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

Vacation saved!!

Amazing Rental Services

Simply put, Randy saved our vacation! We had booked through air bnb for a different place.When we arrived it was awful.Very quickly I reached out hoping for a last minute find in our budget and within less than 2 hours Randy found us the perfect place. We are so thrilled to have found you and will never go anywhere else. Amazing service and top notch rental. Mahalo!

Terry

Amazing Rental Services

#1-116 Maui Vista, We had a fantastic stay! The condo was beautifully renovated, clean, bright and very nicely furnished. The location is perfect and made everything easy to access. The hosts were amazing, very friendly, responsive, and so easy to deal with. Great pools, tennis and pickleball courts and a fun area to BBQ and mingle with other guests. Will definitely be back!!

Amber Dawn Lebrun

Amazing Rental Services

We booked our condo through Maui Man this past June and honestly we will book again with him next year! We were super nervous, especially since it was our first trip with our soon to be one year old! He gave us so much information and was absolutely amazing to deal with! We talked with other travellers and from what we heard others paid, ours was by far the BEST price! He said we would catch the Maui bug and we totally did! Thanks Randy!

Jo ann

Amazing Rental Services

Rating: ★★★★★ (5/5) "Randy and Sarah are beyond Amazing!!! I just booked another stay with them on Maui. They are not only in Maui....last year I booked a 2 week stay on Kauai with them. I feel complete safe and wonderfully taken care of when I go thru Tropical Bond Condo Rentals! Oh, and did I mention that they have the Best Deals and Pricing! Thank You! Jo Ann"

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!