18 days in Oahu, Island of Hawaii & Maui Itinerary

18 days in Oahu, Island of Hawaii & Maui Itinerary

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Route & dates

18 days in Oahu, Island of Hawaii & Maui Itinerary

Start: Sao Paulo
bus + Fly:  24​h 30​min
1
Honolulu
— 3 nights
Drive:  30​min
2
Kawela Bay
— 3 nights
+2
Drive + Fly + Drive:  1​h 30​min
3
Kailua-Kona
— 3 nights
Fly + bus:  1​h
4
Wailea
— 5 nights
bus + Fly:  31​h
End: Sao Paulo

3
nights
Honolulu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
You've now added Waikiki Beach to your itinerary. Kids will appreciate attractions like Banzai Pipeline and Haleiwa Beach Park. You'll explore the less-touristy side of things at Sharks Cove and Waimea Bay. You'll find plenty of places to visit near Honolulu: Dole Plantation (in Wahiawa) and Laniakea Beach (in Haleiwa).

To see maps, more things to do, where to stay, and tourist information, use the Honolulu journey maker app .

Sao Paulo, Brazil to Honolulu is an approximately 23.5-hour combination of bus and flight. You'll gain 7 hours traveling from Sao Paulo to Honolulu due to the time zone difference. Traveling from Sao Paulo in June, expect Honolulu to be somewhat warmer, temps between 35°C and 27°C. Finish your sightseeing early on the 2nd (Tue) so you can travel to Kawela Bay.

Things to do in Honolulu

Parks Beaches Outdoors

Side Trips

Haleiwa, Pupukea, Dole Plantation
Highlights from your plan
Waimea Bay ©
Waimea Bay
Waikiki Beach ©
Waikiki Beach
Laniakea Beach ©
Laniakea Beach

3
nights
Kawela Bay

Kawela Bay ©
Kawela Bay is a census-designated place and small community in the Koolauloa District on the northern coast of the island of Oahu, City & County of Honolulu, Hawaii, United States. Kualoa Ranch has been added to your itinerary. Bring the kids along to Turtle Bay Beach and Polynesian Cultural Center.

To find out how to plan a trip to Kawela Bay, use our trip itinerary maker.

Traveling by car from Honolulu to Kawela Bay takes 1.5 hours. Expect little chillier temperatures when traveling from Honolulu in July; daily highs in Kawela Bay reach 33°C and lows reach 24°C. Wrap up your sightseeing by early afternoon on the 5th (Fri) to allow time for travel to Kailua-Kona.

Things to do in Kawela Bay

Shopping Outdoors Parks

Side Trips

Turtle Bay Beach, Kualoa Ranch, Polynesian Cultural Center
Highlights from your plan
Polynesian Cultural Center ©
Polynesian Cultural Center
Kualoa Ranch ©
Kualoa Ranch
Turtle Bay Beach ©
Turtle Bay Beach

3
nights
Kailua-Kona

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.
Your day-by-day itinerary now includes Blue Hawaiian Helicopters - Waikoloa, Kona Brewing Company and Huggo's on the Rocks. There's more to do: identify plant and animal life at Kanaloa Octopus Farm.

To find traveler tips, where to stay, maps, and more tourist information, use the Kailua-Kona tour planner.

Use the Route module to find suitable travel options from Kawela Bay to Kailua-Kona. Expect somewhat warmer evenings in Kailua-Kona when traveling from Kawela Bay in July, with lows around 28°C. You will have some time to spend on the 8th (Mon) before leaving for Wailea.

Things to do in Kailua-Kona

Tours Outdoors Wildlife

Side Trip

Blue Hawaiian Helicopters - Waikoloa
Highlights from your plan
Kanaloa Octopus Farm ©
Kanaloa Octopus Farm
Kona Brewing Company ©
Kona Brewing Company

5
nights
Wailea

Wailea ©
Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. You've added Wailea Beach, Lahaina Front Street, Maui Ocean Center, and other attractions to your itinerary.

For ratings, traveler tips, reviews, and more tourist information, refer to the Wailea trip itinerary maker app .

Traveling by combination of flight and bus from Kailua-Kona to Wailea takes 5.5 hours. Alternatively, you can do a combination of flight and car. In July, daytime highs in Wailea are 37°C, while nighttime lows are 26°C. Finish your sightseeing early on the 13th (Sat) so you can travel back home.

Things to do in Wailea

Parks Nature Beaches

Side Trips

Lahaina Front Street, Molokini Crater, Maui Ocean Center
Highlights from your plan
Wailea Beach ©
Wailea Beach
Maui Ocean Center ©
Maui Ocean Center
Molokini Crater ©
Molokini Crater

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