Ho'olei 55-3

Wailea

3 Bedrooms 3.5 Bathrooms 8 Sleeps 2426 sq. ft.

Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free!

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 carport, 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 decor that are different than in the original pictures. The functionality, available seating, and sleeping space will remain the same or may improve.

Hawaii State Tax ID#: 188-260-1984-01

Rooms

Primary Bedroom

1 King

Guest Bedroom

1 King

Guest Bedroom

2 Double

Amenities

Essentials

  • Air Conditioning
  • Dryer
  • Garage
  • Living Room
  • Parking
  • Iron & Ironing Board
  • Kitchen
  • Private Entrance
  • Shampoo
  • Washer
  • Linens
  • Washer & Dryer
  • Bed Linens
  • Hair Dryer
  • Wifi
  • Towels
  • Hot Water
  • Wireless Internet
  • Free wifi
  • Cable
  • Heating
  • Wifi speed 100mbps

Kitchen

  • Cooking Basics
  • Dishes & Silverware
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Stove
  • Blender
  • Cookware
  • Garbage Disposal
  • Utensils
  • Ice Maker
  • Coffee Maker
  • Coffee Grinder
  • Rice Cooker
  • Tea Kettle

Facility

  • Free Parking
  • Gym/Fitness Room
  • Jacuzzi
  • Pool

Outdoor

  • Patio or Balcony
  • Balcony
  • Gas Grill
  • BBQ Area
  • Deck Patio Uncovered
  • Lanai Gazebo Covered
  • Tennis
  • Golf
  • Tennis
  • Fenced Pool
  • Fenced Yard
  • Outdoor
  • Deck
  • Outdoor Grill

Pool

  • Communal Pool
  • Hot Tub

Accomodations

  • Ceiling Fan
  • Dining Area
  • Dining Room
  • Safe
  • Tub/shower combination
  • Luxury
  • Cleaning: Optional
  • Other: Massage
  • Pets Not Allowed

Location

  • Wailea
  • Near Ocean
  • Ocean View
  • Beach

Car

  • Recommended

Special

  • Beach Chair
  • Beach Towels

Family

  • Babysitter Recommendations
  • Bathtub
  • Children Welcome

Entertainment

  • DVD Player
  • Satellite or Cable
  • Stereo
  • Television
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Reviews

4.9
(26 Reviews)
Write A Review
September 4, 2024

First class vacation!

by Charles D.

This was a first class vacation! The Villa was beautiful, spacious and very clean. The kitchen was very well equipped and the patio and outdoor grill area was spotless! There was a small leak in the kitchen sink when we arrived, but the management alerted us to it and had a plumber there the next morning. It did not interfere with our vacation at all. There was plenty of room in the garage and we were able to park a large Jeep Wagoneer without a problem. The beach chairs, beach umbrellas and coolers in the garage were all in great condition. The beach was only about a 5 to 10 minute walk through the Grand Wailea Resort and was absolutely beautiful. There truly was not a single problem with our stay! We absolutely loved this vacation and definitely do it again!
July 29, 2024

Highly recommend

by Erin P.

We had a wonderful time at the Ho'olei at Grand Wailea. The unit was lovely...perfect for the six of us (including 2 children). The unit is a short walk to the pool and the beach. The CB Island Vacation team was very welcoming and responsive. I especially loved the little touches from the luxury team that welcomed us. I would highly recommend this unit for any family looking for a place to stay on Maui.
July 21, 2024

Wonderful Stay

This unit was a wonderful place to stay for our group of 6, including two children. It was spacious, clean, and comfortable. The unit is located close to the pool and is a short walk to the beach . CB Island Vacations was very welcoming and responsive during our stay. I would recommend this unit to anyone planning to visit Maui.
July 6, 2024

Spotless

by Omolara P.

The property was as advertised. Private, spotless, peaceful, close to beach and restaurants.
June 5, 2024

Great for families

by Jean L.

Beautiful place great for families. Great kitchen amenities so you can cook anything you pick up. If you’re lucky enough a drone show from the resort across the street will be available for you to watch!
May 14, 2024

Highly recommended

by Michael M.

