


Amy P.
April 2023
This townhome is wonderful. The location, view, space, and amenities are top notch and the service from the owner and property manager were fantastic. It is truly a special property.


Ruth H.
April 2023
We very much enjoyed our stay here. Steve, the owner, was incredibly prompt in responding to my inquiries and helped us arrange outings. The condo is equipped with everything you need. We loved having our morning coffee on the Lanai and enjoying the view. The pool is fun and the beach is just a short walk.


Katie L.
March 2023
Absolutely loved this place! We had the best time whale watching from the lanai and relaxing. Can’t wait to book again!


paul g.
March 2023
We enjoy every min of everyday. Thank u.


Lauren M.
February 2023
Gorgeous and functional indoor+outdoor space for a family vacation in an amazing location. Exceptional communication from both the owner and contact on the island. Amenities offered by owner as well as Ho’olei neighborhood amenities were fantastic. We cannot wait to come back!


Cassie S.
February 2023
Our family of four enjoyed our stay at the villa. Communication with the host and the property manager was super easy. The location is perfect and the view is gorgeous. The kitchen is well stocked and the beds are very comfortable. Will definitely return in the future.


nick g.
January 2023
Amazing location, amazing property! The photos do not do the place Justice! Steve is also a wonderful host, can’t wait to go back!!


Kevin C.
January 2023
Just Spectrum cable not working


John J.
January 2023
We had a wonderful trip. The condo was excellent. We look forward to coming back!


Dan A.
November 2022
Stayed in November 2022 with 4 adults and 2 kids. Every single detail was perfect from start to finish. The townhome is exactly as-described and pictured (and then some). Check-in couldn't have been easier with door/garage codes sent ahead of time. Small details like a welcome basket and fully stocked kitchen (even salt/pepper, spices, oil, etc) were above and beyond. Every appliance/electronic in the home were in great working order. The star of the townhome is the corner sliding doors that completely retract and open onto the upper lanai with ocean views! Walking distance to the Ho'olei pool, Grand Wailea, and Shops at Wailea so location is A+! Communication before and during our trip with both the owner and on-island property manager was always prompt and helpful. We'll be staying here again in the future for sure!



October 2022
This is our 3rd time to the Hoo'lei but our 2nd time to this particular villa. When arrived we were greeted by the property manager and a basket full of local Hawaiian goodies. I mentioned to the manager that I loved the water thermoses that received in my welcome basket the year before and she returned days later with four water thermoses for me to take home! The place is well stocked, plenty of space (3k SF!) for two families with kids, a laundry room (key for families!), and a huge lanai with gorgeous views of the ocean. The place is conveniently located 10 mins from the Wailea Beach and the Grand Wailea shops. Since we didn't have pool access to the Grand Wailea resort pool, the owner was nice enough to arrange lounge chairs, umbrellas, boogie boards and towels at the beach. Steve, the owner, was always quick to reply to my messages. We really loved our stay and agree that these villas are the way to go when we visit Maui. I highly recommend Steve's place. You will not be disappointed!


Gigi C.
October 2022
We loved our villa!! Everything we needed!! Location was perfect.. the pool beautiful.


Crystal L.
October 2022
Great communication with property manager/owner. Would definitely stay again.


Teresa L.
September 2022
Property has beautiful ocean views and we enjoyed evening sunsets on the lanai. The home is beautiful and well appointed. Property owner and management rep are a pleasure to deal with and we’re very responsive and accommodating.


George T.
September 2022
Really good location and property. Stayed 10 days. Steve was great and glad we got to meet him too. Would recommend for a group of 6 like we had.


Loree H.
August 2022
The Townhome was beautiful and had everything we needed for fun and relaxation. The kitchen was well equipped and the owner was terrific. The neighborhood was delightful. It truly felt like a home away from home. We will hope to stay there the next time we return to Maui


Michel D.
July 2022
Beautiful and perfect property for a party of six. Very well equipped. All we needed during our stay was there. Nice view on the ocean. Well located in a calm gated neighborhood. Steve, the owner, and Rhonda, the property manager, want to make sure your stay is great and it shows from the beginning to the end. Communicating with them is a breeze. Will surely try to rent this property again if we come back to Maui in the future.


