Why WhereToStay

WhereToStay has operated since 1995 as a hotel and island guide to the Caribbean and most recently Hawaii. The islands are our passion and that's what makes us thrive! Our years of traveling to the islands, visiting the hotels and villas, has established WhereToStay as the authority for "where to stay"!

We understand that travelers desire a good product with exceptional customer service when planning a villa vacation and that is what we strive for at WhereToStay. Our villa collection is hand selected through personal visits, assuring the quality of accommodations travelers have come to expect from WhereToStay.

Book with the Villa Experts!

WhereToStay villa consultants LIVE in the islands! Who better to recommend a villa for you than WhereToStay villa consultants, who live there, have visited the properties and in many cases, have actually stayed in them. They possess first-hand knowledge of the villas and islands to help you make an informed decision. Our villa consultants are top-notch, friendly and genuinely interested in helping you plan a villa experience beyond your expectations! Their response time to your villa inquiries far exceeds industry standards as they monitor your requests nearly around the clock, and although they can not check availability on all properties during non-business hours, they will let you know they are working on it.

Planning your villa vacation through WhereToStay will provide you with peace of mind and memories to last a lifetime.

Additional Services

Whatever your need may be, we're here to assist you! We can help with rental cars, chefs, groceries, just about anything. We can even arrange for your own boat during your stay. Because we're there, it's like having your own personal concierge!

Trip Insurance - Travel Protection

You can find several places on the Internet that will sell you Trip Insurance, but we have found something better. WhereToStay offers you Travel Protection. In addition to Trip Insurance, Travel Protection offers you additional coverage for things like trip interruption, emergency hotline, evacuation service. With Travel Protection you are covered in case you have to postpone or cancel your trip, are forced to come home early, or require medical attention while away. This is another service WhereToStay offers to provide peace of mind when planning your villa vacation.

Affiliations

WhereToStay is a member of IATAN (International Airlines Travel Agent Network), CHA (Caribbean Hotel Association), and our president is an executive committee member of the CHA. WhereToStay is also a member of BBBOnLine.