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Maui escape with ocean views, lanai dining, poolside jacuzzis & gated community

Photo gallery for Maui escape with ocean views, lanai dining, poolside jacuzzis & gated community

Upstairs Slide pocket doors provide an ongoing experience of grandeur.
BBQ grill on the lanai for a wonderful outdoor/indoor dinner.
Glass railings on the lanai offer full compliment of the surroun
Dine and enjoy the sights on the lanai
Enjoy the Beautiful Ocean View

Reviews

10 out of 10
Exceptional
3 bedrooms3+ bathroomsSleeps 62426 sq ft

Popular amenities

  • Ocean view
  • Hot tub
  • Kitchen
  • Washer
  • Dryer

Explore the area

View in a map
Wailea, HI
  • Place, Shops at Wailea
    ‪5 min walk‬
  • Place, Wailea Beach
    ‪7 min walk‬
  • Place, Polo Beach
    ‪14 min walk‬
  • Airport, Kahului, HI (OGG)
    ‪31 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Guest Bedroom

1 Queen Bed

Guest Bedroom

2 Queen Beds

Primary Bedroom

1 King Bed

3 bathrooms, 1 half bathroom

Guest Bathroom

Guest Bathroom

Half Bathroom

Primary Bathroom

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Dining area

About this property

Maui escape with ocean views, lanai dining, poolside jacuzzis & gated community

Ho’olei Villa Unit 112-5 | Ultra-Luxury, Hotel-Zoned Maui Residence with Concierge Services

Welcome to Ho’olei Villa Unit 112-5, customized luxury villa located within Wailea’s most exclusive private-gated community. As you make lifelong memories with your loved ones, lavish in this private residence that offers true peace of mind during your luxury travel in Maui.

Thoughtfully designed with stunning bamboo ceilings and warm wood flooring, the villa features a spacious open-concept layout that opens to a private ocean-view lanai ideal for sunset dining, entertaining, and relaxing in the island breeze. The top-floor living area flows into a chef’s gourmet kitchen with state-of-the-art appliances and a generous breakfast bar, perfect for both casual mornings and elegant evenings at home.

Private, Suite-Style Accommodations
- Primary Suite (Lower Level): King bed, spa-inspired ensuite with soaking tub, walk-in shower, dual vanities, walk-in closet, and private lanai
- Second Suite (Lower Level): King bed, full ensuite, and private lanai
- Guest Suite (Top Level): Two full-size beds with private ensuite

Each suite offers premium hotel-level comfort, privacy, and refined finishes.

Luxury Features and In-Residence Conveniences

Central air conditioning, washer and dryer, private garage with covered carport, and curated beach essentials (Beach Chairs, Beach Towels, Umbrella, Wagon, and a Cooler) ensure an effortless stay from arrival to departure.

Concierge and Optional Luxury Services

Enhance your experience with tailored, concierge-style offerings:
- Complimentary mid-stay housekeeping for stays of 10 nights or more.
- Additional curated services may be arranged to personalize your stay.

Exclusive Ho’olei Amenities

Guests enjoy access to Ho’olei’s private resort amenities, including a waterfall pool with grotto, sandy keiki area, two jacuzzis, fitness center, covered pavilion, and optional poolside massage services. 24-hour gated security provides exclusive privacy and peace of mind.

Your Gateway to Maui beaches
Beach access is located directly across the street through a Wailea resort. Guests may enjoy Michelin-rated dining at neighboring resort restaurants and booking spa treatments while maintaining the privacy of your villa (resort pool access not included).

