Ho'olei 55-3 gorgeous upscale living!
4.8
Outstanding(50 Reviews)Villa in Wailea
8 guests · 3 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this villa rental
This property is hotel zoned, and not being affected by the recent proposed legislation.
Enjoy your perfect Maui getaway in this spacious and gorgeous Villa. Upscale living in a private gated community, escape and relax at this magnificent two-story Villa.
The upper living area flows seamlessly outdoors onto the spacious covered lanai through stackable sliding glass doors. Enjoy outdoor dining with seating for six and a large outdoor gas grill. The top floor includes a beautifully designed living room that features an open, airy and bright floor plan that flows into the gourmet kitchen. The Chef's kitchen features a gas stove top, top of the line appliances, a large refrigerator with multiple freezer drawers, and is fully stocked with cookware, plateware and glassware.
The Primary Bedroom is located on the lower level and features a King Bed, large ensuite bathroom with soaking tub, walk in shower, dual vanity sinks and a walk in closet! Enjoy your own private ground floor outdoor lanai with lounge chairs. The second Primary Bedroom is also located downstairs with a King Bed and a full ensuite bathroom. The top floor features a guest bedroom with two full size beds and private ensuite bathroom. The main living area also has a half bath making it easy to entertain guests and family!
Additional amenities in the unit include full central AC, a full sized washer and dryer, private garage, covered car port, beach chairs and beach towels to use at the beach or at the property pool!
Ho'olei property features a stunning pool with a waterfall, grotto, sandy beach area for children, and two jacuzzies to enjoy. Feel free to take the beach towels provided in your unit down to the pool to use! There is a fitness center to use next to the pool area, and a covered kitchen pavilion. Poolside massages are also available! This is a gated community with 24 hour security available.
Beach access is located directly across the street through the adjacent resort. You are able to dine at any of the resort's restaurants, as well as set up spa appointments, but please note that pool access at the adjacent resort is not included with your reservation at this Ho'olei villa.
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 number210081190105, TA-188-260-1984-01
Enjoy your perfect Maui getaway in this spacious and gorgeous Villa. Upscale living in a private gated community, escape and relax at this magnificent two-story Villa.
The upper living area flows seamlessly outdoors onto the spacious covered lanai through stackable sliding glass doors. Enjoy outdoor dining with seating for six and a large outdoor gas grill. The top floor includes a beautifully designed living room that features an open, airy and bright floor plan that flows into the gourmet kitchen. The Chef's kitchen features a gas stove top, top of the line appliances, a large refrigerator with multiple freezer drawers, and is fully stocked with cookware, plateware and glassware.
The Primary Bedroom is located on the lower level and features a King Bed, large ensuite bathroom with soaking tub, walk in shower, dual vanity sinks and a walk in closet! Enjoy your own private ground floor outdoor lanai with lounge chairs. The second Primary Bedroom is also located downstairs with a King Bed and a full ensuite bathroom. The top floor features a guest bedroom with two full size beds and private ensuite bathroom. The main living area also has a half bath making it easy to entertain guests and family!
Additional amenities in the unit include full central AC, a full sized washer and dryer, private garage, covered car port, beach chairs and beach towels to use at the beach or at the property pool!
Ho'olei property features a stunning pool with a waterfall, grotto, sandy beach area for children, and two jacuzzies to enjoy. Feel free to take the beach towels provided in your unit down to the pool to use! There is a fitness center to use next to the pool area, and a covered kitchen pavilion. Poolside massages are also available! This is a gated community with 24 hour security available.
Beach access is located directly across the street through the adjacent resort. You are able to dine at any of the resort's restaurants, as well as set up spa appointments, but please note that pool access at the adjacent resort is not included with your reservation at this Ho'olei villa.
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 number210081190105, TA-188-260-1984-01
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
4.8
Outstanding(50 Reviews)4.8
Clean, beautiful area and property. Highly recommended. Easy access to public beach.
4.8
We enjoyed our stay. The rental
had everything we could need to enjoy a beach or pool day. Staff was helpful and responsive. Would definitely book again.
4.8
The property is beautiful, well laid out, and in a great location (steps from the pool and to the main entrance which goes to the beach). The kitchen is fully stocked and the indoor-outdoor living spaces are lovely.
Our young kids really loved the pool, complete with very shallow areas and even waterfalls. Wailea beach is a short walk away through the resort.
Highly recommended!
4.8
This villa has everything stocked, beautiful facilities, great location, and the lay out of the villa is perfect We had a flawless stay
4.8
We loved our stay at this Villa and could not have asked for anything more. The Property Manager(s) are very communicative, attentive and easy to work with. The Villa was clean, beautiful and spacious. Everything we could have possibly needed was in the Villa. The pool on the property was beautiful and a great place to relax. The walk to the beach, shops and restaurants was no problem.
