Grand Wailea

Name: Grand Wailea
Address: 146 Ho'olei Circle, Kihei, Hawaii, 96753, Kihei, US
Rating: 9.6

146 Ho'olei Circle, Kihei, Hawaii, 96753, Kihei

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9.6

Exceptional 21 reviews

5-star hotel

Great pool and access to activity pool Wonderful ocean views Washer & dryer in unit Full kitchen Spacious unit with lanai for meals

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About Grand Wailea

Grand Wailea Maui, A Waldorf Astoria Resort, stands as the epitome of a Hawaiian dream vacation, welcoming honeymooners with open arms. Set on 40 acres of lush, tropical Hawaiian gardens, this extraordinary resort is a haven for those seeking a fabulous and unforgettable experience.

Paradise Unveiled:

The moment you arrive, you’ll be swept away by the natural beauty that surrounds you. Grand Wailea opens onto the stunning Wailea Beach, consistently voted one of the best in America. Here, the gentle lull of the waves becomes your soundtrack to romance.

Elegant Escapes:

The resort offers elegant and newly-renovated accommodations that are the epitome of luxury. Whether you choose a room, suite, or villa, each space is a sanctuary designed for your comfort and relaxation.

Spa Bliss:

For couples in search of spa indulgence, Grand Wailea’s spa treatments are nothing short of heavenly. Let skilled therapists pamper you in an oasis of tranquility, where relaxation knows no bounds.

Culinary Excellence:

Dining at Grand Wailea is a culinary journey that celebrates Hawaii’s diverse flavors. Each meal is an exquisite experience, offering a taste of the island’s culinary traditions.

Recreational Adventures:

Adventure beckons with a plethora of recreational options. Whether it’s a round of golf at world-class courses or engaging in the resort’s thrilling activities, you’ll find endless ways to create cherished memories.

At Grand Wailea Maui, your honeymoon unfolds amidst the beauty of tropical Hawaiian gardens, the allure of Wailea Beach, and the luxurious embrace of Waldorf Astoria service. It’s a destination where your love story is celebrated amidst the grandeur of Maui’s paradise.

Rooms at Grand Wailea

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Reviews from Couples

9.6 21 reviews

Exceptional

Exceptional · Feb 2025

Gorgeous facilities, impeccable service.

Could improve: nothing

Nice resort, questionable value

Great · Nov 2024

My review is long overdue but I spent a lot of time looking at reviews of Ho'Olei before booking, so wanted to offer my 2 cents. My biggest hesitation when looking at the property was the price - we paid about $25k for 7 nights during spring break 2023. Granted this is a prime time to go, and they charge accordingly, but expectations are sky high when you're paying this much. Pros: - Plenty of space for our party - my family of 4 (with 2 small children) plus 3 grandparents. 5 adults and 2 kids total. We had a nice 3 bedroom setup. - Beautiful views from the top row villas - Our villa was nicely appointed with relatively modern finishes - Housekeeping was good / fine but I didn't find it to be anything special like you might get at a premium resort hotel. - Access to the GW amenities was very nice to have, but again this is where the value is questionable. My 3 year old loved the slides + kid friendly pools, and the beach/chair service is a plus (though they don't have full food/beverage service on the beach as its technically a public beach). But are the rooms worth more than double to access the GW amenities? Not sure. - The smaller pool and fitness center at the villas itself was nice and quiet, but again not 5 star resort nice. - There is a shuttle that can take you from the villas down to the main hotel, and to other areas within Wailea. A nice to have, but it felt silly taking it down to the main hotel, especially with all our kid/beach gear with us. We took it back up the hill a few times with older grandparents. Cons: - While we had a lovely view from the top row villas, it was a LONG walk to get from our door to the GW pools. And walking downhill there is much easier than walking back uphill. Just didn't feel like we were actually at a resort because we couldn't pop into our room to get things or put the baby down for a nap. We had to really plan out the days, it felt like when we left the villa we were going on an excursion for the day. - No food options / service up at the villas. Which meant walking down the the main GW buildings or driving elsewhere to get food. Net-net it was a nice experience and probably a once in a lifetime trip solely due to the cost (and necessity of bring both sets of grandparents). You're paying for the space, and in some regards paying for access to the GW amenities, which are nice but it doesn't feel like part of your resort. For our next Maui trip we just went with our family of 4 and stayed at the Fairmont - you could probably get 3 1-bedroom suites for less than the cost of Ho'Olei and you're right in the main building area, overlooking the pool with quick access to all the resort amenities. GW might have marginally better amenities in terms of the slides and activities for kids, and the full kitchens in the villas can be nice if you use them, but the resort / hotel offerings are comparable. Just giving my honest review that Ho'Olei is nice but I really struggle with the value you get for the price paid. Probably would continue to explore other options in the future.

