Trophy Properties Caribbean

Trophy Properties Caribbean Contact information, map and directions, contact form, opening hours, services, ratings, photos, videos and announcements from Trophy Properties Caribbean, Estate agent, South Hill Plaza, Lower South Hill.

~ NEW ACCOUNT ~
🇦🇮 Anguilla real estate experts
🏆 Luxury villas & land for sale
🐚 Exceptional property management
🏝️ Vacation rentals w/ 24-hr Island Curator

Congratulations go to the new owner of Oceanfront Villa 15 with the Four Seasons Private Residences. This four bedroom, ...
16/06/2026

Congratulations go to the new owner of Oceanfront Villa 15 with the Four Seasons Private Residences. This four bedroom, turnkey villa is the pinnacle of luxury beachfront living in the Caribbean and ideally on Anguilla’s picturesque and peaceful Barnes Bay.

The purchase and the ambient views share a beautiful parallel of investment, in both future wealth and personal well-being. 🏆

Trophy Properties founder and partner Steve Haines is the exclusive resale agent at the Four Seasons Anguilla Private Residences. Call Steve at +1-264-476-6453 to learn of more ownership opportunities at Four Seasons Residences and other insider real estate listings in Anguilla.

12/06/2026

Welcome to the first of Trophy Properties Caribbean’s 10 seconds of Anguilla.

We live here, and know and love Anguilla, and through our social media will be sharing these brief escapes that capture the beauty and uniqueness of our magnificent Caribbean island.

Like, follow, share, and suggest locations you’d like to see. Enjoy the kick-off of 10 seconds of Anguilla…

📍Scilly Cay in Island Harbour
🏆Nearest vacation villa rental: Limestone Villa in Sandy Hill

For island-wide vacation villa options, call our office +1 264-476-4321 and Leana will be helpful.

For a soak at Scilly Cay or to indulge in their decadent grilled lobster and famous rum punch,

The new owners of our exclusive listing, Seascape Villa in Anguilla, not only enjoy a home a mere 100 yards from the Car...
11/06/2026

The new owners of our exclusive listing, Seascape Villa in Anguilla, not only enjoy a home a mere 100 yards from the Caribbean Sea, they have the option of generating income by renting its separate and newly constructed guest cottage. Seafeathers is a magnificent community to be a part of as well. Congratulations! 🏆

Trophy Properties Caribbean has other exclusive listings currently available in Anguilla that are excellent investments. Visit our website to see all listings or contact Steve Haines at +1-264-476-6453 or Lisa DeLong at +1-264-729-1879 - they can show you villas through their knowledgable perspectives while tailoring to your interests.

04/06/2026

Did you know… Trophy Properties Caribbean has assembled a dream team that understands luxury, appreciates and delivers outstanding hospitality, is meticulous with asset management and with delivering incredible experiences in Anguilla. 🏆

Our group has specialized backgrounds and roles, including the island’s most experienced real estate team, professional property management along with curators of outstanding villa vacations with access to Trophy’s 24-hour Island Curators.

Call the office +1 264-476-4321 to reach any of our experts for inquiries on selling, buying, renting, vacationing, or to have your property assessed for management.

Featured villa: .anguilla
Featured beach: Meads Bay
Featured trans:
Featured island:

New owners are taking in fantastic Caribbean views from the comfort of their living room at Four Seasons Residence 103. ...
02/06/2026

New owners are taking in fantastic Caribbean views from the comfort of their living room at Four Seasons Residence 103. Congratulations on their luxury ownership with their private Deluxe Ocean View Suite in Anguilla’s popular West End.

Steve Haines, Trophy Properties founder and partner is the exclusive resale agent at the Four Seasons Anguilla Private Residences. Call Steve at +1-264-476-6453 to learn of the ownership opportunities at Four Seasons Private Residences and other insider real estate listings in Anguilla.

Exciting event coming soon!!  Save the date 📆
24/01/2026

Exciting event coming soon!!
Save the date 📆

🍤 Savor bold creativity, soak up the vibrant energy, and take in breathtaking views. The Anguilla Culinary Experience returns May 13–17, 2026 — an unmissable week for food lovers and island enthusiasts alike! 😍

An exciting evening for Anguilla ✨We were proud to witness the MOU signing for a new Beach Enclave project, a brand that...
15/01/2026

An exciting evening for Anguilla ✨

We were proud to witness the MOU signing for a new Beach Enclave project, a brand that continues to redefine luxury beachfront living on the island.

Beach Enclave developments are known for their elegance, privacy, and connection to Anguilla’s natural beauty — and this upcoming project promises to be no exception.

Moments like these remind us why Anguilla remains one of the Caribbean’s most special places to live, invest, and escape to.

🌊🏝️





Address

South Hill Plaza
Lower South Hill
AI-2640

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