Ho'olei Villas at Grand Wailea

United States / Hawaii / Maui

Check out of reality & check in to paradise.

up to 3
up to 6
Min. Nights Upon Request


The opulent three-bedroom villas starting at 3,200 sq. ft. provide a tranquil retreat on the elevated mountainside, offering stunning tropical and ocean views from private lanais. The perfect choice for large families or groups, the residential-style villas have an expansive living space, gourmet kitchen for stylish dining, and a private pool for Ho’olei Villa guest usage only.

Ho'olei Villa Garden View
This stunning three-bedroom villa offers space for larger groups and families. Includes stunning views and high-end comforts.

Ho'olei Villa Ocean View
This stunning villa features views of the Pacific Ocean and a private lanai – ideal for watching sunsets in the evenings.

Ho'olei Villa Deluxe Ocean View
This luxury villa features the best panoramic ocean views at Ho’olei and is located on the upper elevations of the property.

Ho'olei Villas Include:

  • Private gated community with full access to resort amenities
  • Deep soaking tub, walk-in showers, and marble bathrooms
  • Laundry room with washer, dryer, and detergent
  • Chef’s kitchen with dishwasher, sub-zero refrigerators, oven, microwave, and coffeemaker
  • One-car garage
  • Dedicated registration
  • Exclusive access to waterfall pool oasis and fitness center
  • Complimentary self-parking at Grand Wailea when utilizing spa, pool, beach, or amenities

Grand Wailea Maui, A Waldorf Astoria Resort


Bistro Molokini - Molokini Coastal is a reflection of Chef Michael Lofaro’s vision of sustainability, flavor, and relationships with local farmers including Kumu farms, Green Paradise, and many others.  Chef Lofaro expresses in each dish his passion for coastal cuisine, the bounties from the island of Maui, and a true love of cooking.

Poolside Dining - View menus and order lunch and cocktails directly from your pool chair or cabana!

Cafe KulaGrab ‘n’ go or relax with a Honolulu coffee, whatever you’re craving Cafe Kula has got you covered. Open for breakfast, lunch and dinner.

Botero LoungeEnjoy cocktails among Hawaii’s largest collection of art at the Botero Lounge, named after the renowned artist, Fernando Botero.

Luau - Enjoy an evening of entertainment and spectacular dining as Grand Wailea brings the rich history and unique culture of Maui to life at the weekly Luau.

Private Dining - Experience Maui’s most romantic dinner by Wailea Beach with a customized menu created just for you and your loved ones. Dine under the stars or in one of Bistro Molokini’s semi-private dining areas; share an intimate dinner with family and friends.


Spa Grande at Grand Wailea is hands-down the best spa on Maui, and has been voted one of the “Top 10 Spas in the United States” by both Condé Nast Traveler and Travel & Leisure magazines. With a wide array of treatments that reflect a balance between ancient Hawaii and the West and East cultures, you’ll leave feeling renewed, inside and out. Spa Grande is a proud recipient of the 2019 Forbes Four Star Award.

Pools and Beach

Grand Wailea features the best pools and water activities on Maui. The Wailea Canyon Activity Pool is for the kid in everyone, with waterslides, rapids, a rope swing and much more. The elegant Hibiscus Pool, reserved for adults, is a romantic retreat for sun and relaxation.  Cabanas may be reserved up to one year in advance at the time of booking.

Just steps away from Grand Wailea is Wailea Beach, rated one of the best beaches on Maui and one of the top beaches in the world.  Spend your days relaxing in the Hawaii sun with beautiful views of Pacific Ocean. And in the evenings, enjoy breathtaking Maui sunsets.  Join the ocean activities partner, Aqualani, for daily kayak, paddleboard, and aqua glider tours or rentals.   Experience the newest adventure, Aqua Glider! Daily tours and rentals available at Aqualani Beach & Ocean Recreation.

Meetings & Events

Grand Wailea has everything you could want when it comes to both work and play. The 28 indoor and outdoor venues (totaling more than 100,000 square feet!) offer the ideal spot for a meeting of any size. The professional staff can pull off the event of your dreams—from screenings to award ceremonies and beyond. Between meetings, attendees hit up the epic pools, restaurants, and spa. The world’s top companies host retreats here year after year because the meetings are professional and polished, and the after-work activities are second to none. Attendees often bring their families, and transform a simple work perk into a Maui vacation they’ll remember forever.

Make every moment Grand. The property’s breathtaking ocean views and luxurious grounds combined with the island’s genuine aloha spirit create the quintessential environment for romance. The resort offers a variety of picturesque venues to suit any couple’s dream location from the resort’s Wailea Seaside Chapel to the private Molokini Bluff. Beyond the awe-inspiring setting, Grand Wailea is rooted in Hawaiian culture, which allows couples to incorporate unique cultural elements into their experience. In addition to the resort’s many exceptional offerings, the team of wedding specialists pride themselves on making couples dreams come true. 


3 Bedrooms, 3.5 Bathrooms

Sleeps 6 Guests


Bedroom Details

Each spacious luxury villa features a king bed in the master bedroom and additional bedding varies by unit in the 2 remaining bedrooms

Beach Details

Just steps away from Grand Wailea is Wailea Beach, rated one of the best beaches on Maui and one of the top beaches in the world
Join the ocean activities partner, Aqualani, for daily kayak, paddleboard, and aqua glider tours or rentals

Pool Details

Wailea Canyon Activity Pool is for the kid in everyone, with waterslides, rapids, a rope swing and much more
Hibiscus Pool, reserved for adults, is a romantic retreat for sun and relaxation
Private pool reserved for Ho'olei villa guests only

Staff and Services

Personalized arrival experience
Full service concierge
Daily housekeeping

Rates and Availability

Tax Service Charge Details*
Please add 17.416% tax to all rates Resort fee $50 per villa per night plus tax Breakfast plans are available at an additional cost
Security Deposit Details
A credit card is collected on arrival
Accidental Damage Waiver
A $99 Accidental Damage Waiver applies to every reservation.
Minimum Stay Details
Minimum night stay may apply over holiday weeks.
Check-In Times
Check in: 4:00 PM - Check out: 11:00 AM

Exclusive Offers

Take your vacation to the next level, with 2 free airline tickets.* For a limited time, every reservation over $50,000 will receive an airline reimbursement worth up to $1,000 - any airline, any destination. Imagine flying in style to your handpicked villa located in one of the most beautiful destinations around the world, knowing that you've saved on the cost of your flights. This is your chance to experience the ultimate in luxury travel and indulge in the vacation of a lifetime.

*Free air promotion is valid new bookings only and cannot be applied to existing bookings. Valuation based on two round trip tickets using the bureau of Transportations U.S. average flight price for 2022. Receive up to a $1,000 reimbursement for flights upon presentation of a flight receipt. Minimum booking value of $50,000 applies. The booking value applies to the villa cost only and does not include any additional services or fees. This offer is valid for bookings made 2/20/2023 through 4/02/2023 for travel now through 12/31/2024. Bookings made outside of this period will not be eligible. The $1,000 air credit offer is non-transferable, has no cash value, and cannot be redeemed for any other service. The airline credit will be applied to your booking once your villa rental has been paid in full. The airline credit will be redeemed by providing a receipt of your booked flight and a check will be sent to you within 15 business days of providing flight documentation. All offers are subject to availability. We reserve the right to modify or cancel this promotion at any time without notice.


Villa information may change without notice and should be confirmed with our villa rental specialists.