Caribbean Luxury Holidays

The Caribbean Luxury Collection

This page lists our favourite luxury hotels in the Caribbean, as hand-selected by our destination specialists. These accommodations really are the cream of the crop for high end holidays in this island paradise. Flights are included in the price as standard, and you also get something extra that faceless booking engines simply can’t provide – peerless expertise, local knowledge and friendly personalised service from the trusted travel professionals here at Kenwood Travel.

Browse below for the best luxury hotels in one of world travel’s most authentic destinations. The Caribbean is awash with spectacular hotels where butler service, swim-up suites, gourmet cuisine, sumptuous spas and breath-taking oceanfront scenery add luxury to every stay. From family-friendly breaks and couples retreats to honeymoons and weddings, the luxury amenities on offer at our expertly hand-crafted holidays below will elevate your holiday with the art of escape. Drink in the culture, dive the coral reefs, soak up the scenery or enjoy some old fashioned R&R; when you stay at a Kenwood Travel luxury hotel in the Caribbean, you won’t have to lift a finger.

Jamaica Luxury Holidays

Jamaica Inn

5* out of 5 stars
  • 25% Saving
Airline Virgin Atlantic
Board Basis Continental Breakfast
Nights 7
Date 18 May 2026
Price per person
Adult
£1,899

Mustique Luxury Holidays

The Cotton House

5* out of 5 stars
Airline Virgin Atlantic
Board Basis Bed and Breakfast
Nights 7
Date 5 Nov 2025
Price per person
Adult
£3,609

St Kitts & Nevis Luxury Holidays

Park Hyatt St Kitts

5* out of 5 stars
  • Stay 5 Pay 4
Airline British Airways
Board Basis Room Only
Nights 7
Date 2 Dec 2025
Price per person
Adult
£1,871

St Lucia Luxury Holidays

Sandals Halcyon Beach

5* out of 5 stars
  • Complimentary Airport Transfers
  • Up to 45% saving
  • Booking Bonus up to £700
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 7 May 2026
Price per person
Adult
£2,144

Anse Chastanet Resort

4.5* out of 5 stars
  • Stay 5 Pay 4
Airline British Airways
Board Basis Room Only
Nights 7
Date 11 Nov 2025
Price per person
Adult
£2,249

Cap Maison

5* out of 5 stars
  • Save 15%
Airline British Airways
Board Basis Half Board
Nights 7
Date 11 Nov 2025
Price per person
Adult
£2,338

Windjammer Landing Resort & Residences

5* out of 5 stars
  • Save up to 50%
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 11 Nov 2025
Price per person
Adult
£1,356

Serenity at Coconut Bay

5* out of 5 stars
  • Standard Transfers
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 29 Oct 2025
Price per person
Adult
£3,926

Jade Mountain

5* out of 5 stars
  • Complimentary All Inclusive
  • Stay 5 Pay 4
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 30 May 2026
Price per person
Adult
£4,717

St Vincent & Grenadines Luxury Holidays

Bequia Beach Hotel

5* out of 5 stars
  • Up to 40% Saving
Airline Virgin Atlantic
Board Basis Bed and Breakfast
Nights 7
Date 19 Apr 2026
Price per person
Adult
£2,052