Ho’olei at Grand Wailea

Spend your extended Maui vacation in the luxurious Villas of Ho’olei at Grand Wailea. These private vacation rentals are fully furnished and meticulously appointed for long family vacations, weddings or large party celebrations. Located adjacent to the world-class Grand Wailea, A Waldorf Astoria Resort, each of these two-story Maui resort villas is a private world of luxury featuring finely appointed interiors, modern kitchens, private elevators, attached garages and exclusive services.

Contact us at: 146 Hoolei Circle Wailea, Maui Hawaii 96753 | Toll Free: 877-346-6534 |  808-856-2000

  • Top rated Specialty Accommodations in Wailea on TripAdvisor, 2013 Certificate of Excellence winner and 5 rating.
  • 1, 2 or 3 bedroom options providing the space and freedom of a private residence.
  • Lush tropical pool and children’s pool, with sandy beach entry
  • Kitchen, outdoor barbecue and a covered pavilion, for poolside entertaining
  • State-of-the-art fitness facility, saunas, locker rooms and showers
  • Ocean activities, including kayak tours, whale watching, scuba diving, snorkeling and windsurfing, arranged through onsite concierge
  • Exclusive access to the adjacent Grand Wailea Resort, featuring six restaurants, Hawaii’s most luxurious spa, shopping and more
  • Convenient shuttle service to the Grand Wailea Resort
  • Hibiscus Pool for adults and the 25,700-square-foot Wailea Canyon Activity Pool for the kids at the Grand Wailea Resort
  • Golf at the championship-style Wailea Golf Club and Makena Golf Course
  • Tennis at the Wailea Tennis Center
  • Exclusive Amenities
  • Maui Villas

The luxury Maui Villas at Ho’olei, situated next to the Grand Wailea, offer amenities that will make you feel at home in Maui. An exquisite alternative to traditional Wailea luxury rentals, we provide shuttle service, housekeeping and a dedicated staff including full-service concierge.

  • Dedicated concierge, to tend to every request
  • In-room and poolside massages
  • Available Housekeeping and linen services
  • Childcare arrangements, upon request
  • Reception services
  • Shuttle service between residences, the Hoolei recreation center, and the Grand Wailea, located on top-rated Wailea Beach
  • Gated, electronically controlled entry and onsite security
  • Property management office onsite

Guests of our Maui luxury rentals also have privileged access to the perks offered by the nearby Grand Wailea including:

  • Six renowned restaurants including Alan Wong’s Amasia
  • Spa Grande – Hawaii’s largest spa
  • A $100 million art collection throughout the Grand Wailea grounds
  • Hibiscus Pool, a 4,850-square-foot pool with two Jacuzzis
  • Wailea Canyon Activity Pool, a 25,700-square-foot, 770,000-gallon pool, with nine free form pools on six levels, connected by a river
  • Golf at the championship-style Wailea Golf Club and and tennis at the Wailea Tennis Club
  • Beach Activities including kayak tours, whale watching, scuba diving, snorkeling and windsurfing
  • State-of-the-art Fitness Center


Immerse yourself in the unrivaled elegance of the villas at Ho’olei at Grand Wailea. Each Maui vacation villa gives you the space and freedom of a private residence with elegant furnishings, modern kitchens, private elevators and ample parking. Clustered into 6-unit enclaves, these two-story villas offer privacy and security with convenient access to the nearby Grand Wailea, A Waldorf Astoria Resort. Our exclusive Maui vacation rental homes come in three designs that range from 3,200-4,000 square feet of living space including:

  • Garden Luxury Villas
  • Ocean Luxury Villas
  • Deluxe Ocean Luxury Villas

Each luxury vacation rental showcases a generous Great Room with vaulted ceilings, a private interior elevator and three full bathrooms. You’ll also enjoy custom Italian cabinetry, granite countertops, a kitchen island with seating for up to six and a lanai barbecue area with grill and Sub-Zero refrigerator. Our town homes are the ideal Maui, Hawaii vacation rentals.


  • Spacious Great Room, with vaulted ceilings
  • Spacious, covered lanai, with spectacular sunset ocean views from Ocean and Deluxe Ocean View Villas
  • Private interior elevator
  • Central air-conditioning system
  • Laundry room, with a washer, dryer, and stainless steel utility sink
  • Large storage room
  • Three full bathrooms, with an additional half bathroom
  • Flat-screen LCD/Plasma High-Definition Televisions


  • Custom Italian cabinetry
  • Granite countertops
  • Sub-Zero refrigerators, consisting of two 27-inch refrigerators with freezer drawers and icemaker
  • Gas cook-top
  • Built-in oven and microwave
  • Thermador 30-inch Cook ‘n Vent Downdraft, with a 15-inch rise
  • Fully integrated dishwasher
  • Kitchen island, with seating for five or six
  • Lanai BBQ area with a grill and Sub-Zero under-counter refrigerator


  • Suite opens to a spacious covered lanai
  • Mini-bar, with a Sub-Zero under-counter refrigerator
  • Large walk-in closet, with a safe
  • Dual vanities, with custom Italian cabinetry
  • Deep soaking tub and separate shower


  • In-suite bathrooms, with custom Italian cabinetry
  • Generous closet space
  • Second bedroom opens to a roomy covered lanai
  • Spacious third bedroom, on the upper floor

Grand Wailea - A Waldorf Astoria Resort

3850 Wailea Alanui Dr.
Wailea, HI

Phone: 800-888-6100
Waldorf Astoria Hilton Hhonors