Donn L.
June 2022
As one of the buildings at the top of a hill, this unit has an excellent view of the ocean with spectacular Hawaiian sunsets. Large kitchen with Subzero refrigerator had everything we needed and more. Patio/terrace is well-furnished with comfortable outdoor furniture and a dining table. It also has BBQ that we did not use. Beds were very comfortable. We may buy the same mattress for our own house! Bathrooms are super-fancy, luxury style. Across the street from the Shops at Wailea, which was very convenient. Pool was great and a short walk down the hill. Family loved it! Good stock of beach equipment, sand toys in the garage. The owner was prompt with replies, very helpful, and professional. Looking forward to the next stay here!


Clifford D.
June 2022
What an amazing home….we had plenty of space for everyone compared to booking a couple rooms at the Marriott. In the past we have spent two weeks on island splitting it with a week at a Ka’anapali and a week in Wailea. Looking at dates for next year to book this property again!


Monny S.
May 2022
Spacious, well-appointed, and comfortable. Equipped kitchen, great view. Exceeded my expectations. Half-hour drive to most things you'd like to do and see.


Brian F.
April 2022
The home was absolutely amazing, with upscale furnishings, top notch appliances, and more than comfy beds. Even an elevator which one of our orthopedically challenged family members really appreciated. Best of all was the amazing view from this “alpha” location at the top of the development. The owner was extremely accommodating and gracious, allowing us to reschedule twice during the pandemic. Check this place out, you won’t regret it!


Bill V.
April 2022
This is a beautiful townhome in a great location of Wailea!


JULIE K.
April 2022
This property did not disappoint. We had an amazing time on Maui and we were thrilled to be staying at this beautiful property. Comfortable, well equipped, amazing view.


Peter R.
March 2022
If it were possible to give 6 stars this property and its management would deserve them. The villa is extremely spacious, well decorated, and the appointments top shelf. All appliances are Wolf or Sub zero and the kitchen is huge and superbly equipped. We felt right at home from the moment we checked in, a process that was as easy as could be. The owner is simply the most responsive host I've ever experienced, and his local property manager responds right away to any questions or concerns (we had a couple of simple questions). We so enjoyed relaxing in this top row property with its magnificent views of Wailea and the ocean. Each bedroom is spacious with its own en suite full bath and there is a powder room as well. The location is in the heart of Wailea and the beach a simple 10 minute walk or if one prefers it's a 3 minute drive to a public access with lots of parking. All the restaurants of Wailea are very close. We can't wait to go back and have another fun and restful experience in this great villa.


Peter C.
March 2022
The fact the property is more than advertised hits you when you first walk in. Very modern and well stocked kitchen, very nice bedrooms with great showers and last, but not least, the floor-to-ceiling windows overlooking the ocean. It's a great alternative to the hectic Grand Wailea. Steve and Hallie were very responsive. Highly recommend the property.


Chip A.
February 2022
A beautiful property and very well kept up and well supplied.


Walter K.
January 2022
Much enjoyed


aimee e.
January 2022
Had an amazing stay!!!!


NING C.
January 2022
The condo is just as described, even better than the pictures showed on VRBO. Spacious, clean, comfortable and stuffed with pretty much everything we need for a short vacation. The swimming pool of the Condo is not far, just beside the gates, and is beautiful! Hallie is so helpful, answered us all the questions always instantly and helped us to get the grocery delivery to the Condo before we arrived. This is one impressive experience, definitely the best among our several stays in Maui. We will try to stay again in this Condo next winter vacation if possible.


Richard V.
December 2021
Just as described. Clean property with beautiful artwork throughout. Top of the hill so we didn’t walk too much but drove a lot. Weilea is such a beautiful area.


Lisa C.
November 2021
The condo and setting are just lovely. Sunrise on the balcony was a daily ritual. The unit is well-appointed, fully stocked, and immaculate. The owner, Steve, promptly responded to any questions, and the property manager was attentive as well. We look forward to the opportunity to stay again. Thank you, Steve!


Matt N.
November 2021
We had an amazing time, the property is well stocked with everything you need for the beach as well as two high chairs, a crib and a pack and play. The view from the lanai is fantastic - we hope to be back!


Tom M.
November 2021
We had a great stay at this property. It exceeded expectations with first class accommodations, amenities, and just everything we could need to enjoy our stay. Would highly recommend to families and friends.


