Luxury lodging made simple.

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Exclusive Luxury Home Rentals & Premier Property Management Solutions in the U.S. Virgin Islands.

About Us

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Our service portfolio includes

Exclusive luxury home rentals

CHL offers luxury home and villa rentals, with some of the best views in the territory. Enjoy the U.S. Virgin Islands from beachfront villas and exclusive home rentals that are among the top rated rentals in the region.


We specialize in hosting with a personalized touch, and during your stay you'll receive the utmost professionalism, quick responsiveness, and warm island hospitality. With CHL you have access to a range of properties, perfect for any guests' travel needs. Book your ideal family vacation, girls' trip, executive getaway, or honeymoon at a Callwood Hospitality and Leisure destination for the vacation of a lifetime.

Short-term rental hosting

We add a professional and personal touch to vacation rental management to ensure that your guests have the best Virgin Islands  vacation experience. We specialize in hosting your behalf utilizing the industry's latest peer-to-peer accommodation networks including Airbnb and VRBO.


We work with local vendors to provide seamless management of your property, to make your investment work for you. Daily administration includes coordinating cleaning, landscaping, and maintenance services so you can relax with confidence knowing that your property is in good hands. We are your on-island eyes and ears.

Proudly owned and operated by locals.


Trusted by our community of guests and property owners.

Calisha was a great host! She was very helpful when we had questions and always responded fast.

Skyla N. via Airbnb

My wife and I had a wonderful stay at Calisha's rental. The pictures were brought to life the minute we arrived. Calisha is extremely responsive and provides such useful information and any assistance with any question or concern.

Sam A. via VRBO

Overall excellent stay - we enjoyed it thoroughly. Calisha who manages the unit, is super nice and very accommodating.

Hakan E. via VRBO

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