Welcome to Kailua

In ancient times Kailua (meaning ʻTwo Seas’) was a home to Hawaiian chiefs, including, briefly, Kamehameha the Great after he conquered Oʻahu. Today it’s the Windward Coast’s largest town, where you’ll find the vast majority of the coast’s restaurants and retail. This is the place for a day trip from Waikiki or a weeklong pleasurable idyll.

Top experiences in Kailua

Amazing hotels and hostels

We've pre-picked the best hotels, hostels and bed and breakfasts to make your stay as enjoyable as possible.

Kailua activities

$139 Cultural & Theme Tours

Hawaii Culture Tour

Get ready for a fun filled day learning about Hawaii's culture and people while touring the beautiful Island of Oahu. Your day begins with a visit to one of the largest fishponds on Oahu, located in picturesque Hawaii Kai. There, you’ll learn how ancient Hawaiians used the fishponds to trap and catch fish, necessary to feed the growing population.You’ll head East toward Makapuu, where you’ll explore the rock formation known as Pele’s Chair, as well as towering Koko Head. There, you’ll learn about the history, cultural significance, and local lore surrounding the “chair” that overlooks the ocean below.Prepare to be amazed at your next stop, which includes exploring an ancient Hawaiian heiau, otherwise known as a Hawaiian temple. The Makapuu Heiau, located near Makapuu Beach Park, is a site still sacred to the Hawaiian people and recently preserved and cared-for by the locals.As you round the windward side of Oahu, your next stop is in the bustling beach town of Kailua, where you’ll visit the Ulupo Heiau, considered a State Historic Site in Hawaii. Here, you can explore the area, which served as a religious site for Native Hawaiians.From Kailua, it’s a short drive to the incredible Pali Lookout, site of the history-changing Battle of Nuuanu. There, in 1795, King Kamehameha I won the struggle that finally united Oahu under his rule. This fierce battle claimed hundreds of soldiers’ lives, many of whom were forced off the Pali’s sheer cliffs!As you round-out your tour, your guide will take you to your last stop, you’ll visit the grounds of the beautiful and serene Iolani Palace. Iolani Palace may be best known as the home where Hawaii’s last reigning monarch.

$225 Day Trips & Excursions

Hawaii's most Spectacular Tour - Mauna Kea Summit and Stargazing

ItineraryThis is a typical itinerary for this productStop At: Onizuka Center for International Astronomy Visitor Information StationLocated at 9,200 feet (2,800 meters) on Mauna Kea access road of Mauna Kea Mountain, Onizuka Center for International Astronomy Visitor Information Station provides health and safety information and education about Mauna Kea. All visitors are strongly advised to spend at least half an hour to adapt to the lower air pressure and lower the level of elevation to reduce the possibility of suffering altitude sickness. Drinking water, coffee, cup noodles, snacks, and souvenirs are available. You can buy warm clothes like jackets, long pants, gloves and hats for cold weather on the summit. You can also watch a video about astronomy. Duration: 30 minutesStop At: Mauna Kea Summit, Kailua-Kona, Island of Hawaii, HawaiiMauna Kea summit is one of the world’s bucket list and considered the best places to observe celestial bodies on earth. There is the largest astronomical observatory in the world; 13 astronomical observatory facilities operated in 11 different countries. It is good to observe the beautiful sunset and the beautiful star of the night sky because the summit usually follows a clear day. At Mauna Kea summit, you will experience the beauty of nature and sky that stretches endlessly and feel like you are above the clouds. Don’t miss out on your chance to see once-in-a-lifetime experience of discovering the most mysterious natural beauty and the world’s greatest astronomical observatory. Duration: 30 minutesStop At: Onizuka Center for International Astronomy Visitor Information StationAfter sunset, you can observe stars with an astronomical telescope in front of the Mauna Kea Visitor Center. Many stars and cities are pouring their stars into a milky way that cannot be easily seen. *if the visitor center is closed due to renovation or construction reasons, stargazing place will be replaced around the visitor center area.Duration: 30 minutes

