Also consider 88 Kailua vacation rentals

Escape to an ultimate island stay in one of our supreme Kailua luxury rentals, a respite that will provide you with a relaxing and indulgent experience. From the smallest details to the significant ones, you'll find your home with us is warm and inviting…enough to be thinking about your next visit before this one is complete. Drink in the views upon awakening and then sip wine during a warm soak in a spacious tub at the end of an idyllic day.

Things To Do

Kailua town offers tranquil breezes on a sunny day to a lively night, so while away every carefree moment with strolls on the beach, nature hikes, an exhilarating parasailing outing or an experience tailor-made for you and your guests of our Kailua beach rentals. Globally acclaimed beaches await, so couples and families alike will find they can take advantage of the views, picnics, windsurfing or simply sunbathing. Flat Island and Mokulua Islands (Twin Islands) dot the distance and a few more beaches are yours for exploring during your visit—Kailua Beach Park, Lanikai Beach and Kalama Beach (popular among families). See the forest and trees, plus a myriad of legendary landmarks from the Nuuanu Pali Lookout (Cool Height Cliff), of historical significance as King Kamehameha won the battle against Oahu's armies. The site overlooks the Koolau Mountain Range, so at almost 1,000 feet atop the cliff, take in the views with caution.

Eat and Shop

Shave ice, plate lunches and Japanese food are a few of the popular eats among guests, including President Obama. Middle Eastern, French, crepes, burgers, Thai and Vietnamese are all available in Kailua. Rare greens, artisan breads, exotic fruits and scrumptious baked goods are just a few items to buy from the farmers' market, plus fresh fish for a dinner in your Kailua beach rental. Jewelry, handcrafted items and books are just a few things you'll find in Kailua. Venture to the mainstream shopping centers in Oahu for more shopping.

Getting Around

Walks to the beach and some spots that will quickly become favorites, but rent a car for exploration and convenience.