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Ho‘olei Villas at Grand Wailea

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Luxury
5.0 star property
9.6

Exceptional

Serene beachfront luxury with stunning views

Breathtaking beachfront property with serene surroundings, offering spacious, well-equipped villas and stunning views. Enjoy beautiful pools, delicious food and drinks, and a shuttle to nearby dining and shopping.

Popular amenities

  • Pool
  • Hot tub
  • Spa
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
The current price is ฿58,095
฿71,079 total
includes taxes & fees
4 Jun - 5 Jun
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Policies

Check-in

Check-in start time: 4 PM; check-in end time: midnight
Minimum check-in age - 21

Check-out

Check-out before 11 AM
Contactless check-out

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

Pets not allowed

Children and extra beds

Children are welcome
Free rollaway/extra beds!
Free cots are available on request at the property

Payment types at the property

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Deposit: USD 1000 per stay
  • Resort fee: USD 64.88 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • Phone calls
  • Shuttle service

We have included all charges provided to us by the property.

Optional extras

  • Fee for continental breakfast: approximately USD 35 to 49 per person

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards, debit cards and cash
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

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
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Frequently asked questions

Does Ho‘olei Villas at Grand Wailea have a pool?

Yes, this property has an outdoor pool and a children's pool.

How much does it cost to stay at Ho‘olei Villas at Grand Wailea?

As of 21 May 2026, prices found for a 1-night stay for 2 adults at Ho‘olei Villas at Grand Wailea on 4 Jun 2026 start from ฿58,095, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Ho‘olei Villas at Grand Wailea pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Ho‘olei Villas at Grand Wailea?

Check-in start time: 4 PM; check-in end time: midnight.

What time is check-out at Ho‘olei Villas at Grand Wailea?

Checkout is at 11 AM.

Where is Ho‘olei Villas at Grand Wailea located?

Located in Wailea, this family-friendly Kihei resort is within a 10-minute walk of Shops at Wailea and Wailea Beach. Wailea Blue Golf Course and Ulua Beach Park are also within 15 minutes.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on selected room rates because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Reviews

9.6

Exceptional

9.4

Cleanliness

9.2

Location

9.4

Staff & service

9.6

Property conditions & facilities
Rating 10 - Excellent. 38 out of 46 reviews
Rating 8 - Good. 5 out of 46 reviews
Rating 6 - Okay. 2 out of 46 reviews
Rating 4 - Poor. 0 out of 46 reviews
Rating 2 - Terrible. 1 out of 46 reviews

Reviews

Verified

10/10 Excellent

ALAN

Liked: Cleanliness, amenities, property conditions & facilities
Womderful home, terrific service, access to hotel amenities was key.
Stayed 8 nights in Feb 2026
Verified

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a beautiful villa across the street from the grand wailea. Booking included full use of the resort, which was excellent. Included was a shuttle service with uber-like app that we could use to go anywhere within a 1 mile radius. This was a great stay
Stayed 7 nights in Apr 2026
Verified

10/10 Excellent

David

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is an amazing place to stay with a family. Views. Facilities. Local entertainment, dining, shopping, and activities.
Stayed 5 nights in Apr 2024
Verified

10/10 Excellent

Pipasu

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a dream vacation and The Grand Wailea is a dream resort on a breathtaking beach front property. They have beautiful pools, delicious food/drinks and fun activities. Whether you stay at the pool or the beach, you have food and drink services. We are a family of five and stayed in the villas that are right across the street. The complimentary shuttle will take you around to the different restaurants and shops that are within a mile from the resort. Highly recommend this resort!
Stayed 9 nights in Aug 2023
Verified

6/10 Okay

brian

Liked: Cleanliness
Disliked: Amenities
We stayed in Villa 99-5. . To sum it up quickly, the price to experience was in our opinion way too high. Also as a member an elite member, I did not get the discounts on the Cabana rentals and beach chair. The restaurant staff and food was very good. For the price we believe that there should be more comps than provided. Also on checking out the elevator was not working to allow the upstairs to bring their luggage down conveniently. The other complaint which was an ongoing complaint was the TVs not that you need to watch him when you're on such a beautiful island but if kids were staying they would need some entertainment at the evening I would believe. Again the cost to the experience was too expensive. For what you got. I would look at other opportunities or options for lodging where there was more bang for the buck.
Stayed 8 nights in Oct 2025
Verified

10/10 Excellent

Leslie

Liked: Cleanliness, amenities, property conditions & facilities
Perfect for Families. Quite spacious and great for a relaxing Family vacation.
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Karina

Liked: Cleanliness, staff & service, property conditions & facilities
Best property in Maui
Stayed 4 nights in May 2024
Verified

8/10 Good

Shufei

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I like daily house keeping service. I don't like that the ocean view is nearly all block by plants, it can't even counted as partial ocean view. The first house furniture is also in very old style.
Stayed 6 nights in Jul 2023
Verified

