Breathtaking views! Ho'olei 39-3! Welcome to Your Own Private Island Haven!
House in Wailea
8 guests · 3 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceOne of the higher cost properties in the area
Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more
About this house rental
This property is hotel zoned, and not being affected by the recent proposed legislation.
Breathtaking Views and Picturesque Sunsets!!! Ho'olei 39-3 offers spacious, upscale living in a private gated community. Escape and relax at this opulent two-story Villa.
As you enter 39-3, be in awe at the impressive art pieces tastefully placed throughout the villa. Be drawn into the gloriously decorated great room and flow seamlessly out to the lanai via the grand push back, floor-to-ceiling sliding doors.
Your private patio is complete with large dining table, chaise loungers and outdoor kitchen with Wolf gas grill and Sub Zero mini fridge. Enjoy the ultimate indoor/outdoor experience and be mesmerized by views of the Pacific. While dining al fresco on the lanai or if enjoying meals at the stately formal dining table, it is hard to miss the captivating Maui sunsets.
The gourmet kitchen is equipped with state-of-the-art brands and every utensil a chef could dream of to prepare a five-star meal. Beautiful cabinetry, stone counters and large breakfast bar with additional seating for six PLUS views of the ocean complete this spectacular kitchen.
Each of the 3 luxurious bedrooms has its own en suite bathroom. The guest room, located on the main level, has two queen beds with sleeping for up to four and has a TV and DVD player.
The two Primary suites are located on the lower level along with the laundry room with full sized washer and dryer. Both suites offer king size beds with plush linens and share the lower level ocean view lanai that is perfect for morning coffee.
The larger Primary suite offers a peaceful spa-like sanctuary with huge soaking tub, separate large stone shower and massive dual vanity. A perfectly serene atmosphere to recharge after a day of adventuring.
Heavenly is the best word to describe the 2nd Primary. With the drapes drawn and sliders open, the room is bright and airy and full of natural light and ocean breezes. The plush four poster canopy bed drapes you in flowy fabrics and has enough pillows to make you feel like you are sleeping in a cloud.
Ho’olei is just moments from Wailea beach, voted one of the top beaches in the world. This amazing beach has numerous activities such as paddle boarding, snorkeling, sea kayaking, swimming, boogie boarding and relaxing on the beautiful shore. During the winter months, Humpback whales can be easily seen from Wailea beach. There is a breathtaking oceanside walking/running trail that spans 1.8 miles one way.
There is ample seating along with a fitness center. Located just moments from dining and shopping at 3 resorts as well as The Shops at Wailea. You may dine at any of the resort restaurants as well as set up spa appointments, but please note that hotel pool access at the adjacent resorts is not included with your reservation. Ho’olei offers a stunning large resort-style pool complete with water falls, a sandy artificial beach for kids and 2 hot tubs. Also provided is 24 hour on-site security and gated access.
While we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.Other things to notePlease note: Upon confirming your reservation, we will request your personal email address. A company specific rental agreement will be emailed to the provided address. Once we have received your completed rental agreement, detailed arrival instructions will be emailed to you one week prior to your stay.Registration number210081190063, TA-041-265-9712-02
Breathtaking Views and Picturesque Sunsets!!! Ho'olei 39-3 offers spacious, upscale living in a private gated community. Escape and relax at this opulent two-story Villa.
As you enter 39-3, be in awe at the impressive art pieces tastefully placed throughout the villa. Be drawn into the gloriously decorated great room and flow seamlessly out to the lanai via the grand push back, floor-to-ceiling sliding doors.
Your private patio is complete with large dining table, chaise loungers and outdoor kitchen with Wolf gas grill and Sub Zero mini fridge. Enjoy the ultimate indoor/outdoor experience and be mesmerized by views of the Pacific. While dining al fresco on the lanai or if enjoying meals at the stately formal dining table, it is hard to miss the captivating Maui sunsets.
The gourmet kitchen is equipped with state-of-the-art brands and every utensil a chef could dream of to prepare a five-star meal. Beautiful cabinetry, stone counters and large breakfast bar with additional seating for six PLUS views of the ocean complete this spectacular kitchen.
Each of the 3 luxurious bedrooms has its own en suite bathroom. The guest room, located on the main level, has two queen beds with sleeping for up to four and has a TV and DVD player.
