Ho'olei 55-3 gorgeous upscale living!

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

3 bedrooms, iron/ironing board, free WiFi, bed sheets

Overview of Ho'olei 55-3 gorgeous upscale living!

Entire home

Ho'olei 55-3 gorgeous upscale living!

4.8/5 Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 8

Popular amenities

  • Free WiFi
  • Kitchen
  • Air conditioning
  • Washer
  • Dryer
  • Outdoor Space
Kihei, HI

Explore the area

  • Popular LocationShops at Wailea10 min walk
  • Popular LocationUlua Beach18 min walk
  • Popular LocationUlua Beach Park19 min walk
  • AirportKahului, HI (OGG)31 min drive

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!

Kihei villa in Wailea, near Wailea Beach
Voted #1 Resort in Hawaii by Conde Nast Reader’s Choice Awards 2019!

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 Master 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 Master 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.

We have added very detailed cleaning checklists and have also implemented dual disinfecting procedures that include cleaning ALL high-touch surfaces and following up with an EPA registered disinfectant. We have then added a 2nd spray of the EPA disinfectant prior to guest arrival on doorknobs, handles, remotes and switches.

All of our properties have keyless entry for contactless arrival and departure. We are requiring all staff and cleaners to wear masks and gloves.

Hawaii State Tax ID#: 188-260-1984-01
Air-conditioned accommodations at this villa offer DVD players and coffee/tea makers. Rooms open to balconies. Kitchens offer refrigerators, stovetops, microwaves, and cookware/dishes/utensils.

This Kihei villa provides complimentary wireless Internet access. Additionally, rooms include hair dryers and irons/ironing boards.

Recreational amenities at the villa include a spa tub.

The recreational activities listed below are available either on site or nearby; fees may apply.

Property manager

Coldwell Banker Island Vacations
Speaks English

Property amenities


  • Near the beach


  • Shared/communal pool
  • Spa tub


  • Free WiFi

Parking and transportation

  • Onsite parking options include a garage


  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Toaster
  • Ice maker
  • Cookware/dishes/utensils


  • 3 bedrooms
  • Bed sheets provided


  • 4 bathrooms
  • Towels provided
  • Hair dryer


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

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden


  • Washing machine and dryer
  • Near laundromat


  • Air conditioning
  • Heating


  • No pets allowed


  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital

Things to do

  • Fitness facilities nearby
  • Golfing on site
  • Tennis on site
  • Cycling nearby
  • Whale watching nearby
  • Jet skiing nearby
  • Surfing/boogie boarding nearby
  • Snorkeling nearby
  • Windsurfing nearby
  • Fishing nearby
  • Hiking nearby
  • Scuba diving nearby


  • Sleeps 8


  • Basketball
  • Beach access
  • Cycling
  • Fishing
  • Fitness center access
  • Golfing
  • Hiking/biking trails
  • Horse riding
  • Jet skiing
  • Marina
  • Mountain biking
  • Mountain climbing
  • Sailing
  • Scuba diving
  • Snorkeling
  • Surfing/boogie boarding
  • Swimming
  • Whale watching
  • Windsurfing

Similar properties

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Check-in time starts at 4:00 PM


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 not 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
Onsite parties or group events are strictly prohibited
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
Property Registration Number 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

About this area


Located near the beach, this villa is in Wailea, a neighborhood in Kihei. The area's natural beauty can be seen at Wailea Beach and Kamaole Beach Park 3. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby.

What's nearby

  • Shops at Wailea - 10 min walk
  • Wailea Blue Golf Course - 16 min walk
  • Ulua Beach - 18 min walk
  • Ulua Beach Park - 19 min walk
  • Wailea Beach - 5 min drive

Getting around

  • Kahului Airport (OGG) - 31 min drive


  • Cafe Kula - 3 min walk
  • Ferraro’s Bar e RIstorante - 9 min walk
  • Tommy Bahama's Tropical Cafe - 9 min walk
  • Spago - 10 min walk
  • Bistro Molokini - 12 min walk

Frequently asked questions

Overall score and ratings



Rating 5 - Excellent. 8 out of 10 reviews
5 - Excellent 80%
Rating 4 - Good. 2 out of 10 reviews
4 - Good 20%
Rating 3 - Okay. 0 out of 10 reviews
3 - Okay 0%
Rating 2 - Poor. 0 out of 10 reviews
2 - Poor 0%
Rating 1 - Terrible. 0 out of 10 reviews
1 - Terrible 0%

5/5 Excellent

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.
Stayed 6 nights in Apr 2022

5/5 Excellent

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.
Stayed 4 nights in Mar 2022

5/5 Excellent

The perfect vacation home
The perfect vacation spot for our family of six with adult children. Everything we needed was there for us!
Stayed 4 nights in Jan 2022

5/5 Excellent

Great family Holiday
Lots of space for everyone Clean Quiet Safe amazing amenities
Stayed 11 nights in Dec 2021

4/5 Good

Great location
We really enjoyed our stay here. The townhome was located a few blocks from the beach and a short distance to the pool. Very convenient and nicely furnished.
Stayed 6 nights in Nov 2021