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Pineapple is a private member's community for people who love shopping, travel and design.
Pineapple connects you to a design world of extraordinary homes that cannot be booked anywhere else, exceptional travel experiences and privileges reserved for our members, and trusted guidance on what to buy, where to go, and how to live beautifully, from the people who define taste, not follow it.
At its heart, Pineapple is about people, not algorithms. We don’t take commissions on anything we do — just honest recommendations from those in the know.
Cook like Jacques Pépin. Paint like Gauguin. Entertain like Babe.
Book unbookable homes.
Pineapple doesn’t rent vacation houses in the typical way.
What we do is connect and invite you into the most unique and fabulous homes in the world, usually not open to the general public. You can rent them, host a a milestone event, even shop curated furniture, antiques and art. After all, these iconic spaces are owned by legendary interior designers and architects who set the standard for design around the globe.
You are not simply checking in. You are stepping into another person’s world, if only for a little while. (Unless you’re in the market to buy a house… They may be willing to sell 😉
Your name is already on the list.
This is not travel booking. It is access.
Pineapple opens the door to a world of invitation-only experiences created exclusively for our members—from inaugural yacht voyages and private design dinners to first looks at extraordinary new hotels, houses, and global properties before anyone else arrives.
The right room, the right people, the right moment—before the rest of the world gets there.
You have questions.
We have the answers.
The Pineapple Recommendation Engine.
Where should I go for dinner in Mayfair close to Claridge’s that’s cozy and chic? Suggest fabulous dinnerware for my tropical themed dinner party. Can you source a pair of Harry Winston Snowflake earrings in ruby? Is the new Porsche 911 in Irish Green worth the obsession? I need a cool a watch for my husband’s birthday.
Pineapple gives its members something far more valuable than a shopping list—a direct relationship with the world’s great tastemakers, dealers, and insiders who love shopping as much as you do. The people who know where the best things are, before anyone else does.
The world’s most beautiful things, just a text away.
The Pineapple Set.
Always in the know 24/7/365
Guides. Magazine. Intelligence.
When you’re not staying in one of our homes, joining one of our invite-only journeys, or letting us help you source the perfect gift, Pineapple is still working for you.
Our global editors—part journalist, part concierge, part professional enabler—spend their lives moving through the most interesting rooms in the world, finding the people, places, objects, and ideas worth knowing before everyone else does.
The result is our members’ magazine and a library of exclusive guides: where to stay in Jaipur, who to call for antiques in London, the only table worth booking in Paris, which hotel is actually worth it, what to buy in Marrakech, and who to know when you get there.
This is not content for content’s sake. It is editorial with purpose—actionable, beautiful, and built for people who live through taste.
Think of it as your private blue book, written by people who have already been invited in.
Membership is open now.
Here's what we're looking for.
Pineapple is carefully built, not broadly sold.
Membership is vetted—not because it is about status, but because it is about chemistry. We are looking for women and men who are genuinely design, fashion and travel-obsessed: people who care how they live, where they stay, what they collect, what they notice, and why beauty matters.
Every prospective member completes our fabulous questionnaire and is personally reviewed. We are looking for curiosity, taste, generosity, and accountability. The goal is not acquisition for acquisition’s sake—it is community. A trusted circle of people who share a real appreciation for aesthetics, culture, and the pleasure of living well. Please note the questionnaire takes about 30 minutes to finish, so we can begin to build a personality profile tailored just for you.
x Whitney Founder, Pineapple
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