Called Kailua Town by residents, Kailua is a buzzing beach community where a laid-back lifestyle is the rule. If turquoise water and white sand on Oahu’s windward coast aren’t enough for you, jump into trendy boutiques, stop off at popular eateries, and hang out with the kama’aina (locals) at the Thursday evening farmers’ market. Distinctive ingredients put a twist on the island cuisine here, and unique boutiques offer treasures to commemorate your stay in any one of the Kailua vacation rentals.
Water is the watchword here, and Lanikai Beach or Kalama Beach Park, the Kawai Nui Marsh wetlands, or Maunawili Falls may just float your boat. From stunning sunrises to spectacular sunsets, the 1-mile Lanikai Pillbox hike offers a sweeping panoramic view of land and sea from concrete bunkers, built between WWI and WWII as part of Oahu’s coastal defense system. And, within a stone’s throw of the shore, Moku Nui, Moku Iki, and Flat Island are a meditative mantra to while away the hours on the silky soft sand of Kailua Beach. Experience all the warmth and hospitality of the Aloha spirit at family-friendly Kailua vacation rentals.
Surf, kitesurf, windsurf, or kayak are the best ways to explore this area. Kailua Beach is a reef-protected bay where beauty and safety reign supreme, so swimming and snorkeling are stress-free. Head out for a hike or a round of golf in this lush, green paradise. Take a picnic blanket, and enjoy local favorites as you listen to live music at the Kailua Farmers’ Market. If you’re a fan of the slower island pace, Kailua has the small-town vibe that delivers an authentic Hawaiian experience. Kailua vacation rentals offer the calm you crave and the family fun you want.
With an annual average temperature of 71°F, inching up to 80 or so in summer, any season is a good time to visit Kailua. Lush and tropical, passing showers in winter months won’t dissuade you from hanging loose under the sun, and coastal trade winds will temper any high humidity in summer. Keep in mind that high season in Hawaii runs from mid-December through March or mid-April, since snowbirds from colder climes like to wing their way to paradise at that time, though Kailua is still somewhat of an Oahu hideaway.
Located on the leeward side of the Nu’uanu Pali peak, crescent-shaped Kailua Bay is sheltered from the hustle and bustle of Honolulu. Crystal blue water and silky white sand invite visitors to come and stay awhile. Meaning heavenly sea in Hawaiian, Lanikai Beach is another mile-long stretch that is a favorite of many locals. Once the center of life for early Kailuans, the Kawai Nui Marsh is a protected wetland, providing a habitat to many wildlife species, and a peaceful trail. Hike in Maunawili Falls are the most accessible in Oahu and cascade 15 to 30 feet into a cool mountain pool.
The nearest airport is in Daniel K. Inouye Intl. Airport (HNL), located 12.6 mi (20.2 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Kapolei, HI (JRF-Kalaeloa), which is 22.2 mi (35.7 km) away.
Whether you're organizing your next big adventure with friends or a romantic trip with your sweetheart, one of these top vacation rentals in Kailua is sure to entice you:
For even more great options, use the search bar at the top of the page to find the perfect Kailua vacation rental for you.
Punching above its weight when it comes to character and ingenuity, a tiny house vacation rental in Kailua offers a front-row seat to big adventure. Close down your laptop and switch your focus to nature at one of these compact stays:
There's nothing better than a quick break to revive your spirits. Pack your overnight bag and get cozy in one of these enticing weekend getaways in and near Kailua:
Studio apartments are a simple yet stylish pick, perfectly suited for traveling sweethearts or solo stays. Spend your days familiarizing yourself with the area and your nights resting up in your comfy hideaway. The following options in or near Kailua are guaranteed to please:
Whether you're after a compact apartment for you and a pal or a townhouse with space for the whole family, short-term rentals are easy to find in and around Kailua. These retreats make the perfect base for a whirlwind visit:
Forget about flowers and chocolates. Sometimes all you need is to get away for a weekend, just you and your sweetie. At Vrbo, we've got romantic getaways in and around Kailua that would make Cupid envious. Here are some to tempt you:
Big groups mean gigantic fun. They also mean finding someplace that'll comfortably fit your whole crew. Check out our large group vacation rentals in or around Kailua and get your loved ones together under one roof:
A pool is often a must-have amenity when deciding where to stay on vacation, especially if you're taking the kids. Check out these houses with a pool in or near Kailua and spend your days splashing around:
Not sure how to pack your bags for your Kailua escape? This enticing destination has a tropical savanna climate. In the summertime, expect average temperatures of between 75 ºF and 80 ºF. Scroll through our range of Kailua vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more great ideas about where to stay.
You love your family dearly, but that doesn't mean you need to pack together like sardines on your getaway. Take no chances and book a large family vacation rental in or around Kailua where you can spread out and relax:
Take a dip anytime you like when you stay at one of our large rental houses with an indoor pool. Slip on your swimsuit and consider these escapes in or near Kailua that boast this premium perk:
Use the search bar at the top of the page and adjust the filters to find more impressive Kailua vacation rental options for your next big getaway.