Celebrate Valentine's Day in Hawaii (Updated 2026)

Hawaii, USA
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Hawaii Activities

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2hr Luxury Private Sailing Catamaran for 7-12 People
Likely to Sell Out
Likely to Sell Out
5.0 (3)

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$1,495
2-Tank Daytime Scuba Dive Boat Trip
4.9 (38)

2-Tank Daytime Scuba Dive Boat Trip

Join Jack's Diving Locker, Kona's oldest dive shop, for a day exploring the incredible underwater world with our experienced crew. We frequently find reef fish,...

5 hours 30 minutes • Free Cancellation
5 hours 30 minutes • Free Cancellation
5 hours 30 minutes • Free Cancellation
4.9 (38)
from
$216.42
Private Big Island: Volcano, Waterfalls & Coffee Full-Day Tour
Likely to Sell Out
Likely to Sell Out
5.0 (3)

Private Big Island: Volcano, Waterfalls & Coffee Full-Day Tour

What truly sets our circle island tour apart is our unwavering commitment to crafting your deeply personal and profoundly engaging Hawaiian adventure. Unlike conventional tours,...

11 hours • Hotel pickup offered • Free Cancellation
11 hours • Hotel pickup offered • Free Cancellation
11 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$1,595
Private Custom All-Inclusive Big Island Adventure (4-6 Hrs)
Likely to Sell Out
Likely to Sell Out
5.0 (2)

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...

4 to 6 hours • Hotel pickup offered • Free Cancellation
4 to 6 hours • Hotel pickup offered • Free Cancellation
4 to 6 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,495
Hilo Shore Excursion: Private Kilauea Volcano Tour
Likely to Sell Out
Likely to Sell Out
5.0 (2)

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...

6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,435
2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
Likely to Sell Out
Likely to Sell Out
5.0 (2)

2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2)
from
$1,200
Stellar HI Tours- 15 person van-your own private tour to Hana!
5.0 (16)

Stellar HI Tours- 15 person van-your own private tour to Hana!

Yes, your own private group tour in 15 person van. No other groups will be added. Tour includes reservation and entry fee to famous black...

10 to 11 hours • Free Cancellation
10 to 11 hours • Free Cancellation
10 to 11 hours • Free Cancellation
5.0 (16)
from
$1,599
Maui Pineapple Tour: Farm and Feast Experience
4.9 (44)

Maui Pineapple Tour: Farm and Feast Experience

Join us upcountry in beautiful Hali’imaile to experience a working pineapple farm and a delicious dinner at the acclaimed Hali'imaile General Store. Learn about the...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.9 (44)
from
$204.19
Beginner Surfing Lessons In Waikiki
5.0 (13)

Beginner Surfing Lessons In Waikiki

We are a Hawaiian owned local business here on the island of Oahu Providing High Quality lessons at affordable Prices. Our surf instructors are Native...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (13)
from
$125
Private: Hawaii Volcanoes, Waterfalls, Beaches & Hilo Highlights
Likely to Sell Out
Likely to Sell Out
5.0 (3)

Private: Hawaii Volcanoes, Waterfalls, Beaches & Hilo Highlights

Native Hawaiian guided tours, get the best and the most of what people truly want to experience in the Big Island! Being that we are...

6 to 7 hours • Hotel pickup offered • Free Cancellation
6 to 7 hours • Hotel pickup offered • Free Cancellation
6 to 7 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$2,595
Two Site Snorkeling Adventure featuring the Molokini Crater
4.9 (9)

Two Site Snorkeling Adventure featuring the Molokini Crater

Experience the vibrant underwater world at Molokini Crater, a renowned marine preserve just a short boat ride from Kihei. With over 25 years of expertise,...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (9)
from
$174
Mauna Kea Signature Coastline Cruise Day & Sunset Options
Likely to Sell Out
Likely to Sell Out
4.6 (8)

Mauna Kea Signature Coastline Cruise Day & Sunset Options

Unwind in true island style on our Mauna Kea Coastline Cruise, departing from Kawaihae Harbor aboard Olohana — a 41-foot luxury powerboat designed for comfort...

90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
4.6 (8)
from
$89.10
Maui Luxury Boston Whaler Private Charter for up to 6 Passengers
Likely to Sell Out
Likely to Sell Out
5.0 (2)

Maui Luxury Boston Whaler Private Charter for up to 6 Passengers

Welcome to your very own private Maui adventure! Ali’i Nani, roughly translated to “Beautiful Royalty,” evokes elegance, prestige, and the ultimate in luxury. Whether you’re...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (2)
from
$3,795
Hawaiian Culture & Lei Making at Ohana Ranch (Big Island)
4.9 (33)

Hawaiian Culture & Lei Making at Ohana Ranch (Big Island)

This experience takes place on a working Big Island ranch and is guided by local Hawaiians who share cultural knowledge through storytelling and hands-on learning...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (33)
from
$49
Guided UTV Ride-Along Tour at Ohana Ranch (Big Island)
5.0 (12)

Guided UTV Ride-Along Tour at Ohana Ranch (Big Island)

Explore the stunning landscapes of Hawaii’s Big Island on a Guided UTV Ride-Along Tour. This family-friendly adventure allows you to relax while a local guide...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (12)
from
$89
2-Tank Dive K2 Power Catamaran featuring the Molokini Crater
4.9 (10)

2-Tank Dive K2 Power Catamaran featuring the Molokini Crater

Experience the vibrant underwater world at Molokini Crater, a renowned marine preserve just a short boat ride from Kihei. With over 25 years of expertise,...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (10)
from
$249
Hawaii Activities
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Lowest Price Guarantee

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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

We Make It Easy!

Gather your information

Locate your Cool Hawaii Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Hawaii promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Hawaii and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Hawaii reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Hawaii.

Sorting, ranking, and search results

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Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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