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Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool

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A pool with clear turquoise water, surrounded by large rocks and palm trees.
A modern kitchen with a large island, wooden cabinets, and a view of the ocean.
A coastal resort with multiple buildings, a beach, and a mountainous backdrop.
A spacious living area with a large TV, comfortable seating, a kitchen with wooden cabinets, and a view of the ocean.
A poolside area with a waterfall, lounge chairs, and a view of a resort building.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 6225 sq m

Popular amenities

  • Ocean view
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View map
Wailea, HI
  • Place, Wailea Beach
    ‪9 min walk‬
  • Place, Shops at Wailea
    ‪9 min walk‬
  • Place, Grand Wailea
    ‪9 min walk‬
  • Airport, Kahului, HI (OGG)
    ‪33 min drive‬

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About the area

Kihei

At this villa you'll be within just a 10-minute stroll of Wailea Beach and Grand Wailea. .You can enjoy a TV with a DVD player, and villa features a washing machine, free WiFi and 3.5 bathrooms. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A balcony, a living room and a dining area are also available. .Enjoy the gym and Hot tub as well as access to a playground. Added amenities include laundry facilities, barbecues and a lift.
View more Villas in KiheiOpens in a new window

What's nearby

  • Wailea Beach - 9 min walk - 0.8 km
  • Shops at Wailea - 9 min walk - 0.8 km
  • Grand Wailea - 9 min walk - 0.8 km
  • Ulua Beach - 7 min drive - 1.9 km
  • Polo Beach - 8 min drive - 2.7 km

Getting around

  • Kahului, HI (OGG) - 29 min drive

Restaurants

  • ‪Island Gourmet Markets - ‬11 min walk
  • ‪Loulu - ‬4 min walk
  • ‪Monkeypod Kitchen by Merriman - ‬3 min drive
  • ‪Island Vintage Coffee - ‬11 min walk
  • ‪Nobu - ‬7 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool

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

Welcome to Ho‘olei Villa Unit 112-5, a thoughtfully designed luxury villa located within Wailea’s most exclusive private gated community. Designed for elevated island living and meaningful time with loved ones, this residence offers comfort, privacy, and peace of mind throughout your Maui stay.

Featuring stunning bamboo ceilings and newly installed hardwood flooring throughout, the villa showcases a spacious open-concept layout that flows seamlessly to a private ocean-view lanai. This inviting outdoor space is ideal for sunset dining, entertaining, or simply relaxing in the island breeze. The top-level living area connects to a chef’s gourmet kitchen equipped with state-of-the-art appliances and a generous breakfast bar, perfect for casual mornings or elegant evenings at home.

Private Suite-Style Accommodations
Primary Suite (Lower Level)
King bed
Spa-inspired ensuite bathroom
Soaking tub
Walk-in shower
Dual vanities
Walk-in closet
Private lanai access
Second Suite (Lower Level)
King bed
Private ensuite bathroom
Private lanai access
Guest Suite (Upper Level)
Two full-size beds
Private ensuite bathroom

Each bathroom in the villa is equipped with Toto Washlet bidet toilets, adding a refined level of comfort and modern luxury throughout every suite.

Luxury Features and In-Residence Conveniences

Central air conditioning, high-speed Wi-Fi, an in-unit washer and dryer, private garage with covered carport, and curated beach essentials—including beach chairs, beach towels, umbrella, wagon, and cooler—ensure a seamless and comfortable stay from arrival to departure.

Concierge and Optional Luxury Services

Enhance your Maui experience with personalized concierge-style offerings:

Complimentary mid-stay housekeeping for stays of 10 nights or more
Additional curated services available upon request to tailor your stay
Exclusive Ho‘olei Amenities

Guests enjoy access to Ho‘olei’s private resort-style amenities, including:

Waterfall pool with grotto
Sandy keiki play area
Two jacuzzis
Fitness center
Covered pavilion
Optional poolside massage services

Twenty-four-hour gated security provides an added sense of privacy and reassurance throughout your stay.

Your Gateway to Maui Beaches and Wailea

Beach access is located directly across the street through a neighboring Wailea resort. Guests can also enjoy world-class dining, luxury shopping, championship golf courses, and award-winning spas throughout Wailea, all while returning to the privacy and comfort of their villa. (Resort pool access is not included.)

Ho‘olei Villa Unit 112-5 invites you to experience Maui at its most refined—where elevated design, newly updated interiors, luxury amenities, and exceptional craftsmanship come together to create an unforgettable island retreat.
Registration number 210081190035
Hawaii State Tax ID: 188-260-1984-01

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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Massage

Internet

  • Available in the villa: Free WiFi

Parking and transport

  • Car recommended
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • DVD player
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the sea

Things to do

  • Golf
  • Gym
  • Heated pool
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Unit size: 2,426 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
On-site 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 that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a smoke detector in all accommodation.

Property Registration Number GE-188-260-1984-01, TA-188-260-1984-01, 210081190035

Property is also known as

133

Frequently asked questions

Are there any beaches close to Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool?

Yep, Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool is a short 10-minute walk from Wailea Beach. Fun beach activities include jet skiing, snorkelling and windsurfing. You can also find motor boats.

Does Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool have a pool?

Take your pick from a heated pool, a pool and a communal pool.

What makes Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool a romantic place to stay?

1 hot tub and private balconies help set the scene for a sizzling getaway at Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool.

Is there a private hot tub at Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool?

Yep, there is a hot tub.

Is there a free airport shuttle available at Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool?

No, Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool does not offer an airport shuttle service.

What time are check-in & check-out at Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool?

No, pets are not allowed.

Is there a golf course on site at Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool?

There isn't one on site, but Wailea Blue Golf Course is a short 16-minute walk away.

Summer Deal Luxury Wailea Villa with Ocean View Lanai and Pool Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 32 out of 33 reviews
Rating 8 - Good. 1 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

10/10

Cleanliness

Reviews

Verified review

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 review

10/10 Excellent

Jordan A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Mar 2026
Verified review

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 review

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 review

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 review

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 review

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 review

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 review

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
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 review

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
Verified review

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 review

10/10 Excellent

Verified traveller

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

As advertised

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

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 review

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 review

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 review

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 review

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 review

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 review

8/10 Good

David W.

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

Ho’Olei

Very nice
Stayed 14 nights in Dec 2022
Verified review

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 review

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 review

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