Book the Best HISTORIC Hotels in Lesser Antilles in 2026

A beach with yellow lounge chairs, palm trees, a boat, and a pier.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Lesser Antilles Historic Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Lesser Antilles historic hotels

Copper and Lumber Store Hotel

English Harbour

Mark

CA $346 total

includes taxes & fees

Jul 17 - Jul 18

View all properties

Top Lesser Antilles Hotel Reviews

Sonesta Maho Beach All Inclusive Resort Casino & Spa

8/10 Good

"Food was excellent for an AI. Rooms and resort very clean. Staff not very friendly at the desk - out AC was not working properly and we slept hot the first night. The next morning we asked for maintenance to check at 10am. By 8pm it was not checked and still not working. Went to the desk and told maintenance would come. Returned tj the room for over an hour with no maintenance. Went back to the desk & We were told no more room in “your price range” to move to and there was nothing they could do and no manager to help. Maintenance called technician to come. When we returned to the room maintenance was there and the air was finally working correctly. It took a while for the room to cool off but thank God it did because otherwise we were expected to sleep in a hot room as no other available in our “price Range” which is ridiculous considering how much I paid anyway!"

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"We had an amazing stay at Hilton Flamingo! From the moment we arrived, the staff made us feel welcome and went above and beyond to ensure we had a great vacation. The resort is beautiful, well-maintained, and perfectly located with easy access to the beach and everything the island has to offer. The rooms were clean and comfortable, the pools were fantastic, and the views were absolutely breathtaking. We especially enjoyed relaxing by the water, snorkeling, and taking in the stunning Caribbean sunsets. The pool bar had good food and drinks were excellent, and there was always something to do for both adults and kids. Thank you to everyone at Hilton Flamingo for making our family vacation so special. We made incredible memories that we’ll cherish for years to come, and we can’t wait to visit again. We highly recommend this resort to anyone looking for a relaxing, fun-filled getaway in paradise!"

Divi Little Bay Beach Resort

8/10 Good

"The staff were not very nice but I enjoyed the room and the people that we met at the resort. It was very clean and had a good vibe. It's relaxing and still close to the downtown area. I went during carnival season so maybe the staff were overworked but I saw a staff member continue to stare at her phone when a guest was asking a question. There was just a level of rudeness that did not even happen to me that was unnecessary. I would still go back though because it attracts a crowd of really nice people. The beach is beautiful as well."

Emerald Beach Resort

10/10 Excellent

"I liked the location being close to the airport and it was a nice and comfortable place to stay. The staff was very nice and helpful. They should put a microwave in the room and have entertainment on the beach at night sometimes, like a live band or DJ. Spice it up a little for the guests. People like to have fun on vacation."

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Lesser Antilles Historic Hotels

Our top choices for Lesser Antilles historic hotels

Copper and Lumber Store Hotel

Top Lesser Antilles Hotel Reviews

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Hilton Vacation Club Flamingo Beach St. Maarten

Divi Little Bay Beach Resort

Hawksbill Resort Antigua

Oyster Bay Beach Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

Simpson Bay Resort, Marina & Spa

The Westin St. Thomas Beach Resort & Spa

Emerald Beach Resort

Find Historic Hotels in Lesser Antilles from CA $346

Change your mind

Treat yourself

Be picky

Check availability on Lesser Antilles Historic Hotels

Our top choices for Lesser Antilles historic hotels

Copper and Lumber Store Hotel

Top Lesser Antilles Hotel Reviews

Sonesta Maho Beach All Inclusive Resort Casino & Spa