2 Days · Teen Families
Lanaʻi (non-luxury), Hawaii
Red Dust & Windswept Shores: Two Days on Lanaʻi
5 stops
2 Days · Active Retirees
Lanaʻi (non-luxury), Hawaii
Red Dust and Quiet Shores: Two Slow Days on Lanaʻi
4 stops
3 Days · Teen Families
Molokai (quiet, east side), Hawaii
Cliffs, Currents, and a Jungle at the Edge of the World: 3 Days on East Molokai
7 stops
2 Days · Active Retirees
Oahu (North Shore, Honolulu), Hawaii
Gentle Tides: Two Days Between North Shore Swells and Waikīkī Light
5 stops
2 Days · Active Retirees
Molokai (quiet, east side), Hawaii
Windward Silence: Two Quiet Days on Molokai's Wild East End
4 stops
3 Days · Solo
Molokai (quiet, east side), Hawaii
Windward Silence: Three Days on Molokai's Untamed East End
7 stops
3 Days · Teen Families
Oahu (North Shore, Honolulu), Hawaii
Salt, Sun, and Shave Ice: 3 Days Across Oahu's Shores
9 stops
2 Days · Active Retirees
Maui (non-resort areas), Hawaii
Above the Clouds, Beside the Falls: Two Slow Days Beyond Maui's Resorts
5 stops
3 Days · Teen Families
Maui (non-resort areas), Hawaii
Beyond the Resorts: Crater Light, Jungle Falls, and the Needle's Shadow
7 stops
3 Days · Solo
Maui (non-resort areas), Hawaii
Above the Clouds, Into the Valley: 3 Days Beyond Maui's Resorts
9 stops
3 Days · Teen Families
Kauai (non-Nāpali areas), Hawaii
Canyon Red, Ocean Blue: 3 Days on Kauai's Sun-Soaked South Side
9 stops
2 Days · Active Retirees
Kauai (non-Nāpali areas), Hawaii
Turquoise Shallows & Canyon Light: Two Easy Days on Kauai's Quiet Side
5 stops
3 Days · Solo
Kauai (non-Nāpali areas), Hawaii
Canyon Light & Coastal Spray: 3 Days Solo on Kauai's Quiet Side
9 stops
2 Days · Young Families
Oahu (North Shore, Honolulu), Hawaii
Turquoise Mornings: Two Easy Days of Oahu with the Kids
4 stops
3 Days · Active Retirees
Maui (non-resort areas), Hawaii
Above the Clouds, Below the Falls: Three Easy Days in Wild Maui
6 stops
2 Days · Couples
Molokai (quiet, east side), Hawaii
Windward Silence: Two Days Along Molokai's Untamed East End
4 stops
3 Days · Active Retirees
Oahu (North Shore, Honolulu), Hawaii
Golden Light & Gentle Tides: 3 Days on Oahu
6 stops
2 Days · Couples
Lanaʻi (non-luxury), Hawaii
Red Dust & Quiet Shores: Two Days of Lanaʻi for Lovers
4 stops
2 Days · Young Families
Molokai (quiet, east side), Hawaii
Slow Tides & Sacred Valleys: Two Days on Molokai's East Side
4 stops
2 Days · Couples
Maui (non-resort areas), Hawaii
Above the Clouds, Into the Valley: Two Days in Wild Maui
6 stops
2 Days · Young Families
Kauai (non-Nāpali areas), Hawaii
Tide Pools & Toddler Time: Two Easy Days on Kauai's Sunny South Shore
3 stops
2 Days · Couples
Oahu (North Shore, Honolulu), Hawaii
Salt Air & Golden Light: Two Days of Oahu's Wild North and Storied South
6 stops
2 Days · Young Families
Maui (non-resort areas), Hawaii
Waterfalls, Needles & Easy Mornings: Two Slow Days in Wild Maui
3 stops
3 Days · Active Retirees
Molokai (quiet, east side), Hawaii
Windward Quiet: Three Days on Molokai's Untamed East End
4 stops
2 Days · Couples
Kauai (non-Nāpali areas), Hawaii
Lava Rock & Canyon Light: Two Days on Kauai's Quiet Side
7 stops
3 Days · Active Retirees
Kauai (non-Nāpali areas), Hawaii
Canyon Light, Coastal Calm: 3 Unhurried Days on Kauai's South Side
8 stops
3 Days · Couples
Molokai (quiet, east side), Hawaii
Windward Silence: Three Days on Molokai's Untamed East End
6 stops
3 Days · Couples
Lanaʻi (non-luxury), Hawaii
Red Dust and Distant Shores: 3 Days in Lanaʻi
6 stops
3 Days · Couples
Maui (non-resort areas), Hawaii
Above the Clouds, Beyond the Road: 3 Days in Wild Maui
7 stops
3 Days · Young Families
Molokai (quiet, east side), Hawaii
Slow Tides and Sea Cliffs: 3 Days on Molokai's Quiet East Side
5 stops
3 Days · Couples
Oahu (North Shore, Honolulu), Hawaii
Salt, Sand & Golden Light: 3 Days of Oahu for Two
9 stops
3 Days · Young Families
Kauai (non-Nāpali areas), Hawaii
Tide Pools & Rust Canyons: Kauai's Gentle South Shore for Little Explorers
7 stops
3 Days · Couples
Kauai (non-Nāpali areas), Hawaii
Canyon Shadows & Turquoise Shallows: 3 Days in Kauai
10 stops
2 Days · Solo
Molokai (quiet, east side), Hawaii
Windward Silence: Two Days on Molokai's Wild East Side
