Couples Itineraries in Hawaii

Slow mornings, golden-hour views, and evenings worth dressing up for — trips paced for two.

25 itineraries

Clouds, Crater, and Coastline: Two Days Beyond Maui's Resorts

2 Days · Couples

Maui (non-resort areas), Hawaii

Clouds, Crater, and Coastline: Two Days Beyond Maui's Resorts

6 stops

Salt, Swell, and Sunset Light: 2 Days on Oahu

2 Days · Couples

Oahu (North Shore, Honolulu), Hawaii

Salt, Swell, and Sunset Light: 2 Days on Oahu

6 stops

Cliffs, Blooms, and Sacred Water: Two Days on Molokai's Quiet East End

2 Days · Couples

Molokai (quiet, east side), Hawaii

Cliffs, Blooms, and Sacred Water: Two Days on Molokai's Quiet East End

4 stops

Windward Silence: Two Days Along Molokai's Untamed East End

2 Days · Couples

Molokai (quiet, east side), Hawaii

Windward Silence: Two Days Along Molokai's Untamed East End

4 stops

Red Dust & Quiet Shores: Two Days of Lanaʻi for Lovers

2 Days · Couples

Lanaʻi (non-luxury), Hawaii

Red Dust & Quiet Shores: Two Days of Lanaʻi for Lovers

4 stops

Above the Clouds, Into the Valley: Two Days in Wild Maui

2 Days · Couples

Maui (non-resort areas), Hawaii

Above the Clouds, Into the Valley: Two Days in Wild Maui

6 stops

Lava Shores & Canyon Light: Two Days of Kauai's Quiet Side

2 Days · Couples

Kauai (non-Nāpali areas), Hawaii

Lava Shores & Canyon Light: Two Days of Kauai's Quiet Side

6 stops

Salt Air & Golden Light: Two Days of Oahu's Wild North and Storied South

2 Days · Couples

Oahu (North Shore, Honolulu), Hawaii

Salt Air & Golden Light: Two Days of Oahu's Wild North and Storied South

6 stops

Lava Rock & Canyon Light: Two Days on Kauai's Quiet Side

2 Days · Couples

Kauai (non-Nāpali areas), Hawaii

Lava Rock & Canyon Light: Two Days on Kauai's Quiet Side

7 stops

Above the Clouds, Beyond the Road: 3 Days Off Maui's Resort Coast

3 Days · Couples

Maui (non-resort areas), Hawaii

Above the Clouds, Beyond the Road: 3 Days Off Maui's Resort Coast

6 stops

Salt Air & Slow Mornings: 3 Days of Oahu for Two

3 Days · Couples

Oahu (North Shore, Honolulu), Hawaii

Salt Air & Slow Mornings: 3 Days of Oahu for Two

9 stops

Windward Silence: 3 Days on Molokai's Wild East Side

3 Days · Couples

Molokai (quiet, east side), Hawaii

Windward Silence: 3 Days on Molokai's Wild East Side

6 stops

Windward Silence: Three Days on Molokai's Untamed East End

3 Days · Couples

Molokai (quiet, east side), Hawaii

Windward Silence: Three Days on Molokai's Untamed East End

6 stops

Red Dust and Distant Shores: 3 Days in Lanaʻi

3 Days · Couples

Lanaʻi (non-luxury), Hawaii

Red Dust and Distant Shores: 3 Days in Lanaʻi

6 stops

Above the Clouds, Beyond the Road: 3 Days in Wild Maui

3 Days · Couples

Maui (non-resort areas), Hawaii

Above the Clouds, Beyond the Road: 3 Days in Wild Maui

7 stops

Canyon Mist & Coastal Fire: 3 Days in Kauai's Quieter South and West

3 Days · Couples

Kauai (non-Nāpali areas), Hawaii

Canyon Mist & Coastal Fire: 3 Days in Kauai's Quieter South and West

9 stops

Salt, Sand & Golden Light: 3 Days of Oahu for Two

3 Days · Couples

Oahu (North Shore, Honolulu), Hawaii

Salt, Sand & Golden Light: 3 Days of Oahu for Two

9 stops

Canyon Shadows & Turquoise Shallows: 3 Days in Kauai

3 Days · Couples

Kauai (non-Nāpali areas), Hawaii

Canyon Shadows & Turquoise Shallows: 3 Days in Kauai

10 stops

Mist, Bay & Fire: Three Days in Hilo

3 Days · Couples

Hilo, Hawaii, Hawaii

Mist, Bay & Fire: Three Days in Hilo

6 stops

Rust Canyons & Turquoise Shallows: Four Days in Kauai's Quieter South

4 Days · Couples

Kauai (non-Nāpali areas), Hawaii

Rust Canyons & Turquoise Shallows: Four Days in Kauai's Quieter South

12 stops

Beyond the Postcards: Four Days Along Maui's Wild Edge

4 Days · Couples

Maui (non-resort areas), Hawaii

Beyond the Postcards: Four Days Along Maui's Wild Edge

10 stops

Windward Silence: 4 Days on Molokai's Untamed East Side

4 Days · Couples

Molokai (quiet, east side), Hawaii

Windward Silence: 4 Days on Molokai's Untamed East Side

9 stops

Salt, Sun, and Slow Mornings: 4 Days in Oahu for Two

4 Days · Couples

Oahu (North Shore, Honolulu), Hawaii

Salt, Sun, and Slow Mornings: 4 Days in Oahu for Two

11 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 & Quiet Tides: 4 Days in Lanaʻi for Two

4 Days · Couples

Lanaʻi (non-luxury), Hawaii

Red Dust & Quiet Tides: 4 Days in Lanaʻi for Two

7 stops

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