Caribbean Islands Mountain Holidays 2026

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Top Mountain Caribbean Islands Hotels

Strawberry Hill

Island Outpost Irish Town Saint Andrew

27 hours drive from Oyster Bay Marina

Stay at this boutique hotel in Irish Town. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Hardwar Gap and Catherine's Peak are located ...

9.2/10 Wonderful! (186 reviews)

"A beautiful hotel in an amazing location with stunning views over mountains and Kingston. Best rum punch ever! Karen runs a great hotel and was very helpful. We loved the gold disc room and the musical photos everywhere"

Reviewed on 22 Sept 2026

Four Points by Sheraton Caguas Real Hotel & Casino

500 Alhambra En Granada Boulevard Caguas

6 hours drive from Oyster Bay Marina

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 ...

Ladera Resort - Adults Only

Rabot Estate Soufrière

12 hours drive from Oyster Bay Marina

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

See all 88,891 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.