23 days in Hawaii Itinerary

23 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

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Route & dates

23 days in Hawaii Itinerary

Start: Madrid
Fly:  22​h 30​min
1
Honolulu, Oahu
— 7 nights
Fly:  3​h 45​min
2
Kailua-Kona, Island of Hawaii
— 4 nights
Drive:  1​h 45​min
3
Hilo, Island of Hawaii
— 2 nights
Fly:  1​h 15​min
4
Kihei, Maui
— 4 nights
bus:  30​min
5
Kahului, Maui
— 3 nights
bus + Fly:  23​h
End: Madrid

7
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Your day-by-day itinerary now includes Gone Surfing Hawaii. Relax by the water at Waikiki Beach and Banzai Pipeline. Visiting Lanikai Beach and Makapuu Lighthouse Trail will get you outdoors. Venture out of the city with trips to Dolphin & Whale Watching (in Kapolei), Haleiwa (Skydiving & Scuba & Snorkeling) and Byodo-In Temple (in Kaneohe). There's still lots to do: kick back and relax at Sharks Cove, explore the striking landscape at Halona Blowhole, hit the best photo ops around with an inspiring photography tour, and tour the pleasant surroundings at Kailua Beach Park.

To find maps, where to stay, other places to visit, and tourist information, read our Honolulu road trip planning website .

Madrid, Spain to Honolulu is an approximately 22.5-hour flight. You can also do a combination of train and flight. The time zone difference when traveling from Madrid to Honolulu is minus 11 hours. While traveling from Madrid, expect somewhat warmer days and much hotter nights in Honolulu, ranging from highs of 36°C to lows of 27°C. Finish up your sightseeing early on the 8th (Tue) so you can travel to Kailua-Kona.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Kailua, Pupukea, Haleiwa, Ka'ena Point State Park, Byodo-In Temple
Highlights from your plan
Lanikai Beach ©
Lanikai Beach
Scuba & Snorkeling
Kailua Beach Park ©
Kailua Beach Park

4
nights
Kailua-Kona, Island of Hawaii

Kailua-Kona ©
Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
Get a sense of the local culture at Waipio Valley and Mokuaikaua Church. Visit Honaunau Bay and Makalawena/Pu'u Ali'i for some beach relaxation. Venture out of the city with trips to The Painted Church (in Captain Cook) and Waialea Beach (in Waimea). The adventure continues: enjoy the sand and surf at White Sand Beach, get up close to creatures of the deep with a dolphin and whale watching tour, look for all kinds of wild species at Wildlife Areas, and get close to the beloved marine mammals with a swim-with-the-dolphins experience.

For where to stay and more tourist information, go to the Kailua-Kona day trip website .

You can fly from Honolulu to Kailua-Kona in 4 hours. In October, daytime highs in Kailua-Kona are 35°C, while nighttime lows are 28°C. Finish up your sightseeing early on the 12th (Sat) so you can go by car to Hilo.

Things to do in Kailua-Kona

Outdoors Parks Wildlife

Side Trips

Honaunau Bay, Waialea Beach, Waipio Valley, The Painted Church
Highlights from your plan
Waipio Valley ©
Waipio Valley
Honaunau Bay ©
Honaunau Bay
Swim with Dolphins

2
nights
Hilo, Island of Hawaii

Hilo ©
One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
Kick off your visit on the 6th (Sun): take a stroll through Kalapana, then trek along Sulphur Banks, and then take in nature's colorful creations at Liliuokalani Gardens. On the 7th (Mon), you'll have a packed day of sightseeing: tour the pleasant surroundings at Richardson Beach Park, then discover the deep blue sea with a scuba or snorkeling tour, and then kick back and relax at Laupahoehoe Beach Park.

To find traveler tips, ratings, where to stay, and other tourist information, read our Hilo trip site .

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in October, expect little chillier with lows of 24°C in Hilo. Finish your sightseeing early on the 7th (Mon) so you can travel to Kihei.

Things to do in Hilo

Outdoors Parks Wildlife

Side Trips

Hawaii Volcanoes National Park, Laupahoehoe Beach Park
Highlights from your plan
Richardson Beach Park ©
Richardson Beach Park
Sulphur Banks ©
Sulphur Banks
Liliuokalani Gardens ©
Liliuokalani Gardens

4
nights
Kihei, Maui

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Your day-by-day itinerary now includes Maui Waveriders. Eschew the tourist crowds and head to Ho'okipa Beach Park and Kamaole Beach Park II. You'll enjoy a bit of beach vacationing at Kapalua Beach and Kalepolepo Beach Park. Step out of Kihei to go to Ka'anapali and see Parasailing & Paragliding, which is approximately 50 minutes away. There's much more to do: take a memorable tour with Tours, indulge your thirst for a good beer at Maui Brewing Company, kick back and relax at Makena Beach, and relax and rejuvenate at some of the top local wellness centers.

For other places to visit, more things to do, and tourist information, refer to the Kihei trip itinerary planner.

You can do a combination of flight and taxi from Hilo to Kihei in 1.5 hours. Another option is to do a combination of bus and flight. Expect a daytime high around 36°C in October, and nighttime lows around 24°C. Finish your sightseeing early on the 18th (Fri) so you can travel back home.

Things to do in Kihei

Outdoors Beaches Parks

Side Trips

Wailea, Parasailing & Paragliding, Kapalua Beach, Ho'okipa Beach Park
Highlights from your plan
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Wailea Beach Path ©
Wailea Beach Path
Kamaole Beach Park II ©
Kamaole Beach Park II

3
nights
Kahului, Maui

Kahului ©
Kahului is a census-designated place (CDP) in Maui County, on the island of Maui, in the U.S. Hike Maui has been added to your itinerary. On the 12th (Sat), explore the world behind art at Hui No‘eau Visual Arts Center, take an unforgettable tour with a helicopter tour, and then trek along with Hike Maui. Keep things going the next day: take an in-depth tour of Story of Hawaii Museum, then cruise along West Maui Circle Drive, then tour the pleasant surroundings at Baby Beach, Sprecklesville Area, and finally steep yourself in history at Haiku Mill.

To find maps, reviews, other places to visit, and more tourist information, read our Kahului trip itinerary maker site .

Kahului is just a stone's throw from Kihei. In October, daily temperatures in Kahului can reach 36°C, while at night they dip to 24°C. Wrap up your sightseeing by early afternoon on the 14th (Mon) to allow enough time to travel back home.

Things to do in Kahului

Outdoors Tours Parks

Side Trips

Waihee Ridge Trail, Baby Beach, Sprecklesville Area, Haiku Mill, Hui No‘eau Visual Arts Center
Highlights from your plan
Baby Beach, Sprecklesville Area ©
Baby Beach, Sprecklesville Area
Waihee Ridge Trail ©
Waihee Ridge Trail
Haiku Mill ©
Haiku Mill