Spacious, private villa with stunning views, top-notch service, and easy access to resort amenities. Unforgettable stay!

Exceptional · Oct 2024

Space to relax, views to capture, and memories to make. Private, quiet, yet easily accessible, our stay began with a warm, personable welcome to our villa. With a private garage connected to our spacious nearly 4,000 sq. ft. two-story villa, complete with its own entrance, it was the perfect retreat from the first day to the last. Whether cooking or…

I will be coming back!

Exceptional · May 2024

So clean. The concierge and the whole staff really made us feel at home. The pool and amenities were beautiful and always clean.

Our grand Wailea villa was amazing - loved everything about it!

Exceptional · Feb 2024

Gorgeous villa with fantastic ocean view

Our first stay

Great · Feb 2024

Our family of six stayed here 7 nights and were pleased. The unit had top end finishes and appliances. Daily touch up housekeeping was included. The concierge was terrific as was the shuttle service with an Uber type app. We also found the onsite pool to be good with two hot tubs. For late departures they have a shower and…

Service, location, and Value

Exceptional · Sep 2023

We stayed at three villas during our trip around the island. Ho’olei is not the most expensive, not the closest to the ocean front, but the staff service would make us come back again and again. The hard product is still a well deserving 5 star resort, but the service is well beyond expected. Staff will send personalized text messages…

Beautiful property, BUT

Exceptional · Sep 2023

We rented 24-3 from PMI vacation rentals. This is a very nice 3 bed, 3 1/2 bath unit with nice furnishings. The lanai is huge with a bbq, dining and patio furniture, BUT it is directly above the main road so the noise level is high at times. No ocean view due to trees, but lovely if you can handle…

Fantastic Grand Wailea Experience while staying at Ho'olei

Exceptional · Jun 2023

We had an incredible week in Maui staying at the Ho'olei aligned with the Grand Wailea resort. We had #87-6, the 3BR, 3.5 BA with 3 Kings two level villa. Awesome views from the large lanai. Loved that you could open all the doors on two joining sides of the large family room area, although we never really sat as…

Simply the best!

Exceptional · Oct 2022

This villa was amazing! We stayed in 17-6. This three story villa, was beautifully decorated with a ton of space for our family of five. It is an end unit that overlooks the ocean across the street with the golf course on the other side. The kitchen is huge and fully stocked with anything you may need. We enjoyed fixing…

Book this place!

Exceptional · Jul 2022

Just returned from 6 days here and can't wait to go back! We were traveling with 2 adult children, and really debated between the main hotel and the villas. SO glad we went with the villas. Everything felt huge, spacious, and was very clean. We had a deluxe ocean view and the view never got old. The kitchen was equipped…

Unbelievable Experience with Ho'olei - Deluxe Ocean View

Exceptional · Mar 2022

I cannot recommend booking with Ho'olei enough. We had four adults (two married couples) and one infant and the experience was fantastic. First off, the Ho'olei team was extremely communicative weeks before our trip even started. We had texts and emails with the concierge regularly As a parent of an infant, the included high chair, crib, and baby proofing of…

Loved our Family Trip!

Exceptional · Mar 2021

Top Notch Service. Did everything in their power to ensure everyone had a wonderful time! We stayed in the Ho’olei Villas and they had everything we needed! They made sure everything was set-up for us in advance and we wanted for nothing! Highly recommend the villas for a large family! We will definitely plan another trip here in the future.