The two Primary suites are located on the lower level along with the laundry room with full sized washer and dryer. Both suites offer king size beds with plush linens and share the lower level ocean view lanai that is perfect for morning coffee.
The larger Primary suite offers a peaceful spa-like sanctuary with huge soaking tub, separate large stone shower and massive dual vanity. A perfectly serene atmosphere to recharge after a day of adventuring.
Heavenly is the best word to describe the 2nd Primary. With the drapes drawn and sliders open, the room is bright and airy and full of natural light and ocean breezes. The plush four poster canopy bed drapes you in flowy fabrics and has enough pillows to make you feel like you are sleeping in a cloud.
Ho’olei is just moments from Wailea beach, voted one of the top beaches in the world. This amazing beach has numerous activities such as paddle boarding, snorkeling, sea kayaking, swimming, boogie boarding and relaxing on the beautiful shore. During the winter months, Humpback whales can be easily seen from Wailea beach. There is a breathtaking oceanside walking/running trail that spans 1.8 miles one way.
There is ample seating along with a fitness center. Located just moments from dining and shopping at 3 resorts as well as The Shops at Wailea. You may dine at any of the resort restaurants as well as set up spa appointments, but please note that hotel pool access at the adjacent resorts is not included with your reservation. Ho’olei offers a stunning large resort-style pool complete with water falls, a sandy artificial beach for kids and 2 hot tubs. Also provided is 24 hour on-site security and gated access.
While we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.Other things to notePlease note: Upon confirming your reservation, we will request your personal email address. A company specific rental agreement will be emailed to the provided address. Once we have received your completed rental agreement, detailed arrival instructions will be emailed to you one week prior to your stay.Registration number210081190063, TA-041-265-9712-02
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Gym or Fitness Center
Map of Wailea
$$$$
Reviews
10.0
My husband and I took our kids to Hawaii 20 years ago and thought we do it again with their significant others who had never been. We all had a fantastic time making memories of cooking together in the huge kitchen, adventures and family game night and sunsets. We would definitely return here.
10.0
I rented this place for a month for my family and we were not disappointed. Really one of the best places to stay in Ho'olei. The view from the Lanai is incredible and the place comes with 8 beach chairs, 2 umbrellas, and plenty of beach towels great for going to any beach. The pool area in the community is great with a gym and two big jacuzzis and waterfalls. The only thing I would improve is the downstairs bedroom's bathroom's water pressure and shower. The water pressure is too weak and the shower is awkward in my opinion. If the unit is available when I come back for my next trip I will be booking it again.
10.0
Gorgeous villa, beautifully decorated and appointed. View is magnificent, and access to Grand Wailea for beach is very convenient. Property manager was attentive and pleasant throughout our stay. Highly recommend - we’ll be back!
10.0
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:
This was our 2nd Airbnb of the Trip. We had amazing views overlooking the ocean and the Four Seasons hotel. It was a short walk to the beach and we had access to the restaurants and bars at the Four Seasons as well!
10.0
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:
Excellent. It was good to have a representative meet us and show us around when we arrived. It is in a great location and very relaxing.
10.0
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:
Amazing as always! We love staying at Ho'olei and CB island Vacations is the BEST when it comes to our booking and rental needs.
10.0
Property and location perfect.
8.0
Great location and view
May benefit from having more services available
10.0
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:
This was a wonderful location for our family and we had an incredible week at this property.
10.0
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:
Everything about this villa was amazing. Well stocked with all you will need for a great time. Extremely clean, comfortable, and could not ask for anything more. Best view and beautiful sunsets from the lanai.
10.0
Five star experience all around with one of our best vacation rental experiences. Thanks for the memories!
10.0
We took our kids to Hawaii for the first time which was deemed the best vacation ever. This condo was perfect! Perfect location, perfect set-up and allowed us to relax and enjoy a beautiful space with excellent amenities. Communication with the agency was easy and responsive. There were a couple of items that needed to be fixed which were addressed immediately. Our only complaint was getting fresh towels which housekeeping didn't leave with each cleaning in the master bath but we got new ones with request. (just the request shouldn't have to have been made since we paid extra for cleanings during our stay). The condo came with everything we needed during our stay and the washing/drying machines are full size which was nice for cleaning towels every day as we used the ones provided. I would definitely recommend this condo and would stay here again in the future without hesitation!
10.0
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:
This property is amazing. At check-in it was extremely clean and ready when promised. The home is decorated beautifully and has everything you could want for cooking as well as going to the beach. The management team was very responsive and helpful. Amazing sunsets from the lanai.
