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.

Barbados Holidays

Sandy Lane #4983

5* out of 5 stars

Placed on Barbados’ perfect Platinum Coast, this luxurious resort provides stunning suites, penthouses and villas – and plenty of indulgent experiences to discover.

  • Added Value
  • Complimentary Upgrade to Luxury Ocean Room
  • Stay 7 Pay 6
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 7 Sep 2026
Price per person
Adult
£3,724

St Lucia Holidays

Jade Mountain #523

5* out of 5 stars

Gaze out upon breathtaking vistas of mountain and ocean from this hilltop paradise, whose idyllic terraces hold countless wonders.

  • Complimentary All Inclusive
  • Stay 5 Pay 4
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 15 Jun 2026
Price per person
Adult
£4,404

Barbados Holidays

O2 Beach Club & Spa #5442

5* out of 5 stars

Discover ultimate All Inclusive luxury on a gorgeous Barbados beach, from delicious gourmet dining to a range of outstanding complimentary activities.

  • Up to 45% saving
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 13 May 2026
Price per person
Adult
£2,475

St Kitts & Nevis Holidays

Park Hyatt St Kitts #3978

5* out of 5 stars
Airline British Airways
Board Basis Room Only
Nights 7
Date 2 Jun 2026
Price per person
Adult
£1,667

Jamaica Holidays

Couples Tower Isle #6541

5* out of 5 stars
  • Complimentary Shared Airport Transfers
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 16 Sep 2026
Price per person
Adult
£1,674

Couples Swept Away #6536

5* out of 5 stars
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 16 Sep 2026
Price per person
Adult
£1,927

St Lucia Holidays

Sandals Halcyon Beach #6576

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 27 Aug 2026
Price per person
Adult
£1,942

Cancun & Riviera Maya Holidays

AVA Resort Cancun #8915

5* out of 5 stars
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 4 Dec 2025
Price per person
Adult
£1,948

Dominican Republic Holidays

Casa de Campo Resort & Villas #6742

5* out of 5 stars
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 1 Jun 2026
Price per person
Adult
£2,015

St Lucia Holidays

Cap Maison #5418

5* out of 5 stars
  • 15% saving
Airline British Airways
Board Basis Half Board
Nights 7
Date 15 Jun 2026
Price per person
Adult
£2,265
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