Itineraries:

Kailua Day Trip

With so much to do in Kailua on Oahu’s Windward side, you could wile away hours exploring this quaint beach neighborhood. If you can carve out an entire day, this is the place to spend it – from summiting the Lanikai Pillbox Hike, breakfasting at Kalapawai Market, followed by a cool swim at Lanikai Beach and shave ice at Island Snow – you can splash out in Kailua from sun up to sun down.

After a morning soaking up the sand and surf at (1) Lanikai Beach, make your way over to (2) Island Snow for their fast, friendly service and full-size servings of shave ice (snow cones). Splurge for their to-go cup (at only $3 though is it really a splurge?) and avoid the mess of a cone. And after you’ve slurped up your shave ice you can check out Island Snow’s buffet of surf wear, street wear, sunnies, watches and accessories – just what you need to mix up your wardrobe before hitting the shore again tomorrow!

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Park at Kailua Town Center and exercise your legs or borrow a different set of wheels to explore Kailua. This bicycle-friendly neighborhood makes it the perfect place to take in some fresh air and appreciate our beautiful Hawai‘i weather. Roll on over to take your pick of local bike rentals - options include (3) Kailua Bicycle Hawaii and The Bike Shop - or take advantage of the state's new bike sharing program called Hawai‘i B-Cycle which has stations throughout Kailua where you can quickly and easily pick up and drop off a bike.

Once you’re mobile you can rest your legs and exercise your wallet at any one of Kailua’s beach-chic boutiques. Our regular haunts include (4) Manuhealii(mah-nu-hay-yah-lee-ee) – where you’ll want to hunt down an aloha outfit that will take you from party to professional -- Fighting Eel, Red Bamboo, as well as many other off-the-map shops like Lily Lotus – the perfect spot to scoop up local souvenirs for yourself and friends and family at home.

After a long day exploring Kailua you may feel like you need a vacation from your vacation. If so, what better place to get happy and kick up your feet than with happy hour at (5) Prima? Here, you can quench your thirst with a cold beer and fill your belly with an order (or two) of their Di Bologna, a thin crust, handcrafted pizza topped with pepperocini, mozzarella, a soft poached egg and rosemary. If you're going with a group we recommend ordering family style so you can sample some of their other Prima-ere dishes like the pappardelle curry bolognese with fried curry leaves or their slow roasted pork belly. Delizioso!

And if it’s Thursday, you’re in luck! Head on over to the bountiful harvest at the (6) Kailua Farmer’s Market, held Thursdays at Kailua Town Center, behind Long’s and Pier 1. If you’re still hungry, here you can fill your opu (stomach) with the beautiful buffet of fresh, locally grown Big Island abalone (grilled still on the shell), honey, local herbs, fruits and vegetables and other farmer’s market favorites like the sushi sliders and purple banana malasadas.

KAILUA 1. Lanikai Beach
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More than living up to its name (in Hawaiian, Lanikai translates as "heavenly sea") Lanikai Beach in Kailua, consistently shores up as one of the best beaches.

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KAILUA 2. Island Snow
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This shave ice stand is the perfect hits-the-spot stop after a long day in the sand and sun at one of Kailua's beautiful beaches.

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KAILUA 3. Kailua Bicycle Hawaii
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Ditch your rental car for a different set of wheels and borrow or rent a bike to explore Kailua. This bicycle friendly neighborhood makes it the perfect place to take in some fresh air and appreciate our beautiful Hawaii weather.

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KAILUA 4. Manuheali'i
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Since 1985, Hawaii designers Darlene and Pono have sewn up the aloha wear business creating original and modern pieces in a variety of prints and styles.

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KAILUA 5. Prima
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Heating up Kailua's culinary scene is Prima, a hot new Italian/American restaurant by a trio of local chefs with some serious cooking street cred.

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