16 days in Hawaii Itinerary

16 days in Hawaii Itinerary

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Route & dates

16 days in Hawaii Itinerary

Start: San Antonio
Fly:  13​h 30​min
1
Kailua-Kona, Island of Hawaii
— 4 nights
Fly:  4​h
2
Lahaina, Maui
— 3 nights
bus + Fly:  3​h 15​min
3
Lihue, Kauai
— 1 night
Fly:  2​h 15​min
4
Honolulu, Oahu
— 7 nights
Fly:  11​h 45​min
End: San Antonio


Learn more about your trip

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.
Explore hidden gems such as Hawaii Tropical Botanical Garden and Fishing Charters & Tours. We've included these beaches for you: Papakōlea Green Sand Beach and Manini'owali Beach (Kua Bay). Venture out of the city with trips to Rainbow Falls (in Hilo), Punalu‘U Beach (in Pahala) and Hapuna Beach State Recreation Area (in Puako). Next up on the itinerary: look for all kinds of wild species at Kanaloa Octopus Farm, relax in the rural setting at Greenwell Farms, cruise along Saddle Road, and explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park.

For more things to do, ratings, and more tourist information, use the Kailua-Kona holiday planner.

San Antonio to Kailua-Kona is an approximately 13.5-hour flight. You can also do a combination of bus and flight; or do a combination of flight and bus. The time zone difference moving from Central Standard Time (CST) to Hawaii Standard Time (HST) is minus 4 hours. Expect a bit warmer evenings in Kailua-Kona when traveling from San Antonio in May, with lows around 73°F. Finish your sightseeing early on the 17th (Sun) to allow enough time to travel to Lahaina.

Things to do in Kailua-Kona

Outdoors Parks Beaches

Side Trips

Hilo, Pu'uhonua O Honaunau National Historical Park, Hawaii Tropical Botanical Garden, Papakōlea Green Sand Beach, Greenwell Farms
Highlights from your plan
Kanaloa Octopus Farm ©
Kanaloa Octopus Farm
Punalu‘U Beach ©
Punalu‘U Beach
Hapuna Beach State Recreation Area ©

3
nights
Lahaina, Maui

Lahaina ©
Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Relax by the water at Napili Beach and Kapalua Beach. Explore hidden gems such as Dolphin & Whale Watching and Wailea Beach. You'll find plenty of places to visit near Lahaina: Makena Beach (in Wailea), Kamaole Beach Park III (in Kihei) and Ho'okipa Beach Park (in Paia). Next up on the itinerary: steep yourself in history at Old Lahaina Courthouse.

To see traveler tips, ratings, where to stay, and more tourist information, use the Lahaina sightseeing planner .

Traveling by flight from Kailua-Kona to Lahaina takes 4 hours. Alternatively, you can do a combination of taxi, flight, and bus; or do a combination of flight and bus. In May in Lahaina, expect temperatures between 81°F during the day and 70°F at night. Cap off your sightseeing on the 20th (Wed) early enough to travel to Lihue.

Things to do in Lahaina

Beaches Parks Outdoors

Side Trips

Wailea, Kapalua Beach, Kamaole Beach Park III, Ho'okipa Beach Park
Highlights from your plan
Wailea Beach ©
Wailea Beach
Ho'okipa Beach Park ©
Ho'okipa Beach Park
Kapalua Beach ©
Kapalua Beach

1
night
Lihue, Kauai

Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Start off your visit on the 21st (Thu): get interesting insight from Tours, then relax in the rural setting at Kauai Coffee Company, and then take in the dramatic scenery at Wailua Falls.

To see maps, ratings, other places to visit, and more tourist information, refer to the Lihue trip planner.

Getting from Lahaina to Lihue by combination of bus and flight takes about 3.5 hours. Expect a daytime high around 82°F in May, and nighttime lows around 71°F. Finish your sightseeing early on the 21st (Thu) to allow enough time to travel to Honolulu.

Things to do in Lihue

Wildlife Tours Outdoors

Side Trips

Kauai Coffee Company, Scuba & Snorkeling
Highlights from your plan
Scuba & Snorkeling
Kauai Coffee Company ©
Kauai Coffee Company
Wailua Falls ©
Wailua Falls

7
nights
Honolulu, Oahu

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Your itinerary includes some good beach time at Lanikai Beach and Kailua Beach Park. Eschew the tourist crowds and head to USS Bowfin Submarine Museum & Park and Swim with Dolphins. Explore the numerous day-trip ideas around Honolulu: Haleiwa (Shark Diving, Scuba & Snorkeling, & more), Sharks Cove (in Pupukea) and Kapolei (Ko Olina Lagoons & Dolphin & Whale Watching). There's lots more to do: look for all kinds of wild species at Wildlife Areas, admire all the interesting features of Puu Ualakaa State Park, take a stroll through Kaka'ako, and take an unforgettable tour with a helicopter tour.

For photos, traveler tips, where to stay, and more tourist information, you can read our Honolulu tour itinerary planner .

Traveling by flight from Lihue to Honolulu takes 2.5 hours. In May, daily temperatures in Honolulu can reach 84°F, while at night they dip to 71°F. Finish your sightseeing early on the 28th (Thu) so you can travel back home.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Kailua, Ko Olina Lagoons, Sharks Cove
Highlights from your plan
Shark Diving
Kailua Beach Park ©
Kailua Beach Park
Lanikai Beach ©
Lanikai Beach

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