4.8
We had a great stay. The unit was luxurious, clean, quiet, and comfortable. Highlights were the lanai, the kitchen, and the pool area. It's easily walkable to the Grand Wailea and Four Seasons.
4.8
There was plenty of room for us, two adult sons and their spouses. Small touches made all the difference--snack basket in kitchen, water bottles, utensils and supplies more than adequate. Convenient to the beach, the Wailea Grand Resort, shops at Wailea, while still peaceful and secluded. Would definitely stay again.
4.8
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:
Beautiful house, great space, nice part of Maui
4.8
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 home is beautiful. Absolutely everything you could want. It is clean and modern. Pool is amazing and the beach is a 5 minute walk away. We drove to all parts of the island and we’re always happy to get back to the home. We asked for a late checkout and they could accommodate an extra couple hours. We stayed the rest of the afternoon in the pool and took showers in the pool house before we left.
4.8
Everything was fantastic. The week was amazing and went by much too fast. CB was very prompt and helpful
4.8
We loved the house and the location was great within Wailea. Everything was modern and worked great. Pro tip- the beach in front of Four Seasons has better water than in front of the Grand Wailea!
4.8
We recently had the pleasure of staying at a condo in Wailea, Maui over the Easter weekend and it was absolutely fantastic!
The condo itself was spacious, well-equipped, and beautifully furnished. It had everything we needed to make our stay comfortable and enjoyable, from the fully-equipped kitchen to the comfortable beds and great views.
The location was ideal, with easy access to the beach and plenty of shops and restaurants nearby. We loved taking long walks along the beach and exploring the local area.
Overall, we highly recommend this condo for anyone looking for a relaxing and enjoyable stay in Wailea, Maui. It's the perfect place to unwind, soak up the sun, and enjoy all that the island has to offer. We can't wait to come back!
4.8
The property was stunning and it felt very safe and clean (even for my germaphobic parents, they loved everything there). We had everything we needed for our stay and it was easy to contact someone if we had any problems or questions. You can see the sunset from the lanai which was amazing and the pool was also very nice too. My only regret is I wish we could have stayed longer. I would book this place again in a heart beat.
4.8
Clean, welcoming, lots of space. Property manager was very helpful.
4.8
We've been coming to Ho'olei for many years and have stayed in several units and this one was great. Clean, well decorated, little extras like snacks upon arrival and Saran Wrap in the cupboard make for an easy stay. Although not a "view" unit there is a little peekaboo view of the ocean as seen in the pics which was nice. Ho'lei itself is in a great location and has a nice pool and clubhouse area. Overall great stay :)
4.8
Absolutely beautiful spacious property with the perfect location. I can not say enough nice things about our experience!
Felicity, the property manage provided exceptional customer service throughout our stay. She is truly best in class.
We are already planning to go back next year!
4.8
The villa was beautiful and in a wonderful location- our family had plenty of space and we loved the unit. We would stay here again! Additionally, our property manager Felicity was very responsive and super helpful!
4.8
What a beautiful place in a great location! You can walk to stores, restaurants and the beach. The pool area is magical. The property manager made it so easy to check in and out. The linens and towels were decent quality. Thank you so much for making our stay special. We hope to come back again. The Reids
4.8
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:
Walking distance to everything including beaches, restaurants, food and shopping. We ate at Humu Humu at Grand Wailea, KO at The Fairmont and brunch at The Four Seasons. Wailea Beach was good for both swimming and snorkeling. Chang's Beach had the most turtle sightings of any beach. Property and condo are both very nice. Pool has very cool waterfall, LED lighting at night and two hot tubs. We were the only ones at the pool a couple times which made it seem like it was all ours. Hit Costco on the way to the condo to save a few bucks. We alternated cooking at the condo one night, and splurging at the restaurants the next to save a little. Can't wait to come back.
4.8
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 as always! We love staying at Ho'olei. Accommodations are top notch! This unit didn't have much of a view, but we knew that going into it, so it was no worries for us.
4.8
Property as promised Mgmt very good
4.8
All accommodations were first rate and 5 star. We'd stay here again for sure.
4.8
Such a beautiful stay with easy access to everything we needed to see during our Hawaii vacation. Booking for next year already.
4.8
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:
Resort was great except for the pools which were too small and way too shallow to actually swim.
4.8
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:
If I ever return to Hawaii, I would come back to this exact rental!! It’s spacious, beautiful, a short walk to the beach, in a gorgeous and convenient area, and management was so kind and accommodating. 10/10 Absolutely would recommend!