4 stops
2 Days · Solo
Kauai (non-Nāpali areas), Hawaii
Salt Spray and Canyon Light: Two Days on Kauai's Wild South
7 stops
2 Days · Solo
Oahu (North Shore, Honolulu), Hawaii
Salt, Swell, and Sunlight: 2 Days Solo on Oahu
7 stops
2 Days · Solo
Maui (non-resort areas), Hawaii
Above the Clouds, Into the Valley: Two Days Beyond Maui's Resorts
7 stops
1 Day · Young Families
Oahu (North Shore, Honolulu), Hawaii
Turquoise Mornings: A Family Day on Waikīkī's Gentle Shore
2 stops
1 Day · Young Families
Maui (non-resort areas), Hawaii
Green Cathedral: A Gentle Day at Iao Valley for Little Explorers
1 stops
4 Days · Couples
Kauai (non-Nāpali areas), Hawaii
Rust Canyons & Turquoise Shallows: Four Days in Kauai's Quieter South
12 stops
4 Days · Teen Families
Oahu (North Shore, Honolulu), Hawaii
Salt, Sand & Shave Ice: 4 Days of Oahu with the Whole Crew
11 stops
5 Days · Young Families
Kauai (non-Nāpali areas), Hawaii
Tide Pools & Rust-Red Canyons: 5 Days in Kauai with Little Ones
9 stops
5 Days · Young Families
Lanaʻi (non-luxury), Hawaii
Red Dirt & Quiet Shores: 5 Days in Lanaʻi with the Kids
6 stops
5 Days · Young Families
Oahu (North Shore, Honolulu), Hawaii
Golden Sand & Gentle Swells: 5 Days in Oahu with the Kids
9 stops
4 Days · Couples
Maui (non-resort areas), Hawaii
Beyond the Postcards: Four Days Along Maui's Wild Edge
10 stops
4 Days · Couples
Molokai (quiet, east side), Hawaii
Windward Silence: 4 Days on Molokai's Untamed East Side
9 stops
4 Days · Couples
Oahu (North Shore, Honolulu), Hawaii
Salt, Sun, and Slow Mornings: 4 Days in Oahu for Two
11 stops
4 Days · Couples
Lanaʻi (non-luxury), Hawaii
Red Dust & Quiet Tides: 4 Days in Lanaʻi for Two
7 stops
4 Days · Teen Families
Molokai (quiet, east side), Hawaii
Cliffs, Currents & Quiet Corners: 4 Days on Molokai's East Side
8 stops
3 Days · Young Families
Hilo, Hawaii, Hawaii
Misty Mornings & Rainbow Chasing: 3 Days in Hilo with Little Ones
6 stops
4 Days · Teen Families
Maui (non-resort areas), Hawaii
Beyond the Postcard: 4 Days of Wild Maui for Families
10 stops
5 Days · Young Families
Maui (non-resort areas), Hawaii
Cinder, Waterfall & Needle: 5 Days Beyond Maui's Resorts
8 stops
4 Days · Teen Families
Kauai (non-Nāpali areas), Hawaii
Canyon Rims & Turquoise Shallows: 4 Days in Kauai
11 stops
Discover summer trips across Hawaii's diverse islands with 16 carefully curated itineraries spanning 1 to 5 days. Whether traveling with family, as a couple, or with young children, visitors can explore iconic destinations including Oahu's North Shore and Honolulu, Maui's non-resort areas, Kauai's quieter regions, Lanaʻi's natural beauty, Molokai's serene east side, and the unique landscapes of Hilo and Hawaii. From gentle shore days and family-friendly adventures to couples' getaways and waterfall chasing, these itineraries showcase both well-loved beaches and lesser-known corners of the Hawaiian islands.
Frequently Asked Questions
What types of trips are available on this page?
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The page features 16 itineraries ranging from 1 to 5 days, designed for families with children, couples, and small groups. Options include destinations across six Hawaiian locations: Oahu, Maui, Kauai, Lanaʻi, Molokai, and Hilo/Hawaii.
Which islands are covered in the itineraries?
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Trips cover Oahu (North Shore and Honolulu), Maui (non-resort areas), Kauai (non-Nāpali areas), Lanaʻi (non-luxury areas), Molokai (quiet east side), Hilo, and Hawaii.
Are there itineraries for families with young children?
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Yes, several itineraries are specifically designed for families with little ones, including options in Waikīkī, Iao Valley, Kauai, Hilo, and Lanaʻi, with durations ranging from 1 to 5 days.
What length of trips can I find here?
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Itineraries range from 1-day trips to 5-day journeys, allowing travelers to choose based on their available time and preferences.
More Collections
Or see Summer Trips nationwide or browse every Hawaii destination.