Planning a dream Hawaii trip with kids
As the rain rains, and I can no longer pretend that winter’s not around the corner, my thoughts turn inexorably to… beaches, the kind of palm fringed tropical ones you’d find on a dream Hawaii trip with kids.
contains affiliate links*
Hawaii has been on my family wishlist for years, the mix of traditional culture, some of the world’s most beautiful scenery and those beaches – so I’ve already got a string of ideas for my dream Hawaii trip with kids.
The biggest issue is working out how much I could fit into my daughter’s school holidays – because let’s face it, Hawaii isn’t a weekend break destination…!
Which means scaling back my idea of hopping from Honolulu in O’ahu to Hanalei on Kauai to Wailea on Maui, and fitting in an impressive 14 different beaches. Mmmmm several a day. Tempting! Not to mention a few historic sites, plenty of culture and some shopping.
Remembering the jetlag that hit me when I travelled to the South Pacific years ago, all that sightseeing and island hopping was going to be a bit full-on with a child.
For more help planning a family holiday in Hawaii, check out these Hawaii travel guides with kids – including guides for Maui, Oahu, Kauai and the Big Island with kids
So with my more realistic hat on, I whittled it down to two different Hawaii holidays – each possible itinerary starts in Honolulu but one taking me to Kailua Kona on the Big Island then Kihei on Maui, the other going to Lahaina on Maui first followed by Kailua Kona.
There’s plenty of opportunity to mix and match, depending what your family’s interests are. Not to mention more than a few of those glorious dream Hawaii beaches.
If you’re not sure what the best Hawaiian island for your family is, this great guide is a good place to start with an overview of each
Day one
Fly overnight from London to Honolulu (straight from school!) arriving at 9.30am on Day two.
Day two – Honolulu
Hit the beach. After a long flight, the island’s museums and memorials can definitely wait another day.

Hanauma Bay Nature Preserve
Home to around 400 different species of fish, you can also spot green sea turtles here. With calm clear turquoise water, it’s a perfect spot for kids and for snorkelling.
Lanikai Beach, Kailua
Ranked as one of the best beaches in the world, it looks out over two islands called the na mokulua or mokes. There are no facilities but there are places to eat within walking distance (or a few minutes drive).
Day three – Honolulu
Time for a bit of sightseeing – still keeping it low-key.
Bishop Museum
Home to the largest collection of Polynesian cultural artefacts – 24 million historical, cultural, and natural treasures, which tell the story of Hawaii and the culture of the peoples of the Pacific. Perfect to understand a bit more about the islands we’ll be visiting.
USS Bowfin Submarine Museum & Park
Home to a Second World War submarine, there’s a museum as well as the chance to climb on board the submarine (ages four and above only) with a kids’ audio tour and Junior Submariner activity sheets to fill out and win a prize.
I know my daughter is fascinated by submarines (me too!) and it’s a more accessible option for younger kids than other wartime sites.
Other suggestions included the USS Arizona Memorial and the Battleship Missouri Memorial, which would be great for older kids, or those studying the Second World War, especially to learn more about Pearl Harbor.
Day four – Honolulu
Some more history – perfect for capturing children’s imagination.
Iolani Palace
The only royal palace in America, it was home to Hawaii’s last monarch, Queen Lili’uokalani before she was overthrown in 1893. Today the rooms look as they would when the queen was in residence, in all their former royal glory.
There’s also a statue of the Queen in downtown Honolulu.

Byodo-In Temple, Kaneohe
A smaller scale replica of the 950-year-old Byodo-in temple in Uji, Japan, it’s set at the foot of the Ko’olau Mountains, around an hour from Honolulu.
The Buddhist temple was created to commemorate the 100-year anniversary of Hawaii’s first Japanese immigrants and it’s a great reminder that there are strong Asian influences throughout the islands. Plus it’s a beautiful, tranquil spot with waterfalls and peacocks.
Day five – Honolulu
Time for another beach.
Waikiki Beach
Two miles of white sand on the south shore of Honolulu and one of the world’s most famous beaches, it’s actually divided into eight beaches with a promenade.
Perhaps a dip in the man-made swimming lagoon of Duke Kahanamoku Beach or the protected area at Prince Kuhio Beach, before some snorkelling at San Souci beach, one of the most family-friendly stretches.
