Leilani at Ho’olei is a special place to invite your family and friends to enjoy this exceptional location on Wailea, Maui. Often described as majestic, picturesque and beautiful, Leilani offers her guests a special place from which to gather, while enjoying the ocean views, sunsets and peaceful Maui trade winds.

We welcome the opportunity to show you through our words, video and photos how this home should be the location from which your family will experience all that Maui offers. We feel it’s really the best choice among hotels, resorts and private residences! Let’s begin by describing our interior design, location and the amenities provided by the Grand Wailea Resort.

The Interior Design

As you enter this home through the glass front door or a quick ride in the elevator, you are greeted with serene wall colors adorned with original works of art, all illuminated by lighting on dimmers. Marble flooring, tasteful rugs and plush new carpeting with extra padding set the stage for the comfortable furnishings. The expert placement of the interior elements has been done to enhance the spaciousness of this 3,800-square foot, two level home. We want you to enjoy every room, from its open plan living area on the 2nd level to each comfortable bedroom, each complete with a luxurious bath.

On the upper level, we’ve placed TWO queen sized beds in this spacious bedroom which includes a balcony with French doors, flat panel television, reading desk and ceiling fan. The bath includes dual-vanities and a large spa-shower complete with the Grand Wailea’s Spa Grande bath products.

The upper living room is where you’ll gather to enjoy meals prepared in the fully equipped kitchen, complete with professional appliances including a Wolf stove and convection oven, two Sub Zero refrigerators, and a Bosch dishwasher. The kitchen includes all you’ll need – including small appliances and accessories purchased from Crate and Barrel with settings for eight lucky guests.

To enjoy the wonderful meal that you or your private chef has created in this nicely equipped kitchen, you’ll choose the formal dining area or a casual setting on the spacious lanai. The upper lanai includes a Wolf BBQ grill, mini-fridge and a spacious dining table. Imagine enjoying this meal surrounded by friends and family as you watch the brilliant Maui sunset over Lanai in the distance. Amazing!

After dinner, open the Fleetwood sliding glass doors which disappear into the walls to create an indoor-outdoor environment. Plush seating areas complete with a sectional sofa, designer rug and 60-inch flat panel television enable you to enjoy the evening in comfort. Stream your favorite movies over the included high speed Internet system.

After the sunset, dinner and a movie in the living room, you’ll retire your bedroom to rest up for another day in paradise. The very spacious master suite includes a California king bed with custom bedding and ultra-plush mattress. A seating area with two chaise lounge chairs, television and large walk in closet are included. Enjoy the ocean views from over your lanai or draw the black-out, custom draperies. Your spacious bath includes a deep soaking tub and a walk-in shower along with dual vanities.

The second guest suite on the lower level includes a California king bed with custom made bedding, headboard and foot bench. Beautiful artwork, accessories, a ceiling fan and entertainment systems are included in this restful space. The en suite bath is fully equipped as well. Both lower suites have ocean views along with sliding glass doors opening onto a peaceful lower lanai surrounded by tropical plants and a private grassy area.

You’ve found one of the best homes at Ho’olei! We’ve taken the time, spent the money and invested much thought and feeling into this home so that our guests may full enjoy their Maui experience. When shopping around, keep in mind that all homes at Ho’olei are not the same – this one is special – and for those lucky enough to have found it, we predict it will become part of your family’s tradition for years to come!

The Location

Ho’olei is in the master planned Wailea community on the sunny South side of Maui. Typically receiving an average of 8 inches of rain per year, South Maui has the best climate. The master-planned Wailea community includes a collection of luxury resorts, shopping, private residences and fantastic restaurants. Easily accessible over a new highway taking only 30 minutes to arrive from the Kahului Airport, our guests find Wailea to be both convenient and peaceful.

Ho’olei is a development of two level townhome-villas located directly across the street from the iconic Grand Wailea Resort. This five-star Waldorf-Astoria beach front resort is renowned for its beauty, location on Wailea Beach, and amazing guest service. The gated community includes a serene pool complete with a 19’ waterfall, jetted spa tubs, fully equipped gym, steam and massage rooms and very comfortable seating areas.

Leilani is located on the South side of the development on a peaceful cul-de-sac on the 3rd row of homes at Ho’olei. This is a special location that is extremely quiet, and most importantly offers amazing ocean views from both levels of the home! Free of traffic noise and surrounded by a grassy area, this home is a private retreat. The building is angled in a way to afford views from both levels of the home out across the ocean to Lanai, Molokini and West Maui. The constantly changing views are mesmerizing!

The Amenities

Staying in a beautiful home on Maui is wonderful – but let’s face it…you are on Maui and want to experience the island! We’re pleased to let you know that our guests are also Grand Wailea Resort guests. You will be entitled to all the services and amenities of the beach front resort. Therefore, we like say you’ve found the best of both – a beach front resort location and services along with a beautiful home. Here’s how it works – all your guests (up to 8) will be registered as Grand Wailea Resort guests when you check in. When you want to enjoy the beach front resort’s pools, waterslides, spa, sandy Wailea Beach (with chairs and umbrellas) a quick call to our front desk will summon a vehicle to pick you up at your front door. Our staff will take you across the street to the resort. Resort staff will recognize your group as resort guests including charging privileges. When you are finished with the water park, adult pool, spa, restaurants and beach, just give our Ho’olei/Grand Wailea staff a call and your vehicle will be waiting to take you back to Leilani, your private residence at Ho’olei. What could be better?

