Weekend Getaways in Hawaii

Short trips with every day mapped out — verified attractions, realistic pacing, and food along the way across 7 destinations.

16 itineraries

Windward Silence: Two Days on Molokai's Wild East Side

2 Days · Solo

Molokai (quiet, east side), Hawaii

Windward Silence: Two Days on Molokai's Wild East Side

4 stops

Salt Spray and Canyon Light: Two Days on Kauai's Wild South

2 Days · Solo

Kauai (non-Nāpali areas), Hawaii

Salt Spray and Canyon Light: Two Days on Kauai's Wild South

7 stops

Salt, Swell, and Sunlight: 2 Days Solo on Oahu

2 Days · Solo

Oahu (North Shore, Honolulu), Hawaii

Salt, Swell, and Sunlight: 2 Days Solo on Oahu

7 stops

Above the Clouds, Into the Valley: Two Days Beyond Maui's Resorts

2 Days · Solo

Maui (non-resort areas), Hawaii

Above the Clouds, Into the Valley: Two Days Beyond Maui's Resorts

7 stops

Turquoise Mornings: A Family Day on Waikīkī's Gentle Shore

1 Day · Young Families

Oahu (North Shore, Honolulu), Hawaii

Turquoise Mornings: A Family Day on Waikīkī's Gentle Shore

2 stops

Green Cathedral: A Gentle Day at Iao Valley for Little Explorers

1 Day · Young Families

Maui (non-resort areas), Hawaii

Green Cathedral: A Gentle Day at Iao Valley for Little Explorers

1 stops

Wind, Wildflowers, and the Long Green Silence: 3 Days on East Molokai

3 Days · Active Retirees

Molokai (quiet, east side), Hawaii

Wind, Wildflowers, and the Long Green Silence: 3 Days on East Molokai

6 stops

Above the Clouds, Beside the Falls: Three Slow Days in Wild Maui

3 Days · Active Retirees

Maui (non-resort areas), Hawaii

Above the Clouds, Beside the Falls: Three Slow Days in Wild Maui

6 stops

Turquoise Mornings & Gentle Afternoons: 3 Days on Oahu

3 Days · Active Retirees

Oahu (North Shore, Honolulu), Hawaii

Turquoise Mornings & Gentle Afternoons: 3 Days on Oahu

7 stops

Red Earth & Rolling Pastures: Two Days in Waimea

2 Days · Solo

Waimea, Hawaii, Hawaii

Red Earth & Rolling Pastures: Two Days in Waimea

5 stops

Mist, Bay & Bamboo: Three Slow Days in Hilo

3 Days · Couples

Hilo, Hawaii, Hawaii

Mist, Bay & Bamboo: Three Slow Days in Hilo

6 stops

Red Dust & Windswept Shores: Three Days on Lanaʻi

3 Days · Active Retirees

Lanaʻi (non-luxury), Hawaii

Red Dust & Windswept Shores: Three Days on Lanaʻi

6 stops

Mist, Mauna Kea & the Old Sugar Town: 3 Days in Hilo

3 Days · Active Retirees

Hilo, Hawaii, Hawaii

Mist, Mauna Kea & the Old Sugar Town: 3 Days in Hilo

6 stops

Misty Mornings & Rainbow Chasing: 3 Days in Hilo with Little Ones

3 Days · Young Families

Hilo, Hawaii, Hawaii

Misty Mornings & Rainbow Chasing: 3 Days in Hilo with Little Ones

6 stops

Rust-Red Canyons & Turquoise Shallows: 3 Days in Quiet Kauai

3 Days · Active Retirees

Kauai (non-Nāpali areas), Hawaii

Rust-Red Canyons & Turquoise Shallows: 3 Days in Quiet Kauai

6 stops

Mist, Markets & Molten Earth: Two Days Solo in Hilo

2 Days · Solo

Hilo, Hawaii, Hawaii

Mist, Markets & Molten Earth: Two Days Solo in Hilo

6 stops

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