At one end of the beach is Honolulu Zoo, with native species as well as animals from around the world (as long as you’re not actually visiting on Christmas Day, the one day of the year that it’s shut!)
Or check out this North Shore day trip itinerary if you’d like to explore the other side of the island
Day six – Honolulu to The Big Island
The last day on this island, taking a four-hour flight to Kailua Kona in the evening. So two choices depending if we’re feeling active or want to explore a bit further.
Diamond Head State Monument
The hike to this viewpoint takes a couple of hours (best for six plus, even better for older kids) with some amazing scenery to spot from the lookout.
Sunset Beach park
This stretch of golden sand on the north coast is perfect for older kids who want to try their hand at boogie boarding – or for younger ones to sit back, play on the sand and watch the surfers (between the occasional paddle).
Day seven – Kailua-Kona
The first day on the Big Island, staying around Kailua-Kona – mixing up history and the chance to get in the waves. You can swap day seven, eight and nine around to suit.
Kealakekua Bay State Historical Park
What’s better than spotting dolphins? Swimming with them, on an excursion in the marine life conservation area of Kealakekua Bay, with a guide to show visitors the best snorkelling spots as well as pointing out some of the unusual geological features from lava tubes to caves.
It’s a good spot to see sea turtles and tropical fish on the corals too.
Pu’uhonua O Honaunau National Historical Park, Honaunau
Not far away lies one of Hawaii’s sacred sites, where you can discover more about Hawaii’s history and culture – from watching traditional crafts to learning about ancient codes of conduct, weaving, fishing and carving. Once, people could even escape death for breaking sacred laws by coming here.
Day eight – Kailua-Kona
The second day on the island – carry on as we started, with more history and downtime.
Puukohola National Historic Park, Kawaihae
On the northwestern coast of the island, it’s home to an ancient heiau, or temple – one of the last major ones to be built.
There’s fascinating history (it’s thought a human chain passed the lava rocks from hand to hand from a valley 25 miles away), while you can also see a submerged temple dedicated to shark gods and learn how a stranded British sailor became an advisor to a king.
Hapuna Beach State Recreation Area, Puako
Time for more beach – if only to compare them to O’ahu’s. Hapuna Beach is often listed as one of the country’s most beautiful, with soft white sand, clear water and plenty of facilities including umbrellas to rent and places to buy snacks. There are lifefguards too, and enough surf to go bodysurfing.
Day nine – Kailua-Kona to Kihei
The final day on this island – so time for one last beach, before another tour and 45-minute flight to Kahului on Maui in the evening for a stay in Kihei.
Kahaluu Beach, Keeauhou
Time for a final dip – this time from a black sand shore where the clear waters are great for snorkelling, and the fish have a reputation for being unusually friendly. Sea turtles turn up here as well.
Dolphin and whale watching, Kailua-Kona
After swimming with the spinner dolphins on day seven, there’s chance to discover more of them, along with the whales which live in the waters off Hawaii. Choose from smoother catamaran rides to Zodiac rafts, which let you get closer to the marine life.
Tours start from two hours long, but you can also combine them with kayaking or visits to Kealakekua Bay Reserve.
Day 10 – Kihei
The first of three days on Maui, we should be in our stride of mixing chilled out time by the ocean and discovering the island’s historic sites.
Ho’okipa Beach Park, Paia
Where else to start but a beach – and Ho’okipa Beach Park is known as one of the world’s top windsurfing destinations, as well as a good spot for serious surfers.
But there’s a calmer area for swimming at low tide, thanks to the coral reef’s protection.
Maui Ocean Center, Wailuku
The aquarium has recreated Hawaii’s ocean ecosystem, so you’ll only find marine life that naturally lives in this area – but with 60 exhibits, and an clear tunnel taking you through a 2.8 million litre tank, there’s plenty to see, from tropical reef fish to sharks and stingrays.
You can also try dolphin and whale watching here, at Maalaea, for a cruise along west Maui’s coastline on an excursion similar to the ones from Kailua-Kona.
Day 11 – Kihei
Time for more sightseeing…
Lahaina Banyan Court, Lahaina
On the site of an old fort, you can take a self-guided trail through Lahaina’s historical district, stretching out across two acres.
