58 days in Hawaii Itinerary

58 days in Hawaii Itinerary

Created using Inspirock Hawaii trip planner

Make it your trip
Fly to Lihue Airport, Drive to Princeville
1
Princeville
— 5 nights
Drive
2
Kapaa
— 4 nights
Drive
3
Koloa
— 4 nights
Fly
4
Kailua
— 4 nights
Drive
5
Honolulu
— 5 nights
Fly
6
Lahaina
— 4 nights
Fly to Hoolehua, Taxi to Molokai
7
Molokai
— 2 nights
Unknown
8
Lanai City
— 2 nights
Unknown
9
Kihei
— 5 nights
Fly
10
Waimea
— 2 nights
Drive
11
Waikoloa
— 3 nights
Drive
12
Kailua-Kona
— 5 nights
Drive
13
Hilo
— 4 nights
Drive
14
Volcano
— 5 nights
Drive to Hilo International Airport, Fly to Stockholm

S M T W T F S
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1

Princeville

— 5 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 discover tucked-away gems like Na Pali Coast State Park and Secret Beach. Kokee Natural History Museum and Michal - Art Studio & Boutique of Hanalei will appeal to museum buffs. Change things up with these side-trips from Princeville: Koke'e Mountains (in Waimea) and Kekaha (Awa'awapuhi Trail Parking & Koke`e State Park). There's lots more to do: kick back and relax at Hanalei Beach, stroll through Hanakapi`ai Trail, get outside with Outdoor Activities, and take in the architecture and atmosphere at Wai`oli Hui`ia Church.

To see ratings, other places to visit, maps, and tourist information, read Princeville trip site.

Stockholm, Sweden to Princeville is an approximately 29-hour combination of flight and car. Due to the time zone difference, you'll gain 11 hours traveling from Stockholm to Princeville. Traveling from Stockholm in June, you will find days in Princeville are somewhat warmer (33°C), and nights are much warmer (26°C). Finish your sightseeing early on the 6th (Sat) so you can drive to Kapaa.

Things to do in Princeville

Parks · Outdoors · Nature · Beaches

Side Trips

Kapaa

— 4 nights
Noted for its low-key beaches, Kapaa is a small town with a high concentration of tourist-oriented hotels, shops, bars, and restaurants.
You'll explore the less-touristy side of things at Kalapaki Beach and Lae Nani Beach. Take a break from the city and head to Donkey Beach and Ho'opi'i Falls. And it doesn't end there: kick back and relax at Moloa'a Beach, make a trip to Keahua Arboretum, look for gifts at Kapaia Stitchery, and explore the fascinating underground world of Wet and Dry Caves, Kauai.

To see other places to visit, photos, where to stay, and other tourist information, read Kapaa travel route planner.

Traveling by car from Princeville to Kapaa takes an hour. Alternatively, you can take a bus. In June, plan for daily highs up to 33°C, and evening lows to 26°C. Wrap up your sightseeing on the 10th (Wed) to allow time to drive to Koloa.

Things to do in Kapaa

Parks · Outdoors · Beaches · Nature

Side Trips

Koloa

— 4 nights
Kōloa is an unincorporated census-designated place (CDP) in Kauai County, Hawaii, United States. Old Koloa Town and St. Raphael Church will appeal to history buffs. Relax by the water at Lawa'i Beach and Kukui'ula Harbor Beach. Step out of Koloa with an excursion to Na Pali Makai in Kekaha--about 36 minutes away. There's lots more to do: see some colorful creatures with a scuba or snorkeling tour, get some fabulous bargains at Original Red Dirt Shirts, get outside with Tree Tunnel, and hunt for treasures at Kauai Community Market.

To find traveler tips, maps, where to stay, and other tourist information, go to the Koloa road trip planning app.

Traveling by car from Kapaa to Koloa takes an hour. June in Koloa sees daily highs of 33°C and lows of 26°C at night. Wrap up your sightseeing on the 14th (Sun) to allow time to fly to Kailua.

Things to do in Koloa

Outdoors · Parks · Beaches · Shopping

Side Trips

Kailua

— 4 nights
Kailua is a census-designated place (CDP) in Honolulu County, Hawaii, United States. Head to Kailua Farmers Market and Manoa Chocolate Hawaiifor plenty of shopping. Get outdoors at Lanikai Beach and Bellows Field Beach Park. And it doesn't end there: enjoy the sand and surf at Kalama Beach Park, stroll through Kawainui Marsh, see the vivid underwater world at Pele's Chair, and take some stellar pictures from Lanikai Pillboxes.

To find more things to do, ratings, where to stay, and tourist information, refer to the Kailua trip planner.

