Plan, book, travel with confidence
Better together
Save up to ₹43,962 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Mountain Caribbean Islands Hotels

Strawberry Hill

Island Outpost Irish Town Saint Andrew

31 hours drive from Windward Islands

Stay at this boutique hotel in Irish Town. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Bob Marley Museum and Jamaica House are located ...

9/10 Wonderful! (148 reviews)

Room was clean and the staff was nice. Excellent views.

Reviewed on 13 Jan 2026

Four Points by Sheraton Caguas Real Hotel & Casino

500 Alhambra En Granada Boulevard Caguas

16 hours drive from Windward Islands

Stay at this golf hotel in Caguas. Enjoy free Wi-Fi, a casino and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ...

8.6/10 Excellent! (1,000 reviews)

N/A

Reviewed on 27 Dec 2025

Ladera Resort - Adults Only

Rabot Estate Soufrière

1 hour drive from Windward Islands

Stay at this spa resort in Soufrière. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...

9.6/10 Exceptional! (667 reviews)

We couldn't ask for a better place to stay last minute when they had 1 room available. Such a great view, great staff, clean rooms. Wish we could stay longer

Reviewed on 1 Feb 2026

See all 85,332 properties in Caribbean Islands

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.