Grand Wailea delivers a Grand Experience

Great · Jan 2021

Grand Wailea is truly a Grand experience. For a Hotel that was built in 1991 it still has the unique Island charm and luxury you’d come to expect from a Waldorf Astoria chain Hotel. Pull up through the expansive grounds past the amazing water fall feature to the lobby where you’re surrounded by the beautiful landscaping, flowers and plants. Upon first steps into the lobby, you’re introduced to the Island Breeze, warmth of the Sun and beautiful scents of Maui. We stayed in two separate Room categories, the 1-bedroom NAPUA Club Suite and the 3-bedroom HO’OLEI Villa. The NAPUA Club Suite was centrally located within the Hotel and offered guests private dining, bar service and appetizers served daily for Guests in that room category. The selections were modest, the service excellent and it provided a convenience if you chose not to get dressed up to go out for dinner. The Rooms were well appointed, comfortable and outfitted with local artistry and decor to give it that Maui charm. Our HO’OLEI Villa was outstanding, it was located across the street from the Grand Wailea property, however the Shuttle service was surprisingly fast and made it effortless to move back and forth between the properties. Send a text to the concierge and within a few minutes the shuttle is at your doorstep or at one of the Hotel’s lobby’s for pick-up. The HO’OLEI Villa’s offer an ensemble of amenities. Large Bedrooms, Kitchens, Dining areas, multiple Bathrooms, Garage and 2 levels, 3200 sq.ft. of living space. For families or large groups looking for space and want to leave the Hotel rooms behind, the HO’OLEI Villas offer that luxurious experience. In addition to your own private Villa, enjoy the area’s Pool, Gym, and amenities that are exclusive to the HO’OLEI Villa guests. For families with younger kids, you’ll be delighted by the largest water park on the Island. Enjoy the Lava Tube Waterpark & Waterslides, Pools, plunge Pools, grotto Bar, lazy River and the very unique water Elevator to move you from the bottom of the waterslides back to the top within a minute. For Adults looking to escape the kids & family areas, the Hibiscus Pool is up another level on the property, offers breathtaking views of the Wailea Beach and Ocean Bay. The Grande Spa is one of the best Spa’s we’ve encountered. The Spa offers a variety of ancient Hawaii and World culture treatments for guests looking for that extra pampering. The Hydrotherapy Pools are a great way to spend an afternoon relaxing and rejuvenating your body. The resort offers a variety of Restaurants but our favorite was Humuhumunukunukuapua’a, the catch of the day or local fresh and interesting dishes will delight your senses and tastebuds. The Beach is expansive and your toes sink into the beautiful soft sand. We enjoyed our daily swim in the warm Ocean Water and relaxing on this beautiful Beach. Enjoy the walk or run down the beach with a paved trail that runs along the Wailea area connecting many of the Hotels along that stretch of the Island. The Hotel can arrange a variety of adventures, but we chose to rent a Jeep and embark on the journey to Hana which provides a unique Maui experience in itself. We highly recommend doing so, stopping at the local cafés, waterfalls, banana bread canteens and the sought-after Red Beach. If you enjoy Golf there are several beautiful courses nearby and the Wailea Golf Club has 3 championship golf courses to choose from, the Gold, Blue and Emerald offer world class Golf with views that make it hard to keep your eye on the Ball. It’s just a short 10min drive from the Hotel. The Grand Wailea is a luxurious family destination offering something for everyone. The Hotel is on the pricey side, however sometimes you get what you pay for, the Grand Wailea delivers on that promise. We were delighted with the service, staff, Villa, amenities, Pools, Spa and how well the property was upkept. Our family is already planning our next visit and we cannot wait to return to the Grand Wailea.

Luxury of Grand Wailea, Bigger Space

Exceptional · Jan 2021

The Villas at Ho'Olei are adjacent to Grand Wailea and a fantastic option for travelers looking for multiple hotel rooms / bedrooms during a Maui vacation. We booked a 3 bdr / 4 bath unit with an ocean view and have nothing but positive things to say about the staff and experience. The facilities are well-cleaned daily (!) and staff…

Amenities & Facilities

Full-service spa Fitness facilities Parasailing nearby Arcade/game room Free WiFi 24-hour front desk Terrace Garden Luggage storage Sauna Designated smoking area Concierge service

Check-in: 04:00 PM

Check-out: 11:00 AM

The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
Contactless check-out is available.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

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Grand Wailea

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About Grand Wailea

Rooms at Grand Wailea

Reviews from Couples

Exceptional

Nice resort, questionable value

Spacious, private villa with stunning views, top-notch service, and easy access to resort amenities. Unforgettable stay!

I will be coming back!

Our grand Wailea villa was amazing - loved everything about it!

Our first stay

Service, location, and Value

Beautiful property, BUT

Fantastic Grand Wailea Experience while staying at Ho'olei

Simply the best!

Book this place!

Unbelievable Experience with Ho'olei - Deluxe Ocean View

Loved our Family Trip!

Grand Wailea delivers a Grand Experience

Luxury of Grand Wailea, Bigger Space

Amenities & Facilities

Check-in & Check-out

Important Information

Location

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Hotel Wailea

Four Seasons Resort Maui at Wailea

Fairmont Kea Lani