Ho’olei Villa 112-5 is your personal invitation to indulge and savor Maui at its most refined. A place where comfort and craftsmanship converge, where the essence of true luxury living in Wailea becomes your own.
Registration number 210081190035
Hawaii State Tax ID: 188-260-1984-01
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
Property Registration Number GE-188-260-1984-01, TA-188-260-1984-01, 210081190035

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Kihei

Located near the beach, this villa is in Wailea, a neighborhood in Kihei. Maui Fish Pipe and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are local attractions and those in the mood for shopping can visit Shops at Wailea and Wailea Shopping Village Shopping Center. La Kahea Community Farm and Kula Botanical Garden are also worth visiting. Discover the area's water adventures with jet skiing and snorkeling nearby, or enjoy the great outdoors with hiking and cycling.
View more Villas in KiheiOpens in a new window
Map
Wailea, HI

What's nearby

  • Shops at Wailea - 5 min walk - 0.5 km
  • Wailea Beach - 7 min walk - 0.6 km
  • Wailea Shopping Village Shopping Center - 14 min walk - 1.2 km
  • Polo Beach - 14 min walk - 1.2 km
  • Ulua Beach - 15 min walk - 1.3 km

Getting around

  • Kahului Airport (OGG) - 29 min drive

Restaurants

  • ‪Island Gourmet Markets - ‬11 min walk
  • ‪KAI Bar - ‬17 min walk
  • ‪Loulu - ‬4 min walk
  • ‪Island Vintage Coffee - ‬11 min walk
  • ‪Humuhumunukunukuāpuaʻa - ‬7 min walk

Frequently asked questions

Does Maui escape with ocean views, lanai dining, poolside jacuzzis & gated community have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Maui escape with ocean views, lanai dining, poolside jacuzzis & gated community?

As of Apr 1, 2026, prices found for a 1-night stay for 2 adults at Maui escape with ocean views, lanai dining, poolside jacuzzis & gated community on Jun 24, 2026 start from $1,720, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Maui escape with ocean views, lanai dining, poolside jacuzzis & gated community pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Maui escape with ocean views, lanai dining, poolside jacuzzis & gated community?

Check-in begins at 4:00 PM.

What time is check-out at Maui escape with ocean views, lanai dining, poolside jacuzzis & gated community?

Check-out is at 10:00 AM.

Where is Maui escape with ocean views, lanai dining, poolside jacuzzis & gated community located?

Located in Wailea, this villa is within a 10-minute walk of Shops at Wailea and Wailea Beach. Wailea Blue Golf Course and Ulua Beach Park are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 31 out of 32 reviews
Rating 8 - Good. 1 out of 32 reviews
Rating 6 - Okay. 0 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Randy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely vacation. Beautiful property and incredible service and attention to detail from the management team. Highly recommend and look forward to our next visit.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

richard l.

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
Verified

10/10 Excellent

Abbie M.

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
Verified

10/10 Excellent

Pat H.

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
Verified

10/10 Excellent

Mike D.

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
Verified

10/10 Excellent

Rachelle L.

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
Verified

10/10 Excellent

Robert L.

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
Verified

10/10 Excellent

Geoffrey B.

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
Verified

10/10 Excellent

Sharon D.

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
From a partner site

10/10 Excellent

Kevin M.

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
Verified

10/10 Excellent

John M.

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
Verified

10/10 Excellent

Verified traveler

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

As advertised

No issues, very nice unit.
Stayed 6 nights in Nov 2021
Verified

10/10 Excellent

Lisa T.

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
From a partner site

10/10 Excellent

Joyce M.

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
Verified

10/10 Excellent

Tara T.

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
Verified

10/10 Excellent

Z R.

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
Verified

10/10 Excellent

Chris C.

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
Verified

10/10 Excellent

Robert W.

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
Verified

10/10 Excellent

Kevin S.

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
From a partner site

10/10 Excellent

Terry S.

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
Verified

8/10 Good

David W.

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

Ho’Olei

Very nice
Stayed 14 nights in Dec 2022
Verified

10/10 Excellent

Mara D.

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
Verified

10/10 Excellent

Sommer K.

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
Verified

10/10 Excellent

Grace M.

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
Verified

10/10 Excellent

Jeff T.

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

About the host

Hosted by Coldwell Banker Island Vacations

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