What to do and see in Kailua, Hawaii (HI): The Best Sightseeing Tours

May 2, 2022 Carley Gatson

Oahu's Kailua, meaning "two seas" or "two currents," is named after either the two lagoons located on the island or the two currents that run through Kailua Bay. Steady trade winds make Kailua Beach a great windsurfing and kite-flying destination. Kailua Beach Park features pristine white sand and views of the offshore island known as Moko nui or "two islands."
Restaurants in Kailua

1. Oahu friendly hiking experience

Waikiki, Honolulu, HI 96815, USA Massimo Sport Hawaii Tours
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5.0 based on 1 reviews

We offer private tours customized to the client. We are flexible for pick up and drop off times, duration and type of the hike. We move at your own pace to make your experience unforgettable. The tour is available for a family from 1 up to 14 people. The minimum rate is for 4 people.

Inclusions: Guided Tour

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Reviewed By massimogH5983GM

Thank you max I really appreciated the attention you gave to my kids.We will recommend you to our fr

2. Exclusive Town & Country Tour

ETOHI
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5.0 based on 4 reviews

Exclusive Town & Country Tour of Oahu takes you on a journey through downtown Honolulu on your way to your desired destination or attraction. You will ride along amazing scenic routes. Stop and get out to take memorable pictures of iconic statues and historical landmarks. Walk down mountain paths or hike up mountain trails to some of the most breathtaking panoramic ocean views. Swim at a few of the most beautiful sandy beaches in the world or simply relax with a nice cold beverage while soaking up our Hawaiian sun. This is your tour!

Inclusions: Private transportation, Air-conditioned vehicle, Use of Snorkelling equipment, Beach towels, Bottled water

Exclusions: All Fees and Taxes

Reviewed By Rizzickk

This tour allowed my wife and I to share some of the most precious moments together! It was the highlight of our visit to Oahu and we would love to do it again in the future. Jimmy, our host, was extremely helpful, professional, knowledgable, and passionate about making sure we had the time of our lives! Be sure to swim in Waimea falls. We hope to see you again soon Jimmy!

3. Private 60 Minute Helicopter Tour with Romantic Landing

Rainbow Oahu Helicopter Tours, 155 Kapalulu Pl #197, Honolulu, HI 96819, USA Rainbow Helicopters
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5.0 based on 2 reviews

Let us whisk you away to an exclusive landing spot at a stunning and private valley on the Windward coast of O'ahu. This beautiful, 4000-acre paradise boasts lush, green landscapes, mountains that reach to the clouds and gentle trade winds that reach from the nearby coast. Your private helicopter tour begins over the island’s South Shore for a chance to see a birds-eye view of the famous Waikiki skyline and Diamond Head crater. After cruising over Hanauma Bay, the Windward coast and the famed Kualoa Ranch, you'll begin your graceful decent to land. Your 15 minute stay inside a private and lush oasis, away from the crowds and tourist attractions, includes Wailua chocolates, a champagne toast, leis and memories that will last a lifetime. Rising back into the blue sky, your helicopter takes you to explore the lush forests and emerald cliffs of the Ka’a’awa Valley and fly in close for a view of Oahu’s highest waterfall, Sacred Falls.

Inclusions: Leis , Waialua Chocolates, Champagne toast, Parking Fees

Exclusions: Gratuity

Reviewed By michaelhX3164IZ

We live in Florida, booked online several weeks prior. Had a number of trips planned in addition to this one. Our time was 9 am, on the way there, someone called asking where we were, stating we were on our way, she explained that they had text us the night before, supposed to be there 45 minutes prior. NOPE!! never got a text, only our printed document saying flight time was 9 am. In short, pilot, Andy, was excellent, staff was nice... but why don’t you put the critical, required info in the ORIGINAL document. It’s so simple... or here is a thought, why not put “ heh, gonna call you day prior”!! Lady on the phone was quite rude.

4. Private luxury Island tour Waikiki Honolulu Hawaii

AlohaMKToursLLC
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5.0 based on 1 reviews

Skip the big bus, van and go private in a Luxury Lincoln Navigator. This beautiful scenic drive is best to book early on your vacation. We create a fair market priced custom tour just for you. Kids have fun too. Ask us about the following time options for an extended tour. You have an option of venturing out on a very comfortable visual road trip of past and present, Hawaiian historic spots and scenic locations.