Clean, beautiful area and property. Highly recommended. Easy access to public beach.
July 25, 2023

Great Maui VRBO

Beautiful house, great space, nice part of Maui
June 1, 2023

Perfect place to spend some time!

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.
April 24, 2023

The best week!

by Melissa S.

We loved it! The condo was beautiful with all the amenities you could need. The beach supplies were an added bonus. It was perfect for a family traveling and the host was a great communicator. We appreciated the baby gate so our little ones were safe 🙂

Also, pro tip - the beach in front of the Four Seasons has better sand than in front of the Grand Wailea!
Aloha Melissa, Thank you for booking with CB Island Vacations and sharing your lovely experience! We're thrilled you found the condo beautiful, well-equipped, and perfect for your family. It's great to know our host provided excellent communication. We appreciate your beach tip and hope to welcome you back soon!
February 25, 2023

Birthday Bliss

by Wendy W.

Outstanding!! The pictures don’t do this villa justice. We are already planning to come back. Felicity, the property manager provided amazing customer service and was very accommodating. I’m missing Maui already.

Aloha Wendy, Thank you so much for your kind words. We will be sure to share the back with the team. It was a pleasure hosting you and we hope to get to do it again soon. Mahalo for booking with CB Island Vacation.
December 11, 2022

Amazing stay and property right across the street from everything

by Shon B.

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.
November 21, 2022

Regulars who LOVE everything about Ho'olei.

by Jan M.

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.
November 21, 2022

Regulars who LOVE everything about Ho'olei.

by Jan J.

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.
October 13, 2022

Almost everything perfect!

by Guylaine G.

Resort was great except for the pools which were too small and way too shallow to actually swim.
October 10, 2022

Absolutely perfect place to stay!!

by Ab

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!
August 3, 2022

Stunning property - perfect for a group of 6-8!

by Lisa T.

Perfect space for our group - 5 adults and 1 child. The layout allowed for everyone to have some space for themselves but also to gather in the common areas for catching up and fun. Very well appointed. We would absolutely return to this unit.
June 30, 2022

Recent trip to Maui

It was a wonderful stay because of the wonderful rental we had.
April 29, 2022

Amazing Stay

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!
April 22, 2022

Amazing Stay!

by nicole j.

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!
February 1, 2022

Home Away from Home

Beautiful well appointed unit. Kitchen very well equipped. Management team quickly responded to inquiries or concerns. Pool perfect for families with young children. Having a closed garage very helpful. This may well be our yearly vacation rental while in Maui.
Aloha! Thank you for your review of our Ho'olei Villa 55-3 over in Wailea on Maui. We are thrilled you has a great time the unit and enjoyed the furnishings along with the amenities provided in the unit. Thank you for complementing our Guest Relations Team! Our office goes above and beyond to make sure our guests experience the best here on Maui! We look forward to booking your next vacation here with us in the very near future!Mahalo!
January 11, 2022

Easy, but nothing special

Nice spacious place. No view to speak of. Water heater conked out and then gas was off for a day while they fixed (so no hot water for two days, no cooking for one).
Aloha and thank you for your review! we're sorry the water heater stopped working during your stay, but allowing our maintenance team to service right away and get the parts needed to make it functional. We hope to welcome you again soon! Mahalo for choosing CB Island Vacations.
December 31, 2021

Holiday Wailea

by Thomas S.

Very badly needed and met all expectations. Allison at CB island vacations was incrediible! Location is great. Pool is great. All good.
December 31, 2021

Holiday Wailea

Very badly needed and met all expectations. Allison at CB island vacations was incrediible! Location is great. Pool is great. All good.
August 28, 2021

Family Vacation

by Patricia J.

We had a wonderful time. There were seven of us and we all had plenty of space to hang out together or on our own. The kitchen was great and we enjoyed cooking and dinning inside and outside. It was very nice for all of us to have our own bathrooms. Everything was very comfortable. It was also great to have chairs, umbrellas and towels for the beach provided. We all were very happy with our visit and the rental.
July 26, 2021

Paradise

Relaxing, luxury, convenient to pool.
July 7, 2021

Great Vacation Propery

by Lara F.

This property is very well maintained, with beautiful views and location to pool and beeches.
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