The highlight is spotting the largest banyan tree in Hawaii, with its giant trunk and roots covering almost 2,700 square metres.
Ka’anapali Beach, Lahaina
The penultimate beach of the trip, Ka’anapali Beach is ideal with younger kids thanks to the shallow waters – and as ever, plenty of glorious sand to play on.
There are boat tours off the beach, as well as snorkelling if you want a final fix.

Day 12 – Kihei to London
One last day means one last beach before the flight home, flying back from Kahului on Maui to London (and arriving home on Day 13).
Wailea Beach, Wailea
A last chance to marvel at turtles swimming through the water, soft sand and shallow water, it’s also considered one of the most beautiful beaches on Maui. You can rent kayaks and stand-up paddleboards, or rent an umbrella instead and soak up the warmth.
PIN FOR LATER: PLANNING A DREAM HAWAII TRIP WITH KIDS
Disclosure: This post contains affiliate links – any purchases you make are unaffected but I may receive a small commission. All opinions and wish to sit on as many of Hawaii’s beaches as possible, are my own.
Images – Maui beach courtesy Adobe Stock, all others Depositphotos






Can thoroughly recommend Hawaii, my husband and I went for our honeymoon. Would love to return with our boys. Fab giveaway too Cathy!
Thanks Lisa – sounds so perfect with kids!
My plan is to travel up to Washington DC and visit the national mall and the Washington monument, but my favourite would be of course the White House, then fly to Santa Barbara the USA’s Rivera to recover #WanderlustWish
Flying from the uk takes me to San Diego, love to explore the Torrey pines reserve walking the razor point trail to the coast, looks lovely, travelling to Hollywood for some celeb spotting to round it off on the bus tour of famous homes #WanderlustWish
My trip would start flying to New York with my husband and two boys where we would spent 4 days taking in the sights. We would then fly down to Orlando where we would spend 10 days doing the magic kingdom, animal kingdom, universal studios, sea world, bush gardens and of course discovery cove! We would also do legoland and hit international drive. #WanderlustWish
#WanderlustTrips Would love to Start in Palms Springs, california spending time in nature and admiring the desert landscapes, then to Scottsdale Arizona, then to Hawaii to relax and enjoy the beautiful delights, sights and local cuisine.its always been on my bucket list and would love to have our second honeymoon there
#WanderlustWish my dream trip would be to see the whales in Alaska, and go skiing! Then, enjoying some sunshine and Disney fun in Florida!
Oh where wouldn’t we go ! My #wanderlustwish would take us to the west coast starting with baseball game in San Francisco then skiing in Lake Tahoe. An ocean drive to Santa Monica for the yoga and fab beach then onto San Diego. Finally heading to Hawaii to fulfil my dream of renewing our vows on the sand. Such a fab competition
To New York first for some retail therapy. Then to the Theme Park for 10 days of fun filled family time. Them our to the Florida keys for a few days of down time,
would love to visit america
would love to travel across Canada in a campervan
My dream trip I am currently planning for next year to celebrate me graduating as a Paediatric nurse degree next year is to Travel San Francisco, Los Angeles, San Diego and Las Vegas including visits to Disneyland California, a Helicopter tour of Vegas, A Trip to the Grand Canyon, Catching the ferry over to Alcatraz island, Visiting Griffiths Observatory as well as visiting Golden Gate bridge and Hollywood Boulevard and of course sampling all the amazing delicacies.
sorry forgot to add the tag #WanderlustWish
My journey would begin in New York City, where I would spend time visiting the Empire State Building and the Metropolitan Museum of Art. I would take a stroll along Central Park and enjoy some shopping in Macy’s. I would hopefully find some time to visit some filming sights from my favourite TV series and movies before moving on to Philadelphia. In Philadelphia I would enjoy learning about the history and eating famous cheesesteak sandwiches from the outdoor stands. After this I would move on to Washington DC to visit the memorial sites and Washington Monument. I would then take a plane trip to San Francisco and enjoy crossing the famous suspension bridge and taking some amazing photos. I would explore the music scene in San Francisco. I would finish off in the Joshua Tree national park. Joshua is my sons name so I would take him to explore in the desert and see the animals and the nature.