Inclusions: Private transportation, Air-conditioned vehicle, Bottled water

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5. Marry Me banner on the Beach - Helicopter Proposal Flight

Rainbow Oahu Helicopter Tours, 155 Kapalulu Pl #197, Honolulu, HI 96819, USA Rainbow Helicopters
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5.0 based on 1 reviews

Imagine a private helicopter flight soaring over a beautiful Hawaiian beach with the love of your life. As you take in the beauty of the sugar white coastline and turquoise waters, your sweetheart spots a beautiful banner on the beach … “Marry Me?” Imagine the unforgettable moment they realize it was arranged there by YOU. Your new fiancé won’t be able to stop telling friends and family about this unique and special proposal, one that you both will definitely remember forever. Depending on the duration of the tour you choose, you'll see many breathtaking sights on Oahu from the white sands of Waikiki to the epic big waves of the North Shore on this incredibly romantic circle island tour. Enjoy spectacular views of Waikiki, Diamond Head, Hanauma Bay, Waimanalo Beach, the Ko'olau Mountains and Pearl Harbor. The 45 minute tour option extends to Sacred Falls and Ka'a'awa Valley and the 60 minute tour extends to the gorgeous North Shore. Choose doors on or doors off at no extra charge.

Inclusions: Parking Fees, Phone Strap

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Reviewed By michaelhX3164IZ

We live in Florida, booked online several weeks prior. Had a number of trips planned in addition to this one. Our time was 9 am, on the way there, someone called asking where we were, stating we were on our way, she explained that they had text us the night before, supposed to be there 45 minutes prior. NOPE!! never got a text, only our printed document saying flight time was 9 am. In short, pilot, Andy, was excellent, staff was nice... but why don’t you put the critical, required info in the ORIGINAL document. It’s so simple... or here is a thought, why not put “ heh, gonna call you day prior”!! Lady on the phone was quite rude.

6. Creative adventure with Video/Photo shoot

Honolulu, HI 96825, USA Jacob J Scarlett
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5.0 based on 2 reviews

My passion in life is capturing experiences, Beautiful, heartwarming, blood-pumping, experiences. So whether it'll be a proposal to your girlfriend, a beautiful adventure as a family, a romantic honeymoon or just another trip to your second home in Hawaii, I want to document the emotion and give you a keep-sake to cherish forever. I know all the best spots on Oahu, so we will never lack an amazing, non-run of the mill adventure in a scenic spot! Lets make some amazing memories and build a beautiful friendship :) Check me out on IG for some examples @jacobofthejungle @jacobjscarlett or message me for my Youtube link. Plus my dog always comes along for love and cuddles

Inclusions: Drone, Nikon Z6, Gopro

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Reviewed By 769mariahw

Super cool tour , Joseph was awesome. We wanted to see parts of Hawaii that you wouldnt typically see . Absolutely beautiful !

7. Private Helicopter Charter - Oahu "Magnum Experience" (50 Minute)

134 Nakolo Pl, Honolulu, HI 96819, USA Mauna Loa Helicopter Tours
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4.9 based on 31 reviews

Experience one of the ultimate 50 minute helicopter tours of Oahu in VIP luxury. Fly  around Oahu just like the TV show Magnum P.I!. Depart Honolulu airport and begin your helicopter adventure by flying over Waikiki’s shoreline, Your tour will continue down the leeward coast to Diamond Head, Koko Head and the historic Makapuu Point Lighthouse.  You then will pass over Kailua Beach, the famous landmark Chinamans hat and the pristine waters of Kaneohe Bay. The tour will continue north to Kaaawa (Jurassic) Valley and Sacred Falls. Your tour will close with a slow flyover of Pearl Harbor and the USS Arizona.  ! Check us out on Trip Advisor! Strictly Private Same Household Tours

Inclusions: All taxes, fees and handling charges, Fuel surcharge, Landing and facility fees

Exclusions: Gratuities, Food and drinks

Reviewed By michaelpZ9156EG

Tianna was extremely knowledgeable of the island and a super friendly pilot. We felt very safe flying with her. Doors off experience definitely added to our adventure

8. Go Oahu All-Inclusive Pass with 45+ Attractions and Tours

O‘ahu, Hawaii, USA Go Oahu
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4.0 based on 111 reviews