4.8
The property was just as advertised. Beautiful, clean, and well equipped. It has a great location -pool and nearby beach are great. Property management was helpful. There were plenty of beach essentials and toys as well. We had some trouble with the outdoor grill which they came to assist with right away. I think the house should be more comfortably listed to sleep no more than six people and could used a few extra blankets as well.
4.8
The property is absolutely stunning. We had so much fun at the pool. Just a quick walk across the street was the nicest beach. The property management also was very responsive if we had any concerns or questions.
4.8
The property is located in a beautiful area and the gated community is very elegant with all the amenities that you need on vacation.
4.8
This condo was perfect for our group - 5 adults and 1 child. The layout allowed everyone to have some space to themselves but also gather in the common areas for catching up and hanging out. The condo was perfectly appointed and spotless. Communication with the property management team was easy. Only wish is that they would provide a reasonable option to extend the checkout time. We asked for 1-2 hours extra and it was going to be over $1000 to accommodate. A similar property recently let me do this for $25 so it was a big difference.
4.8
Gorgeous Place
Our visit was absolutely perfect. We were traveling for my brother’s wedding and needed a space for myself, my husband, my baby and my parents. It was absolutely perfect. We had plenty of space with easy access to everything. My dad needs help getting around and the elevator made everything easier. Morning coffee on the patio was my favorite 🥰
4.8
Fantastic Condo!
We loved staying at this property.
There were six of us, ranging from age 18-60. This condo was perfect for a group that size. It is large, well-appointed and just gorgeous.
The pool and the grounds are fantastic. It is a short walk across the main street to the beach. The beach is beautiful and has a great walking path.
We loved the location is Wailea. We had a great experience and highly recommend this unit. We would not hesitate to stay here again.
4.8
Recent trip to Maui
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:
It was a wonderful stay because of the wonderful rental we had.
4.8
The condo was amazing! We had a couple maintenance issues but they were resolved within 24 hours! It truly felt like home with all the amenities provided! Beautiful views and great pool!
4.8
Beautiful
The condo was amazing! We had a couple maintenance issues but they were resolved within 24 hours! It truly felt like home with all the amenities provided! Beautiful views and great pool!
4.8
Amazing Stay
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:
Our stay exceeded our expectations in every way. The unit seemed larger than in the pictures, beautiful decor throughout, massive balcony with a nice view, clean, bright and equipped with everything you can imagine. We loved the easy 1 minute stroll to the pool and that is was open till 10:00 pm. The location in Wailea is perfect with a 10 min. walk down to the beach (they provide chairs, umbrella's & towels in the unit) as well an easy walk to the Shops at Wailea for restaurants. We hope to return next year.. Our family loved our stay.. thank you!
4.8
Amazing Stay!
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 had such a great stay here! We were here with another family and the space was perfect. Two large en-suite bedrooms for the adults and a 3rd room with two double beds for the kids worked out great . Lots of common area and kitchen to spread out. Everything was so clean and they provided all the towels , beach chairs , coolers , beach toys etc. This unit was one of the closest you could get to the pool and entrance to walk across the street to the beach access. Easy communication with the property management as well!
4.8
Well-located, well-stocked, clean condo with relaxing indoor / outdoor space. Walking distance to high-end hotels, restaurants and shops. Truly a hard-to-beat residence-- can't wait to come back.
4.8
We had a fantastic stay at the Hoo'lei Villa in Wailea. We absolutely loved the property and its location. The pool was great and the villa had so much space for our family of 5. We would totally recommend it to anyone.
4.8
Paradise in Wailea
We had a fantastic stay at the Hoo'lei Villa in Wailea. We absolutely loved the property and its location. The pool was great and the villa had so much space for our family of 5. We would totally recommend it to anyone.
4.8
Perfect condo, perfect location in Wailea
Well-located, well-stocked, clean condo with relaxing indoor / outdoor space. Walking distance to high-end hotels, restaurants and shops. Truly a hard-to-beat residence-- can't wait to come back.
FAQs
How much does this villa cost compared to others in Wailea?
The average price for a rental in Wailea is $482 per night. This rental is $1,565 above the average.
Is parking included with this villa?
Yes, parking is listed as an amenity at Ho'olei 55-3 gorgeous upscale living!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this villa?
Yes, a swimming pool is available for use at Ho'olei 55-3 gorgeous upscale living!. Enjoy the water!
Is Ho'olei 55-3 gorgeous upscale living! pet friendly?
Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Ho'olei 55-3 gorgeous upscale living!?
We found 11 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
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