$94.95 Cultural & Theme Tours

Oahu Hawaii Sunset and Waikiki Fireworks Photo Tour

Looking for something different to do in Hawaii? Oahu Photography Tours offer you the “Sunset & Fireworks Photography Tour” every Friday. This event is fantastic for everyone to join! We start by photographing Hanauma bay as the sun lights up its turquoise waters and abundant reefs. If you don't have the chance to swim in the bay, you'll have the opportunity to view it from above to capture panoramic photos of this world famous bay formed by a volcanic explosion.A short hop down the road is the Halona Blow-Hole lookout and the Kaiwi coastline. This area of O'ahu is much younger than the rest, and its rugged feel shows it. The blowhole is a perfect place to capture postcard quality photos. Eternity beach is located just below the lookout. A famous movie spot for many blockbuster films. Have your guide point our turtles to you.Let's take time to stop and smell the Plumerias in a botanical garden hidden in a volcanic crater. Depending on the time of year, you can be overwhelmed by the pleasant scents of these tropical flowers. We could be lucky to snap a photo of the elusive Mongoose in the garden.After a stop overlooking Makapu'u bay, we will fill our bellies with some delicious Hawaiian food at Ono's Steak and Shrimp. Our guides do not like stopping at mediocre food spots. Ono Steak and Shrimp have built a reputation for having some of the tastiest, juiciest, mouthwatering food around. We don't mess around when it comes to food.Let's walk off that meal on the white sands of Waimanalo Bay. Voted the number 1 beach in America in 2015, this beach will not have you guessing why it was ranked so high. The ironwood trees that line the shore create a dreamy look as if you are walking through a fairytale forest to a hidden beach you would only see in your dreams.Over 400 hundred Hawaiians were thrown from the cliffs in what's now known as the Battle of Nuuanu. At the Pali lookout out, you will be able to capture perfect panoramic photos the span from Kualoa Ranch to Kaneohe Bay, and  Kailua. Have you heard of the Stair Way to Heaven hike? You can even see that from here.Let's now find a place to set up for sunset. We have many different locations to choose from for your sunset photos. No matter what, we will find a place to watch the sun paint beautiful colors into the sky as it says its goodbye for the day. Your tour is not over yet. A joyful event that also happens to make for artistic photos no matter what camera you bring! We’ll get you set up in a prime position to watch this sky performance as well as capture epic pictures. You’re going to love this!Don’t worry, shooting in low light may be intimidating but we’ll teach you how to use your camera to take stellar photos during darker times of the day. It’s easier than you might think! The photographs you’ll capture from this photo tour will astonish you! This tour is a unique thing in Hawaii to do.

$156.02 Tours & Sightseeing

Kailua Beach Guided Tour to the Mokulua Islands- Full Day

The tour begins in the morning when you arrive at the meeting location in Kailua town. Friendly staff will help you check in, and equip you with lunch, snorkeling gear, and a dry bag for your valuables. Your guide will provide some paddling instruction, and from there you'll head to Kailua Beach for the kayak to the Mokulua Islands.On the 1-hour paddle through Kailua Bay and Lanikai, keep an eye out for Hawaiian Green sea turtles that frequently surface for air, and you'll beach your kayak on Moku Nui--one of the offshore islets. After enjoying a lunch on the beach, follow your guide to Queen's Bath--a gorgeous natural tide pool--or trek to a cove on the back of the island to enjoy some snorkeling or cliff jumping. Your guide is a master kayak paddler, so you'll learn the safest and easiest way to be comfortable while paddling your kayak, and if you're up for the challenge, your guide may even show you how to catch a couple of waves.After leaving Moku Nui behind, you'll land your kayak on a world-renowned beach to snorkel with local marine life. Your guide is well-versed in Hawaiian history, biology, and local geology, and will offer stories of the island's formation as well as some ancient legends. When it's time to return, your guide will safely lead you back to shore at Kailua Beach, and the tour ends when you return to the store to collect your belongings. Just hours after the tour is through, the guides will post photos they took of your tour so you can relive your adventure by viewing the photos and remembering your kayak adventure.