6/10 Okay

jamie

Disliked: Cleanliness, property conditions & facilities
$150/day to rent two lounge chairs and an umbrella on the beach! And when someone took the volleyball we checked out, we were charged $75 for not returning it . The hotel is starting to look dated on the outside and construction is ongoing around the spa, which makes it not a relaxing experience. Dining options are much better at the Four Seasons. If it weren’t for the slides and pools, we would move on.
Stayed 6 nights in Feb 2025
Verified

10/10 Excellent

Hatem

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The best way for families to do Maui, but quite pricey. The villas give you the best of both worlds if you rent from the hotel directly, as you can use Grand Wailea’s pools and amenities. However, Ho’Olei has its own pool, gym and poolside massage service so you don’t necessarily need to go over to the big hotel and deal with the larger crowds unless you have small kids that really want a waterslide and lazy river experience. You can use the public beach without staying at the main hotel or staying through the hotel booking. If using the hotel amenities is not a priority then you may get more cost-effective options staying at the privately owned villas. Wailea is a beautiful part of the island and close to Kihei town for shopping for essentials and lots of hole in the wall seafood, poke, and diner food joints. The aquarium is only 20 minutes away, the airport 30, Lahaina and Kaanapali 35 minutes. The service and set up of these villas is excellent and most have large balconies with grills and expansive views of the ocean and the hotel resort.
Stayed 5 nights in Aug 2022
Verified

10/10 Excellent

Karen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Much needed family vacation

Beautiful home with all the amenities we wanted; comfortable beds, extra clean, gorgeous view, and easy access to the Grand Wailea and beach! We felt very safe with our covid travel; strict precautions taken by Ho’olei and social distancing was easy. We will definitely return to Ho’olei
View from our home away from home
Kihei Sunset
Big Beach- Makena
Stayed 9 nights in Dec 2020
Verified

8/10 Good

TK

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The villa was really nice overall. However for the cost - would have expected the furnishings to be in better shape and a complete set of dishes. The master bedroom and living room were in need of updating.
Stayed 7 nights in Feb 2020
Verified

10/10 Excellent

jack

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
spectacular view! very clean, Rose from Grand Wailea is very friendly and accomodating.
Stayed 2 nights in Jan 2020
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Had a wonderful week at the condo. Stunning view. Staff feel like family. Room service is great. Watching sunset at sea right from the balcony. Hotel provides more than what we need to enjoy the beach and the stay.
Stayed 7 nights in Dec 2018
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A+ property and location! All of it was perfect. We couldn’t have asked for a better property for our family of 5. The only way to do Hawaii!
Stayed 5 nights in Dec 2018
Verified

10/10 Excellent

Verified traveller

Liked: Staff & service, property conditions & facilities, room comfort
Disliked: Cleanliness
Sofa had very large stain on it...no attempt was made to clean it during 10 days.
Stayed 10 nights in Sep 2018
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great views and spacious condo with everything you need. Convenient shuttles to and from the Grand Wailea with access to all of the resort amenities.
Stayed 7 nights in Oct 2018
Verified

10/10 Excellent

Jimena

Liked: Cleanliness, staff & service, room comfort
Overall experience was amazing. I have one big complain is that the restrooms by the pool at the Grand Wailea were disgusting. Really dirty constantly. Super bad smell. Really bad. And every one in our party (we were 7 families) we all had the exact same complain. They need to put AC in those bathrooms and clean them way more often.
Stayed 3 nights in Oct 2018
Verified

8/10 Good

Jennifer

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Maui adventure

The location was great but its not as close to the beach as you might think. The shuttle service was wonderful and the drivers were all friendly and helpful. The Villa was really nice but we did have a bug issue our first night and it was handled promptly. It felt like home, very cozy rental with lots of space for our family of 5.
Stayed 5 nights in Sep 2018
Verified

10/10 Excellent

Millerfamily

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Amazing experience. Everything was perfect and exceeded our expectations. Plenty of room for 3 teens to spread out and have some private space. Definitely will go back!
Stayed 5 nights in Jul 2018
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nicely decorated villa with an awesome view of the ocean. Hotel staff was very friendly.
Stayed 6 nights in Jul 2018
Verified

10/10 Excellent

Julie A

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Love it!

We loved our accommodation the place was really nice and a great location. Everyone was very happy and said it made our vacation an amazing one!
Stayed 6 nights in Jun 2017
Verified

10/10 Excellent

Tim

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Beautiful suite with great amenities. Friendliest staff in the world. Pool at Grand Wailea was great for the kids Adult pool perfect for those traveling without kids. Ho'olei pool excellent option, usually quiet but kid friendly. Amazing beach. Pass on the luau next door, book ahead and see the Grand Wailea luau or Lahaina luau.
Verified

10/10 Excellent

Randy

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Family friendly

Beautiful villa, well equipped. Would of been nicer if pool service was available at location.
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

High end luxury

We have been to the GW about five times. We now stay at Ho' Olei. Very high end. Four minute walk to the GW where you have access to all facilities. Makes sense if you have a family of four or larger. Otherwise, stay at the GW.