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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

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Recent Kailua reviews

  • Sweet Hideaway

    "This property was everything it was described to be. It was cozy,clean, private, and the owners were very welcoming, providing us with coffee, fruit, croissants and treats upon arrival. The location was very convenient, a 5-10 minute walk to a beautiful beach, and a short drive to downtown eateries. It truly was a sweet hideaway, and we wouldn't hesitate to recommend it to family and friends."
    Guest: Nev & Jean Date of Stay: May 2014 Review Submitted: June 4, 2014
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  • Perfectly Quaint and Charming

    "My Husband and I stayed here for 8 days. Location is truly perfect...a quick block walk to a very secluded part of Kailua's perfect beach and an easy drive to any part of the island. The cottage itself was wonderful!! Immaculate and tropically decorated. The space is small--perfect for a couple although I think it would be a bit crowded with any child older than an infant. What sets Tradewinds apart is the great care shown in all the small details provided....beach chairs/cooler/towels/boogie boards/umbrellas, fully stocked kitchen with all appliances, cabinets filled with coffee/teas/spices, dishes/glasses (even travel coffee mugs), ziplocks/foil, washer/dryer with detergent, bathroom airfreshener/a multitude of new fluffy bath towels, guidebooks, small reading library, outdoor shower and hose--the list is endlessly surprising! There is a small secluded patio/yard filled with tropical greenery. Really appreciated the welcome basket provided by Uta, rental manager. Kudos to her excellent and responsive communication!! Would stay again in a heartbeat!"
    Guest: Sunny Days Lewes Date of Stay: February 2014 Review Submitted: February 27, 2014
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  • excellent rental

    "our second stay at this lovely studio walk to the beach full kitchen but we never cook because great food in village very clean very comfortable will definitely stay again thanks, Chris and Rochelle"
    Guest: kate Date of Stay: March 2014 Review Submitted: March 29, 2014
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  • True Hidden GEM!!

    "My son and I came to the islands for a family wedding. Nancy's Casa is amazing!! Yes it is not on the beach but the beach is 5 min. drive if that from here. The chocolates, water, juice, bananas etc were so very thoughtful! It is a 2 room cottage. All the things you could need even boogie boards!! BEAUTIFUL!! The fans and a/c cooled the place down great!! VERY CLEAN!!! WE WILL be BACK!!!"
    Guest: Jennifer W. Date of Stay: July 2014 Review Submitted: July 10, 2014
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Kailua Travel Tips

Kailua Vacation Rentals Are Just 30 Minutes from Honolulu

On Oahu, a short 30-minute drive along Route 61 from Honolulu is Kailua. Independent travels seeking a slice of the quiet life in Hawaii will find it here with Kailua vacation rentals. Exiting Route 61’s tunnel, stop on the way to your Oahu lodging and take in the scenic panorama that surrounds you. Imagine what it must have been like before the highway came and put these Kailua condos within easy reach!

Kailua Vacation Rentals for a Beach Community Lifestyle

The area surrounding Kailua condos is most definitely a beach community. The steady onshore trade winds make this one of the best places in the world for windsurfing. To truly get live like a local, choose Kailua vacation rentals. Visitors staying in an Oahu lodging choice can take advantage of the opportunity to learn the art of windsurfing.

Kailua Condos Allow You to See the Wonders of Oahu

There are a variety of ways to see the wonders of Oahu. Visitors to Kailua vacation rentals may choose a helicopter trip over the island or boat trips around the island. Those seeking more adventure can opt for seeing the island on horseback. For a great experience, head out from your Oahu lodging to the remote areas and saddle up. To make it really memorable, take an evening ride through the ironwood forests and down onto the beach. Near Kailua condos, you will find a variety of treks for all levels of experience.

Oahu Lodging for Long Summer Days and Fabulous Nightlife

For those who feel that no vacation is complete without fabulous shopping, Kailua vacation rentals put you in the heart of Hawaii’s best shopping. Gone are the days of tacky souvenirs. Say "aloha" to malls and shopping centers with beautiful boutiques, specialty stores and designer labels. Of course, for visitors to Kailua condos, the tacky souvenirs are still around, if you really want to get yourself that “I Got Lei’d in Hawaii” t-shirt, you’ll find one here! Naturally, when the sun goes down, the island heats up, with a wealth of nightlife to choose from, all within easy distance of your Oahu lodging.

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