$159 Food, Wine & Nightlife

Coffee, Cloud Forest, and Brewery Experience in Mercedes Luxury Van

ItineraryThis is a typical itinerary for this productStop At: Kaloko-Honokohau National Historical Park, Kailua-Kona, Island of Hawaii, HawaiiSacred land of fishponds, fresh water springs, and turtles. Walk the grounds rich with Hawaiian culture; learn how Hawaiians lived in harmony with the land and the ocean. Duration: 1 hourStop At: Mountain Thunder Coffee Plantation, Kailua-Kona, Island of Hawaii, HawaiiTour, Taste and Experience some of Kona’s finest coffee. Duration: 45 minutesStop At: Ola Brew, Kailua-Kona, Island of Hawaii, HawaiiBrewery tour, tasting and lunch servedDuration: 1 hour 30 minutesStop At: Kona Cloud Forest, Kailua-Kona, Island of Hawaii, HawaiiExpert guides show off some of the most unique trees, plants and flowers at the exclusive Kona Cloud Forest Sanctuary. Duration: 1 hour

$139.95 Kid Friendly

Grand Circle Island Photo Tour

ItineraryThis is a typical itinerary for this productStop At: Green World Coffee Farms, Wahiawa, Oahu, HawaiiWe will first start our North Shore journey by visiting Green World Coffee Farm, known for producing rich %100 Hawaiian coffee, this small coffee farm is a great way to kick up energy and start the tour and an excellent opportunity for coffee enthusiasts.Duration: 15 minutesStop At: Dole Plantation, Wahiawa, Oahu, HawaiiNext stop we will head over to the famous Dole Pineapple Plantation where you can sample sweet Hawaiian pineapples, don't forget to try the pineapple whips, Dole's famous pineapple flavored ice cream, and check out the worlds largest outdoor maze!Duration: 30 minutesStop At: Haleiwa Town Center, Haleiwa, Oahu, HawaiiAfterwards, we will head over to the historical town of Haleiwa, a small country town full of colorful local boutiques and restaurants that represent the laid back island life style, it also has a very big food truck scene offering a variety of different foods, a great experience for foodies who love food trucks! also feel free to grab some delicious "shave ice" from the original Matsumoto's Shave Ice.Duration: 1 hourPass By: Waimea Bay, Haleiwa, Oahu, HawaiiNext we will check out Waimea bay, home of the Eddie Aikau Big Wave Surfing Tournament where gigantic waves can reach up to 30 feet or more in the winter months, in summer time you can catch daring cliff divers jump into the water from steep lava formations.Stop At: Waimea Valley, Haleiwa, Oahu, HawaiiAfterwards we will head over to Waimea Valley Park where you can hike through a Hawaiian rainforest surrounded by giant ancient trees with an abundance of native flowers and birds, this is an excellent oppurtunity for those who want to photograph birdlife.Duration: 1 hourStop At: Waimea Waterfall, Oahu, HawaiiAt the end of the valley lies Waimea Falls, a stunning waterfall deep inside the forest where you can take a dip if you like!Duration: 30 minutesStop At: Laniakea Beach, Haleiwa, Oahu, HawaiiNext stop we will explore Laniakea Beach also known as "turtle beach" where Green Sea Turtles like to swim up shore and rest upon the beach, you can admire these wonderful creatures basking in their natural habitat from a safe distance, a very memorable part of the trip.Duration: 20 minutesStop At: Sharks Cove, Pupukea, Oahu, HawaiiWe will then cruise over to Shark's Cove, a crater of an extinct volcano semi submerged in water that's popular for Scuba divers in the summer months, a very unique landscape surrounded by lava formations that make up for stunning photos.Duration: 20 minutesStop At: Ehukai Beach Park, Pupukea, Oahu, HawaiiNext stop we will head over to Ehukai Beach, home of the famous Banzai Pipeline and the Billabong Pipeline Masters Surf Competition, here in the winter months giant waves form a perfect tube as they barrel roll onto shore and pro surfers who take on the challenge surf right through the pipeline!Duration: 20 minutesStop At: Kahuku Farms, Kahuku, Oahu, HawaiiAfterwards we will head over to Kahuku Land Farms, a local fruit stand where you can savor delicious locally grown exotic fruits and real ice cold coconut water straight from the coconut it self.Duration: 15 minutesStop At: Kahana Bay Beach Park, Oahu, HawaiiAfter that we will head over to Kahana Bay, a stunning beach surrounded by the majestic Ko'olau Mountains, another excellent spot for taking great photos.Duration: 20 minutesStop At: Ahupua'a O Kahana State Park, Kaaawa, Oahu, HawaiiWe will then head over to Ka'a'awa Beach Park, this spectacular beach is truly one of the