Search Resort Hotels in Rockland Key from CA $177

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 1 - Aug 3
In two weeks
Aug 8 - Aug 10
In one month
Aug 22 - Aug 24
In two months
Sep 19 - Sep 21

Browse Select Rockland Key Resorts

Casa Marina Key West, Curio Collection by Hilton
Relax in a serene beachfront setting with a fire pit, wicker chairs, and a sofa.

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (252)
"Beautiful hotel, great location. This was our first time in Key West, but won't be our last!"
The price is CA $279
CA $395 total
includes taxes & fees
Aug 6 - Aug 7
Casa Marina Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
Relax by the ocean at our resort, where a pool surrounded by lounge chairs and umbrellas offers a serene atmosphere.

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (1017)
"Very good location, beautiful beach. "
The price is CA $330
CA $454 total
includes taxes & fees
Aug 24 - Aug 25
The Reach Key West, Curio Collection by Hilton
Pier House Resort & Spa
Relax on the balcony with a view of the sea, featuring two comfortable chairs and a small table.

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1024)
"The hotel was amazing. Great location, great staff, beautiful property. "
The price is CA $417
CA $558 total
includes taxes & fees
Aug 6 - Aug 7
Pier House Resort & Spa
DoubleTree Resort by Hilton Grand Key - Key West
Relax by the resort pool surrounded by palm trees and lounge chairs.

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
7.8 out of 10, Good, (1006)
"Pool was great"
The price is CA $177
CA $245 total
includes taxes & fees
Aug 24 - Aug 25
DoubleTree Resort by Hilton Grand Key - Key West
Hyatt Centric Key West Resort and Spa
Relax by the pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas at your disposal.

Hyatt Centric Key West Resort and Spa

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Great place to stay"
The price is CA $336
CA $467 total
includes taxes & fees
Aug 21 - Aug 22
Hyatt Centric Key West Resort and Spa
Ocean Key Resort - A Noble House Resort
Relax by the ocean-view pool surrounded by lounge chairs and a cabana.

Ocean Key Resort - A Noble House Resort

4.0 star property
9.2 out of 10, Wonderful, (1004)
"Amazing location, room, and staff! Will definitely stay again! "
The price is CA $394
CA $543 total
includes taxes & fees
Aug 25 - Aug 26
Ocean Key Resort - A Noble House Resort
Santa Maria Suites
Relax by the pool surrounded by a spacious deck and lounge chairs.

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1000)
"Best place to stay great staff and the rooms are beautiful "
The price is CA $388
CA $497 total
includes taxes & fees
Aug 20 - Aug 21
Santa Maria Suites
Coconut Beach Resort
Relax by the oceanfront pool surrounded by palm trees and lush greenery.

Coconut Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (134)
"Joel was a really big help with bringing our bags up and down the steps. He is also a really nice person who cares for everyone. "
The price is CA $441
CA $497 total
includes taxes & fees
Aug 11 - Aug 12
Coconut Beach Resort
Luxury Pull Thru Rv lot with access to all the Resorts amenities!
Tennis enthusiasts can enjoy a game on this outdoor court surrounded by palm trees and a fence.

Luxury Pull Thru Rv lot with access to all the Resorts amenities!

10.0 out of 10, Exceptional, (4)
"Loved the patio furniture available for use. Nice shade trees. There was a problem with the sewage hookup when we arrived but the property manager was quick to help us. Some cute plants and decorations. Right across from the pool and hot tub. Perfect location "
Luxury Pull Thru Rv lot with access to all the Resorts amenities!
Canal front lot only. No house or RV. You need to bring your RV.
Boats docked in a serene marina adjacent to residential homes with balconies.

Canal front lot only. No house or RV. You need to bring your RV.

The price is CA $203
CA $257 total
includes taxes & fees
Aug 5 - Aug 6
Canal front lot only. No house or RV. You need to bring your RV.
Tropical Island Getaway
Enjoy a beachfront stay with a large pool surrounded by palm trees and access to the sandy beach.

Tropical Island Getaway

Tropical Island Getaway
Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !
Relax by the ocean-view pool surrounded by palm trees and lounge chairs.

Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !

10.0 out of 10, Exceptional, (1)
"Wonderful rental!! Lots of room with all the conveniences of home, including a BBQ pit where we enjoyed a few meals watching the water. Ocean view with large balcony...roomy enough for all 6 of us to be on comfortably.Will definitely stay again!"
Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !
RV resort site/rvsite/spot/lot Cudjoe Florida mm23 Key West MONTHLY DISCOUNT
Relax by the pool with ocean views and lounge in style.

RV resort site/rvsite/spot/lot Cudjoe Florida mm23 Key West MONTHLY DISCOUNT

10.0 out of 10, Exceptional, (2)
"We stayed for a week and then my mother in law stayed for 3 weeks. Loved the convenience of the location. "
RV resort site/rvsite/spot/lot Cudjoe Florida mm23 Key West MONTHLY DISCOUNT
35'x70'WF RV Site on canal for rent for RV owners. Pet friendly gated community.
Relax by the ocean-view pool surrounded by palm trees and lounge chairs.

35'x70'WF RV Site on canal for rent for RV owners. Pet friendly gated community.

35'x70'WF RV Site on canal for rent for RV owners. Pet friendly gated community.
ISLAND PARADISE
Park your RV under a shaded awning and enjoy the tranquil street scene with a calm sea in the background.

ISLAND PARADISE

10.0 out of 10, Exceptional, (32)
"The home had everything you could need or want in a vacation home. Venture out is a large park with lots of amenities but surprisingly quiet. It’s in a great location to visit Key West or Marathon. I will definitely consider a stay here when I return to the Keys."
ISLAND PARADISE
BEACHFRONT-Coconut Beach Resort, 7 nights, May 10-17, or May 31-June 7, only.
Relax by the ocean-view pool surrounded by palm trees and lounge chairs.

BEACHFRONT-Coconut Beach Resort, 7 nights, May 10-17, or May 31-June 7, only.

10.0 out of 10, Exceptional, (1)
"Old town Key West is wonderful!!🌴🌴🌴Looking forward to going back already!🌴🌴🌴Beautiful resort!"
BEACHFRONT-Coconut Beach Resort, 7 nights, May 10-17, or May 31-June 7, only.
Hyatt Sunset Harbor 1-bedroom suite w/AC, WiFi, Pool, Walk to Duval & Mallory
Relax in style with a sea view, surrounded by palm trees and a cruise ship in the distance.

Hyatt Sunset Harbor 1-bedroom suite w/AC, WiFi, Pool, Walk to Duval & Mallory

Hyatt Sunset Harbor 1-bedroom suite w/AC, WiFi, Pool, Walk to Duval & Mallory
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rockland Key Hotel Reviews

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"I love staying at this property. The staff is incredible.Thank you to Monroe, Jesse and Baron."
donna 2-night trip
Posted 13 hours ago
La Concha Key West, Autograph Collection