20 days in Hawaii Itinerary

20 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary planner
Make it your trip
Fly to Daniel K Inouye International Airport, Drive to Ewa Beach
Ewa Beach, Oahu
— 1 night
Drive to Daniel K Inouye International Airport, Fly to Hilo
Hilo, Island of Hawaii
— 1 night
Kailua-Kona, Island of Hawaii
— 5 nights
Fly to Kahului, Bus to Wailea
Wailea, Maui
— 4 nights
Princeville, Kauai
— 6 nights
Drive to Lihue Airport, Fly to Lisbon


Ewa Beach, Oahu — 1 night

Ewa Beach or simply Ewa is a census-designated place (CDP) located in Ewa District and the City & County of Honolulu along the leeward coast of Oahu in Hawaii. Kick off your visit on the 1st (Mon): head outdoors with Stars Above Hawaii and then enjoy the sand and surf at White Plains Beach.

To find other places to visit, traveler tips, maps, and other tourist information, read our Ewa Beach journey planner.

Lisbon, Portugal to Ewa Beach is an approximately 22.5-hour combination of flight and car. You can also do a combination of flight and car. The time zone difference when traveling from Lisbon to Ewa Beach is minus 10 hours. Traveling from Lisbon in August, plan for a bit warmer nights in Ewa Beach, with lows around 26°C. Wrap up your sightseeing on the 2nd (Tue) early enough to travel to Hilo.
Outdoors · Beaches · Parks
Side Trip

Hilo, Island of Hawaii — 1 night

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.
On the 2nd (Tue), see the interesting displays at Jagger Museum, then get impressive views of Kīlauea, and then Head underground at Kazumura Cave Tours. On the 3rd (Wed), you'll have a packed day of sightseeing: enjoy the sand and surf at Richardson Beach Park and then enjoy the sand and surf at Carlsmith Beach Park.

Ask Inspirock to suggest an itinerary and make planning a trip to Hilo fast, fun, and easy.

Use the Route module to find suitable travel options from Ewa Beach to Hilo. In August, daytime highs in Hilo are 34°C, while nighttime lows are 25°C. Finish your sightseeing early on the 3rd (Wed) so you can drive to Kailua-Kona.
Parks · Nature · Beaches · Outdoors
Side Trips

Kailua-Kona, Island of Hawaii — 5 nights

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.
You'll discover tucked-away gems like Dolphin Quest and Hapuna Beach State Recreation Area. Kids will appreciate attractions like Manini'owali Beach (Kua Bay) and White Sand Beach. Take a break from Kailua-Kona with a short trip to Honaunau Bay in Honaunau, about 44 minutes away. There's lots more to do: explore the activities along Kahaluu Bay, look for gifts at The Original Donkey Ball Store, experience rural life at Hula Daddy Kona Coffee, and take in the waterfront at Kailua Pier.

For reviews, other places to visit, more things to do, and tourist information, use the Kailua-Kona online visit planner.

You can drive from Hilo to Kailua-Kona in 2 hours. Another option is to take a bus. Expect somewhat warmer evenings in Kailua-Kona when traveling from Hilo in August, with lows around 29°C. Finish your sightseeing early on the 8th (Mon) so you can fly to Wailea.
Parks · Outdoors · Nature · Beaches
Side Trips

Wailea, Maui — 4 nights

Wailea is a census-designated place (CDP) in Maui County, Hawaii, United States. You'll discover tucked-away gems like Palauea Beach and Pa'ako Beach (Secret Cove). You'll visit kid-friendly attractions like Mokapu Beach Park and Makena Landing Park. Step out of Wailea to go to Haleakala National Park and see Sliding Sands Trail, which is approximately 40 minutes away. And it doesn't end there: take in the architecture and atmosphere at Keawala'i Congregational Church, kick back and relax at La Perouse Bay, discover the deep blue sea with HangLoose Maui Ocean Adventures, and admire the majestic nature at Makena State Park.

To find maps, more things to do, ratings, and more tourist information, read Wailea online journey planner.

Do a combination of flight and bus from Kailua-Kona to Wailea in 6 hours. Alternatively, you can fly. In August in Wailea, expect temperatures between 38°C during the day and 26°C at night. Finish up your sightseeing early on the 12th (Fri) so you can catch the flight to Princeville.
Parks · Outdoors · Beaches · Nature
Side Trips

Princeville, Kauai — 6 nights

Princeville is a 9,000acre, upscale, unincorporated, master-planned community of vacation homes and condos on the north shore of the island of Kauai in Kauai County, Hawaii. You'll visit kid-friendly attractions like Pali Ke Kua Beach (Hideaway s Beach) and Boat Tours & Water Sports. Discover out-of-the-way places like Puu Poa Beach and Na Pali Coast. Explore Princeville's surroundings by going to Koke'e Mountains (in Waimea) and Koke`e State Park (in Kekaha). The adventure continues: take some stellar pictures from Hanalei Valley Lookout, kick back and relax at Secret Beach, get outside with Adventure in Hawaii, and relax and rejuvenate at Halele'a Spa.

For other places to visit, where to stay, photos, and tourist information, read Princeville trip itinerary tool.

Getting from Wailea to Princeville by flight takes about 2.5 hours. In August, plan for daily highs up to 35°C, and evening lows to 28°C. Cap off your sightseeing on the 18th (Thu) early enough to catch the flight back home.
Outdoors · Parks · Beaches · Nature
Side Trips

Hawaii travel guide

Scuba & Snorkeling · Beaches · Zipline
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.