Okalani at Ho'olei


Rates: $2938 / night (avg.)
Bedrooms: 3
Bathrooms: 4
Bed types: KKQQ (sleeps 8)
Reviews: 5.00 (from 19 reviews)
GRAND WAILEA RENTAL PROGRAM BENEFITS FOR OUR GUESTS:

* Use all the pools, water slides, spas, and restaurants at the beachfront Grand Wailea Resort and Ho'olei community.
* Complimentary DAILY housekeeping service by Grand Wailea Resort staff
* Professionally cleaned utilizing Hilton/Waldorf Astoria sourced products and processes
* Complimentary self or valet parking at the Grand Wailea Resort
* Complimentary on-demand shuttle services within the Wailea area
* Umbrella, towels, and lounge chairs set up for you on Wailea Beach
* Exclusive charging privileges at The Grand Wailea Resort
* High-speed wireless Internet access included
* Resort provided grocery shopping service
* Towels provided at both the Ho’olei and Grand Wailea pools
* On-site concierge service
* Reserve cabanas at the Grand Wailea pools and beach
* Enjoy exclusive Spa Grande bath products in the home
* No departure cleaning fees
* One car garage space in the villa and space for another car (self-parking at Ho’olei at no cost)

These exclusive privileges are ONLY available to you if you rent from an owner that The Grand Wailea's rental program has accepted. You no longer have to choose between a luxury home or a resort, as this villa combines the best features!

You'll have many great choices when searching for a nice place to stay in Wailea on Maui's sunny south side. There are charming beachfront resorts, such as the iconic Grand Wailea Resort, and some privately owned residences. In most cases, you'll need to choose between the two options. Fortunately, you've just found the best of both! We've combined all of the services and amenities of the fabulous Grand Wailea Resort with a professionally designed and spacious three-bedroom home. You'll experience the best home at Ho'olei while enjoying all the benefits of being a guest at The Grand Wailea Resort.

Okalani at Ho’olei, our beautiful ocean-view residence at Ho’olei, Grand Wailea Resort, is ready for you to experience. Our home includes Grand Wailea Resort use privileges!

Okalani is translated from the Hawaiian phrase meaning “Heaven sent.” The minute you walk through the front door of Okalani, you’ll see how she earned her name…the ocean views are heavenly!

Perfectly at Ho’olei, you will enjoy the ever-changing views from both levels of this 3,500-square-foot luxury residence. Watch as the first morning light illuminates the West Maui mountains while the trade winds push cloud formations over Lanai and Molokini. The deep blue Maui waters glisten as the sun reflects on the white caps. The real show begins at sunset – as all of these elements change colors while the sun drops behind Lanai in the distance. Simply spectacular!

Impressive views are just one element of Okalani’s allure. We’ve spent tremendous time and money creating a perfect space for your family. On the main level of Okalani, an open floor plan enabled us to create comfortable seating areas that flow from the living room area to the kitchen. Enjoy each other’s company as you prepare anything from a quick snack to a gourmet meal in the fully equipped kitchen.

Large Fleetwood sliding glass doors disappear into the walls so that you may enjoy indoor/outdoor living. The upper lanai is the perfect place to eat while marveling at the view. A comfy seating area with club chairs may be ideal for gathering as your chef prepares the meal on the six-burner Wolf gas grill.

When it’s time to retire to bed, the feelings of peace, comfort, and luxury continue to the three private suites. The three bedrooms include an en-suite bath, thick carpeting, and custom bedding atop the deluxe mattresses. The lower level consists of the main suite and the second bedroom, with access to the ocean-view lower lanai. These bedrooms have king-sized beds. The main suite has a large walk-in closet, safe for your valuables, and a spacious bath with a soaking tub, separate shower, and dual vanities. Bedroom three on the upper level has two queen-sized beds, comfortably sleeping four.

We created a space that enables you to live in comfort and convenience. A full-sized washer/dryer is in the home (along with detergent) so that you may pack light. Park your vehicle in the garage and use the private elevator to the main level if you’d like. To stay connected, we’ve included complimentary high-speed wireless Internet.

