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Ho'olei 55-3 gorgeous upscale living!

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your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Ho'olei 55-3 gorgeous upscale living!

Pool
Outdoor dining
Aerial view
TV, DVD player, stereo
Fridge, microwave, oven, stovetop

Reviews

9.8 out of 10

Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 8225 sq m

Popular amenities

  • Hot tub
    Hot tub
  • Parking available
    Parking available
  • Washer
    Washer
  • Gym
    Gym
  • Outdoor space
    Outdoor space
  • Barbecue grill
    Barbecue grill

Explore the area

Map
Kihei, Hawaii
  • Shops at Wailea
    7 min walk
  • Wailea Beach
    9 min walk
  • Wailea Blue Golf Course
    16 min walk
  • Kahului, HI (OGG)
    31 min drive

Room options

About this property

Entire place

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

Ho'olei 55-3 gorgeous upscale living!

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
During your stay at this villa, you're just a quick walk from Wailea Beach. You'll find features such as a gym and 1 hot tub. Free WiFi and a kitchen are available in the villa.
  • Air-conditioned villa with kitchen, washing machine and 3.5 bathrooms
  • Free Wi-Fi (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
  • On-site recreation includes tennis courts, a gym and a playground
  • Within a 10-minute walk of Wailea Beach and Shops at Wailea
Ho'olei 55-3 gorgeous upscale living! offers its guests Access to hot tub and a fitness centre.

This Kihei villa is smoke free.

Property manager

Coldwell Banker Island Vacations

Languages

English

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Massage
  • Spa tub

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
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

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

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Coin laundry
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Gym
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Mountain climbing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Whale watching nearby
  • Windsurfing 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

  • Housekeeping (on request)
  • 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
Minimum check-in age - 25

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

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
Property Registration Number GE-188-260-1984-01, 210081190105, TA-188-260-1984-01

Property is also known as

New Listing! Ho'olei 55 3 gorgeous upscale living!
New Listing! Ho'olei 55-3 Gorgeous Upscale Living! Villa
New Listing! Ho'olei 55-3 Gorgeous Upscale Living! Kihei
New Listing! Ho'olei 55-3 Gorgeous Upscale Living! Villa Kihei
134

Ho'olei 55-3 gorgeous upscale living! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 46 out of 51 reviews" "
Rating 8 - Good. 4 out of 51 reviews" "
Rating 6 - Okay. 0 out of 51 reviews" "
Rating 4 - Poor. 0 out of 51 reviews" "
Rating 2 - Terrible. 1 out of 51 reviews" "

9.8/10

Cleanliness

Reviews

10/10 Excellent

Michael M.

Liked: Cleanliness
Excellent stay
Clean, beautiful area and property. Highly recommended. Easy access to public beach.
Stayed 4 nights in May 2024

10/10 Excellent

Shannon D.

Liked: Cleanliness
Great location & amenities
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.
Stayed 7 nights in Apr 2024

10/10 Excellent

Aren S.

Liked: Cleanliness
Excellent property
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!
Stayed 7 nights in Apr 2024

10/10 Excellent

Heidi S.

Liked: Cleanliness
All the amenities 5 star stay
This villa has everything stocked, beautiful facilities, great location, and the lay out of the villa is perfect We had a flawless stay
Stayed 8 nights in Mar 2024

10/10 Excellent

Katie S.

Liked: Cleanliness
Great Villa!
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.
Stayed 5 nights in Mar 2024

10/10 Excellent

Dan H.

Liked: Cleanliness
Beautiful property in a great location
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.
Stayed 9 nights in Feb 2024

10/10 Excellent

cinda c.

Liked: Cleanliness
Relaxing Winter Getaway
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.
Stayed 9 nights in Jan 2024

10/10 Excellent

Henry

Stayed 5 nights in Jul 2023

10/10 Excellent

Tanya H.

Liked: Cleanliness
A perfect week
Everything was fantastic. The week was amazing and went by much too fast. CB was very prompt and helpful
Stayed 7 nights in Apr 2023

10/10 Excellent

Melissa C.

Liked: Cleanliness
Great time!
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!
Stayed 8 nights in Apr 2023

10/10 Excellent

Roberto R.

Liked: Cleanliness
Wonderful condo in Wailea
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!
Stayed 5 nights in Apr 2023

10/10 Excellent

Cindy K., Canada

Liked: Cleanliness
Amazing family vacation
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.
Stayed 4 nights in Mar 2023

10/10 Excellent

Leah S.

Liked: Cleanliness
Great unit in wonderful Ho'olei
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 :)
Stayed 8 nights in Feb 2023

10/10 Excellent

RYan A., Bellingham, Wa

Liked: Cleanliness
Great place
Clean, welcoming, lots of space. Property manager was very helpful.
Stayed 7 nights in Feb 2023

10/10 Excellent

Wendy W.

Liked: Cleanliness
Birthday Bliss
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!
Stayed 6 nights in Feb 2023

10/10 Excellent

Brian R.

Liked: Cleanliness
Heavenly Hawaii
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
Stayed 8 nights in Jan 2023

10/10 Excellent

Anastasia D.

Liked: Cleanliness
Beautiful Ho'olei 55-3
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!
Stayed 7 nights in Jan 2023

2/10 Terrible

mike k.

Disliked: Cleanliness
Well appointed spacious condo I wailea.
Property as promised Mgmt very good
Stayed 9 nights in Oct 2022

10/10 Excellent

Marc L.

Liked: Cleanliness
Awesome facility
All accommodations were first rate and 5 star. We'd stay here again for sure.
Stayed 7 nights in Oct 2022

10/10 Excellent

Andy A.

Liked: Cleanliness
Best Vacation Ever!
Such a beautiful stay with easy access to everything we needed to see during our Hawaii vacation. Booking for next year already.
Stayed 5 nights in Oct 2022

10/10 Excellent

Danielle A., Sebastopol CA

Liked: Cleanliness
Lovely property
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.
Stayed 4 nights in Sep 2022

10/10 Excellent

Christiane A., Rocklin, CA

Liked: Cleanliness
So Beautiful
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.
Stayed 7 nights in Aug 2022

10/10 Excellent

Jenny C., Atlanta, GA

Liked: Cleanliness
Beautiful house & community
The property is located in a beautiful area and the gated community is very elegant with all the amenities that you need on vacation.
Stayed 4 nights in Aug 2022

10/10 Excellent

Lisa T.

Liked: Cleanliness
Stunning property! Works great for group of 6-8.
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.
Stayed 5 nights in Jul 2022

10/10 Excellent

Alise L.

Liked: Cleanliness
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 🥰
Stayed 6 nights in Jul 2022