Book the Best HISTORIC Hotels in Lesser Antilles in 2026 | Expedia.ca

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

Sep 25 - Sep 26

Tomorrow

Sep 26 - Sep 27

This weekend

Sep 25 - Sep 27

Next weekend

Our top choices for Lesser Antilles historic hotels

A waterfront property with multiple buildings, palm trees, and a pool.

A room with a bed, wooden furniture, a television, and a brick wall.

A beach with clear turquoise water, boats, and a sandy shore with trees.

A courtyard with outdoor seating, brick arches, and white walls.

1. Copper and Lumber Store Hotel

English Harbour

United States

Tim

A clear turquoise sea with people swimming.

A black Honda CR-V SUV parked in a lot with a building in the background.

A poolside area with lounge chairs and tables, a pool, and surrounding greenery.

A balcony with two wicker chairs, a small table, and a colorful chair.

2. Breathtaking Views from Sapphire Village II

St Thomas

United States

Jason

CA $191

CA $404 total

includes taxes & fees

Sep 28 - Sep 29

A compact kitchen with wooden cabinets, a microwave, a coffee maker, and a refrigerator. There is a small round table with two stools.

A compact kitchen with wooden cabinets, a gas stove, a sink, a toaster, a blender, and a microwave.

A compact kitchen with a microwave, refrigerator, and a washing machine in a corner. A television is on a stand to the right.

A neatly made bed with white linens and pillows, a wooden headboard, a small bedside table with a lamp, and a window with curtains.

3. Panoramic View+Private+Cozy=Affordable

Basseterre

United States

Wilfried W.

CA $120

CA $148 total

includes taxes & fees

Sep 27 - Sep 28

A poolside area with a view of the ocean, a covered seating area, and a staircase leading to an upper level.

A covered outdoor seating area with a view of the ocean, wooden tables and chairs, and a reception desk.

A beach with palm trees, clear blue water, and a hilly landscape in the background.

A room with a wooden desk, a wicker chair, a view of the ocean, and tropical plants.

4. Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!

St Thomas

United States

Melanie R.

CA $414

CA $1,146 total

includes taxes & fees

Sep 30 - Oct 1

A wooden deck with a view of a beach and ocean.

A marina with various boats docked, a building with a red roof, and a clear blue sky.

A coastal hotel with a beach, clear waters, and boats.

A modern hotel room with a dining area featuring a round table, a vase with flowers, and a glass of orange juice.

5. Sapphire Beachfront Renovated Villa 1200 SF! - Free Wi-Fi, Generator

St Thomas

United States

Anton D.

CA $460

CA $784 total

includes taxes & fees

Oct 9 - Oct 10

A beach with clear turquoise water, a sailboat in the distance, and a blue umbrella on the sand.

An outdoor seating area with tables and chairs overlooking a clear blue sea and distant mountains.

A brightly colored bar with a blue and yellow facade, wooden stools, and various signs and decorations.

A swimming pool with white lounge chairs and a view of the sea and mountains.

6. Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!

Saint Thomas

United States

Matt R.

CA $121

CA $465 total

includes taxes & fees

Sep 26 - Sep 27

A balcony with a table and chairs, overlooking a coastal landscape with buildings and greenery.

A dining room with a wooden table, six chairs, a ceiling fan, and a window with blinds.

A modern kitchen with white cabinets, a stainless steel refrigerator, a gas stove, and a window with blinds.

A two-story house with a light-colored roof, surrounded by lush greenery and a view of the ocean.

7. Sea Views•Stargazing Nights•Hilltop Privacy

Christiansted

United States

Sali K.

CA $286

CA $717 total

includes taxes & fees

Sep 26 - Sep 27

A beach with clear turquoise water, a sailboat in the distance, and a blue umbrella on the sand.

A swimming pool with white lounge chairs and a view of the sea and mountains.

A wooden deck with two Adirondack chairs facing a large body of water and a distant island.

A colorful bar with a counter, stools, and various signs.

8. Paradise At A Great Price, Amazing Renovated Waterfront Escape: Private Balcony!

St. Thomas

United States

Rebecca K.

CA $121

CA $467 total

includes taxes & fees

Sep 30 - Oct 1

View all properties

Top Lesser Antilles Hotel Reviews

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"Close to everything."

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

10/10 Excellent

"The staff contributed to a more comfortable, friendly, and welcoming stay. Angela at the front desk was particularly helpful and professional, and Sharon at the restaurant made sure we were happy. I highly recommend Sonesta Ocean Point Resort for anyone's stay. And the food was amazing."

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

8/10 Good

"Everything was great"

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

10/10 Excellent

"."

Windward Passage Hotel

Windward Passage Hotel

8/10 Good

"Location is good. Close to airport and can walk to town / main street reasonably. Some rooms have ocean view. Rooms in the rear do not have pleasant views. Hotel is older, so there are imperfections but it is clean and maintained."

Bunker Hill Hotel

Bunker Hill Hotel

10/10 Excellent

"Perfect place"