Your vacation experience keeps improving…your entire group (up to 8) are all Grand Wailea Resort guests. You can use the resort’s beachfront facilities and amenities – all eight pools, water park, and spa. This unique benefit means your stay includes the best of both – a fabulous luxury home without missing out on the fun of a beachfront resort. A short walk or drive to the resort across the street and valet or park at no cost.

We are here to answer your questions and to help with your Grand Wailea booking by phone or e-mail. Just let us know how we can help you with the booking. Aloha!!
Registration Number: 210081190065, GE-177-749-8112-01, TA-177-749-8112-03

Okalani at Ho'olei Reviews



Scott H.
January 2023
This is a fantastic place to spend time with your family. Daily service from the GW room attendants was wonderful. Ken is a pleasure to deal with on anything that comes up. Can't wait to come back soon.



August 2022
Wonderful property! The whole family loved it and had a great time at the condo and using the amenities at Grand Wailea. We’d definitely book the same location again.


Susan A.
November 2021
Beautiful property, friendly staff. Loved our trip! Great for families.


Mike P.
October 2021
Communication was great. Very fast response from Ken whenever we had a question. Beautiful place with views to match. Just as an FYI because I wasn't sure what had changed since COVID.... they no longer have the shuttle that takes you down to the hotel across the street. Instead they give you a card that entitles you to valet for free. It was super easy and I'd imagine faster since you can just go instead of having to wait on a golf cart or whatever to become available. So that actually worked out to be a plus I think. Also, they do have people come in and clean each day as of October 2021. We texted one day and told them not to bother so that is always an option as well if you prefer to not have someone in your house. When they did show up, they were wearing masks although we usually were not home when they came. Just a few very minor issues, the garage clicker stopped working on the morning of our 2nd day of our stay as the battery died. The card they gave us to access towels at the community pool didn't work as I guess it didn't get activated correctly, so the first night we swam we had to drip dry. And then maybe on night 3 or 4 I think it was, all of our entry cards to the house were switched off and lost access. Each time, a quick text and/or stop into the Ho'olei lobby quickly remedied the issue and it wasn't a big deal at all. The staff was very quick to respond via text at all times. Ken is also a good owner and doesn't appear to let issues linger. Apparently the people staying before us informed him that the TV in the 2nd bedroom wasn't working. The staff informed us of this when we checked in and texted us to ask when would be a good time for the new tv to be delivered. It was installed the very next day. We never used it at all and didn't even know it was broken, but good to know that he is responsive to replacing items that are reported as needing repair. Overall, I'd say a 5 star stay.


sarah h.
September 2021
We absolutely loved our stay in 99-4. We had e adults and 1 14 month old, and there was plenty of room for us all. It was nice to be able to use the Grand Wailea property, and then come home to our spacious and beautiful place! We preferred this k er hotel rooms, and will definitely stay here again next year!


Christine L.
August 2021
We stayed in unit 99-4, and it was very comfortably furnished. The unit was beautifully decorated, and the kitchen was well stocked. We stayed previously in a different unit in December of 2019, and enjoyed this unit as much as we did the first one. Communication with Ken was helpful as always. We do plan on staying in Ho’olei on future trips.


Monica F.
June 2021
The most beautiful views in Ho’olei! My favorite place in Maui hands down. Ken was wonderful to work with and so helpful/responsive. Love to return again soon!


Anne S.
January 2020
Seriously the best family vacation we’ve ever had! Everyone was so nice and anything we asked for was accommodated. We will be coming back. Thank you to ALL who helped make this the best vacation ever! Xo


Susan A.
November 2019
The Grand Wailea has by far the best family pool out there. It is a long walk down there, even if you take a shuttle to the entrance, so that might be annoying for families with small kids, but for our family of five with tweens/teens it was fine, and we loved coming back to a spacious condo with a beautiful view. The kitchen was well stocked and we had another family over for dinner very comfortably. We snorkeled/Snuba/scuba about 10 minutes down the beach and saw lots of turtles. We’d strongly consider coming back here!


Joo a.
August 2019
Amazing home! Great service from Grand Wailea Resort staff. Having resort amenities along with such a beautifully crafted home with amazing ocean views made this the perfect trip. We will be back.

Note: Vacancy calendar is approximate. Visit the owner/manager's reservation site to verify your dates.