10.0
Awesome
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:
Great place. Great views. Friendly host.
10.0
Amazing Trip!
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:
Wonderful condo, well taken care of. Tons of space. The view from the outdoor space is absolutely beautiful. Easy walk to the beach & great condo pool. Would definitely recommend!
10.0
Ho’olei 39-3 - May 2022
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:
The condo was perfect for our family of 8. It is beautifully decorated and well equipped. The location in Wailea was very convenient for shopping. Our family would highly recommend this rental.
10.0
Breath taking views! Perfect in every way!
We love this location. It was our second time staying at Ho-olei Resort. The condo was nice and spacious and offered all of the amenities. We love the views and the pool area the best! We will definitely be returning on our next visit.
8.0
Enjoyable Stay
Patio, Living area, Kitchen and downstairs bedrooms all very nice and well equipped.
The main floor bedroom for two adults was quite small, difficult to maneuver into bed and use small chest in bedroom. Chest in closet was extremely difficult to even get to. Closet could also use more hangers.
10.0
Wailea luxury
We really enjoyed our stay, the property wAs immaculate, easy check in and we’ll stocked kitchen made it very easy to entertain. Highly recommend to any larger groups easily sleeps 3 couples with lots of privacy!
10.0
Amazing vacation
We loved our stay at Ho'olei. The condo was perfect. Had everything we needed and even more. The location is perfect. Walking distance to the beach and shops. My family also enjoyed the pool.
10.0
Outstanding view and comfort
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:
Property is amazing... even more beautiful than the photos, especially the view. The furniture is high quality and comfortable. We liked the location within the complex... front and center view, and short walk to the pool/fitness center; longer (but very do-able) walk to the beach and shopping. We cooked in a couple of nights, and the kitchen had all we needed for meal prep. Property managers were professional and accommodating. Would love to stay here again.
8.0
Always a pleasure.
Ho'olei is a fine place to stay in Wailea.
10.0
This is the life
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:
We spent 5 weeks in Ho'olei 39-3 with between 4 and 6 people. Property is amazing and CBI is great to work with and were very responsive when we had (minor) issues.
10.0
Incredible vacation
This property exceeded our expectations in terms of location, view, amenities, and design. Our family consisted of 6 adults (couples) and a 5 year old. Each family had their own room with en-suite bathroom providing personal space. The lanai provided gorgeous panoramic views of the ocean and mountains. Kitchen was large and accommodated everyone while cooking. Every amenity we needed was available. This was by far the top rated vacation rental we’ve had.
10.0
Wonderful villa with amazing views!
What a wonderful place to celebrate our 40th Anniversary with our children and grandchild! The home is beautiful and has gorgeous views from both upstairs and downstairs. The location is a fairly easy walk to the pool and a short drive to many beautiful beaches. It was sparkling clean and well equipped with everything one would need. The management was very responsive to any of our requests. We would definitely stay here again!
10.0
All We Needed and Wanted for Our Family Vacation.
Our family of seven (2 adults, 3 teenagers, 2 smaller kiddos) stayed here for a week and we couldn’t have asked for more. The location isn’t a far walk from the resort style pool which we used almost every day. The ocean and a nice beach is also not a far walk (through the Grand Wailea resort). As far as the condo is concerned, this place may have been too nice :). There’s plenty of space for everyone to stretch out and then some. The dining room area was not used because of the massive lanai. We ate most of our meals outside so we could enjoy the view. The outside grill was also a nice touch. We utilized all the beds that were offered and I didn’t hear any complaints. It was also nice that each bedroom had a full bathroom attached. The kitchen was spacious and had everything we needed. The refrigerator was also large so it should be able to handle your Costco purchases. I had a couple of questions for the property owners and they were very helpful and quick with the answers. I’d definitely stay here again. Highly recommend for families.
10.0
Great place - highly recommend
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was more than happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
In short, this place is great. The check in was easy, there is parking, the unit itself is very nice, modern and immaculately clean. It's a long-ish walk to the beach, or a very short drive. Nice view, albiet looking over other units. No complaints at all.
10.0
Maui splurge
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:
wonderful, spacious property serving as an ideal base for all there is to do in Maui. Easy access to pool and beach. Property is so comfortable and roomy that when out we looked forward to getting back. Only down side is lack of access to Grand Wailea main pool.
