Spring Break to Maui: The Grand Wailea

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Spring Break to Maui:  The Grand Wailea

Million Mile SecretsSpring Break to Maui:  The Grand WaileaMillion Mile Secrets Team

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Emily:  Daraius surprised me with a stay at the Grand Wailea, a Waldorf Astoria Resort.  I had never stayed in a Waldorf Astoria hotel (part of the Hilton chain), and was looking forward to our visit to see what the fuss was about!

Daraius:  The Rough Guide says that “…minimalism is a dirty word” at the Grand Wailea.   And, boy, were they correct!

The Grand Wailea
Poolside at The Grand Wailea

Trip Report Index:

The Grand Wailea

Emily:  We pulled up to the entrance, and the staff took our luggage and parked our car.  Valet parking is mandatory and expensive at $30 per day.  Daraius couldn’t find any cheaper parking by the hotel, so we paid the valet fee.  But we didn’t have to pay the $25 resort fee since we booked the hotel using points and free night certificates from the Citi Hilton Reserve card.

The Grand Wailea
Grand Wailea Entrance

The building was painted in bright white and peach.

The Grand Wailea
Peach and White Grand Wailea

As you drove up, there was a waterfall with pretty flowers.

The Grand Wailea
The Waterfall

There was a very large lobby and in the center was a bar.

Grand Wailea Resort Lobby

The hotel is very large and has several restaurants, a spa, seven pools, and more. I liked how it was not very crowded and quiet.

The Grand Wailea
Resort’s Interior

The open lobby and bar made the hotel look even larger.

The Grand Wailea
Open Lobby and Bar

There was even a painted ceiling in the bar and lots of sculpture, graphics, murals and artifacts everywhere.

The Grand Wailea
Artwork and Bar

We took a few pictures and then walked around the hotel.

The Grand Wailea
Picture Time!

There was an ornate bar.

The Grand Wailea
The Botero Bar

I loved how well-kept everything was.

The Grand Wailea
Beautiful Garden

There was a sculpture of Three Male Hula dancers.

The Grand Wailea
Daraius in Front of Three Male Hula Dancers

The hotel was as beautiful outside.

The Grand Wailea
Outside View

There were lots of palm trees and paths.

The Grand Wailea
Palm Trees and Marble Paths

I loved the little white canopies.  They were so pretty!

The Grand Wailea
White Canopies

There’s also a reflecting pool which is a great place to take a picture.

The Grand Wailea
Reflecting Pool


The Grand Wailea
The Reflecting Pool

To the right of the reflecting pool is a small chapel.

The Grand Wailea
Small Chapel

We went inside to see the stained glass.

The Grand Wailea
Chapel’s Front View

The chapel was open so we peaked inside.

The Grand Wailea
Stained Glass Interiors

Outside were the Nai’aKauhulu (Gathering of Dolphins) sculpture.

The Grand Wailea
Dancing Dolphins

The beach is also right by the hotel, providing an excellent view of the Pacific Ocean.

The Grand Wailea
By The Beach

There were lots of lounge chairs to enjoy the view.

The Grand Wailea
Lounge Chairs

The pool area, Wailea Canyon, includes everything from slides, jungle pools with a rope swing, waterfalls, caves, a sand beach, Jacuzzis, a swim-up bar, and a water elevator.

The pools are some of the best I have seen at a resort!  There are nine pools on six different levels.  The pools are connected by a river that carries swimmers along whitewater rapids and gentle currents.

The Grand Wailea
One of the Many Pools

The connecting river made the pools seems like one giant pool.

The Grand Wailea
River Connecting the Pools

There was an adults-only pool…

The Grand Wailea
Adults-only Pool

…a kids’ play area pool…

The Grand Wailea
Kids’ Play Area Pool

…a scuba dive training pool…

The Grand Wailea
Scuba Dive Training Pool

…a volleyball pool…

The Grand Wailea
Volleyball Pool

…a pool with a water elevator…

The Grand Wailea
Water Elevator

…a pool with a waterfall…

The Grand Wailea
Pool with Waterfall

…a kids’ pool with sand, to imitate a beach…

The Grand Wailea
Sand Beach Kiddie Pool

…a general pool…

The Grand Wailea
General Pool

There were more pools than we had time to try!

The Grand Wailea
A Pool a Day Keeps Daraius Happy

…a snake pool…

The Grand Wailea
Snake Pool

…pools with waterslides…

The Grand Wailea

…a pool with a bar…

The Grand Wailea
Pool with Bar
The Grand Wailea
Grotto Bar

..more snake pools and passageways…

The Grand Wailea
Snake Pools and Passageway

…and a bar/restaurant.

The Grand Wailea
Resort’s Bar and Restaurant

There was even a koi pond.

The Grand Wailea
Koi Pond

There was a concrete pathway which connected the Grand Wailea to the other hotels and condos in the area.

The Grand Wailea


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Editorial Note: We're the Million Mile Secrets team. And we're proud of our content, opinions and analysis, and of our reader's comments. These haven’t been reviewed, approved or endorsed by any of the airlines, hotels, or credit card issuers which we often write about. And that’s just how we like it! :)

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Daraius, I am very impressed by how you handled the rudeness. I totally enjoyed reading your blogs. I love looking at your pictures and think Emily is so beautiful. She even inspires me in choosing outfits to bring for my trip. Whenever I plan trip with my husband or even trip with the family, I refer to your blogs to see what you and Emily recommended! Please keep up your good work. I am a big fan. Thank you!

Daraius I am just starting to put together a Hawaii trip for next June (what I’m not going back to Maldives!?). Looking at the Grand Wailea as still looks a reasonable HH redemption especially in June. Couple of questions. First did you use the bikes at all at GW? I have read about them but not seen them. Wanting to know if they are actually nice or not. Second is I looked through your TR and see a lot of grey skies. Did you just have bad luck with weather? Looking at weather averages seems June is a good dry time to go.

I can’t believe the rudeness of David Gray. Only explanation I can come up with is that David is jealous that Emily has Daraius and he doesn’t.

@ Dan F- Thanks for sharing your proposal story! Reading it on the blog brought a huge smile to my face. Moments like those are what collecting miles and points is all about. Congratulations to you and your fiance! I hope you have fun planning the honeymoon. 🙂

Million Mile Secrets

@Dan F – Congratulations! Thanks so much for sharing your proposal and for your kind words. I’m sure we’ll check out the Farimont at some point!


I’m a long-time reader and a big fan. I never interact in forums because of people like David Gray above. I am consistently impressed with your personal response to every post and an even bigger fan after seeing your mature handling of an unnecessarily rude commenter. By using your travel advice I was able to fly my then-girlfriend on business class to Rome and propose at the corner suite of the Rome Cavalieri hotel this past Christmas. I hope that when you close your computer each day you take with you more stories like mine than the juvenile posts of a ‘David Gray.’



BTW- I stayed at the Fairmont Kea Lani right next door last April–I think it gives the Grand Wailea a run for its money!

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