33 days in Hawaii Itinerary

33 days in Hawaii Itinerary

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Route & dates

33 days in Hawaii Itinerary

Start: Kahului, Maui
Drive:  45​min
1
Lahaina, Maui
— 6 nights
Fly:  3​h 15​min
2
Honolulu, Oahu
— 9 nights
Fly + taxi:  3​h
3
Princeville, Kauai
— 6 nights
taxi + Fly:  3​h 15​min
4
Kailua-Kona, Island of Hawaii
— 6 nights
Drive:  2​h 15​min
5
Volcano, Island of Hawaii
— 5 nights
Fly:  3​h 45​min
End: Kahului, Maui

6
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.
Get out of town with these interesting Lahaina side-trips: Haleakala Crater (in Haleakala National Park), Wailuku (Iao Valley & Hale Ho'ike'ike at the Bailey House) and Kihei (Kalepolepo Beach Park, Dolphin & Whale Watching, & more). Spend the 10th (Sat) exploring the striking scenery along Hana Highway - Road to Hana. And it doesn't end there: stroll through Ka'anapali Beach, fly like a bird with a parasailing or paragliding tour, appreciate the history behind Lahaina Jodo Mission, and observe the fascinating underwater world at Maui Ocean Center.

To see traveler tips, other places to visit, reviews, and tourist information, read Lahaina trip itinerary maker website .

Kahului to Lahaina is an approximately 1-hour car ride. You can also take a bus. Expect a daytime high around 86°F in August, and nighttime lows around 74°F. Finish your sightseeing early on the 16th (Fri) so you can travel to Honolulu.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Wailuku, Hana Highway - Road to Hana, Kapalua Beach, Wailea Beach, Parasailing & Paragliding
Find places to stay Aug 10 — 16:
Highlights from your plan
Hana Highway - Road to Hana ©
Hana Highway - Road to Hana
Haleakala Crater ©
Haleakala Crater
Ka'anapali Beach ©
Ka'anapali Beach

9
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.
You'll find plenty of places to visit near Honolulu: Haleiwa (Sunset Beach Park & Waimea Bay), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Kailua (Kailua Beach Park & Lanikai Beach). There's still lots to do: kick back and relax at Waikiki Beach, contemplate the waterfront views at Hanauma Bay Nature Preserve, stroll the grounds of National Memorial Cemetery of the Pacific, and browse the different shops at Ala Moana Center.

To see traveler tips, reviews, photos, and tourist information, read our Honolulu travel planning website .

Traveling by flight from Lahaina to Honolulu takes 3.5 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of bus and flight. Expect a daytime high around 88°F in August, and nighttime lows around 75°F. Wrap up your sightseeing on the 25th (Sun) to allow time to travel to Princeville.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Kailua, Kawaiahao Church, Pu’u O Mahuka Heiau State Monument, Polynesian Cultural Center
Find places to stay Aug 16 — 25:
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Waikiki Beach ©
Waikiki Beach

6
nights
Princeville, Kauai

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. Venture out of the city with trips to Poipu (Spouting Horn & Poipu Beach Park), Waimea (Waimea Canyon State Park & Puu Hinahina Lookout) and Helicopter Tours (in Lihue). The adventure continues: look for all kinds of wild species at Na Pali Coast State Park, admire the sheer force of Hanakapiai Falls, trek along Kalalau Trail, and hit the best photo ops around with an inspiring photography tour.

For reviews, traveler tips, other places to visit, and more tourist information, you can read our Princeville day trip planner .

Getting from Honolulu to Princeville by combination of flight and taxi takes about 3 hours. In August, daytime highs in Princeville are 86°F, while nighttime lows are 76°F. Finish your sightseeing early on the 31st (Sat) so you can travel to Kailua-Kona.

Things to do in Princeville

Parks Outdoors Tours

Side Trips

Kauai, Hanalei, Poipu, Kapaa, Waimea
Find places to stay Aug 25 — 31:
Highlights from your plan
Scuba & Snorkeling
Waimea Canyon State Park ©
Waimea Canyon State Park
Na Pali Coast State Park ©
Na Pali Coast State Park

6
nights
Kailua-Kona, Island of Hawaii

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 Kailua-Kona's surroundings by going to Anaehoomalu (in Waikoloa), Pu'uhonua O Honaunau National Historical Park (in Honaunau) and Hawaii Cigar & Ukulele (in Hawi). There's lots more to do: fulfill a lifelong dream with a swim-with-the-dolphins experience, tee off at Mauna Lani Resort , take some stellar pictures from Waipiʻo Valley Lookout, and see majestic marine mammals with a dolphin and whale watching tour.

To see traveler tips, reviews, more things to do, and tourist information, you can read our Kailua-Kona day trip site .

You can do a combination of taxi and flight from Princeville to Kailua-Kona in 3.5 hours. August in Kailua-Kona sees daily highs of 87°F and lows of 77°F at night. Finish your sightseeing early on the 6th (Fri) to allow enough time to drive to Volcano.

Things to do in Kailua-Kona

Outdoors Parks Nature

Side Trips

Island of Hawaii, Kapaau, Waipiʻo Valley Lookout, H.N. Greenwell Store Museum, Mauna Lani Resort
Find places to stay Aug 31 — Sep 6:
Highlights from your plan
Swim with Dolphins
Hapuna Beach State Recreation Area ©
Mauna Kea ©
Mauna Kea

5
nights
Volcano, Island of Hawaii

Volcano ©
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
Explore Volcano's surroundings by going to Naalehu (Papakōlea Green Sand Beach & Ka Lae Light), Hilo (Akaka Falls State Park, Liliuokalani Gardens, & more) and Kula Kai Caverns (in Ocean View). The adventure continues: tour the pleasant surroundings at Kilauea Iki Trailhead, see the interesting displays at Jagger Museum, head outdoors with Keanakakoi Crater Overlook, and take in the exciting artwork at Volcano Art Center.

To find ratings, other places to visit, photos, and tourist information, you can read our Volcano day trip tool .

Traveling by car from Kailua-Kona to Volcano takes 2.5 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in September, expect little chillier with lows of 71°F in Volcano. Finish your sightseeing early on the 11th (Wed) so you can travel back home.

Things to do in Volcano

Parks Outdoors Nature

Side Trips

Hawaii Volcanoes National Park, Hilo, Naalehu, Kula Kai Caverns, Steam Vents
Find places to stay Sep 6 — 11:
Highlights from your plan
Kula Kai Caverns ©
Kula Kai Caverns
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead
Akaka Falls State Park ©
Akaka Falls State Park

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