Hoolei Residences 23-3 3BD Wailea Villa w/ Luxury Interiors, Ocean Views & Pool

Kihei, Hawaii
$1529 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 3

Bath

Home Condo

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

Ho'olei 23-3 Breathtaking Full Ocean View Wailea Luxury Vacation Rental Residence Perfect for Family and Group Travel

Welcome to your Maui Retreat: Ho'olei Residence 23-3 (L3), is a show-stopping 3-bedroom, 3.5-bath villa set within Wailea's coveted, gated Ho'olei enclave on Maui's sun-kissed south shore. Spanning 2,700 sq ft of indoor living and an additional 700 sq ft of covered lanais, this two-level retreat (with private elevator) pairs unobstructed panoramic ocean views—Kaho'olawe to West Maui—with high-end Bassman Blaine furnishings, and exclusive access to resort privileges just a stroll from Wailea Beach.

Complimentary Activities, Every Day of Your Stay

Every reservation with Maui Paradise Properties includes one free ticket per activity, each day to some of our favorite Maui experiences—plus unbeatable savings on other local favorites!
This exclusive benefit is offered in partnership with Xplorie, giving you an easy way to add adventure, relaxation, and local flavor to your stay.

*Limit one free ticket per activity, per day, per reservation. Additional tickets available for purchase. Activities offered may vary by home or condo. Activity offer available for stays up to 35 nights.

Condo Highlights
•3 Bedrooms, 3.5 Bathrooms, Sleeps 6 Guests
•Central air conditioning throughout
•Commanding Ocean & Three-Island Views – Soak in sweeping scenes of Kaho'olawe, Lana'i, and Molokini by day; fiery sunsets and winter whale breaches by dusk.
•A private elevator and wide interior staircase ensure seamless connection between floors
•King bed featured in the primary suite (Ground Level)
•King bed featured in the secondary suite (Ground Level)
•King bed featured in the third suite (Upper Level)
•Ceiling fans throughout
•Smart TVs in living room & bedrooms
•Gourmet Show Kitchen – Dual Sub-Zero fridges, Wolf appliances, Italian cherry cabinetry, and granite counters invite culinary creativity.
•Interior dining table seating for 6
•Bar seating for 4
•Outdoor dining table seating for 6 on lanai for al-fresco meals
•Comfortable outdoor furniture set with seating for 6 on the upper level lanai
•2 Chaise sun loungers and plush bistro table seating for 2 on the lower level lanai
•Washer & Dryer in-villa

During your stay at your Ho'olei Residence, you'll enjoy full access to the community's resort-style amenities, including a tropical pool with waterfall, multiple outdoor spas, locker rooms with sauna, a luxury covered outdoor kitchen with BBQs, and a well-equipped fitness center.
Please note that this residence does not include access to the Grand Wailea Resort's pools, waterfalls, or spa facilities. Guests are, however, welcome to explore the resort's public areas, including its restaurants, curated art displays, and the scenic Wailea Beach Path.

Resort Features
•Gated luxury residence community in Wailea — seamless blend of villa comfort and resort amenities
•Elevator access, secure gated entry, covered parking garage (one car + extra stall)
•Lagoon-style pool with waterfall grotto & sand-entry (child-friendly)
•Two hot tubs
•Fitness center & sauna
•Poolside BBQ pavilions
•Steps or short stroll to Wailea Beach access and The Shops at Wailea

Local Area
•Close to Wailea's sandy beaches including Ulua Bay for snorkeling and Polo Beach for calm swimming
•Near The Shops at Wailea for boutiques, dining, and family-friendly spots like Lappert's Ice Cream
•Easy access to Wailea's Blue, Gold, and Emerald Golf Courses and scenic beach paths

The Maui Paradise Properties Difference
•Locally Owned & Operated: Nearly 500 handpicked vacation homes across Maui, managed by our on-island team.
•Personalized, 24/7 Guest Support: Real people, real help—before, during, and after your stay.
•Professionally Managed & Safety-Focused: Licensed, responsive, and committed to guest well-being.
•Best Rate Guarantee: Book direct for our lowest prices and exclusive local perks.
•Free Daily Island Activities: Enjoy exclusive access to complimentary activities and local experiences during your stay.

