Very Good 4028 Reviews
Jetsetter Approved
This Hotel meets our standards
This hotel meets our standards, but we haven't stayed yet

What We Love

  • The location on Key West’s only natural beach, 450 feet of white sand
  • Each room has a private balcony
  • Heated outdoor pool

What To Know

  • Rooms overlooking the pool terrace can get party noise when weddings are held on site
  • Pets under 25 pounds are allowed
  • A $30 resort fee per night will be collected at the Jetsetter checkout


  •  Babysitting
  •  Bar
  •  Free WiFi
  •  Gym
  •  Handicap-accessible
  •  Parking On Site
  •  Pet-friendly
  •  Pool
  •  Restaurant
  •  Room Service
  •  Spa
Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.
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Historic style with Waldorf Astoria polish on Key West's only stretch of natural beach

The Lowdown

This 150-room Waldorf Astoria resort is situated on a choice slice of paradise—Key West’s only natural sand beach. Water sports abound, from scuba diving to snorkeling to jet ski rental, and a heated pool overlooks the shore. When guests get hungry, there’s a Strip House steakhouse. It’s enough to make one never leave the compound, but that would be a mistake; the hotel’s sister property, Casa Marina, opens its Spa to Reach guests. And beyond that, Duval Street, the thumping main artery of Key West, is only a mile away.

In the Area

Like all mammals, guests at the Reach have to decide if they’re more comfortable on land or on sea when it comes to leaving their home away from home. Landlubbers golf at the Key West Golf Club, visit the Custom House, or historic Fort East Martello. Seafarers opt for a jet ski tour of the island, take a sunset cruise, or scuba dive the area shipwrecks. And those stuck in between head straight to the Key West Aquarium or Key West Shipwreck Museum.

How to Get There

The Reach, A Waldorf Astoria Resort
1435 Simonton Street
Key West, FL 33040 United States


4.0 Very Good 4028 Reviews
Poolside Service
Reviewed 3 days ago

Hard working and very professional guys working the poolside and beach. These guys setup the chairs, loungers and umbrellas and make the vacation luxurious.

Bring cash for tips, these guys earn every penny!

Thanks Guys!

Beautiful resort that provides you with a room to sleep in!
Reviewed 5 days ago

ere is my no-nonsense review of The Reach...from the start of our stay till we left 4 days later. Because my husband travels a lot for work, we are used to being upgraded to nicer suites, etc. When we checked in, the very nice desk clerk was efficient and polite and helpful! He said he gave us a room with a great ocean view...but no suites were available for upgrade. It was a great view with a balcony we didn't use because it was too hot and humid. But still nice! The lobby is very basic, but nice and cool and fruit water is available at all times. We found our way to our room after riding in a hot elevator, and walking around stark white and peeling outdoor corridors (common in Key West from weather) We entered our room and we immediately cringed.....flashbacks to budget hotels in Kissimmee Florida! Stark white walls, oldish snagged carpet, no dresser to unpack, only a bed or office chair to sit on.... yikes! We talked about moving hotels.....

******Then......we.....saw......the....BEACH! The PRIVATE sandy beach! The beautiful pool! The beach attendants who covered lounge chairs in soft towels! The decently priced beach drinks and meals (literally at a touch of a button that is on the umbrellas that call the waitress)! The decently-ish priced little store that has breakfast/lunch items and coffee! The yummy bone-chilling, luxurious, never faultering air conditioning in our room after a steamy walk on Duvall Street in hot humid July!! Glorious!! *****

When you stay at The Reach.....look at your accommodations this way.... You are paying "$100 for a hotel room and $300" for the resort! *$ as an example* .....No where else in Key West will you find a private sandy beach! And really, the time we spent lounging on the beach was so very worth it!!!

If I could suggest a couple things to the hotel....
-add air conditioning to the pool bathrooms! Trying to peel off a swimsuit (and trying to peel it back on) in the hot, humid, stagnant room is sooooo unpleasant!
-next time you renovate rooms, and you still don't want to add a dresser, buy nightstands with drawers!
-PLEASE figure out a better way to rake (and remove) the dead sea grass that piles up on the shore....it's gonna happen, but the guy on the tractor that rakes the beach in the morning just drags all the foliage back into the water so for the next 4 hours the water is churning gross water and slimy dead plants back onto the beach. That IS NOT 5 Star worthy!!

Great Getaway Spot
Reviewed 6 days ago

The Reach Resort was above our expectations. Friendliest staff. Great food at their restaurant. The room was comfortable great view of the courtyard garden, pool and beach area. Location is amazing, you can walk to most of the tourist attraction areas. We will definitely stay here again!!

Great staff in a resort that needs TLC
Reviewed 7 days ago

This resort is in an amazing location. Short walk to all restaurants and shopping. 30 minute walk to Mallory Square.
The staff are amazing. In particular they should give EJ a promotion. He was truly concerned that we enjoyed our stay and got the best from Key West.
As others have said this is not a Waldorf Astoria. The rooms are dated. The lobby is small and there is peeling paint everywhere. The elevator had cracked wood. Small private beach was nice. We also enjoyed the boardwalk style dock and cool sculptures in the courtyard. It served the purposes for our trip-but was the brand name is definitely misleading.

It's a "Reach" alright....
Reviewed 1 week ago

...to be considered a Waldorf Astoria.
I would like to start off by saying, that I don't believe I have ever given a hotel a two star rating, and the ONLY reason I am rating this hotel a 2 star is because somehow this hotel was branded a Waldorf Astoria. I would also like to note that I am a diamond level Hilton honors member and my friend that I was traveling with is a Hilton corporate employee. I will start off with the positives:
1. Service - The employees of this hotel are truly great. From check in with EJ, the concierge, waiters and waitresses, bellman, and gentleman by the pool/ocean. Everyone was courteous, respectful, and went above and beyond their basic employee responsibilities. The Reach should be proud of their employees!
2. Access to Casa Marina - The only reason we didn't stay at the Casa Marina property was because we were told both properties were similar and that the Reach was closer to Duval street. Both properties required the same amount of points. Casa Marina has two pools, with one being an adult only pool. Therefore, we spent all of our days at that pool. Service at Casa Marina was top notch at well. Casa Marina, on the outside, lives up to a Waldorf Astoria brand.
Well, unfortunately, that is all I have for my positives, on to the negatives:
1. Quality of room and hotel in general. You will see from the pictures I posted, that the quality of the rooms (even the elevator) was appalling for Hilton's HIGHEST level of hotel brand. Bathrooms were not kept clean, furniture/walls were damaged in hotel room, and decoration was blasé.
2. View from room 455. Now, I acknowledge I paid with points for the most basic room. However, should a Waldorf Astoria standard room come with a view of a dumpster? The property could at least attempt to hide the dumpster or enclose it.
3. The pool elevator. I am not sure what is going on with this elevator, but it needs a makeover.

I deeply regret not staying at the Casa Marina. The owners/management need to think long and hard about de-branding this hotel or undergoing a MAJOR PIP. When I think of luxury, I think of Waldorf Astoria, the Reach is a Double Tree at best.