Villa Tiwa
A two-bedroom hillside hideout on Pointe Milou with an infinity pool and a sea-view perch above Lorient.
Why Go
Tucked into the volcanic cliffs of Pointe Milou — arguably St Barth's most stylish residential promontory — Villa Tiwa is the kind of small, private villa that regulars quietly rebook year after year. There are only two bedrooms and an infinity pool cantilevered toward the water, so it feels less like a rental and more like a friend's very well-appointed island house.
The Experience
You arrive up the winding road from Lorient, past the flame trees and gated gardens that make Pointe Milou feel like a hillside village of villas rather than a resort. Tiwa opens onto a covered terrace, an outdoor dining table, and a pool that seems to spill toward the horizon. Inside, it's compact but generous: two proper bedrooms (one with a full sea view), two bathrooms, a full kitchen, and enough living space to actually cook, lounge, and host without tripping over each other. Mornings are for coffee on the terrace watching the light change over the Atlantic; afternoons are a ten-minute drive down to St Jean or Lorient beach; evenings tend to end with the BBQ fired up and the pool lights on. Because Pointe Milou has almost no shops or restaurants of its own, you get real quiet — the trade-off being that a rental car is essential.
What to Try
Ask about the sea-view bedroom when you book — it's the one guests fight over. Use the outdoor BBQ and the full kitchen for at least a couple of dinners: provisioning at the Marché U in Saint-Jean or the smaller Lorient market and eating home is a genuine St Barth luxury. And plan one big night down the hill at Le Ti St Barth, the island's legendary cabaret-dinner club that's practically a Pointe Milou institution.
Insider Tip
Villa Tiwa is quietly pet-friendly — dogs of any size are welcome at no extra charge, which is almost unheard of at this level in St Barth. If you're traveling with a small dog, mention it up front and you'll get a much warmer setup than you would at the bigger estates.
The Practical Stuff
Location: Pointe Milou, on the northeast coast about 10 minutes by car from St Jean and Lorient beaches and roughly 15 minutes from Gustavia. Size: 2 bedrooms, 2 bathrooms, sleeps 4. Rates: from around US$584/night, with high-season and holiday pricing significantly higher — book several months ahead for December–February and around the St Barth Bucket regatta. Amenities: infinity pool, full kitchen, outdoor BBQ, Wi-Fi, TV, covered terrace. Getting there: fly into Rémy de Haenen Airport (SBH) via St Maarten; a rental car (or private transfer with 4 Sea Zone St Barth) is essential — there's no walkable village at Pointe Milou.
Pair It With
- Le Ti St Barth — The island's iconic cabaret dinner club is just down the road in Pointe Milou — the classic 'big night out' from a Tiwa stay.
- Lorient Beach — The closest beach, about 10 minutes down the hill, with mellow surf and a low-key local feel that suits a villa week.
- 6e SENS Massage — In-villa massages on your own terrace are the right way to spend a Tiwa afternoon after a morning at the beach.
- A fleur de peau (Saint-Jean) — Handy boutique stop on the way back from the beach for beach-to-dinner pieces before a night out.
- 4 Sea Zone St Barth Guide — Reliable local transport option for airport transfers and nights out when you'd rather not drive the Pointe Milou switchbacks.