Ultimately, my goal is to use my drive, energy and exceptional brand wisely. This underpins my overriding desire to spread happiness in everything I do for my clients, customers, family & friends.
Local expertise. Global connections.
ABOUT SHEENA
A consummate professional within the industry who is highly regarded by her peers, Sheena Conolly began heading Cayman Islands Sotheby’s International Realty in December 2005 when the firm approached her to take on their master franchise in the Cayman Islands. Sheena had already built up a successful real estate business at that time, using her extensive background in the hospitality industry and her background as a student of Cornell University to create a successful independent real estate business.
A former board member of the Cayman Islands Real Estate Brokers Association, Sheena has helped the Sotheby's International Realty brand further its global reach by establishing what has become an award-winning branch of Sotheby's International Realty, by assisting its clientele to purchase some of the Caribbean’s finest homes right here in the Cayman Islands.
As a testament to the heights Cayman Islands Sotheby’s International Realty has been able to climb under Sheena’s leadership, she and her team were present at the Sotheby's International Realty inaugural summit at the Waldorf Astoria in New York and, since then, both the company and the brand have seen phenomenal growth, now represented in more than 1000 offices in 75 countries worldwide. Today, Sotheby's International Realty is the number one choice for buyers and sellers looking for real estate representation in the Cayman Islands and worldwide.
Awards and accolades include Cayman Islands Sotheby’s International Realty proudly receiving the International Property Awards (Americas) ‘Best Real Estate Agency Cayman Islands’ in 2012. In 2013 it was again highly commended for 'Real Estate Agency Marketing'. In addition, Sheena has been selected to participate in a wide range of panel discussions for Sotheby’s International Realty in numerous leadership forums and global networking events. Cayman Islands Sotheby’s International Realty is the only company to have been awarded ‘Best Real Estate Company in the Cayman Islands’ by AIPP at the International Property Awards.
A charismatic and highly knowledgeable professional, Sheena has helped to place luxury Cayman Islands property firmly on the global real estate stage, having been featured on various television programmes, including House Hunters International, the BBC’s Travel Channel, A Place in the Sun, and HGTV’s Million Dollar Room. Her commitment to client service, marketing innovation and agent development has earned her professional recognition throughout the Caribbean region.
The Cayman Islands has been named the second-best island destination in the Caribbean and Atlantic in the 2026 @condenasttraveller Readers’ Choice Awards.
With a score of 98.03 out of 100, Cayman placed ahead of St. Barts, Bermuda, St. Lucia and Turks and Caicos. Readers highlighted not only the islands’ natural beauty, but also the friendliness that makes Cayman feel so welcoming.
#NewListing Happy Landings - Your Front-Row Seat to Caribbean Living 🌴
A spectacular waterfront retreat nestled in the exclusive community of Cayman Kai, one of Grand Cayman`s most sought-after destinations.
Designed for effortless island living, this exceptional residence blends spacious comfort with breathtaking natural beauty, creating the perfect gathering place for family, friends, and unforgettable memories.
Listed at US$3,950,000 For more details contact @patty.nugent.cayman.realtor at +1.345.525.3003 MLS# 421399 | Member of CIREBA
Some books are read. Others are collected, treasured and passed from one generation to the next.
From first editions of A Christmas Carol and Great Expectations to beautifully bound collections of his complete works, Charles Dickens remains one of literature’s most compelling names for collectors.
Discover what distinguishes the most desirable editions, why condition and provenance matter, and how fine bindings can turn a familiar story into an object of art.
Kisha 205 ✨ A Rare Oceanfront Corner Residence at a New Price.
Uninterrupted Caribbean Sea views, beautifully renovated interiors and an exceptional oceanfront setting. This fully furnished, two-bedroom corner residence offers 1,600 sq. ft. of light-filled living, a waterfront terrace and contemporary finishes throughout.
Set within a boutique development of just 14 residences on South Church Street, Kisha 205 offers privacy, direct access to the Caribbean Sea and a peaceful coastal lifestyle.
Priceless Views. Priced Right. Listed at US$1,364,000
To arrange a viewing, contact @christinamoxam at +1.345.525.0404 MLS# 420910 | Member of CIREBA
The Cayman Islands has recorded 10 consecutive months of year-on-year growth in stayover visitors. In August alone, 27,445 people arrived for an overnight stay, a 9.2% increase on the previous year, while total arrivals from January to August reached 361,192.
With expanding air connections and rising demand from the US, more travellers are discovering what makes Cayman such an exceptional place to visit, and, for many, to call home.