most under rated spots in North Shore, at most times completely empty, this beach provides all the elements for a post card like photo with a white sand beach, emerald color water, and a steep lush green mountain back drop, this beach has it all!Duration: 20 minutesStop At: Kualoa Regional Park, Oahu, HawaiiAfterwards we will stop by Jurassic Park Lookout where you can gaze at the actual film locations of scenes from Jurassic Park, 50 First Dates, King Kong and so much more.And then we will journey over to Kualoa Regional Park where you can capture amazing photo's of Mokoli'i island, commonly known as Chinaman's Hat, and the awe inspiring Kualoa mountain of the Ko'olau Range that resembles a giant slain lizard as told in ancient Hawaiian folklore.Duration: 30 minutesStop At: Tropical Farms Macadamia Nut Farm and Farm Tour, Kaneohe, Oahu, HawaiiEnjoy locally grown macadamia's right from a macadamia tree and capture spectacular views of Kualoa mountainDuration: 20 minutesStop At: Byodo-In Temple, Kaneohe, Oahu, HawaiiThis enchanting temple is an excellent stop for photography enthusiasts providing beautiful photosDuration: 20 minutesStop At: Nu’uanu Pali, Oahu, HawaiiWe will then journey upwards through the Nu'uanu valley to Pali Lookout, this breathtaking lookout lies at the edge of a cliff perched above the valley nestled between the Ko'olau mountain range, it provides a birds eye view of Kaneohe and Kailua town, and the surrounding sights, it is also where the great battle of Nu'uanu took place where King Kamehameha and his forces fought to gain control of Oahu.Duration: 20 minutesStop At: Waimanalo Beach, Waimanalo, Oahu, HawaiiNext stop we will visit Waimanalo bay, this beautiful bay has the longest stretch of sandy shoreline on Oahu, 5.5 miles of stunning white sand beaches and emerald color ocean water with the majestic Ko'olau mountain range as the backdrop surrounded by an iron wood tree forest.Duration: 20 minutesStop At: Makai Research Pier, Waimanalo, Oahu, HawaiiWe will then journey to Makai Research Pier, what could be so unique about this place you might ask, the answer lies under it's giant pier, from a photographers perspective under the pier of this institute provides very unique and artistic photographs.Duration: 20 minutesStop At: Makapu'u Beach, Waimanalo, Oahu, HawaiiAfterwards we will head down to Makapu'u Beach, capture daring body surfers in action as they battle with ferocious waves, a spectacular sight for photos with Makapu'u mountain as the backdrop and Makapu'u Lighthouse perched above it.Duration: 20 minutesStop At: Makapu'u Point, Oahu, HawaiiThis place will blow your mind! as it sits on top of Makapu'u mountain you will get a birds eye view of Makapu'u Beach, Rabbit island and Black island, and Waimanalo Bay off in the horizon, also a great place for watching hand gliders in action as they swoop down below, hands down one of the best scenic sights in all of Oahu.Duration: 20 minutesStop At: Halona Blowhole, Oahu, HawaiiWe will then head over to Halona blowhole, a lava tube that blasts out ocean waves that come crashing on shoreDuration: 20 minutesStop At: Eternity Beach, Honolulu, Oahu, HawaiiHalona Cove also known as Eternity Beach where the infamous kissing scene was filmed from the classic 1953 Hollywood movie "From Here to Eternity" starring Burt Lancaster and Deborah Kerr.Duration: 20 minutesStop At: Lanai lookout, Oahu, HawaiiWe will then journey to Lanai lookout, Lanai meaning "Terrace or Veranda", this is truly Oahu's backyard with breath taking hardened lava formations that cascade down to the ocean from Koko head crater, it's also a great place for whale watching during our winter months.Duration: 20 minutesStop At: Hanauma Bay Nature Preserve, Honolulu, Oahu, HawaiiAfterwards we will head over to Hanauma Bay Lookout (except for Tuesdays), an incredible marine sanctuary nestled inside a crater of an extinct volcano! It's also where the majority of one of Elvis Presley's most famous movies "Blue Hawaii" was filmed.Duration: 15 minutesStop At: Spitting Cave of Portlock, Honolulu, Oahu, HawaiiOn our final stop we will explore Spitting Cave, off the beaten path this unique hidden gem provides breath taking scenery of giant steep cliffs made from lava formations and offers panaromic ocean views, below the cliff lies a cave that spits out ferocious waves that come crashing in, another great spot for watching whales that come very close to it's shores during the winter months and a perfect place to capture the Hawaiian sunset.Duration: 30 minutes