You can fly from Koloa to Kailua in 2.5 hours. Expect a daytime high around 33°C in June, and nighttime lows around 27°C. Finish up your sightseeing early on the 18th (Thu) so you can go by car to Honolulu.

Things to do in Kailua

Parks · Outdoors · Beaches · Shopping

Side Trips

Honolulu

— 5 nights

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Discover out-of-the-way places like Nature & Wildlife Tours and USS Bowfin Submarine Museum & Park. USS Arizona Memorial and Waimea Valley will appeal to history buffs. You'll find plenty of places to visit near Honolulu: Pupukea (Sharks Cove & Pu’u O Mahuka Heiau State Monument). There's much more to do: trek along Koko Crater Railway Trail, examine the collection at Bishop Museum, get engrossed in the history at Queen Emma Summer Palace, and pause for some serene contemplation at Cathedral Basilica of Our Lady of Peace.

To find photos, other places to visit, maps, and tourist information, read our Honolulu trip itinerary builder app.

You can drive from Kailua to Honolulu in an hour. Alternatively, you can take a bus. In June, daily temperatures in Honolulu can reach 35°C, while at night they dip to 27°C. Finish your sightseeing early on the 23rd (Tue) so you can fly to Lahaina.

Things to do in Honolulu

Museums · Historic Sites · Outdoors · Parks

Side Trips

Lahaina

— 4 nights

Crown Jewel of Maui

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.
Your inner history buff will appreciate Old Lahaina Courthouse and Maria Lanakila Catholic Church. Get outdoors at Kapalua Beach and Kahekili Beach Park. There's still lots to do: identify plant and animal life at Kapalua Coastal Trail, enjoy the sand and surf at Baby Beach, take in the exciting artwork at Maui Hands, and relax and rejuvenate at some of the best spas.

To find more things to do, other places to visit, reviews, and other tourist information, go to the Lahaina sightseeing planner.

Fly from Honolulu to Lahaina in 2.5 hours. In June, daily temperatures in Lahaina can reach 34°C, while at night they dip to 26°C. Wrap up your sightseeing on the 27th (Sat) early enough to travel to Molokai.

Things to do in Lahaina

Parks · Outdoors · Beaches · Shopping

Side Trip

Molokai

— 2 nights

The Friendly Isle

Take a break from the city and head to Kawakiu Beach and Waialua Beach. Do some cultural sightseeing at Ili'ili'opae Heiau and Molokai Museum and Cultural Center.

Make your Molokai itinerary with Inspirock to find out what to see and where to go.

You can do a combination of flight and taxi from Lahaina to Molokai in 2.5 hours. In June, daytime highs in Molokai are 32°C, while nighttime lows are 25°C. Wrap up your sightseeing on the 30th (Tue) to allow time to travel to Lanai City.

Things to do in Molokai

Parks · Beaches · Outdoors · Nature

Lanai City

— 2 nights
Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. On the 1st (Wed), stroll around Dole Park, then shop like a local with Mike Carroll Gallery, then relax and rejuvenate at some of the best spas, and finally tour the pleasant surroundings at Lanai Cat Sanctuary. Get ready for a full day of sightseeing on the next day: explore the ancient world of Keomuku and then kick back and relax at Shipwreck Beach.

To see traveler tips, ratings, other places to visit, and other tourist information, use the Lanai City route planner.

The Route module can help you plan travel from Molokai to Lanai City. Traveling from Molokai in June, plan for slightly colder nights in Lanai City, with lows around 22°C. Finish your sightseeing early on the 2nd (Thu) to allow enough time to travel to Kihei.

Things to do in Lanai City

Parks · Historic Sites · Beaches · Outdoors

Side Trip

Kihei

— 5 nights
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.
Step off the beaten path and head to Ho'okipa Beach Park and Wailea Beach. Step out of the city life by going to Kamaole Beach Park III and Little Beach. There's lots more to do: get some jogging in at Wailea Beach Path, sample the tasty concoctions at Maui Brewing Company, kick back and relax at Makena Beach, and stroll through Ulua Beach.

Plan my Kihei trip by asking Inspirock to come up with tips and suggestions.

Explore your travel options from Lanai City to Kihei with the Route module. When traveling from Lanai City in July, plan for somewhat warmer days and about the same nights in Kihei: temperatures range from 37°C by day to 26°C at night. Cap off your sightseeing on the 7th (Tue) early enough to catch the flight to Waimea.

Things to do in Kihei

Outdoors · Parks · Beaches · Breweries & Distilleries

Side Trips

Waimea

— 2 nights
A vast agricultural land with one of the largest cattle ranches in the United States, Waimea embraces its ranching roots.
On the 8th (Wed), admire the natural beauty at Hawaiian Vanilla Company, then admire the verdant scenery at Waipio Valley, and then take some stellar pictures from Waipiʻo Valley Lookout. On the 9th (Thu), you'll have a packed day of sightseeing: kick back and relax at Waialea Beach and then tour the pleasant surroundings at Samuel M. Spencer Beach Park.

