Okalani is translated from the Hawaiian phrase meaning “Heaven sent.” The minute you walk through the front door of Okalani, you’ll see how she earned her name…the ocean views are absolutely heavenly!

More about Okalani at Ho'olei

Perfectly positioned on the top row of Ho’olei, you will enjoy the ever-changing views from both levels of this 3,500 square foot luxury residence. Watch as the first morning light illuminates the West Maui mountains, while the trade winds push cloud formations over Lanai and Molokini. The deep blue Maui waters glisten as sun reflects on the white caps. As sunset, the real show begins – as all of these elements change colors while the sun drops behind Lanai in the distance. Simply spectacular!

Impressive views are just one element of Okalani’s allure. We’ve spent a tremendous amount of time and money creating a perfect space for your family. On the main level of Okalani, an open floor plan enabled us to create comfortable seating areas that flow from the living room area to the kitchen. Enjoy each other’s company as you prepare anything from a quick snack to a gourmet meal in the fully equipped kitchen.

Large, Fleetwood sliding glass doors disappear into the walls so that you may enjoy indoor/outdoor living. The upper lanai is the perfect place to have a meal while marveling at the view. A comfy seating area with club chairs may be the perfect spot to gather as your chefs prepares the meal on the 6 burner Wolf gas grill.

When it’s time to retire to bed, the feelings of peace, comfort and luxury continue to the three private suites. Each of the three bedrooms include an en-suite bath, thick carpeting and custom bedding atop the deluxe mattresses. The lower level includes the master suite and the second bedroom, both with access to the ocean view lower lanai. These bedrooms have king sized beds. The master suite has a large walk-in closet, safe for your valuables, and a spacious bath with soaking tub, separate shower and dual vanities. Bedroom three on the upper level has two queen sized beds, comfortably sleeping four.

We created a space that enables you to live in comfort and convenience. A full sized washer/dryer is in the home (along with detergent) so that you may pack light. Park your vehicle in the garage and use the private elevator to the main level if you’d like. To stay connected, we’ve included complimentary high-speed wireless Internet.

Your vacation experience keeps getting better…your entire group (up to 8) are all Grand Wailea Resort guests. This means that you are entitled to use the resort’s beach front resort’s facilities and amenities – all eight pools, water park, and spa. This unique benefit means your stay includes the best of both – a fabulous luxury home without missing out on the fun of a beach front resort. We’ll even drive you back and forth to the resort at no extra cost!

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!

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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