Maui Designer Beach Villa, Wailea, Ho'olei 39-2

Kihei · Maui · 3 bedrooms · 3 bathrooms · Sleeps 10 · 9.8/10 · 30 reviews

Rental Details

Property Overview

Welcome to Your Pristine Oasis

Indulge in the lap of luxury at this exquisite 3,400-square-foot vacation rental villa (Ho'olei, Maile floor plan). Nestled within the prestigious Ho'olei Community in the enchanting town of Wailea, Maui, this immaculate property promises an unforgettable escape for discerning travelers seeking opulence, privacy, and unparalleled beauty.

An Unbeatable Location in Wailea

Situated in the heart of Wailea, the crown jewel of Maui's resorts, Ho'olei offers unrivaled convenience and natural splendor. Located on the leeward southwestern side of the island, Wailea enjoys a remarkably dry climate, with an average annual rainfall of just 20 inches. This means abundant sunshine and pleasant evenings throughout the year, even during the rainy winter months. Immerse yourself in a tranquil sanctuary where the sun perpetually shines, and warm breezes caress your soul.

Surroundings and Nearby Attractions

Nestled between world-renowned Four Seasons Resort, the Grand Wailea Resort, and the Andaz Resort, Ho'olei enjoys an unrivaled position within this tropical paradise. Within walking distance, you'll discover the upscale boutiques of The Shops at Wailea, the alluring new Wailea Village Center, and an array of top-tier restaurants. Explore the pristine beaches of Wailea, indulge in championship golf courses, embark on breathtaking hiking trails, and discover the underwater wonders through snorkeling or scuba diving. Experience the cultural delights of Maui, from traditional luaus to exploring historic sites.

Ho'olei offers unparalleled proximity to the world-renowned Wailea Beach, consistently ranked among the top beaches worldwide by Condé Nast. Immerse yourself in a coastal paradise where turquoise waters invite you to partake in a myriad of activities. Embark on exhilarating adventures such as paddle-boarding and snorkeling. Indulge in leisurely strolls or invigorating runs along the breathtaking 1.8-mile oceanside trail, where each step offers stunning views that will leave you breathless. Wailea Beach, Maui has been consistently ranked by Conde Nast as one of the best beaches in Hawaii. And best of all, you can walk to the Grand Wailea beach from Ho’olei.

Maui visitors who are more interested in whale watching, celebrity-spotting, glitz and glamour than the rugged and remote, head to the soft golden sands of Wailea beach. This picturesque shore line weaves along the tropical white sand beaches and lava rock outcrops, flanked by the swanky five-star resorts, the Four Seasons Maui at Wailea at its south end and Waldorf Astoria’s Grand Wailea to the north. It’s an excellent spot to watch whales from November through April, and great family beach for surf and sand.

Interior Amenities

Enter a realm of enchantment as you step into this professionally decorated villa, meticulously curated to evoke a sense of comfort and refinement. The expansive living area beckons, guiding you effortlessly toward the private lanai that epitomizes outdoor living at its finest.

Designed with the utmost indulgence in mind, the Maile model floor plan encompasses 3,400 square feet of both indoor and outdoor living space. Every element has been carefully crafted to cater to your desires. The great room offers intimate spaces for conversation, entertainment on the brand-new 83-inch flat-screen TV, and sweeping views of the ocean and sunset.

Bedrooms

Surrender to the allure of the sun-filled master bedroom, where ocean views and a walk-out lanai create a sanctuary of serenity. Unwind in the private garden-yard, which affords captivating ocean vistas. The master bathroom has undergone a complete transformation, boasting a luxury designer bathtub and an accessible shower. Your family and friends will relish the seclusion and privacy of three en-suite bedrooms. Two bedroom en-suites offer spacious bathrooms, one with a walk-out lanai overlooking the ocean and the other graced with mountain views. Each bedroom has a new 2022 65-inch smart tv as well.

Kitchen

Let your culinary aspirations soar in the extra-large kitchen, adorned with dual refrigerators and freezers, sleek granite countertops, and an array of new kitchen accessories, Mr. Coffee and Keurig coffee machines, flatware, silverware, and small appliances. Whether you're preparing a casual meal or a gastronomic masterpiece, this well-appointed kitchen provides everything you need to create culinary delights.