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

Fly from Kihei to Waimea in 2.5 hours. Expect slightly colder weather when traveling from Kihei in July: highs in Waimea hover around 26°C, while lows dip to 11°C. Finish your sightseeing early on the 9th (Thu) so you can drive to Waikoloa.

Things to do in Waimea

Parks · Beaches · Outdoors · Nature

Side Trips

Waikoloa

— 3 nights
Waikoloa Village is a census-designated place (CDP) in Hawaii County, Hawaii, United States. Escape the urban bustle at Hapuna Beach State Recreation Area and Scuba & Snorkeling. Relax by the water at 49 Black Sand Beach and Kauna'oa Bay. There's much more to do: admire the verdant scenery at Pololu Valley Lookout, hike along Waikoloa Petroglyph Preserve, enjoy the sand and surf at Mauna Kea Beach, and steep yourself in history at Puako Petroglyph Archaeological Preserve.

To see maps, traveler tips, other places to visit, and tourist information, use the Waikoloa travel itinerary planner.

Waikoloa is very close to Waimea. Traveling from Waimea in July, expect nights in Waikoloa to be much warmer, around 28°C, while days are a bit warmer, around 35°C. Finish your sightseeing early on the 12th (Sun) to allow enough time to drive to Kailua-Kona.

Things to do in Waikoloa

Outdoors · Parks · Beaches · Wildlife

Side Trips

Kailua-Kona

— 5 nights

Heart of the Kona Coast

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.
Visit Pu'uhonua O Honaunau National Historical Park and Kealakekua Bay for their historical value. You'll get in some beach time at Manini'owali Beach (Kua Bay) and White Sand Beach. Explore Kailua-Kona's surroundings by going to Royal Kona Coffee Center (in Captain Cook) and Honaunau Bay (in Honaunau). There's lots more to do: tour the pleasant surroundings at Kanaloa Octopus Farm, fulfill a lifelong dream with a swim-with-the-dolphins experience, kick back and relax at Makalawena/Pu'u Ali'i, and get engrossed in the history at Kona Coffee Living History Farm.

To see where to stay, more things to do, photos, and other tourist information, use the Kailua-Kona online trip itinerary planner.

Traveling by car from Waikoloa to Kailua-Kona takes an hour. Alternatively, you can take a bus. In July, plan for daily highs up to 35°C, and evening lows to 28°C. Wrap up your sightseeing on the 17th (Fri) early enough to drive to Hilo.

Things to do in Kailua-Kona

Parks · Outdoors · Nature · Beaches

Side Trips

Hilo

— 4 nights

America's Wettest City

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.
Step off the beaten path and head to Hawaii Tropical Bioreserve and Garden and Rainbow Falls. Let the collections at Pacific Tsunami Museum and Banyan Gallery capture your imagination. There's much more to do: identify plant and animal life at Wildlife Areas, look for gifts at Big Island Candies, kick back and relax at Richardson Beach Park, and stroll around Carlsmith Beach Park.

To find photos, traveler tips, reviews, and tourist information, read our Hilo trip itinerary planning tool.

Traveling by car from Kailua-Kona to Hilo takes 2 hours. Alternatively, you can take a bus. Traveling from Kailua-Kona in July, expect slightly colder with lows of 25°C in Hilo. Finish your sightseeing early on the 21st (Tue) to allow enough time to drive to Volcano.

Things to do in Hilo

Parks · Outdoors · Beaches · Wildlife

Side Trips

Volcano

— 5 nights
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
You'll explore and learn at Jagger Museum and Volcano Art Center Gallery. Your itinerary includes some good beach time at Papakōlea Green Sand Beach and Punalu‘U Beach. Explore the numerous day-trip ideas around Volcano: Hawaii Volcanoes National Park (Kalapana, Holei Sea Arch, &more) and Ka Lae Light (in Naalehu). There's still lots to do: trek along Kilauea Iki Trailhead, stroll through Pu'u Huluhulu trail, get a taste of the local shopping with 2400 Fahrenheit Art Glass, and take in the natural beauty of Steam Vents.

To find ratings, more things to do, where to stay, and other tourist information, refer to the Volcano trip itinerary maker app.

You can drive from Hilo to Volcano in an hour. Alternatively, you can take a bus. In July, daytime highs in Volcano are 34°C, while nighttime lows are 25°C. Finish your sightseeing early on the 26th (Sun) so you can travel back home.

Things to do in Volcano

Parks · Outdoors · Trails · Nature

Side Trips

Hawaii travel guide

4.4
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.