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Ho‘olei Villas at Grand Wailea

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A resort with thatched-roof structures, a pool with a waterfall, and wooden railings. - Ho‘olei Villas at Grand Wailea (Kihei)
A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies. - Ho‘olei Villas at Grand Wailea (Kihei)
A golf course with a pond, trees, and a view of the ocean. - Ho‘olei Villas at Grand Wailea (Kihei)
A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky. - Ho‘olei Villas at Grand Wailea (Kihei)
A spacious kitchen with a large island, wooden cabinets, and a view of the ocean. - Ho‘olei Villas at Grand Wailea (Kihei)
Luxury
5.0 star property
9.6

Exceptional

Maui sanctuary with waterslide pools

Expansive ocean views stretch from villa balconies across Grand Wailea's breathtaking beachfront. A complimentary shuttle connects the property's amenities. Guests can indulge in poolside massage services or enjoy food and drinks delivered directly to their beach loungers.

Popular amenities

  • Hot tub
  • Spa
  • Free WiFi
  • Air conditioning

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Room options

Available filters for rooms
Showing 3 of 3 rooms

View all photos for Deluxe Villa, 3 Bedrooms, Ocean View

A living room with a sectional sofa, a coffee table, and a ceiling fan.

Deluxe Villa, 3 Bedrooms, Ocean View

10.0 out of 10
Exceptional
(1 review)
  • Ocean view
  • 3 bedrooms
  • Sleeps 8
  • 2 King Beds and 2 Double Beds
  • Free wired internet

View all photos for Luxury Villa, 3 Bedrooms, Garden View

A bedroom with a large bed, a ceiling fan, a view of the outdoors, and a small seating area.

Luxury Villa, 3 Bedrooms, Garden View

10.0 out of 10
Exceptional
(2 reviews)
  • Garden view
  • 3 bedrooms
  • Sleeps 8
  • 2 King Beds and 2 Double Beds
  • Free wired internet

View all photos for Luxury Villa, 3 Bedrooms, Ocean View

A spacious kitchen with a large island, a dining area with a view of the ocean, and a ceiling fan.

Luxury Villa, 3 Bedrooms, Ocean View

10.0 out of 10
Exceptional
(2 reviews)
  • Ocean view
  • 3 bedrooms
  • Sleeps 8
  • 2 King Beds and 2 Double Beds
  • Free wired internet

About the neighborhood

Located in Wailea, a neighborhood in Kihei, Ho‘olei Villas at Grand Wailea is next to a golf course. Wailea Blue Golf Course and Wailea Gold Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Wailea Beach and Ahihi Bay. Consider Grand Wailea for a night out or Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters if you're traveling with kids. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with mountain biking and hiking/biking trails. Visit our Kihei travel guide
View more Resorts in Kihei
Map
146 Ho'olei Circle, Kihei, HI, 96753

What's nearby

  • A beach with palm trees, a row of beach umbrellas, and a green boat on the grass.
    Wailea Beach
    7 min walk - 0.4 miles
  • A dessert on a white plate with a strawberry and mint garnish.
    Shops at Wailea
    7 min walk - 0.4 miles
  • A beach with lush greenery, palm trees, and a clear blue ocean.
    Polo Beach
    19 min walk - 1.0 mile
  • A calm sea with a rainbow, palm trees, and a cloudy sky.
    Ulua Beach
    19 min walk - 1.0 mile
  • Grand Wailea
    7 min walk - 0.4 miles

Getting around

  • Kahului Airport (OGG)
    28 min drive

Restaurants

  • Island Gourmet Markets
    9 min walk
  • Island Vintage Coffee
    9 min walk
  • Loulu
    2 min walk
  • Lāhainā Brewing Co. Wailea Craft Kitchen
    9 min walk
  • Humuhumunukunukuāpuaʻa
    5 min walk

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Property amenities

Internet

  • Available in all rooms: Free WiFi and wired internet
  • Available in some public areas: Free WiFi

Parking and transportation

  • Limo/town car service
  • Wheelchair-accessible parking available

Food and drink

  • Continental breakfast available for a fee 7:00 AM to 10:30 AM on weekdays and 7:00 AM to 1:00 PM on weekends; USD 35 to 49 per person
  • A bar/lounge
  • A coffee shop/cafe
  • A restaurant
  • A swim-up bar

