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Kailua Vacations

Welcome to the charming Oahu town of Kailua, situated just 30 minutes outside downtown Honolulu. This is one of the island's best kept secrets—a perfect slice of Hawaiian paradise. With multiple Kailua vacation packages available, you won't have to miss out on experiencing your own discovery of paradise.

Major Attractions

As with other Hawaiian towns, Kailua offers clear water, warm sand, and plenty of ocean activities. Multiple options for snorkeling, kayaking, diving, and more exist along the sandy shore of Kailua Beach. For the most beautiful panoramic view of the beautiful Hawaiian beach, spend an afternoon atop Kailua Pali Cliff, which overlooks all of Kailua. For another breathtaking view, head to the top of Ka Iwi Ridge. It's just a short hike away and offers stunning views of the Mokulua Islands and Koolua Mountains. You will also want to pay a visit to the Kawainui Marsh, which is Hawaii's largest wetlands and freshwater pond: This historic and beautiful landmark simply can't be missed. And, when you're ready to get some rest after a long day in paradise, Hotels in Kailua are just as beautiful and relaxing as the beaches.

Recurring Festivals and Events

The beach town of Kailua prides itself on its sense of community, which means there are Christmas and Fourth of July parades annually for residents and visitors alike. If you're planning one of many Kailua vacations during July or December, you won't want to miss one of these magical parades. Take advantage of Travelocity's car rentals in Kailua to get to the annual Honolulu Festival, just a 30- minute drive from Kailua. This festival, which occurs every March, is Hawaii's top cultural event. You'll experience Hawaiian-themed parades, cultural displays, and delicious food.

So, what are you waiting for? Travelocity helps you save up to $537 when you book a hotel and flight at the same time, and put together your own Kailua packages. Go ahead—treat yourself to a little slice of paradise.

Accommodation in Kailua

As Travelocity currently lists no vacancies in Kailua itself, those who would like to stay in the vicinity would do well to check out the Kailua Ocean View Estate in Windward Coast, 3 miles (5 kilometers) away.

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Kailua Flight + Hotel packages

Top Kailua Hotels Deals

See all 813 Hotels in Kailua
Paradise Palms B and B

Paradise Palms B and B

804 Mokapu Rd, Kailua (Oahu)
3.5 out of 5.0

Situated by the ocean, this bed & breakfast is within 3 mi (5 km) of Kailua Beach, Kaneohe Klipper Golf Course, and Friendship Garden. Lanikai Beach and Mokapu ...

$180

$180
ManuMele B & B

ManuMele B & B

153 Kailuana Place, Kailua (Oahu)
3.5 out of 5.0

Situated in Kailua, this bed & breakfast is 2.3 mi (3.6 km) from Kailua Beach and 3.1 mi (5 km) from Lanikai Beach. Kaneohe Klipper Golf Course and Friendship ...

All Inclusive Camper In The Heart Of Kailua!

All Inclusive Camper In The Heart Of Kailua!

152 N Kainalu Dr, Kailua

Situated in Kailua, this vacation home is 1.3 mi (2 km) from Kailua Beach and 2.1 mi (3.4 km) from Lanikai Beach. Friendship Garden and Olomana Golf are also ...

$115

$115
Relax in the Tropics

Relax in the Tropics

916 Maluniu Ave, Kailua

Situated in Kailua, this property is 2.3 mi (3.7 km) from Kailua Beach and 2.3 mi (3.8 km) from Friendship Garden. Lanikai Beach and Kaneohe Klipper Golf Course ...

Beautiful & Relaxing With Driveway Parking Close to Beach & Town w/ 2 SUP Boards

Beautiful & Relaxing With Driveway Parking Close to Beach & Town w/ 2 SUP Boards

672 Auwina Street, Kailua

Situated in Kailua, this property is 1 mi (1.7 km) from Kailua Beach and 1.9 mi (3 km) from Lanikai Beach. Olomana Golf and Friendship Garden are also within ...

Martins Hale - Private 1 Bedroom Studio

Martins Hale - Private 1 Bedroom Studio

340 Olomana St, Kailua

Situated in Kailua, this property is 1.9 mi (3 km) from Kailua Beach and 2.7 mi (4.4 km) from Lanikai Beach. Friendship Garden is 2.7 mi (4.3 km) away.

Cute AND Cozy Near Beach FOR 2

Cute AND Cozy Near Beach FOR 2

838 Mokulua Drive, Lanikai

Situated in a rural location, this property is within a 15-minute walk of Lanikai Beach and Kailua Beach. Olomana Golf and Friendship Garden are also within ...

Kailua Beach Guest House

Kailua Beach Guest House

130 Makua St, Kailua

Situated in Kailua, this vacation home is 1.1 mi (1.8 km) from Kailua Beach and 2 mi (3.1 km) from Lanikai Beach. Friendship Garden and Kaneohe Klipper Golf ...

Makai Cottage - Just Steps to Sand, Surf and sun

Makai Cottage - Just Steps to Sand, Surf and sun

521 Kawailoa Rd, Kailua

Situated by the ocean, this property is 0.4 mi (0.6 km) from Kailua Beach and 0.8 mi (1.3 km) from Lanikai Beach. Olomana Golf and Friendship Garden are also ...

Family-friendly Hale, 3 BR, Near Beach!

Family-friendly Hale, 3 BR, Near Beach!

1327 Keolu Dr, Kailua

Situated by the ocean, this vacation home is 1.9 mi (3.1 km) from Olomana Golf and 2.5 mi (3.9 km) from Kailua Beach. Lanikai Beach and Waimanalo Beach are also ...

$275

$275

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.