Celebrate Valentine's Day in Hawaii (Updated 2026)

Hawaii, USA
2,301 Results
Private Upcountry Hiking Tour

Venture into the serene upland forests of Maui, where the vibrant coastlines give way to the cool embrace of majestic trees and lush greenery. This …More

Venture into the serene upland forests of Maui, where the vibrant coastlines give way to the cool embrace of majestic trees and lush greenery. This...

5 hours Free Cancellation
from
$1,356
Offshore Fishing Adventures With Ohana Deep Sea Fishing

-Welcome aboard our well-equipped fishing charter boat and set off into the open seas with our expert captain and crew. - Explore prime fishing spots …More

Likely to Sell Out
Likely to Sell Out

-Welcome aboard our well-equipped fishing charter boat and set off into the open seas with our expert captain and crew. - Explore prime fishing spots...

4 hours Free Cancellation
5.0 (1)
from
$1,360
3-Day Private Kiteboarding Course at Kanaha Beach in Kahului

This 3-lesson course includes 9.0 hours of private kiteboarding instruction spread over three days. This is a discounted package. This course is the fast track …More

This 3-lesson course includes 9.0 hours of private kiteboarding instruction spread over three days. This is a discounted package. This course is the fast track...

3 days Free Cancellation
5.0 (2)
from
$1,371
Private Luxury Sportfishing Experience Aboard Limitless

What sets our luxury sportfishing charter apart is our commitment to flexibility and customer satisfaction. We understand that every fishing trip is different, and we're …More

Likely to Sell Out
Likely to Sell Out

What sets our luxury sportfishing charter apart is our commitment to flexibility and customer satisfaction. We understand that every fishing trip is different, and we're...

4 hours Free Cancellation
4.9 (106)
from
$1,399
Hilo-6 Hour Private Tour-Volcanoes NP, Rainbow Falls and more.

Customizable private small group tour that includes Hawaii Volcanoes National Park. This tour of the southern end of the Big Island of Hawaii allows you …More

Customizable private small group tour that includes Hawaii Volcanoes National Park. This tour of the southern end of the Big Island of Hawaii allows you...

6 hours Free Cancellation
5.0 (16)
from
$1,399
Private Road to Hana Maui Open-Air Jeep Tour

Embark on an unforgettable journey along the iconic Road to Hana in our open-air Jeeps, where adventure meets luxury! Experience the breathtaking beauty of Maui's …More

Embark on an unforgettable journey along the iconic Road to Hana in our open-air Jeeps, where adventure meets luxury! Experience the breathtaking beauty of Maui's...

7 to 8 hours Hotel pickup offered Free Cancellation
5.0 (41)
from
$1,399
Private Half Way to Hana Tour with Local Guide

Explore the stunning scenery of the Road to Hana on this private tour. Enjoy personalized attention from your local guide as you visit iconic spots …More

Likely to Sell Out
Likely to Sell Out

Explore the stunning scenery of the Road to Hana on this private tour. Enjoy personalized attention from your local guide as you visit iconic spots...

5 hours Free Cancellation
from
$1,399
Full Day Private Road Tour to Hana

The Tours take you on a wondrous adventure along the road to Hana. You’ll have your own luxury tour vehicle and expert tour guide to …More

The Tours take you on a wondrous adventure along the road to Hana. You’ll have your own luxury tour vehicle and expert tour guide to...

8 to 9 hours Hotel pickup offered Free Cancellation
from
$1,399
Maui to Big Island : Big Island Volcano Helicopter Tour & Ground Tour

This is the best way to see the most active volcano in the world. This tour will fly you over to the Big Island for …More

This is the best way to see the most active volcano in the world. This tour will fly you over to the Big Island for...

11 hours
5.0 (1)
from
$1,400
Private Island Tour Up to 14 people

Experience Hawaii like a local with our innovative sightseeing tours. From scenic lookouts and local beaches to hidden gems, shopping spots, and authentic island cuisine, …More

Experience Hawaii like a local with our innovative sightseeing tours. From scenic lookouts and local beaches to hidden gems, shopping spots, and authentic island cuisine,...