Outdoor Amenities

Immerse yourself in the seamless fusion of indoor and outdoor living as you unwind, sunbathe, or lose yourself in a captivating book on any one of the fully furnished lanais. Let the soft grass beneath your feet beckon you to relax and rejuvenate in the outdoor semi-private backyard, ideal for children to play and explore or for your own outdoor exercise, yoga sessions, and sun-soaked relaxation.

Few homes along the Southwest coast of Maui can boast panoramic vistas of the Pacific Ocean, Molokini, Kaho‘olawe, Lanai, and the West Maui Mountains. Perched on the third tier of the Ho'olei community, enjoy crystal blue skies, tropical ocean clouds, and breathtaking sunsets from your private lanai. Let the gentle caress of the tropical sunset light warm your spirit as you gather with loved ones around the state-of-the-art barbecue on your covered second-level lanai.

Extras

Every detail has been taken to ensure your utmost comfort. The home is fully stocked with all the linens, towels, and sundries you need to feel at home. Embrace the beach-ready lifestyle with eight Tommy Bahama beach chairs, four beach umbrellas, an off-road rolling cooler, eight beach towels, six gym towels, and an off-road beach wagon at your disposal. The home offers a private one-car garage and one dedicated outdoor covered parking stall. Rest assured that the Ho'olei community remains a private enclave, guarded by a gate to prevent public access.

Ho'olei's Amenities

Discover an oasis of leisure within the Ho'olei community, where a five-star pool beckons, surrounded by lush tropical landscapes. Delight in the cascading nineteen-foot waterfall and find solace in the swim-in-grotto. Soothe your senses in one of the two blissful whirlpools. Unwind further in the separate men's and women's saunas and enjoy the convenience of beautifully appointed locker rooms with showers. Ho'olei also has a very well appointed fitness room with Peloton bikes and new gym equipment.

Our homes are not affiliated with the Grand Wailea Hotel pools across the street, however, Ho’olei has a less crowded, five-star pool surrounded by tropical landscapes, with a baby beach, nineteen-foot waterfall, swim-in-grotto, two whirlpools, men’s and women’s sauna and beautiful locker rooms with showers.

Accessibility: A Welcoming Haven for All

This home is designed to cater to semi-accessibility for individuals with disabilities. Enjoy the convenience of a private indoor elevator, extra-wide hallways, and spacious rooms that provide ease of movement. The master shower is wheelchair accessible, ensuring everyone's comfort. Please inquire about the availability of any other accessibility needs and they will be added for your convenience.

A Personalized Experience

We take immense pride in offering you and your family a unique and unforgettable experience during your stay. From the moment you arrive our dedicated team greets you warmly and provides a personalized tour of the home, acquainting you with the numerous amenities of the Ho'olei community. Additionally, We eagerly share insider knowledge for questions you may have about Maui including providing curated lists of our favorite beaches, activities, restaurants, hiking trails, sailing tours, and much more.

We have partnered with Xplorie.com. When you book with us you will receive promotional marketing material from Xplorie, which gives you discounts on activities on Maui up to 20% off

Details:

Located just beyond the main road of Ho'olei Circle

Total Square Footage:

Interior -2,563 sq. ft.

Lanai - 596 sq. ft.

Garage - 305 sq. ft.

Total Area - 3, 464 sq. ft.

Hawaii Real Estate Brokers License RB-21415

GE-036-448-0000-01

Rental FAQ

Frequently Asked Questions

Where is this vacation rental located?
  • City: Kihei (postal 96753) Hawaii

Nearby highlights

  • Location: Kihei, HI (Wailea – Makena – Wailea Makena – 4.87 km to center), United States
  • In the mountains
How many bedrooms and bathrooms does it have?

3 bedrooms and 3 bathrooms.

How many guests can it sleep?

This rental sleeps up to 10 guests.

