Welcome to
Tropical Bound

Explore beautiful vacation rentals throughout the Hawaii Islands with Tropical Bound Condo Rentals. For more than 30 years, we’ve been committed to helping visitors plan unforgettable vacations. With a range of properties to suit every budget and need, we're confident you'll find something you'll love!

We make vacations and getaways better

2k+

Properties

99%

Positive Reviews

Valerie

Amazing Rental Services

We just arrived back home to Massachusetts after almost 3 glorious weeks (with our family of six) on the Big Island and Maui!!! Randy and Sarah of Tropical Bound set us up for a truly unforgettable family vacation!!! Randy took time to speak with us by phone, at the time of our booking, and was indescribably kind and accommodating in considering what locations and condos would be ideal for our family’s desires. He truly nailed it! Our condo on BI was so spacious and had everything we could want, and was only steps away from the two gorgeous pools - and the ocean -and close to town of Kona! With this as our “home base”, we explored all over BI. The magical highlight was the night snorkeling with mantas! The highlight of our Maui condo was location! We loved how accessible it was to Kamaole II Beach in Kihei and so many shops. Our kids (ages 10-16) had freedom to explore the area independently with no worries on our part. We saw the Haleakala sunrise, Road to Hāna, and our daughter celebrated her 12th birthday snorkeling at Molokini Crater! We cannot thank Randy and Sarah enough for their spot-on guidance! If we get back to Hawaii, rest assured we will be reaching out to book through them again! They really delivered! ???? We HIGHLY recommend Tropical Bound for anyone who appreciates personalized and exceptional service in finding your vacation lodging in Hawaii!

Melissa Ann Bates

Amazing Rental Services

Sarah and Randy made finding a place for us to stay with all the amenities we needed absolutely effortless!! Planning a vacation is tough enough, but having a great team of knowledgable and friendly professionals made the process totally enjoyable. That, coupled with the affordable prices offered made the entire experience wonderful from beginning to end. Let them know when you're planning your vacation and sit back and live aloha! Mahalo again guys!!!

Jaclyn Rincon-Lopez

Amazing Rental Services

Randy and Sarah, wow thank you for always being 1,000 + 10% responsive at all times during any and all situations. Without you our trip wouldn’t have been half as amazing. You made sure our accommodations were comfortable and tidy. I recommend you to every person traveling to the islands. Thank you again for making sure our accommodations were in our budget, the location was perfect and the cleanliness was on point!

Keith Gibson

Amazing Rental Services

This is a great place to look for and rent a vacation condo. Sarah and Randy are great! Excellent communication, large inventory and great rates. Easy and friendly to work with! I won’t use any other place for my vacation rental on Maui.

Bryan Clark

Amazing Rental Services

The entire process from beginning to end was wonderful... The recommended condo was perfect... Just exactly what I was looking for and in my price range... Email and Phone communications were all handled quickly and professionally... I would totally recommend MauiMan to anyone who asks... Aloha