O:LV Fifty Five hero

O:LV Fifty Five

Condado Sector, 55 Cll Barranquitas, San Juan, 00907, Puerto Rico
Condé Nast Readers' Choice '21
Google 4.2
Overall 56
Lowest upcoming
$219
13 Oct 2026
Highest upcoming
$612
13 Jun 2026
Median nightly
$346
across 365 upcoming days
Cheapest week
2 to 8 Aug
17% below annual median

Daily price line

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Cheapest week ahead: 2–8 Aug 2026 at $287/night (17% below median)

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Review

Synthesized from Condé Nast Traveler
Condé Nast Readers' Choice 2021

Character and identity

O:LV Fifty Five sits on the lagoon side of Condado, its greenery-clad facade giving way to a black-and-white marble lobby that channels a Caribbean take on Gatsby-era glamour. The 26 all-suite property is adults-only and design-forward: quilted ivory leather headboards, walnut furnishings, brass accents, powder-blue sofas. Raya, from chef Mario Pagán, runs a Caribbean-Asian menu with theatrical plating and inventive cocktails like a wasabi margarita, while rooftop AYRA pairs sliders and tacos with pool views. Service skews attentive and personal, with local chocolates left in rooms and a signature Floating Deck dining experience served by a butler arriving via kayak.

Who's it for

Best for:
Stylish couples and design-literate travellers who want a small, adults-only base in San Juan with strong food, a photogenic rooftop, and proximity to Condado's restaurants and shops. The lagoon location suits guests who like paddleboarding or kayaking at the doorstep, and the scale rewards anyone who prefers boutique intimacy to resort sprawl.

Should look elsewhere:
Families are out by policy, and anyone wanting a true beach resort should note that the sand requires crossing Ashford Avenue. Travellers who prize quiet, traditional luxury over a scene-y rooftop with DJ booth and Champagne bar will find the energy too performative.

Bottom line

The draw here is the design and the rooftop: a 26-suite property engineered around aesthetics, with a multi-tiered pool, lagoon-to-Atlantic views, and a Rolls Royce converted into a DJ booth. Couples chasing Condado's design scene should book a suite with a balcony and time a stay around sunset on the roof; the Floating Deck dinner justifies a splurge night.

Location

Condado Sector, 55 Cll Barranquitas, San Juan, 00907, Puerto Rico · 10 nearest tracked hotels

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Amenities

26 features
Wi-Fi
Restaurant
Bar
Table service
Room service
Breakfast
Full service laundry
Parking
Valet parking
Airport shuttle
Private car service
Pool

Practical info