9 hours Hotel pickup offered Free Cancellation
4.8 (12)
from
$1,400
Private Pipiwai Trail Maui Open-Air Jeep Tour

Discover the breathtaking beauty of Maui on our exclusive open-air Jeep tour of the iconic Road to Hana and the stunning Pipiwai Trail! This luxurious …More

Discover the breathtaking beauty of Maui on our exclusive open-air Jeep tour of the iconic Road to Hana and the stunning Pipiwai Trail! This luxurious...

6 to 8 hours Hotel pickup offered Free Cancellation
from
$1,400
Private Event Goat Yoga Class

We are located in the majestic village of Anahola, Kaua'i. Enjoy the stunning views of the Kalalea Mountain Range where you can experience yoga with …More

We are located in the majestic village of Anahola, Kaua'i. Enjoy the stunning views of the Kalalea Mountain Range where you can experience yoga with...

1 hour 15 minutes Free Cancellation
from
$1,400
Private Oahu Sunset Charter with Tasting and Drinks

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people …More

Likely to Sell Out
Likely to Sell Out

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people...

120 to 150 minutes Free Cancellation
5.0 (55)
from
$1,414
Hilo Shore Excursion: Private Kilauea Volcano Tour

For cruise ship guests from Hilo Harbor, or travelers from Hilo Airport (ITO) and the Hilo area (within a 10-mile radius), our private Hawaii Volcanoes …More

Likely to Sell Out
Likely to Sell Out

For cruise ship guests from Hilo Harbor, or travelers from Hilo Airport (ITO) and the Hilo area (within a 10-mile radius), our private Hawaii Volcanoes...

6 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$1,435
Private Oahu Grand Circle Island Tour: 8-Hr Deluxe Experience

Don't just see Oahu—drive it in style. Choose between a Jeep Wrangler or a Convertible Mustang or Jaguar (for groups of 1-4) and embark on …More

Don't just see Oahu—drive it in style. Choose between a Jeep Wrangler or a Convertible Mustang or Jaguar (for groups of 1-4) and embark on...

8 hours Free Cancellation
5.0 (5)
from
$1,449
Kauai Island Private Guided Tour-Waimea Canyon from Princeville

Discover Kauai like never before with the island’s only luxury private tour! This exclusive experience is designed solely for you and your loved ones, ensuring …More

Discover Kauai like never before with the island’s only luxury private tour! This exclusive experience is designed solely for you and your loved ones, ensuring...

8 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$1,450
Private Luxury Hana Tour in 7 Passenger SUV

See Hana with a private tour led by a Hana local who was born, raised, and still lives there, with lifelong experience on the Road …More

See Hana with a private tour led by a Hana local who was born, raised, and still lives there, with lifelong experience on the Road...

7 to 8 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$1,450
Full Day Island of Maui Private Tour

Exclusive Private Maui Tour – The Ultimate Custom Island Experience Why settle for a crowded group tour when you can have Maui all to yourself? …More

Exclusive Private Maui Tour – The Ultimate Custom Island Experience Why settle for a crowded group tour when you can have Maui all to yourself?...

10 hours Free Cancellation
from
$1,450
Private East Maui Hiking Experience

Nestled along the renowned Hāna Highway, escape into Maui’s untouched rainforest. As you journey to this serene trail, watch the landscape shift into a world …More

Nestled along the renowned Hāna Highway, escape into Maui’s untouched rainforest. As you journey to this serene trail, watch the landscape shift into a world...

5 hours Free Cancellation
from
$1,461
2hr Luxury Private Sailing Catamaran for 7-12 People

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and …More

Likely to Sell Out
Likely to Sell Out

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and...

2 hours Free Cancellation
5.0 (3)
from
$1,495
Private Custom All-Inclusive Big Island Adventure (4-6 Hrs)

Our Personalized Big Island Adventure redefines premium travel by placing you in complete control. Unlike pre-set tours, we meticulously design your perfect day together after …More

Likely to Sell Out
Likely to Sell Out

Our Personalized Big Island Adventure redefines premium travel by placing you in complete control. Unlike pre-set tours, we meticulously design your perfect day together after...

4 to 6 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$1,495
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