Hotel Overview

2019 Resort Added Values!
Extra Value: Free Parking.
Family: Kids 17 and under Stay Free.

Spend your extended Maui vacation in the luxurious Villas of Ho olei at Grand Wailea, A Waldorf Astoria Resort. 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.

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. These 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, and 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. The luxury resort rental homes of 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, services include shuttle service, housekeeping, and a dedicated staff including full-service concierge.

All rentals include access to Grand Wailea Resort amenities including Spa Grande, award-winning restaurants, the Wailea Canyon Activity Pool, and more. Feel the sands of Wailea Beach between your toes. Indulge in the cuisine of Alan Wong's Amasia. Whether you're planning a Hawaii vacation for the whole family or a romantic Maui getaway, there's no shortage of unique activities to explore at the Grand Wailea.

Hoolei at Grand Wailea offers a variety of activities for an extended family getaway or a luxurious romantic escape. Relax in the warm waters of neighboring Wailea Beach. Visit the historic whaling village of Lahaina Town for a memorable adventure. Explore the world-class facilities at the Grand Wailea Resort next door. Maui adventures are only minutes from our luxurious Wailea vacation rentals.


Wailea - Beach
Kahului, HI, USA - Kahului Airport (OGG) : 60 miles

Property Information

Year Built: 2008
Floors: 2
Total rooms: 120


Hotel Details

Onsite Dining

Show More


Show More


Show More

Hotel Advisories

Advisory Guests checking in after 10:00 p.m. will need to check in at the Grand Wailea Resort for keys and directions to their Ho'olei villa. Grand Wailea Resort 3850 Wailea Alanui Wailea Maui, Hi 96753
Advisory Ho'olei at Grand Wailea Deposit Requirements A major credit card is required upon check-in to cover phone or incidental charges. A $1000 security deposit will be applied to credit card upon arrival - additional charges for damage/loss may apply.
Advisory A mandatory hotel-imposed fee of $40 USD plus tax per villa, per day will be charged and collected by the hotel either at check-in or check-out. This fee is not included in your package price and is subject to change. Mandatory Resort fees apply to every night of your stay regardless of the promotions included in your booking.

General Policies & Fine Print

Check In: 4:00 PM
Check Out: 11:00 AM
Minimum Check-In Age: 21
General Policies:

Check-in Policy:
Hotel requires a credit/debit card authorization or cash deposit upon check-in for incidentals; this will place a hold on your funds.

Convention Policy:
Individuals attending a convention cannot book this property for their stay. If found attending a convention, guests may be subject to higher room rates upon arrival.

Hotel Spring Break Policy:
This hotel cannot guarantee a spring-break-free environment.

General Information:
Room taxes are included in vacation price.
Minimum night stay restrictions may apply.
Reservation changes may not be permitted unless authorized by the hotel.

Reservation changes may not be permitted unless authorized by the hotel.

A major credit card is required upon check-in to cover phone or incidental charges.  A $1000 security deposit will be applied to credit card upon arrival - additional charges for damage/loss may apply.

Resort Fees Inclusions: -

- A tropical flower lei greeting upon arrival
- AM poolside coffee service
- PM poolside iced tea
- Unlimited local, toll-free, and credit card calls (no access fee)
- Participation in yoga classes
- Admission to twice-daily SCUBA clinics
- Use of Kona Lanai Hard tail Mountain Bikes (based on availability)
- Beach umbrellas for use on Wailea Beach (subject to resort's inventory)
- In-room internet access with wireless capability and internet for multiple devices
- Cultural Tour, Art Tour and Garden Tour
- DVD Movie Library
Pet Policy Pets Not Allowed

Customer Ratings & Reviews

TripAdvisor Traveler Rating

5.0 star tripadvisor rating Based on 335 reviews
  • 5.0 star tripadvisor rating
    Great accomodations for our family!

    We stayed at Ho'olei at Grand Wailea for 5 nights with our family of six. The 3 bedroom, 3 1/2 bath condo we were in was perfect for our stay. The condo was large, with a well-appointed kitchen, living room, laundry, elevator (within the unit), and patio equipped with a large gas grill. Two of the three bedrooms also had patios. The unit was on the top of a hill, which afforded a wonderful view of the ocean in the distance. We had full use of the amenities at the Grand Wailea, which is a short, easy walk (although the walk back to our condo was uphill!). When it got too busy for us at the Grand Wailea pool/beach area, we used the pool at the Ho'olei. The Ho'olei also offered free on-demand shuttle services to the Grand Wailea and other local spots. We opted for the Ho'olei so our family could hang out together in the morning and evenings, and this was perfect. We did order some light groceries prior to arriving (a service provided by the resort at an additional fee) so we would have some breakfast foods, snacks and drinks, and they were in the condo for us when we arrived. The resort provided coffee for the coffee maker, water, coconut water and juice; all were refreshed daily as necessary. We enjoyed our stay at the Ho'olei and would highly recommend it.

