Hilton Tops 100 Caribbean Hotels as Dual-Brand San Juan Project Opens

Hilton now counts more than 100 open and planned hotels across the Caribbean, a milestone the company reached this week with the opening of its first dual-brand property in Puerto Rico.

The new Homewood Suites by Hilton and Hampton by Hilton San Juan adds 257 rooms near the Puerto Rico Convention Center and DISTRITO T-Mobile. It's Hilton's first dual-brand development in the Caribbean and San Juan's first new-build hotel project in more than five years. Roughly 60 of those 100-plus properties are already open, with the rest in design or construction across more than 10 markets through 2030.

What does the dual-brand model change for owners?

The San Juan project pairs an extended-stay brand with a midscale one under a single roof. That structure lets an owner serve two demand segments at once — business travelers on short trips and guests staying weeks — while sharing back-of-house operations, amenities and staffing. The model is well established in mature U.S. hotel markets; Hilton is now importing it into the Caribbean.

The location is deliberate. Sitting in the San Juan Convention District, the property can capture convention attendees, leisure visitors and longer-stay corporate guests without building separate hotels for each.

Where the pipeline is headed

Hilton's growth plan spans both high-demand markets — Puerto Rico, the Dominican Republic, Turks and Caicos — and emerging ones like Dominica and Trinidad and Tobago. Several openings will mark brand or company firsts:

• Dominican Republic: DoubleTree by Hilton Punta Cana Downtown by year-end 2026, then Tru by Hilton Punta Cana in 2027
• Curaçao: DoubleTree by Hilton Curaçao, slated for 2027
• Dominica: Tranquility Beach Resort, Curio Collection, expected in 2028 — Hilton's first hotel in the country
• The Bahamas: Paradise Breeze Nassau, Curio Collection, slated for 2028, marking Hilton's return to the island
• Barbados: Hilton Garden Inn Barbados Rockley Beach, planned for 2028
• Puerto Rico: Motto by Hilton San Juan Santurce, expected in 2028
• Trinidad and Tobago: Hampton by Hilton Trinidad Airport in 2028 and Elephant Tree Resort and Villas Tobago, Tapestry Collection, in 2030
• Turks and Caicos: Waldorf Astoria Turks and Caicos Dellis Cay and AMARIS Grace Bay, LXR Hotels & Resorts, both expected in 2030

Notable 2026 openings include The Westerly at Hilton Aruba Caribbean Resort & Casino and Ports of Call Resort Turks & Caicos, Tapestry Collection. Through Hilton's partnership with Small Luxury Hotels of the World, the company also added West Bay Club in Turks and Caicos, ONE GT Grand Cayman, and Paradise Beach Nevis in Saint Kitts and Nevis.

Puerto Rico is the anchor market

Hilton's history in the region runs through Puerto Rico: Caribe Hilton was the company's first hotel outside the continental U.S. Now the company plans to roughly double its island portfolio to nearly 25 hotels, with projects advancing in San Juan, Ponce, Fajardo, Dorado and Arecibo.

The island pipeline spans focused-service, extended-stay, lifestyle and resort formats — including Hampton by Hilton Ponce, Motto by Hilton San Juan Santurce and Tru by Hilton San Juan Condado.

Kolin Pound, area president, Caribbean and Latin America, framed the existing estate as the growth engine: "Our established portfolio of nearly 60 hotels provides a foundation for accelerated growth."

Pablo Maturana, vice president of development for the region, pointed to ownership relationships as the mechanism behind the expansion. "Our growth across the Caribbean is driven by strong relationships with owners who share Hilton's long-term vision for the region," Maturana said. "Together, we are bringing the right brands to high-demand and emerging destinations, creating more choice for travelers and long-term value."

For context on scale: Hilton's global system runs 24 brands, more than 7,600 properties and nearly 1.2 million rooms across 126 countries and territories. The Caribbean's 100-plus open and planned hotels are a small share of that total — but the 2030 pipeline shows where the company sees durable demand for new formats, from airport-focused Hamptons to ultra-luxury LXR properties.