Our Grand Wailea staff at Ho’olei take care of all guest services, from check in to check out. We’ll greet you on arrival with a beautiful lei will and escort you to your home for an orientation. You’ll have access to our expert concierge to arrange your island activities including golf and restaurant reservations. If you are staying for a least 5 nights, our dedicated staff will completely clean your home mid-week. If anything requires adjustment, our engineering staff will do so. At the Ho’olei pool, you will be offered towels and refreshing iced tea. Our staff will drive you to and from the resort and the Ho’olei pool on request, throughout the day.

Keep in mind that only a select number of Ho’olei residences offer these Grand Wailea Resort benefits. For the best Wailea experience, be sure to stay in a home like Leilani, which is beautifully designed AND offers Grand Wailea Resort privileges, access and service – the best of both!

In addition to staying in the best home at Ho'olei, our guests receive:

  • Use all of the pools, water slides, spa and restaurants at The Grand Wailea Resort.
  • On-demand, complimentary transportation to and from The Grand Wailea Resort
  • Umbrella, towels and lounge chairs set up for you on Wailea Beach.
  • Exclusive charging privileges at The Grand Wailea Resort.
  • Towel and pool service at both the Ho’olei and Grand Wailea pools.
  • On-site concierge service
  • Daily newspaper delivery
  • Rent cabanas at the Grand Wailea pool or beach
  • Enroll your kids in Camp Grande at The Grand Wailea Resort
  • Enjoy exclusive Spa Grande bath products in the home.
  • Receive a complimentary mid-week housekeeping service with a 5 night stay.
  • No departure cleaning, reservation, Internet or parking fees...saves you hundreds of dollars over a week.
  • Bonus! Our guests receive credit to their Hilton Honors frequent guest account.

These exclusive privileges are ONLY available to you if you rent from an owner that has been accepted by The Grand Wailea's rental program. You no longer have to choose between a luxury home or a resort, as this villa combines the best features of both!

When searching for a nice place to stay in Wailea on Maui's sunny south side, you'll have many great choices. There are very nice beach front resorts, such as the iconic Grand Wailea Resort, and some very nice privately owned residences. In most cases, you'll need to choose between the two options. Fortunately, you've just found the best of both! We've combined all of the services and amenities of the fabulous Grand Wailea Resort with a professionally designed and spacious three bedroom home. You'll experience the best home at Ho'olei while enjoying all of the benefits of being a guest at The Grand Wailea Resort.

Once you’ve decided that one of the homes at Ho’olei would be the perfect venue for your vacation, you need to decide which of the Ho’olei residences are for you. First and foremost, please be advised (that unlike at a resort), all Ho’olei residences are NOT the same. These are not hotel rooms created equally. Each of these properties are individually owned and the owners have the final choice on how the interiors are designed and furnished. Some of the homes have what we call “investor standard” furnishings. In an effort to make it more convenient for cost-conscious investors on the mainland, the investor selected and installed furniture that was cost effective for them.

Unfortunately, this cost constrained approach represents the majority of the homes at Ho’olei. While they are still nice (from a location and architectural viewpoint) the walls are generally not painted, all light switches are not on dimmers, the kitchens have the bare minimum equipment, and items are not replaced as quickly as we would prefer to see them replaced. Let’s face it…if you are a real estate investor, your returns will be higher if you spend less on the interior. As someone who has worked hard to earn your vacation and spent a lot of money to travel to Maui, you deserve better. Be sure to ask to see photos of the home you will be staying in before you commit to a reservation.

Many homes listed on VRBO do NOT qualify for the amazing amenities of the Grand Wailea Resort - ours does! We are able to offer FULL access and use of the Resort along with complimentary on-demand transportation to and from your home, the resort and beach. You and your family will be treated as if you were staying at the Grand Wailea Resort!

We offer a discount from the Grand Wailea's regular rates at Ho'olei for those that find us on VRBO/HomeAway or at MyMauiVillas.com. See our rates page to see the difference between the regular rate and our discounted rate. Bookings are handled as owner referrals - your deposit is held by the Grand Wailea Resort. You will receive a confirmation document indicating our home as the one you'll be checked into. As an added bonus, you'll also receive credit to your Hilton Honors frequent guest account!

For those that have found us on HomeAway/VRBO, we offer a special rate that is discounted from the Grand Wailea’s published Ho’olei rates. You may book on-line or by telephone if you’d prefer. Your reservation will be processed as an owner referral with the Grand Wailea Resort. This means that you’ll be checked-in to our home, Leilani at Ho’olei specifically. Please refer to the rate section for more terms and details and feel free to call us if you have any questions.

Floor Plan

Living & Dining Area




Contact Us

If you have any questions about the property, please don't hesitate to contact us!

tel. 808-568-3264

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