expand arrow-rightsvg-balloonsvg-carsvg-dogsvg-fireplacesvg-flat-screensvg-heatersvg-laundry-washing-machinesvg-snowflakesvg-hot-tubsvg-swimming-poolsvg-wheelchairsvg-wifiarrow-right

Leilani At Ho'olei - Ocean View 3 Bedroom Villa With Grand Wailea Resort Access

Wailea, HI, USA
  • Villa3875 sqft
  • Bedrooms3
  • Sleeps8
  • Bathrooms3
  • Half Baths1
  • Minimum Stay3 - 7 nights

Villa, 3 Bedrooms, 3.5 Baths (Sleeps 8)

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 phots 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.


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 sytem.

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!


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!


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!


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.


Ken Hawkins

Member Since 2003
Response rate:
Response time:
within one day
english, spanish
Calendar last updated:
Apr 07, 2018


    • Internet
    • Air Conditioning
    • Swimming pool
    • Accessible
    • Heater
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Hot Tub
    • Parking
    • TV
    • No Smoking


      • 3 Bedrooms, Sleeps 8
      • Master Suite - Bedroom 1
        1 king, Spacious master suite with sitting area and walk in closet
      • Bedroom 2 - Lower guest suite
        1 king, Lower guest suite with en suite bath and flat panel TV.
      • Bedroom 3 - Upper Level Guest Suite
        2 queen, Two queen beds and en suite bath with dual vanities.
      • Each luxurious bedroom includes it's own en suite bath. The lower master suite include an ocean-view lanai with a grassy area and comfortable seating area. The perfect sanctuary! The upper suite includes two queen sized beds and sleeps four. It also includes an en suite bath with dual vanities.


      • 3 Bathrooms, 1 Half Bath
      • Bathroom 1 - Master Suite
        toilet, tub, shower, Separate walk in shower area and deep soaking tub.
      • Bathroom 3 - Upper Level
        toilet, shower, En suite bath within bedroom 3 with luxury spa shower
      • Bathroom 2 - Lower Level
        toilet, shower, En suite bath with lower level bedroom two
      • Bathroom 4 - Upper Level Powder Bath
        toilet, In upper level living area
      • Each bedroom includes an en suite bath.

      Location Type

        • Beach View
        • Ocean View
        • Resort
          Grand Wailea Resort use and access included with your stay
        • Water View


            • Adventure
            • Family
            • Romantic
            • Spa
            • Sports & Activities
            • Tourist Attractions


                • Guests provide their own meals


                    • Internet
                      Wireless high-speed Internet included - complimentary! Super fast cable data with wireless extenders throughout the home.
                    • Air Conditioning
                      Dual air conditioning included - zones for bedrooms and living areas are separate.
                    • Elevator
                      In home elevator to whisk you and your luggage from the lower bedroom/garage level to the upper main living area. Perfect for those with mobility challenges.
                    • Fitness Room / Equipment
                      Our guests may utilize the common area / fully equipped fitness room/gym at the Ho'olei community pool area AND at the Grand Wailea Resort.
                    • Garage
                      One in villa parking space (garage) and one car port area included (two vehicles total.)
                    • Hair Dryer
                    • Heating
                    • Clothes Dryer
                      New high-capacity washer/gas dryer included.
                    • Iron & Board
                    • Linens Provided
                      All bedding and bath linens included.
                    • Living Room
                      Large living/dining area flows from the kitchen area on the upper level. Plenty of space for up to eight guests to enjoy each other's company or a television show on the large flat panel television.
                    • Parking
                      One in villa parking space (garage) and one car port area included (two vehicles total.)
                    • Telephone
                      Land line telephone included
                    • Towels Provided
                      Towels included - beach/pool towels provided at the Ho'olei community pool for our guests. Also included are bath and kitchen towels.
                    • Washing Machine
                      New high-capacity washer/gas dryer included.


                        • Coffee Maker
                          Coffer Maker Included
                        • Dishes & Utensils
                          Crate and Barrel dishes and utensils included.
                        • Dishwasher
                          Bosch ultra-quiet dishwasher.
                        • Kitchen
                          Fully equipped kitchen with settings for eight guests. Small appliances included from a wok to a waffle iron!
                        • Microwave
                          Dacor microwave oven
                        • Oven
                          Wolf convection oven
                        • Pantry Items
                          No consumable items saved between guests other than salt and pepper.
                        • Refrigerator
                          TWO SubZero refrigerators and four freezer drawers. Small mini SubZero in Master Suite and on the upper lanai.
                        • Stove
                          Wolf gas range on kitchen island.
                        • Toaster
                          Toaster included.