Maui Compliance Details
GE: TA-067-130-7776-01
TA: TA-067-130-7776-01
TMK: 210081190069

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Humane Treatment Of Captive Wild Animals Local Artist Showcase Locally-owned & Organized Tours & Activities Unit Size: 2619 Sq Ft (243 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill
  • POOL/SPA

    Hot Tub Shared/communal Pool
  • BATHROOMS

    3.5 Bathrooms Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Ecotours Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Horse Riding Nearby Power Boating Nearby Snorkeling Nearby Surfing/body Boarding Nearby Wildlife And Game Walks Nearby Windsurfing Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Change Of Bedsheets (on Request) Change Of Towels (on Request) Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • John S.

    Submitted Jan 17, 2026

    Stayed Dec 14, 2025

    The unit was spacious and

  • lisa l.

    Submitted Jan 6, 2026

    Stayed Dec 23, 2025

    Easy check in. Clear instructions

  • Annie G.

    Submitted Dec 14, 2025

    Stayed Dec 8, 2025

    Villa and property are spacious, well appointed and the view is stunning!!! Def could use extra blankets cause air conditioning works well!!! Called to have maintenance look at washing machine but they never came and was a lil difficult to get that fixed. Management needs to be more detailed on that part for this kind of rental in my opinion. Beach towels, bathing suits etc and clothes need to be washed. Property is great location! Pool was stunning and spotless … loved that it’s gated and had a garage too! We’d stay again!

  • Jim M.

    Submitted Sep 8, 2025

    Stayed Aug 31, 2025

    Place was clean, well stocked with cooking utensils, dishes etc. Great views, all appliances worked well. For the two times we reached out for assistance the property mgt team could improve on both timing and follow thru…but overall a very nice place to stay.

  • Sheila S.

    Submitted Aug 30, 2025

    Stayed Aug 24, 2025

    We really enjoyed our stay. The location and neighborhood were lovely, and the pool area was especially nice—well-maintained and a highlight of the property. The home itself was clean and comfortable, though the carpet in the downstairs master could use a deep clean.One drawback was communication. We never received responses from the property manager to our questions and ended up finding answers through neighbors instead.Overall, a pleasant stay in a great setting, but clearer communication and a refresh on the carpet would make the experience even better.

  • Allison D.

    Submitted Jun 23, 2025

    Stayed Jun 15, 2025

    This property is beautiful and has such scenic views of the sunsets in particular. The residence was spacious and perfectly decorated and stocked. The only caveat I would make is that the beach was a bit further away than I believe was listed in the details (I’d say more like 15 mins than 7 mins if you’re in flip flops and carrying chairs, etc.). Not a significant issue just something to be aware of. Overall, we loved the property and our stay!

  • Christina H.

    Submitted Apr 4, 2025

    Stayed Mar 24, 2025

    What a wonderful property! We have stayed in multiple Ho'olei's throughout the years and this one was by far the best. The check in and check out process was easy and the communications were great. The unit was stocked with amenities and the location was perfect. What a view! Thank you for making our family vacation one to remember(in a great way) I highly recommend!

  • Eric G.

    Submitted Dec 25, 2024

    Stayed Dec 14, 2024

    Beautiful home. Great host.

  • Matt S.

    Submitted Aug 27, 2024

    Stayed Aug 11, 2024

    This place had all of the luxury, view, privacy, and convenience staying in Wailea, and this is our 5th time in Maui. Will definitely be coming back in the future.

  • Matthew R.

    Submitted Aug 27, 2024

    Stayed Aug 3, 2024

    Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Generally, it was good, and as expected for what we paid. Drawbacks include 2x we had the upstairs A/C unit stop working during 65%+ humidity and 80+ degree days, and that was frankly unacceptable considering the price we paid to stay in a luxury rental condo. Property maintenance team responded within 24 hours from notification of the first outage (day 2 of the stay) and did not respond on the last day of our stay. We did have another incident unrelated that they called in a plumber to remedy and that was a timely resolution. Overall the stay was good.

  • Brian S.

    Submitted Jul 12, 2024

    Stayed Jul 3, 2024

    Excellent overall experience, Great location. Great view. All of the comforts to make our vacation an extremely positive experience. Everything was thought out well by our host.

  • Jennifer P.

    Submitted May 29, 2024

    Stayed May 1, 2024

    This property was perfect for our vacation. Beautifully decorated and close to everything we wanted to do. We will definitely be back!!!

Your dates are Available!

Total

Includes taxes and fees
$1,529+
View details