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23 Luxe Family Resorts in the US and Caribbean

23 Luxe Family Resorts in the US and Caribbean

Planning a family vacation that delights every age can feel like a lot. Good news, the properties below remove the stress and dial up the joy. From complimentary kids clubs and daily programming to roomy suites with connecting options, these luxury resorts make group getaways effortless. Many add nature walks, surfing lessons, and hands on cooking classes, so families explore together and create lasting memories.

Parents do not have to give up grown up perks either. Think expert massage menus, top tier golf, wine and rum tastings, and quiet beach time with a book while the kids are happily busy. Use this edit to plan school breaks, long weekends, and milestone trips.

What the best luxury family resorts deliver

  • Thoughtful kids clubs, daily activities, and teen adventures

  • Beach and pool fun, water sports, and easy access gear

  • Suites and villas with kitchens, patios, and connecting rooms

  • Babysitting on request, so adults enjoy spa time or date night

  • Enrichment, from wildlife programs to art, cooking, and culture

Highlights in the US

  • The Ritz Carlton Bacara, Santa Barbara (California), fresh renovation, kids club with nature hikes and surf days, easy access to Santa Barbara Botanic Garden.

  • Fairmont Grand Del Mar, San Diego (California), glamp in kits for kids, three family pools with underwater music, babysitting via concierge.

  • Blackberry Farm, Walland (Tennessee), elegant camp vibes, youth discovery, horseback rides, and truffle scouting.

  • Winnetu Oceanside Resort, Martha’s Vineyard (Massachusetts), teen adventures, South Beach location, classic New England summer.

  • Madeline Hotel, Telluride (Colorado), ski in ski out ease, 20 Below kids club, ice skating in the village.

  • Waldorf Astoria Monarch Beach, Dana Point (California), kids club, lawn games, s’mores by the fire, Bourbon Steak offers kids menus.

  • The Resort at Paws Up, Greenough (Montana), luxe tents and homes, cattle drives, ropes course, chuck wagon cookouts.

  • Dunton Hot Springs, Dunton (Colorado), restored ghost town setting, horseback riding, fly fishing, winter dog sledding.

  • Four Seasons Oahu at Ko Olina, Oahu (Hawaii), lagoon setting, Kids for All Seasons, golf, spa, babysitting available.

  • Mohonk Mountain House, New Paltz (New York), lakeside retreat, guided outdoor play, mindfulness programs, six bedroom lodge.

  • Ritz Carlton Orlando, Grande Lakes (Florida), eco kayak tours, interactive kids club, Greg Norman golf.

  • The Peninsula Chicago, Chicago (Illinois), Camp Peninsula tents and scavenger hunts, winter rooftop rink.

  • Lone Mountain Ranch, Big Sky (Montana), gateway to Yellowstone, horseback rides, alpine lakes, riverfront cabins.

  • Four Seasons Hotel Los Angeles at Beverly Hills (California), kid amenities and menus, seasonal speakeasy for adults, serene spa.

  • Montage Palmetto Bluff, Bluffton (South Carolina), Paintbox kids club, Montage Merits badge program, rivers and trails.

  • Fairmont Scottsdale Princess, Scottsdale (Arizona), themed Trailblazers center, water slides, five restaurants.

  • The Resort at Pelican Hill, Newport Beach (California), grand Coliseum Pool, Imagination Amenities, multi bedroom villas.

Highlights in the Caribbean and nearby

  • The Loren at Pink Beach, Bermuda, chic oceanfront suites, villas with private pools and kitchens, kids club and mini golf.

  • Four Seasons Resort Nevis, St. Kitts and Nevis, Kids for All Seasons, turtle conservancy programming, island bike rides.

  • Baha Mar, Nassau, Bahamas, Grand Hyatt, SLS, and Rosewood, Baha Bay water park, Jack Nicklaus golf, kids club, 45 plus dining spots.

  • The Palms, Turks and Caicos, spacious suites with kitchens, kids club, beachfront on Grace Bay, babysitting available.

  • Tamarind Hills Resort and Villas, Antigua, multi bedroom villas with kitchens and private pools, direct access to Ffryes and Darkwood beaches, reggae dance and craft activities.

  • Hôtel Barrière Le Carl Gustaf, St. Barts, intimate suites and a five bedroom villa, kids pastry classes and treasure hunts, dining at Beefbar.

How we serve Main Line, Philadelphia, and Jersey Shore families
Our team curates stays that match your travel style and your real estate goals. Many clients pair these trips with scouting second homes or short term rental investments at the shore or in resort markets. We handle trusted referrals, area insights, and private showings.


Ready to elevate your next family escape or explore a vacation home strategy, contact Sean Elstone today. Call or text, book a private consult, or email us for tailored recommendations and property previews in the Main Line, Philadelphia, and the Jersey Shore.

Photo By: James Baigrie

Work with Sean

Sean has an established sales business in the Philadelphia, Main Line, and Jersey Shore markets. He’s also a leader in the Keller Williams Main Line office and at the regional level. These connections are the reason that Sean has a dependable referral network with clients and real estate agents alike.

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