One-size-fits-all isn’t usually a winning strategy for planning an multigenerational getaway, so the Lodge at Kukui’ula on Kauai has transformed the typical resort tour desk into a personal island concierge to customize activities that meet the needs of every family. Start by booking one of the resort’s cottages, bungalows or villas, all standalone accommodations where you can have your whole group under one roof. Resort highlights include a Tom Weiskopf-designed golf course, a spa, and farm-to-table dining; when you’re ready to explore the Garden Island of Hawaii your built-to-order tour options range from hiking to hidden waterfalls and on the Kalalau Trail, to sailing a traditional Hawaiian canoe. 
“Nature has sculpted eastern PEI’s coastline with an abundance of points of land that frame the bays and shelter the beaches,” says Joan Perrin, owner of Moonlight Cottage By-the-Sea, a vacation rental near the town of Montague. “Going for a drive along the coastal touring route is the best activity. Each day, one can head out for an excursion in a different direction—go to a beach or two, stop at a craft shop, buy an ice cream, walk around a few wharves, talk to the fishermen, visit a lighthouse.”
Osage Beach provides an ideal lake and outdoor destination. Located right in the heart of Missouri, Osage Beach has lots of deals for a variety of visitors, including couples and families, with affordable vacation packages that are available online. Attractions in Osage range from world-class boating to golfing, fishing to shopping, and beyond. Whether you are looking for a quiet getaway or a lovely long weekend, Osage has lots to offer with its lakeside resorts, restaurants, and entertainment venues. The community hosts festivals throughout the year, including its seasonal celebrations, car shows, art exhibits, holiday parades, fishing and golf tournaments, and wine tastings.
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Maine’s Sebasco Harbor Resort is an old-school New England family vacation destination, but it’s not all croquet lawns and canoeing on the pond (though the resort does offer both of these, of course). A spa, morning yoga, and cooking classes are also in the mix, and guests of all ages can enjoy a guided fishing tour or hiking up gentle Merritt Mountain. Grown-ups can tee off on a resort golf course laid out along the shores of Casco Bay—the course finishes with a 510-yard, par 5 monster—but there’s also a three-hole family course where grandma and grandpa can teach the youngsters how to play. On a rainy day, there’s no better place for the whole family to gather than at the resort’s classic Quarterdeck recreation center for some candlepin bowling (shown here). Book it here: Sebasco Harbor Resort.
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Lately cruise ship passengers have crowded parts of this outpost of Caribbean scenery. All you have to do, though, is head a little further up from the big resorts to find yourself on one of the most underrated beaches in the region. Thick groves of palm trees lead up to shiny white sand. Venture off the beach and you’ll find funky-cute bars to enjoy a beer for only a couple of dollars.

Everyone in central Florida who wants to have an epic beach day makes their way here on the weekend. What results is one of the best beach parties in America, a sand-borne tailgate party where instead of playing football, people play in the ocean. If you find yourself on a landlocked Florida vacation to theme parks or otherwise, spending a day here is affordable and a whole lot of fun.

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Welcome to Oak Island Accommodations, Oak Island, North Carolina’s leading resource for Oak Island and Southport Vacation Rentals. With over 600 beach vacation homes and condos, we can help you find your place by the sea to share with family, friends and even Fido. Bask in our comfortable pet-friendly rentals, overlooking the quiet beaches and peaceful harbors that Oak Island and Southport offers. Browse our selection of properties and last minute specials. Golfers, ask about our discounted green fees and cart!

Located in the Big Island’s Puna region, Pahoa has become Hawaii’s unofficial hippie capital, attracting scads of new agers and bohemians to its shores. Pahoa provides an alternative to Hawaii’s typically pricey beach vacations while still having lots to offer. Scuba divers will enjoy abundant dive opportunities, and snorkelers can explore the sea life at the Kapoho tidepool. A lush rainforest once grew in the nearby Lava Tree State Park, but the volcano has left behind burned-out stone imprints of the trees and is an excellent place to explore. In addition, the concentration of historical buildings and false-front stores gives the Pahoa boardwalk a “Wild West” vibe.
Historic lighthouses, wild horses and scenic flights in open-cockpit biplanes above the spot where the Wright Brothers first flew — a vacation in the Outer Banks can include all this, and more. With a large inventory of beach house rentals (and quite a few resorts and inns, too) towns such as Duck, Corolla, Hatteras, Nags Head and Kitty Hawk are scattered along this series of sand-dune-studded barrier islands, making it a top spot for leisurely getaways with friends and multi-generational family vacations. Fresh seafood is plentiful and activities include hang gliding, bike riding and deep-sea fishing.
Set next to the blue waters of the Grand Traverse Bay is Traverse City, known for its Cherry Festival, scenic driving territory, and quiet cycle and hiking trails with unspoiled views. You’ll want to make a stop at the Sleeping Bear Dunes National Lakeshore to discover its beaches (North Bar Lake Beach is particularly stunning), sand dunes, and forests. If you’re more of a lakeside cabin person than sandy beach house, Spider Lake is the perfect spot for kayaking, canoeing, or lounging on the dock.
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