Restaurants on site

  • Bistro Molokini
  • Botero Lounge
  • Café Kula
  • Grand Dining Room
  • Humuhumunukunukuapua’a

Things to do

  • Arcade/game room
  • Bicycle rentals
  • Children's club
  • Children's pool
  • Fitness classes
  • Full-service spa
  • Gym
  • Hot tub
  • Outdoor pool
  • Personal motorized watercraft
  • Sauna
  • Shopping
  • Steam room
  • Waterslide
  • Yoga classes

Family friendly

  • Arcade/game room
  • Children's club (surcharge)
  • Children's pool
  • Free rollaway/extra bed
  • In-room babysitting (surcharge)
  • In-room crib
  • In-room kitchen
  • In-room microwave
  • In-room refrigerator
  • In-room washer/dryer
  • Laundry facilities
  • Living room
  • Outdoor pool
  • Separate in-room dining area
  • Supervised activities for children (surcharge)
  • Waterslide

Conveniences

  • 24-hour front desk
  • ATM
  • Free newspapers in lobby
  • Gift shop/newsstand
  • Laundry facilities
  • Luggage storage
  • Safe at front desk

Guest services

  • Concierge services
  • Dry cleaning/laundry service
  • Free grocery shopping service
  • Housekeeping (daily)
  • Tour and ticket assistance
  • Wedding services

Business services

  • 99,997 square feet of conference space
  • Business center

Outdoors

  • Barbecue grill
  • Garden
  • Pool loungers
  • Terrace

Full-service spa

  • In-room massages
  • Spa open daily
  • Spa treatment rooms

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel

More

  • 2 floors
  • Banquet hall
  • Built in 2008
  • Designated smoking areas

Room amenities

Bedroom

  • Free crib
  • Free rollaway/extra bed
  • Premium bedding

Bathroom

  • Bathrobes
  • Deep soaking bathtub
  • Designer toiletries
  • Separate bathtub and shower
  • Towels provided

Entertainment

  • LCD TV with premium channels

Food and drink

  • Cookware, dishware, and utensils
  • Kitchen
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Separate dining area
  • Stovetop

More

  • Access via exterior corridors
  • Air conditioning (climate-controlled)
  • Ceiling fan
  • Connecting rooms available
  • Desk
  • Free local calls
  • Living room
  • Phone
  • Washer/dryer

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 available

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 cribs are available on request at the property

Property payment types

  • American Express
  • Diners Club
  • Discover
  • JCB International
  • Mastercard
  • Visa

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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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.

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?

Check-out 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 Grand Wailea and Wailea Beach. Shops at Wailea 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 select 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

Ho‘olei Villas at Grand Wailea Reviews

9.6

Exceptional

9.4

Cleanliness

9.2

Location

9.4

Staff & service

9.6

Property conditions & facilities
Rating 10 - Excellent. 45 out of 54 reviews
Rating 8 - Good. 6 out of 54 reviews
Rating 6 - Okay. 2 out of 54 reviews
Rating 4 - Poor. 0 out of 54 reviews
Rating 2 - Terrible. 1 out of 54 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was beautiful the view incredible , the amenities were perfect. I would stay again and again
Stayed 5 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing property with an incredible staff. A+++ all the way around!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Pools are great, the villa is perfect for families, service was good, and the F&B options are outstanding
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

6/10 Okay

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 review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Overall, our stay at Ho’olei was wonderful, as always! We were a party of eight, and the three-bedroom villa was the perfect setup for our family. There was something for everyone to enjoy, especially the kids. We loved the fitness classes, the pools on both sides of the property, the dining options, and the Fourth of July festivities. The villa was spotless, spacious, and very comfortable. One of our favorite parts of the trip was enjoying dinner on the lanai while watching the beautiful sunsets—those are memories we'll always cherish. Thank you, Ho’olei, for another amazing stay. We can't wait to come back!
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

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 review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Overall almost perfect. Some small issues but otherwise would have been a 5/5. Gave it overall a 4 but wish i had a choice for 4.5
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

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

8/10 Good

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 review

8/10 Good

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 review

6/10 Okay

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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