Toni B.
October 2021
This condo was absolutely beautiful. It was equipped with everything we could imagine and so very clean. Communication was excellent. Thank you for letting us stay at your home Steve!


Edit S.
October 2021
We loved the condo! It was very clean and had so many amenities. It had everything we needed for a beach day. The community pool was really nice plus!


Carole M.
October 2021
This property is wonderful--not only is the unit beautifully appointed and maintained but they also offer beach chairs, umbrellas, etc., for your use while there. We would definitely recommend this property. Working with Steve and Hallie was a dream!!


Robert P.
October 2021
We have been to Maui over twenty times and this has been the best rental we have stayed in to date. The place is very clean with a great view and Steve was an amazing host. I highly recommend!



August 2021
This is our second time to Ho'olei but the first time staying in this villa. The location is great- a short walk to the pool and gym, 10 minute walk to our favorite beach (Wailea beach) and the Shops at Wailea. The view of the ocean from the lanai was the highlight of the day. The villa itself was well stocked (pantry items, kitchen supplies, beach towels, toilet paper, bathroom essentials) and very comfortable for two families of 4. We had a small issue with the AC when we first arrived, but the owner worked quickly to fix it and had excellent communication. Steve was a great host and I would highly recommend his villa. My family and I are looking forward to coming back!


Mike D.
August 2021
First rate condo with awesome views and access to beach. High quality finishes and well stocked. Check in and check out was seamless. The main living area opens up in a very grand way to the patio and overlook to the ocean. We used the Wolf bbq several times for dinner. While we expected crazy busy in Maui, Wailea area and this development in particular was quite subdued and peaceful. Highly recommend.


Jaclyn P.
June 2021
My family had a great time. It was a perfect retreat for my husband and I. Our 1 year old and 4 year old had a blast. It was so clean and had all the comforts of home. Steve was a great communicator. I will absolutely be back!


Kristeen K.
May 2016
We had the pleasure of staying at this beautiful home for one week. We hated to leave. The home was so inviting and comfortable that we didn't want to leave. We were greeted upon arrival by Maureen, the manager, of the home. She oriented us to everything inside and out and made herself available for any questions that we may have needed. The house was very modern, well stocked for every need, and immaculate. There were three master bedrooms that was great for 3 couples. Each bedroom was very private and quiet. We have stayed on island at all of the top hotels from the Four Seasons to the Grand Wailea and this far surpassed any place we have stayed. We can't wait to return. A vacation does not get better than this home.


Mike S.
March 2016
We spent a week here with six adults for a wedding in Wailea. The condo was spacious and luxurious. We entertained other wedding guests who were staying in the area and there was plenty of room. The views are amazing, especially in the morning. The setting is also very quiet because it's in the back of the development. You do not have access to the main pool or gym at the Grand Wailea and potential guests might want to know this, but it wasn't an issue for us because the pool in the development is beautiful and very private. The gym was also good. Overall, an exceptional place to stay in Maui.


Merrie D.
January 2016
We had a terrific time at this Maui property. We shared the unit with our children and grandchildren and there was plenty of room for the eight of us. The property was as it was represented on the web site. Everything in the unit was top grade. The double Anderson Doors slide open over 30 feet to amazing views of the ocean and whales from our lanai. All the beds - even the sofa sleeper - were cozy and comfortable. I was most impressed by how clean the unit was upon our arrival. Our grandkids loved the pool!! We already miss the view. What a place!


Remy L.
January 2016
Family of four stayed post Christmas through New Years. Had a wonderful time and the quality of the rental made a significant difference in our trip. Whole process of renting was totally professional. Property comes with the help of property manager and concierge. This made a huge difference in our enjoyment. Both seemed very concerned that we have an enjoyable visit. The property manager did an excellent job of picking up all the things we wanted in terms of groceries at multiple stores so that we arrived with the fridges full, ready to go. The concierge was always available and demonstrated an honest interest in learning about what we liked in terms of activities and food and made a wonderful assortment of recommendations, all of which turned out to be truly superb. Some random things that made difference for us.... - The property is superbly situated for the New Year's Eve fireworks display. Right from the balcony with a drink in hand. - Easy walk to a superb and safe beach where can rent chairs and umbrellas and beach toys. - Nice quality beds and linens - Secured indoor parking - Good washer/dryer. - Good kitchen for cooking with great appliances and reasonable assortment of real cooking tools - Space feels massive - Nice BBQ and patio area for kicking back with great view. - Development has good gym space, good pool and hot tubs for hanging out (not lap swimming). - Development exquisitely maintained - TV's everywhere with cable - WIFI is fast and consistent - AC system works well - Well located for access to good restaurants and shops