    Jul 14, 2019
  • 5.0 star tripadvisor rating
    Amazing 🌺

    It was our 35 wedding anniversary and we had 2 rooms reserved at the Grand Wailea (which we have been members at for almost 10 years). When we arrived they offered us a villa at Hoolei. I was initially a bet reserved since we always stay at hotel side but sine we it really suited our stay with 2 rooms it worked out wonderfully! The villa was beautiful and stocked with everything. The beds are very comfortable and it was very nice to have our whole family together in one unit! The pool was really nice and a quiet reprove from the busy fun Grand Wailea pools. We will be back!!

    Jun 08, 2019
  • 5.0 star tripadvisor rating
    I wish I stayed longer!

    I normally stay up in the Kanapali area, however we decided to stay in Wailea a couple of nights this trip. The Ho'olei is superb in every facet! We had a 3 bedroom villa, that overlooked the pool (in fact its on their postcard) I honestly cant find a negative to say. the suite was beautiful, the grounds amazing, the staff was probably the best trained hotel staff I have ever come across (and I have a degree in Hospitality Management). One person we talked with stated that she loved coming to work. I believe her, it showed! Another plus is access to all the ammenities across the street at the Grand Wailea. I really do wish we had stayed longer here. Our other accommedations paled in comparison.

    May 31, 2019
  • 5.0 star tripadvisor rating

    This was our fourth trip with our kids to Maui, but our first time at this resort. We rented a three bedroom ocean deluxe villa, and I was skeptical about the property because it looked so far from the ocean. When we walked in, the room was beautiful. The view from the balcony was stunning because the villa was situated on the top row. You could even see the ocean from the downstairs patio. Even though we could not hear the ocean when we sat outside, it was just silent and peaceful with birds chirping now and then. We would have breakfast and dinner (most nights) on the balcony. The kitchen was fantastic. It was organized and had every single thing you could ever need or want. The elevator was convenient to have especially when carrying groceries. The bedrooms were so comfortable and the carpet was super soft. The bathrooms were well appointed. There were days where the kids were content relaxing in the villa. The pool at the Ho'Olei complex was nice, quiet and not crowded. We did have access to the Grand Wailea. The shuttle was super quick to pick us up and take us there. If my kids weren't so young and in love with the Grand Wailea pools, we probably would have just been content to use the pool at Ho 'Olei and just go to the beach. The Grand Wailea pools were just too busy.

    May 22, 2019
  • 5.0 star tripadvisor rating
    Incredible luxury and staff

    If you read my post from last October, you know we love the Waldorf Astoria Grand Wailea. Ho’olei luxury villas takes it up another 1000 notches. Located across the street from the Grand Wailea, Ho’olei is out of this universe. Celebrating our 35th anniversary we wanted to go to a place we never imagined we would be able to stay at a resort like Ho’olei. Our villa was at the top of the beautifully manicured grounds with a expansive views of Molokini and the Ocean. At over 3800 sq. feet the villa has everything you could desire. Huge lanai, beautifully decorated, it is a dream come true. The pool is smaller than across the street but is plenty large with a kids/family section, jacuzzi’s, and a waterfall. Tranquil is how we would describe it. There is also a nice size fitness room. We cannot say enough great things about the staff. They are there for anything you need. Hilda, Logan, Melissa, Karen, Samantha, and the rest of the team are like Ohana now. I apologize for not remembering all of the guys names that drove us around Wailea. They had a lot of awesome recommendations on where to eat and all the local spots. Ho’olei is our forever resort now and we will come back as often as we can, it’s that incredible. Mahalo nui loa Ho’olei for treating us like Ohana.

    May 17, 2019
Prices per person based on double occupancy including round-trip airfare via U.S. certified air carriers and round-trip airport/hotel transfers when arriving at airport closest to destination (for exceptions see, hotel taxes and baggage handling, fuel surcharges, and all pre-collected U.S. and foreign taxes. In some instances, pricing may specifically apply to one of multiple flights on select departure days. All packages are based on the lowest hotel/air classes available at time of publication, capacity controlled, subject to availability and change without notice. Promotional pricing may only be available for a limited time. Fees may apply for carry-on and checked baggage-view Baggage Policies. Some resort fees, environmental levies and departure taxes are not included and may be payable in resort. View Frequently Asked Questions for more information. Apple Vacations is not responsible for errors or omissions. Cancellation policies apply. Bookings are subject to the Fair Trade Contract. All public charter flights are operated by ALG Vacations Corp: Allegiant Air: PC 18-231, A319-156 seats or A320-177 seats or A320-186 seats/PC 18-234, A319-156 seats or A320-186 seats; Icelandair: PC 19-077, B757-200-183 seats; Miami Air: PC 18-230, B737-800-183 seats/PC 19-085, B737-800, 180 seats/PC 19-091, B737-800-183 seats; Sunwing Airlines: PC 19-090, B737-800-189 seats; Swift Air: PC 18-229, B737-400-150 seats/PC 19-092, B737-400-150 seats; Viva Aerobus: PC 18-228, A320-180 seats/PC 18-254, A320-180 seats/PC 19-079, A320-185 seats/PC 19-094, A320-185 seats; Volaris: PC 18-233, A320-180 seats. CST2139014-20 62519