Book a Historical Hotel in Cayman Islands

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cayman Islands Historic Hotels

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Free Cancellation

Reserve now, pay when you stay

$518 nightly

$580 total

Oct 31 - Nov 1

Total with taxes and fees

Guests of The Westin Grand Cayman Seven Mile Beach Resort & Spa have access to a private beach, a full-service spa, and an outdoor pool. Free parking is available if you drive. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include a 24-hour gym, a sauna, and WiFi in public areas.

On private beach

Pool

$363 nightly

$406 total

Nov 15 - Nov 16

Total with taxes and fees

An outdoor pool, coffee in a common area, and a library are featured at Sunshine Suites Resort. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and luggage storage. Other amenities at this beach hotel include a terrace, laundry facilities, and wedding services.

Pool

Pet friendly

At Silver Sands Condominiums, guests have access to an outdoor pool, free WiFi in public areas, and an outdoor tennis court. Staff members can help with accommodation requests, and provide a safe deposit box at the front desk. Other amenities at this beach aparthotel include laundry facilities, barbecue grills, and a garden.

Pool

Kitchen

Free Cancellation

Reserve now, pay when you stay

$355 nightly

$397 total

Oct 31 - Nov 1

Total with taxes and fees

At Grand Cayman Marriott Resort, guests enjoy a full-service spa, an outdoor pool, and a 24-hour gym. There's free parking and a free area shuttle. The front desk has multilingual staff on hand 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this luxury resort include free WiFi in public areas, a hot tub, and meeting rooms.

Pool

Hot Tub

Guests staying at this condo resort enjoy an outdoor pool, free WiFi in public areas, and a hot tub. If you drive, take advantage of free parking. Other amenities at this beach condominium resort include a terrace and barbecue grills.

Pool

Hot Tub

At Sunset Cove, guests enjoy features like an outdoor pool, a children's pool, and free WiFi in public areas. There's free parking if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach aparthotel include a hot tub, laundry facilities, and barbecue grills.

Pool

Hot Tub

$229 nightly

$256 total

Oct 31 - Nov 1

Total with taxes and fees

Seven Mile Beach Resort & Club features karaoke, an outdoor pool, and a children's pool. There's free parking and a free beach shuttle. The front desk has multilingual staff that can help with concierge services and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, an outdoor tennis court, and a free grocery shopping service.

Pool

Parking included

Caribbean Club Luxury Condo Hotel features an outdoor pool, a children's pool, and a 24-hour gym. Transportation is made easy with limo/town car service. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this beach aparthotel include free WiFi in public areas, a computer station, and laundry facilities.

Pool

Kitchen

Guests of this aparthotel enjoy a private beach, an outdoor pool, and a gym. If you plan to drive, free parking is available. Helpful staff can provide concierge services and luggage storage. Other amenities at this beach aparthotel include 2 hot tubs, free WiFi in public areas, and an outdoor tennis court.

Pool

Hot Tub

Free Cancellation

Reserve now, pay when you stay

$923 nightly

$1,034 total

Oct 31 - Nov 1

Total with taxes and fees

The Ritz-Carlton, Grand Cayman features a golf course, a full-service spa, and 2 outdoor pools. There's free valet parking and limo/town car service. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, concierge services, and securing valuables. Other amenities at this beach resort include a free water park, a gym, and outdoor tennis courts.

Pool

Hot Tub

Guests staying at Villas of the Galleon enjoy a private beach, free WiFi in public areas, and barbecue grills. There's free parking if you drive. This beach condominium resort also has a picnic area.

Kitchen

Parking included

Free Cancellation

$249 nightly

$275 total

Oct 31 - Nov 1

Total with taxes and fees

Guests staying at Holiday Inn Resort Grand Cayman by IHG enjoy an outdoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking, along with a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include free newspapers, a terrace, and laundry facilities.

Pool

Pet friendly

At Shangri-La Boutique Bed & Breakfast, guests have access to an outdoor pool, a hot tub, and coffee in a common area. A stay here includes free parking. Helpful staff can provide tour or ticket assistance and luggage storage. Additional amenities include express check-out, a terrace, and barbecue grills.

Pool

Hot Tub

At Cayman Brac Beach Villas, guests have access to an outdoor pool, free WiFi in public areas, and spa services. There's free parking and a free airport shuttle. Other amenities at this beach villa include a terrace, a picnic area, and barbecue grills.

Pool

Free airport shuttle

Guests of Ocean Paradise enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. You can put free parking to good use if you drive. Helpful staff can provide tour or ticket assistance, luggage storage, and a safe deposit box at the front desk. Other amenities at this beach vacation home include laundry facilities, a garden, and wedding services.

Pool

Kitchen

Don't see what you're looking for?

See all available properties in Cayman Islands

View all properties

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.

Uncover the Intrigue of a Cayman Islands Historic Hotel

Featuring a variety of historic hotels, Cayman Islands offers travelers a rich tapestry of one-of-a-kind local experiences. Whether you choose opulence or rustic charm, you can embrace life in a different era for a night, a weekend, or an extended stay.

Upgrades and restores
Historic hotels have often been painstakingly restored to reflect their original glory or to update them with a contemporary vibe. You can choose to rough it in humble historic accommodations, or experience the good life in the area's sophisticated restored mansions and original hotels.

Historic hotels allow you to embrace each hotel’s heyday. Sip drinks in a retro bar, relish a candlelit dinner in a lavish dining room, or enjoy a private fire in your own well-appointed suite.

Many historic hotels even feature original grand facades and modern interiors with newly renovated lobbies and rooms. Others have been meticulously restored to reflect every historic detail of the building’s past. Choose how you wish to experience the history of Cayman Islands!

Get a glimpse of the past at a Cayman Islands historic hotel
Whether you’re looking for a retro experience or you want something from a different century, a stay at a famous hotel in Cayman Islands offers an unforgettable escape that will take your vacation to a new and unexpected level.

Discover life in Cayman Islands from a different perspective with a trip back in time and book your historic hotel stay today.

Cayman Islands Historic Hotels essential information

Historic Hotels in Cayman Islands	22
Highest price	$1,034
Cheapest price	$256
Total number of hotels in Cayman Islands	1,508
Popular hotels	The Westin Grand Cayman Seven Mile Beach Resort & Spa, Sunshine Suites Resort, Silver Sands Condominiums, Grand Cayman Marriott Resort, Aqua Bay Club Condos, Sunset Cove, Seven Mile Beach Resort & Club, Caribbean Club Luxury Condo Hotel, Coral Stone Club, The Ritz-Carlton, Grand Cayman, Villas of the Galleon, Holiday Inn Resort Grand Cayman by IHG, Shangri-La Boutique Bed & Breakfast, Cayman Brac Beach Villas, Ocean Paradise

Recent Reviews

5/5 Excellent

"This was a fabulous hotel and would recommend it to anyone visiting this country."

A verified traveler stayed at Hotel Indigo Grand Cayman by IHG

Posted 3 days ago

5/5 Excellent

"We just had a wonderful stay at Kimpton Seafire. The beach is wonderful and beach service from Cocoloba restaurant allowed us to enjoy non-stop beach experience without leaving for lunch. The room was spacious with a big terrace and a great view. We will definitely return!"

A verified traveler stayed at Kimpton Seafire Resort + Spa by IHG

Posted 3 days ago