#WanderlustWish
Would love to travel around Europe in a caravan, so many adventures.
#WanderlustWish would love to see the in-laws in Virginia, go to the beach there, then sight seeing in Washington DC to see the space museum and then onto New York and see a show on Broadway, try the food then onto Boston
I’d first go to New York then fly down to Albuquerque and drive up to philmont ( a scout ranch I worked at in my early 20s)
Then drive Arizona to see the Grand Canyon & then fly to LA to see the Hollywood sign.
my dream holiday would be to visit San Fransisco, LA, Las Vegas, Washington DC and New York #WanderlustWish.
#WanderlustWish Barbecue and Brews from Missouri to Kentucky!! Would love to visit BBQ restaurants across the states.
Emma Hunt
29th October 2018 at 8:28 pm
I’d first go to New York then fly down to Albuquerque and drive up to philmont ( a scout ranch I worked at in my early 20s)
Then drive Arizona to see the Grand Canyon & then fly to LA to see the Hollywood sign#Wanderlustwish
I would start in New York, then on to washington and down to Florida til the Florida Keys. Then up to New Orleans, over to Austin and Houston in Texas. Then through Las Vegas and the Grand Canyon over to California to visit Los Angeles, SAN Francisco and San Diego. And I would love to see Hawaii as well.
#WanderlustWish
I would start in Florida to see the sights with my children before heading to LA for a few days to visit Disney there too, I would then visit vegas and the grand canyon for a brief visit before heading east to Rhode Island and New York #wanderlustwish
I would start in New Orleans revisiting the places I loved in 2003, then Florida to take my kids to Disney World, Philadelphia to visit my good friends who live there, New York because it’s so buzzing & I love it, then Washington as I’ve never been and would enjoy the history! #WanderlustWish
I would complete my ultimate USA national park road trip. We would take in multiple states including Las Vegas, Utah, Colorado, Wyoming and Montana to name just a few! We’d do the big name parks such as Zion and The Grand Canyon but also smaller, lesser known parks such as the Great Sand Dunes park and the Black Canyon. I’m getting excited just thinking about it! #WanderlustWish
#WanderlustWish The Southern States to get off the beaten track, a delicious BBQ in Texas, a Chicago neighbourhood tour to feel the beat of the music, a trip to Nevada’s mystical region and finished off with a visit to New York states food and wine region this would be a trip of pure food indulgence my dream trip
looks a lovely holiday
I have always dreamed of going to Disney in Florida but never been the right time or financially able to go. Hawaii seems like a trip of a lifetime #wonderlustwish
#WonderlustWish I would love to take my family to disney world Florida, then I would like to visit California and also go the the Creation Museum and The Ark in Kentucky! always fancied taking a greyhound bus all over america but definitely wishful thinking as my budget is more camping in Cornwall!
My #Wanderlustwish would be The Grand Canyon !
#WanderlustWish This would be a dream come true to take my son!!
What a great tool! I start in bham uk flying to Vegas where I take in the sights like the Bellaghy fountain… then on to New York for 3 days and Washington DC finally. I love how the tool gives me a bespoke iteniary #wanderlustwish
My top 5 destinations in the USA would be Gracelands as my husband is an Elvis fan , Mountain lake lodge in Pembroke , Virginia as Dirty Dancing was filmed there , Grand Teton National Park for the beautiful scenery , Florida Keys for relaxing and finally Universal studios for the kids
#WanderlustWish
#WanderlustWish My dream destinations are Florida and the Keys. Around 20 years ago we set off from Orlando to spend a week exploring the Keys but only got a little bit past Miami before it became obvious that the ‘potential’ hurricane warnings the news channels had warned of were obviously becoming a reality! We had a brief hour in Miami to eat, refuel and take a quick photo (in which we are the only people on the usually standing room only Miami beach!) before exiting back to the north of the state at hyper speed!
I’d LOVE to do Hawaii with my kids, but my next trip to America will be to LA. I’d start in San Francisco and drive down, taking in Hollywood (Rodeo Drive!) and the Valley but spending most time in the chilled-out Venice Beach. I’d also like to check out Palm Springs and San Luis Opisbo while I’m at it!! #WanderlustWish