What amenities are available?
  • Private vacation home
  • Unit size: 2563 sq ft (238 sq m)
  • 3 bedrooms
  • Bed sheets provided
  • 3.5 bathrooms
  • Hair dryer
  • Towels provided
  • Air conditioning
  • Free WiFi
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Laundry facilities
  • Washing machine and dryer
  • Heated pool
  • Hot tub
  • Shared/communal pool
  • Lanai / balcony
  • BBQ grill grill
  • Garden
  • Car recommended
  • Onsite parking
  • Onsite parking options include a garage
  • A/C
  • BBQ grill
  • Dryer
  • Elevator
  • Fitness Equipment
  • Free Parking
  • Internet
  • Kitchen
  • Laundry
  • Living Area
  • No Smoking
  • Outdoor Hot tub / space
  • Pool
  • Toys
  • TV
  • Washer
What should I know about check-in?
  • Check in starts at 4:00 PM
  • Check out before 10:00 AM
  • Minimum check in age: 25
  • Check in time starts at 4:00 PM
  • Contactless check in available
  • You will receive an email from the host with check in and check out instructions
  • Government issued photo identification and a credit card, debit card, or cash deposit may be required at check in for incidental charges
  • Onsite parties or group events are strictly prohibited
What are the house rules and policies?
  • Pets not allowed
  • Children are welcome.
  • Onsite parties or group events are strictly prohibited
What are popular things to do nearby and on Maui?
  • Fishing nearby
  • Fitness center
  • Golf nearby
  • Golfing on site
  • Hiking nearby
  • Hiking/biking trails nearby
  • Kayak on site
  • Sailing nearby
  • Snorkeling nearby
  • Surfing/body boarding nearby
  • Swimming nearby
  • Windsurfing nearby
  • Location: Kihei, HI (Wailea – Makena – Wailea Makena – 4.87 km to center), United States
  • In the mountains
Do I need a rental car on Maui, and what about parking?

A rental car is recommended for this area, especially if you plan to explore beaches, restaurants, activities and nearby towns. Parking notes: Car recommended, Onsite parking, Onsite parking options include a garage.

What kind of rental is this?

This is a villa rental.

Is the Check Availability button the official booking link?

The button opens the partner listing page where you can review final rates, fees, availability, policies and booking details.

Guest Reviews

Reviews

Stacy R.10.0/10
Dec 31, 2025

Amazing holiday with the family!

Debra W.10.0/10
Aug 12, 2025

Beautiful location and unit. A couple of recommendations. They left us a beautiful pineapple but not one cutting knife. There was also no can opener. We had to purchase both items. Also, a few extra towels would have been nice. The tile floors were in need of replacement. The hallway downstairs had a couple of loose tiles.

Karen Y.10.0/10
Aug 1, 2025

Spectacular property! It is luxurious, but comfy with a lovely modern Hawaiian vibe and the welcome basket was the perfect touch of aloha. The view is fantastic and we ate all our meals on the lanai. Kitchen is incredible with absolutely every plate, pan, glass, utensil or appliance you could think of. It's a place that once you arrive, you don't want to leave. Our teenagers loved the fitness center and pool, plus it was an easy walk or drive to nearby shopping and Kihei. Communication was easy and responsive with the property managers. It was our first time staying in Wailea and we would definitely stay again! Mahalo!

Christina H.10.0/10
Apr 3, 2025

What a great location! We loved the space and enjoyed our family time together in the unit and at the pool and beach! Thank you! It was perfect for all of us!

Flavio C.10.0/10
Mar 17, 2025

Top notch location

Carrie W.6.0/10
Mar 11, 2025

Barbecue and dishwasher weren't working properly, we washed all glassware, plates and silverware to make sure it was all superClean. There were FIVE cats in the backyard eating cat food out of styrofoam plates that someone had left for them! Would liked to have found welcome information with local suggestions, info on beaches etc. great beach equipment and spacious rooms/bathrooms, although third bedroom had no bedside lamps; nonetheless all issues handled promptly and resolved by property manager.

Susan P.10.0/10
Feb 23, 2025

Outstanding! Can’t wait to come back

Ann J.8.0/10
Jan 19, 2025

We loved our Christmas stay in Wailea. the condo is up on a steep hill so it has beautiful views, The decore is nice and comfortable.

Guest review10.0/10
Aug 9, 2024

This home was perfect for our family vacation. It was great space for our children and grandchildren to join us. The location and the amenities were fabulous. We made some wonderful memories this trip to Maui. Thank you.

Kristine B.10.0/10
Jun 19, 2024

Our family group of 7 had a fantastic stay! The townhome was beautiful, tastefully decorated and with an AMAZING view! Kitchen well stocked, extremely comfortable beds. When we come back to Wailea again, definitely want to stay here again!

Vickie M.10.0/10
May 20, 2024

What a wonderful haven for a family celebration! I didn’t want to leave the lanai with the ocean view. With two master suites and what we named a slumber party room (three queen beds and a bath), there was ample space for three generations to enjoy their stay their way. I would rent again. And again.

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Kihei, Maui

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