Hawaii Vacation Homes | Vacation Rentals in South Maui

Professionally Managed Maui Vacation Rentals Delivering Exceptional Guest Experiences and Personalized Care

Benefits of Booking Direct

Best rates

Lower Booking Fees

More Flexibility

Your Trusted, Locally Based Source for South Maui Vacation Rentals

Welcome to Hawaii Vacation Homes

Explore professionally managed Maui vacation rentals offering comfort, convenience, and dependable service. Hawaii Vacation Homes provides thoughtfully maintained condos and homes with seamless booking and responsive guest support.

Since 2020, we’ve delivered consistent quality and stress-free stays guests can trust.

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Our Properties

Explore Our Maui Vacation Rentals

South Maui vacation rental interior professionally managed by Hawaii Vacation Homes

Carefully Maintained Homes in South Maui

Enjoy a clean, comfortable stay in modern condos located in Kihei and Wailea—so you can relax, settle in quickly, and spend more time enjoying Maui.

Easy Arrivals & Clear Communication

Arrive with confidence thanks to simple self check-in, clear instructions, and helpful communication—no guessing, no stress, no last-minute surprises.

Aerial view of South Maui coastline with oceanfront vacation rentals managed by Hawaii Vacation Homes
Oceanview bedroom with king bed and lanai at Maui vacation rental

Personal Hosting with Aloha

We pride ourselves on unparalleled care and attention to our guests. Get quicker responses, more care, and a genuinely personal experience. You’re welcomed like ʻohana, not treated like a reservation number.

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Meet Your Host

Matt Buck is the hands-on owner behind Hawaii Vacation Homes, dedicated to delivering reliable, guest-focused vacation rental experiences across Maui. Based in Kihei, Matt personally oversees each property to ensure every home is clean, well-prepared, and ready for a seamless stay. He is known for clear communication, attention to detail, and consistently high guest ratings.

With years of hosting experience and recognition across major booking platforms, Matt brings a thoughtful, professional approach to every booking. Guests appreciate the care, responsiveness, and high standards that define each stay.

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Dont Take Our Word For It

Our Amazing Reviews

Frequently asked questions

Check-in for all Maui vacation rentals is at 3:00 PM and check-out is at 10:00 AM. Early check-in or late check-out may be available depending on the cleaning schedule—just reach out and we’ll do our best to accommodate.

At this time, our Maui condo rentals do not allow pets. This helps us maintain clean, allergy-friendly spaces for all guests.

Yes. Most of our South Maui vacation condos include free on-site parking, and a few communities may require a simple parking registration upon arrival. Details are provided with your check-in instructions.

Booking is easy—simply select your dates, choose your Maui rental, and reserve instantly through our site. You’ll receive a confirmation email and detailed pre-arrival instructions. We also offer direct booking with transparent pricing and no hidden fees.

All properties include fast Wi-Fi, air conditioning (where available), fresh linens, beach gear, and access to community amenities like pools, BBQ areas, and beach paths—depending on the building.

Our team is available 24/7. You can call, text, or email anytime if you need assistance, recommendations, or have questions during your Maui stay.

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Book Direct & Save

10% Off

Skip the third-party fees and enjoy 10% off your stay when you book directly with us.