
Road trip stops between San Diego and Santa Barbara
Beach towns, wine stops and coastal views along the drive up the coast.

Beach towns, wine stops and coastal views along the drive up the coast.

Vineyard terraces and garden patios for tasting in the open air.

How top second-home markets compare, from desert towns to beach cities.

Islands, ski towns and cities worth considering for a second home.
Carmel-by-the-Sea covers roughly one square mile and enforces tight design and building rules, while Pebble Beach is anchored by one of the world’s best-known golf resorts, so supply stays limited in both places. That scarcity and the Monterey Peninsula’s year-round appeal have long supported demand. Pacaso’s fractional ownership model fits owners who want a coastal base for a few weeks a year.
Pacaso’s Carmel-area homes sit in Carmel-by-the-Sea and Pebble Beach, where small lots, design review, and protected coastline keep new inventory limited. Shares start at 1/8 ownership, with the option to purchase additional shares up to 1/2 for more time on the coast. The price covers the home, its design upgrades, furnishings, and closing costs, while ongoing care by a local Asset Manager is shared among owners as a monthly operating cost.
Carmel-by-the-Sea is a walkable village of galleries, restaurants, and white-sand Carmel Beach, with homes on small lots close to everything. Pebble Beach is a gated forest-and-coastline community built around world-famous golf, with larger, more private properties and a short drive to town. Pacaso lists homes in both, so the choice comes down to village energy versus golf-course privacy.
The Carmel and Pebble Beach calendar peaks in September and October, and a 1/8 share of a Carmel & Pebble Beach Pacaso comes with six advance stays and unlimited short-notice stays booked through SmartStay™, with up to 42 nights per share owned and peak dates shared across owners. Larger shares add more time, and about 90% of Pacaso homes are Swap-eligible, including Napa Valley and Hawaiian Islands, which are available to Carmel & Pebble Beach owners too.
Each share of a Carmel & Pebble Beach Pacaso comes with up to 42 nights, versus paying $900 to $2,500 a night for a comparable coastal home rental on peak summer and fall weekends every time you visit. Fractional ownership shares a Monterey Peninsula home across up to eight owners, while buying outright in Carmel or Pebble Beach means a full coastal home used only a few weeks a year.
September and October are widely considered the best months, with warmer, clearer weather and fewer foggy mornings. Spring brings wildflowers and mild temperatures, while summer mornings are often foggy but busy with visitors. Winter is quieter, with storm-watching and lower rates, and August draws crowds for the Pebble Beach Concours d’Elegance.
Monterey Regional Airport (MRY) is the closest, about 6 miles from Carmel and 10 to 20 minutes by car, with connections to several West Coast hubs. San Jose (SJC) is about 75 miles and 1.5 hours away, and San Francisco (SFO) is about 120 miles and roughly 2 to 2.5 hours away, depending on traffic.
Walk the village: Carmel’s galleries, tasting rooms, and restaurants cluster around Ocean Avenue, and Carmel Beach is a few blocks away. Nearby, 17-Mile Drive, Point Lobos, and the Pebble Beach golf links are signature outings, and Big Sur is a day trip south. Pacaso’s guide to 36 hours in Carmel-by-the-Sea maps out an itinerary.