5.0
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:wonderful, spacious property serving as an ideal base for all there is to do in Maui. Easy access to pool and beach. Property is so comfortable and roomy that when out we looked forward to getting back. Only down side is lack of access to Grand Wailea main pool.
10.0
What a Wonderful World!
We we’re in town for a wedding at the Grand Wailea. The Ho’olei Villas are the perfect location to everything. The Villa has amazing views!! We enjoyed dinner on the lanai many nights. The home was spotless, tastefully decorated, fully stocked, soft towels, comfy beds and even beach toys for the kiddos. The master bathroom is everything!! Wonderful stay and we can’t wait to visit again! Mahalo!
10.0
Wonderful stay
My family and I had a wonderful stay here! It was a very clean, well appointed home. We had spectacular views and enjoyed cooking on the lanai. Having gym and pool access was also great. Would definitely recommend and hope we get to stay here again!
10.0
Amazing vacation
What an amazing villa... the amenities and staff are top notch. The villas was so beautiful and the view was unbeatable. We loved the pool and the location. The decor was gorgeous.
10.0
Great vacation
We had a fabulous time- great place and so clean! Thank you - we’ll be back!
5.0
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:We loved our stay here. The condo is beautifully decorated and bright with amazing views.
10.0
Beautiful condo with amazing views
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:
We loved our stay here. The condo is beautifully decorated and bright with amazing views.
10.0
Awesome escape from reality
After many months of COVID restrictions 2 weeks at Ho’olei was a perfect end to the year and 39-3 was an awesome experience.
10.0
Review 11/13 - 11-17
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:
Everything is perfect!!! If have to say, an upgrade on TV could make it even better. My friends and I wanted to watch Netflix or YouTube together. But looks like the TV doesn’t have the apps built-in. Other than that, Nothing to complain. I love the location and the view! Would definitely recommend it to my families and friends!
10.0
Home in Maui with a view
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was more than happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The home is well equipped, and comfortable. We like to entertain and enjoyed the kitchen and bar-b-q most nights after a beach day or hike. The close proximity to the beach is a big plus whether you walk or need to a car for extra supplies.
10.0
Great view
Hassle free
FAQs
How much does this house cost compared to others in Wailea?
The average price for a rental in Wailea is $497 per night. This rental is $1,393 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Breathtaking views! Ho'olei 39-3! Welcome to Your Own Private Island Haven!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Breathtaking views! Ho'olei 39-3! Welcome to Your Own Private Island Haven!. Enjoy the water!
Is Breathtaking views! Ho'olei 39-3! Welcome to Your Own Private Island Haven! pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Breathtaking views! Ho'olei 39-3! Welcome to Your Own Private Island Haven!?
We found 11 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
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Pool · Kitchen or Kitchenette · Air conditioner
Experience the best of Wailea with this Villa available for $1,977. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms
Apartment
in Wailea-Makena8 guests · 4 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Wailea, at $2,123 per night for your next great vacation.
$$$$
69-5 Oct 2020 Renovation, All New: Beds, Furniture, Floors, Kitchen Counters
House
in Kihei8 guests · 3 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Experience the best of Wailea with this House available for $1,923. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4
House
in Wailea8 guests · 3 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Top rated
This House in Wailea, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
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I.P.M PRESENTS: VILLA C202 - 2 MIN WALK TO BEACH. FLEXIBLE CANCELATION POLICY
Apartment
in Kihei8 guests · 3 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
Nestled in Wailea, this Apartment is perfect for your next vacation. Enjoy I.P.M PRESENTS: VILLA C202 - 2 MIN WALK TO BEACH. FLEXIBLE CANCELATION POLICY's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Ho'olei 93-3 by Gather: Lux 3BD Villa w/ Pool, Steps from Wailea Beach
Apartment
in Wailea8 guests · 3 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Experience vacation in Wailea with our Apartment, Ho'olei 93-3 by Gather: Lux 3BD Villa w/ Pool, Steps from Wailea Beach. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
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I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Villa
in Kihei10 guests · 4 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
Discover the beauty of Wailea with a stay at I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY, a top rated Villa with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
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Maui Designer Beach Villa, Wailea, Ho'olei 39-2
House
in Kihei8 guests · 3 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Discover the beauty of Wailea with a stay at Maui Designer Beach Villa, Wailea, Ho'olei 39-2, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
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