The Go Oahu All-Inclusive pass gives you access to over 45 top attractions and tours at one low price! Visit the popular sights at Pearl Harbor, go on a bike tour of the famous beaches on the North Shore, snorkel among the colourful fishes and reefs, or stretch with some morning yoga under the palm trees. Whether you are a first time visitor or a seasoned Hawaii traveler, the Go Oahu pass offers a whole new way to discover the island. Simply save your pass (available as your 'ticket' after purchase) on your mobile device (or print it at home and take with you), display it at each attraction to be scanned and you are in – no voucher redemption required! Choose from a 1, 2, 3, 4, 5 or 7-days pass, which can be used anytime over a 2-week period starting from your first attraction visit or tour. Pick a 3+ day pass and you'll also get one premium attraction of your choice including a traditional Hawaiian Luau.

Inclusions: Transportation included on selected attractions only - check guidebook for more information, Digital pass valid for the number of days chosen, Digital guidebook with attraction information

Exclusions: Food and drinks, unless specified, Gratuities

9. East Oahu Shoreline Drive Audio Tour

Waikiki, Honolulu, HI 96815, USA Shaka Guide: Audio Tour Apps

Oahu's eastern shoreline is dotted with pristine beaches, volcanic craters and scenic hikes. On Shaka Guide's East Oahu Shoreline Drive, you'll get to experience every bit of it, on your own terms -- visit the spots you want and skips the ones you don't. This audio tour uses GPS to give you turn-by-turn directions to seven beaches, three hikes, a 400-acre botanical garden and more! Shaka Guide is the #1-rated app for Oahu with over 1.5K reviews on the App Store and Google Play Store. WHY SHAKA GUIDE: ✅ Tours never expire. ✅ Tour work offline. No data needed. ✅ Reliable GPS directions. ✅ A guided tour for a fraction of the price. ✅ Save time planning! We’ve done the work for you. ✅ Your vacation, your terms — freedom to stop and go as you please. ✅ The #1-rated travel app for Maui. ✅ Listen to interesting stories and Hawaiian music!

Inclusions: Offline map of the entire island and turn-by-turn audio navigation, Interesting stories and history and the freedom to explore at your own pace, Purchase never expires, Tour highlights in the app with restaurant and activity recommendations

Exclusions: Parking fees, Attraction entrance fees, Meals, Crowded tour buses and car rentals

Reviewed By chanyu1

This is a good and inexpensive way to do the Haleakala sunset tour with audio narrative of things to see along the way to the mountain top. Good value for the price. A quick tip: this app burns through your phone battery fast so having a car phone cable is a must or else your phone battery will run out of juice pretty quick...

10. Amazing Oahu Adventure Bundle: 6 Epic Self-Guided Audio Tours

Waikiki, Honolulu, HI 96815, USA Shaka Guide: Audio Tour Apps

Shaka Guide is an audio tour app that gives you the benefits of a guided tour with the freedom to explore on your own terms. This Oahu Tour Bundle comes with six socially-distanced self-guided audio tours: • Oahu Grand Circle Island Tour (6-8 hour tour) • East Oahu Shoreline Drive (6-8 hour tour) • Honolulu’s Backyard Rainforest Tour (3-5 hour tour) • Legendary North Shore Loop (6-8 hour tour) • Heart of Waikiki Walking Tour (1-2 hour tour) • Historic Downtown Honolulu Walking Tour (1-2 hour tour) The app uses GPS to navigate you to historic sites, popular attractions, famous beaches and scenic hikes with stories about the places you’re visiting and music along the way. All Shaka Guide Tours... • Never expire - take them multiple times or buy in advance • Work 100% offline - no data or wifi necessary • Let you take the tour when you want - download the tour and choose the day that works best for you *Please use the link in your confirmation email to download the app*

Inclusions: All 6 self-guided audio tours for Oahu, Audio narration with stories and music and the freedom to explore at your own pace, Tour highlights in the app with activity and restaurant recommendations, Offline map (map and GPS work completely offline -- no wifi or data needed), Tours NEVER expire

Exclusions: Parking fees, Attraction entrance fees, Meals, Car rental

Reviewed By chanyu1

This is a good and inexpensive way to do the Haleakala sunset tour with audio narrative of things to see along the way to the mountain top. Good value for the price. A quick tip: this app burns through your phone battery fast so having a car phone cable is a must or else your phone battery will run out of juice pretty quick...

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