                            • Child's Highchair
                            • Dining
                              Up to eight guests may dine together in either the inside dining area or on the upper lanai
                            • Dining Area
                            • comfy seating for 8 people


                                • Satellite / Cable
                                • Stereo
                                • Television
                                  Stunning flat panel LED television with surround sound audio for for your entertainment!


                                    • Deck / Patio
                                    • Golf
                                      Wailea Golf courses available for booking utilizing the Ho'olei concierge.
                                    • Lanai / Gazebo
                                      Ocean view upper lanai and lower lanai
                                    • Lawn / Garden
                                      Grassy lawn area near the lower lanai
                                    • Outdoor Grill
                                      Wolf high capacity gas grill included on the upper lanai


                                        • Long-term Renters Welcome
                                        • wheelchair accessible
                                          Wheelchair friendly property - accessible from garage level into villa and then to the upper level via included elevator. Accessible showers in all bedrooms.

                                          Pool / Spa

                                            • Communal Pool
                                              Guests may utilize the beautiful Ho'olei community pool with a kids area and 19 foot waterfall. Guests may also utilize all eight of the Grand Wailea's Resort pools and waterslides.
                                            • Heated Pool
                                            • Hot Tub
                                              Community hot tubs and Grand Wailea Resort hot tubs.
                                            • Sauna
                                              Steam and dry sauna included at both Ho'olei and Grand Wailea Resort.

                                              Onsite Services

                                                • Car Available
                                                • Concierge
                                                • Massage
                                                • Private Chef
                                                • Staff

                                                  Leisure Activities

                                                    • beachcombing
                                                    • horseback riding
                                                    • luaus
                                                    • scenic drives
                                                    • sight seeing
                                                    • walking
                                                    • wildlife viewing

                                                      Local Services & Businesses

                                                        • ATM/bank
                                                        • fitness center
                                                        • groceries
                                                        • massage therapist
                                                        • medical services

                                                          Sports & Adventure Activities

                                                            • deepsea fishing
                                                            • golf
                                                            • golf privileges optional
                                                            • scuba diving or snorkeling
                                                            • snorkeling
                                                            • snorkeling/diving
                                                            • tennis


                                                                • Grand Wailea Resort access and use of facilities included for our guests. Complimentary on-demand transportation to and from the Grand Wailea Resort.

                                                                  House Rules

                                                                  Check-in: 4:00 PM

                                                                  Check-out: 11:00 AM

                                                                  Cancellation Policy

                                                                  100% refund if canceled at least 60 days before arrival date. You must contact the owner directly to request cancellation.

                                                                  2 Reviews


                                                                  Latest reviews

                                                                  Loved it

                                                                  terry c.

                                                                  Everything was perfect

                                                                  Excellent Unit

                                                                  Cheryl H.

                                                                  Beautiful view, all you need for a family vacation!!!


                                                                  Wailea, HI, USA

                                                                  Located just across the street from the iconic Grand Wailea Resort - a fabulous beach front resort on Wailea Beach. Our guests are also Grand Wailea guests - you will enjoy use of the resort's 9 pools, beach, spa, restaurants and shopping. Complimentary transportation to and from the resort is included as well.

                                                                  Rates & Availability

                                                                  Additional information about rental rates

                                                                  Tax Rate

                                                                  Discounted rates displayed in "nightly" column are for stays of at least 7 nights with arrival/departure on Saturday or Sunday. Rates may be higher for stays less than 7 nights or for mid-week arrival/departures. Grand Wailea Resort benefits and use of facilities is included. Rates/availability subject to change until confirmed by the Grand Wailea Resort. NO EXTRA FEES for parking, high-speed Internet, departure cleaning or 1 mid-week housekeeping service. Booking is easy! Just let us know you would like to reserve the home and we'll take care of the owner referral reservation with the Resort. A 25% deposit will confirm your reservation and the balance is 60 days prior to check in. No penalties for changes or cancelation if done so greater than 60 days to arrival.

                                                                  Enter dates for accurate pricing
                                                                  For booking assistance, call 888-640-7927

                                                                  Property # 971088