14 days in Hawaii Itinerary

14 days in Hawaii Itinerary

Created using Inspirock Hawaii trip itinerary maker

Plan created by another user. Make it yours

Route & dates

1
Poipu, Kauai
— 2 nights
2
Haleiwa, Oahu
— 3 nights
3
Kailua-Kona, Island of Hawaii
— 5 nights
4
Kihei, Maui
— 3 nights

2
nights
Poipu, Kauai

Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Kick off your visit on the 5th (Thu): discover the deep blue sea with a scuba or snorkeling tour and then kick back and relax at Polihale State Park. Get ready for a full day of sightseeing on the 6th (Fri): admire the sheer force of Opaekaa Falls, kick back and relax at Tunnels Beach, and then tour the pleasant surroundings at Shipwreck Beach.

To find other places to visit, where to stay, traveler tips, and other tourist information, go to the Poipu trip itinerary planning site.

Auckland, New Zealand to Poipu is an approximately 14.5-hour flight. You'll gain 22 hours traveling from Auckland to Poipu due to the time zone difference. Traveling from Auckland in September, things will get warmer in Poipu: highs are around °C and lows about °C. Finish your sightseeing early on the 6th (Fri) so you can travel to Haleiwa.

Things to do in Poipu

Outdoors Parks Beaches

Side Trips

Kauai, Polihale State Park, Scuba & Snorkeling
Find places to stay Sep 4 — 6:
Highlights from your plan
Scuba & Snorkeling
Polihale State Park ©
Polihale State Park
Shipwreck Beach ©
Shipwreck Beach

3
nights
Haleiwa, Oahu

Haleiwa ©
Haleiwa is a North Shore community and census-designated place (CDP) in the Waialua District of the island of Oahu, City and County of Honolulu. You'll enjoy a bit of beach vacationing at Ko Olina Lagoons and Sunset Beach Park. Visiting Sharks Cove and Scuba & Snorkeling will get you outdoors. Go for a jaunt from Haleiwa to Kahuku to see Turtle Bay Beach about 34 minutes away. There's more to do: appreciate the views at Waimea Valley.

To find more things to do, other places to visit, maps, and other tourist information, read Haleiwa trip maker tool.

Traveling by flight from Poipu to Haleiwa takes 5 hours. Plan for little chillier nights when traveling from Poipu in September since evenings lows in Haleiwa dip to °C. Finish your sightseeing early on the 9th (Mon) so you can travel to Kailua-Kona.

Things to do in Haleiwa

Parks Outdoors Beaches

Side Trips

Turtle Bay Beach, Ko Olina Lagoons, Sharks Cove
Find places to stay Sep 6 — 9:
Highlights from your plan
Ko Olina Lagoons ©
Ko Olina Lagoons
Sunset Beach Park ©
Sunset Beach Park
Scuba & Snorkeling

5
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.
Step out of the city life by going to Papakōlea Green Sand Beach and Fishing Charters & Tours. Explore hidden gems such as Punalu‘U Beach and Pu'uhonua O Honaunau National Historical Park. Get out of town with these interesting Kailua-Kona side-trips: Jagger Museum (in Volcano), Hawaii Volcanoes National Park (Kilauea Iki Trailhead & Thurston Lava Tube (Nahuku)) and Hapuna Beach State Recreation Area (in Puako). There's much more to do: enjoy the sand and surf at Manini'owali Beach (Kua Bay), tour the pleasant surroundings at Puako Petroglyph Archaeological Preserve, and relax in the rural setting at Greenwell Farms.

For where to stay, photos, maps, and more tourist information, use the Kailua-Kona trip builder tool.

Getting from Haleiwa to Kailua-Kona by flight takes about 4.5 hours. Traveling from Haleiwa in September, you can expect nighttime temperatures to be somewhat warmer in Kailua-Kona, with lows of °C. Finish up your sightseeing early on the 14th (Sat) so you can travel to Kihei.

Things to do in Kailua-Kona

Parks Outdoors Beaches

Side Trips

Hawaii Volcanoes National Park, Jagger Museum, Papakōlea Green Sand Beach, Pu'uhonua O Honaunau National Historical Park, Punalu‘U Beach
Find places to stay Sep 9 — 14:
Highlights from your plan
Punalu‘U Beach ©
Punalu‘U Beach
Hapuna Beach State Recreation Area ©
Hapuna Beach State Recreation Area
Kilauea Iki Trailhead ©
Kilauea Iki Trailhead

3
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.
On the 15th (Sun), kick back and relax at Ulua Beach, stroll through Maluaka Beach, and then enjoy the sand and surf at Makena Beach. Keep things going the next day: kick back and relax at Ho'okipa Beach Park, sample the fine beverages at Ocean Vodka Organic Farm and Distillery, thentour the pleasant surroundings at Kamaole Beach Park III, and finally tour the pleasant surroundings at Kamaole Beach Park II.

For where to stay, maps, ratings, and tourist information, you can read our Kihei trip itinerary site.

You can fly from Kailua-Kona to Kihei in 5.5 hours. In September in Kihei, expect temperatures between °C during the day and °C at night. Wrap up your sightseeing by early afternoon on the 17th (Tue) to allow time for travel back home.

Things to do in Kihei

Parks Beaches Outdoors

Side Trips

Wailea, Ocean Vodka Organic Farm and Distillery, Ho'okipa Beach Park
Find places to stay Sep 14 — 17:
Highlights from your plan
Ulua Beach ©
Ulua Beach
Wailea Beach Path ©
Wailea Beach Path
Ho'okipa Beach Park ©
Ho'okipa Beach Park

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