Tanya F.
October 2015
We had such a great time not just with Maui, but with our rental place as well! Our townhome was super clean and spacious and gave you that feeling of luxury. We had a beautiful, relaxing view from morning till night. Steve was very easy to deal with and very kind and helpful. Maureen was also great help with directions and any questions that were needed, she was very prompt on answering them! She also helped supply all baby stuff, such as a high chair, baby gate and play yard, that made travelling a lot easier for mom and dad. We would defiantly stay here again and we highly recommend this fantastic place to anyone who is looking for a relaxing place in Maui.


Caroline W.
June 2015
Absolutely amazing place that certainly exceeded our high expectations. The rooms are spacious and nicely decorated. The Lanai is perfect at any time of day, especially sunset. The facilities are excellent and the gym/pool very close by. Maureen is absolutely lovely and Steve is very helpful. I would highly recommend this absolutely wonderful place.


Dan P.
May 2015
We were absolutely stunned at the quality of this rental. Maureen was very helpful in getting us checked in and, though we didn't need her during our stay, she assured us she was available if anything came up. The condo was very clean, comfortable and absolutely beautiful. The views are outstanding!! Having breakfast every morning on the lenai was one of our favorite memories. The provided amenities were beyond what most VRBOs provide which made us feel right at home. Between the cooking and dining essentials, the comfortable furnishings to the great stock of towels for both the pool and the bathroom, we were well taken care of. It really was the little things that pushed it over the edge. There were beach chairs and sand toys for our daughter which was a life saver! There are just too many others to list, but every one was greatly appreciated. The condo has perfect access to all of the areas of Maui we enjoy the most. The community was very friendly and quiet. We will most definitely be back. Thanks again!


Julie C.
March 2015
What you see is what you get! The pictures are very representative of this wonderful property. It was clean and well maintained. We loved the large space for our family! The pool was a really short walk from the unit, and it was wonderful after a morning at the beach! The beach was a short walk as well (through the Grand Wailea). We loved the beach supplies, the well equipped kitchen, and the lanai.... we lived on that lanai. The sunsets were so gorgeous. The beds were comfortable and the bathrooms were luxurious. The owner and caretaker were also easy to work with. We could not have been more pleased.


Linda J.
February 2015
We loved this condo....very well equipped for our family of 6. Lots of room for everyone. The view from the lanai is amazing and makes for great whale watching in Feb. Short walk to the beautiful Wailea beach. Shopping close by as well. Pool area is a great way to spend an afternoon. Nothing but great things to say about this wonderful home!!!


Dana R.
November 2014
Although we have stayed at many upscale condo resorts in the Caribbean, this was our first vacation to Maui as well as renting directly from an owner through VRBO. The owner, Steve provided excellent customer service, making our experience one we will never forget and cannot wait to repeat! From the moment we called Maureen at the airport, who so graciously directed us to Maui Breeze, to her warm welcome and tour of the highlights of our home for the week, including a delicious welcome basket filled with fresh tropical fruits and pineapple, coffee and cookies awaiting us in the gourmet kitchen, we knew we had picked our perfect vacation retreat. Maureen was also very helpful in providing directions and recommendations to the local area, including the grocery stores, restaurants, shops and luau. We were looking for an upscale condo close to both the beach and the Kiehl boat ramp for our scuba diving excursions. After an early morning of diving, we could not have envisioned a more tranquil or beautiful place to retreat to for relaxing. Located on a hilltop within a gated community, there is very little noise or traffic, every view from the unit is filled with beauty and blooming flowering trees. We found the attached garage so convenient when returning from sightseeing or lugging in groceries, suitcases or scuba gear. We recommend this townhome without hesitation and hope to return again soon!

Note: Vacancy calendar is approximate. Visit the owner/manager's reservation site to verify your dates.