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Hawaii Vacation Homes

Vacation Rentals In South Maui

Professionally managed Maui vacation rentals delivering exceptional guest experiences and personalized care

Available properties

Welcome To Hawaii Vacation Homes

We are your locally based source for South Maui vacation rentals, offering thoughtfully maintained condos and homes in Kihei and Wailea. Every stay comes with seamless booking, responsive support, and the comfort of a place cared for like our own.

Since 2020, we've delivered consistent quality and stress-free stays, earning hundreds of five-star reviews from guests who return year after year.


Benefits of Booking Direct

Book with us and keep more in your pocket.

  • Best Rates

  • Lower Booking Fees

  • More Flexibility

The Hawaii Vacation Homes Difference

Thoughtful hosting from booking to checkout, on every Maui stay.

Carefully Maintained Homes

Easy, Seamless Arrivals

Personal Hosting With Aloha

Hawaii Vacation Homes is a locally run team led by Kihei-based host Matt Buck, offering thoughtfully maintained condos and homes across South Maui. Since 2020, we've focused on clean, comfortable stays backed by responsive, personal support, so guests can relax and enjoy the island. Matt holds each home to the same standard he would want as a guest, which is how Hawaii Vacation Homes has earned its reputation for clean, comfortable, and reliable stays.

Reviews

4.89

930 reviews

5.0 / 5

Great spot! Really appreciated how well stocked the space is, everything you could want and need in the kitchen and bathroom. Also love that the building is surrounded by a lot of green community space. Makes for a great place to hangout and a beautiful view from the unit. Super walkable to everything!

K
KaylaStayed in November 2026
5.0 / 5

Walking distance to the beach. Perfect stay <3

K
KatherineStayed in November 2026
5.0 / 5

Clean, nice place. Quiet and centrally located. Positive: Centrally located. Easy parking. Nice pool and the ocean is steps away.

J
JEFFStayed in November 2026
5.0 / 5

We had a wonderful stay! The location was absolutely fantastic, just a short walk from **Kamaole Beach Park III**, which made it easy to enjoy the beach throughout our stay. The location was definitely one of the highlights! The condo was clean, comfortable, and well organized, with two nice bedrooms that worked perfectly for our family of five. Having air conditioning was a huge plus, especially with how hot it was during our visit. The unit was also stocked with everything we needed for beach days, including beach towels, boogie boards, lawn chairs, and other beach amenities. The management company was excellent with communication and provided clear, easy-to-follow directions for accessing the property, making check-in seamless. We especially enjoyed the porch, which was a great spot to enjoy fresh papaya and coffee in the mornings and unwind with a glass of wine while watching the sunsets in the evenings. Overall, a fantastic place to stay in a great location.

R
RonStayed in November 2026
5.0 / 5

Had a wonderful stay with my boyfriend and friends in Maui at Matt's lofted airbnb. I've always dreamed of living in a loft, but it's expensive in nyc and got the opportunity to try it out while we were visiting. Place was close to the beach and local coffee / matcha and food spots. Parking was great as the condo complex had it's own area. Matt was really responsive throughout our stay 5/5 star! Great place to airbnb for a relaxing vacation and spending time with friends/family.

M
MindyStayed in November 2026
5.0 / 5

Had a wonderful stay in this very quiet resort setting. The condo was clean. It’s our first time to Maui and made a good choice on where to stay. It’s in a wonderful location in the heart of Kīhei and close to being in the center of the island for comfortable travel days. We got to eat breakfast on the balcony watching the waves crashing against the beach. We brought out paddles to play pickle ball which is a short walk over to next condo unit and open to the public. Definitely recommend this place for those who want privacy, good views, easy access to the island. BBQs were always clean. The pool area was very nice. A/C was great and quiet neighborhoods. Super responsive with questions. Mahalo, Matt

D
DonaldStayed in November 2026
5.0 / 5

Great stay- Matt is very responsive and respectful with any issues. We had a couple minor issues that were quickly resolved. Nice place for a family stay.

M
MuskanStayed in November 2026
5.0 / 5

Matt and Terry were great hosts and they communicated well in a timely manner. I was very happy with my stay.

J
JamieStayed in November 2026
5.0 / 5

Good location in Kihei. Unit had beach chairs amenities that we brought to the beach.

W
WesleyStayed in November 2026
5.0 / 5

Excellent place to stay, the whole place was clean on arrival. Walkable to all the Kamaole beaches and just about all of south kihei. The pools were nice and well-kept, and the groundskeeping staff were nice & accommodating. We had a couple minor questions throughout our stay, and Matt responded within 5 minutes each time. We would stay again in a heartbeat!

B
BrandonStayed in November 2026
5.0 / 5

Great spot! Really appreciated how well stocked the space is, everything you could want and need in the kitchen and bathroom. Also love that the building is surrounded by a lot of green community space. Makes for a great place to hangout and a beautiful view from the unit. Super walkable to everything!

K
KaylaStayed in November 2026
5.0 / 5

Walking distance to the beach. Perfect stay <3

K
KatherineStayed in November 2026
5.0 / 5

Clean, nice place. Quiet and centrally located. Positive: Centrally located. Easy parking. Nice pool and the ocean is steps away.

J
JEFFStayed in November 2026
5.0 / 5

We had a wonderful stay! The location was absolutely fantastic, just a short walk from **Kamaole Beach Park III**, which made it easy to enjoy the beach throughout our stay. The location was definitely one of the highlights! The condo was clean, comfortable, and well organized, with two nice bedrooms that worked perfectly for our family of five. Having air conditioning was a huge plus, especially with how hot it was during our visit. The unit was also stocked with everything we needed for beach days, including beach towels, boogie boards, lawn chairs, and other beach amenities. The management company was excellent with communication and provided clear, easy-to-follow directions for accessing the property, making check-in seamless. We especially enjoyed the porch, which was a great spot to enjoy fresh papaya and coffee in the mornings and unwind with a glass of wine while watching the sunsets in the evenings. Overall, a fantastic place to stay in a great location.

R
RonStayed in November 2026
5.0 / 5

Had a wonderful stay with my boyfriend and friends in Maui at Matt's lofted airbnb. I've always dreamed of living in a loft, but it's expensive in nyc and got the opportunity to try it out while we were visiting. Place was close to the beach and local coffee / matcha and food spots. Parking was great as the condo complex had it's own area. Matt was really responsive throughout our stay 5/5 star! Great place to airbnb for a relaxing vacation and spending time with friends/family.

M
MindyStayed in November 2026
5.0 / 5

Had a wonderful stay in this very quiet resort setting. The condo was clean. It’s our first time to Maui and made a good choice on where to stay. It’s in a wonderful location in the heart of Kīhei and close to being in the center of the island for comfortable travel days. We got to eat breakfast on the balcony watching the waves crashing against the beach. We brought out paddles to play pickle ball which is a short walk over to next condo unit and open to the public. Definitely recommend this place for those who want privacy, good views, easy access to the island. BBQs were always clean. The pool area was very nice. A/C was great and quiet neighborhoods. Super responsive with questions. Mahalo, Matt

D
DonaldStayed in November 2026
5.0 / 5

Great stay- Matt is very responsive and respectful with any issues. We had a couple minor issues that were quickly resolved. Nice place for a family stay.

M
MuskanStayed in November 2026
5.0 / 5

Matt and Terry were great hosts and they communicated well in a timely manner. I was very happy with my stay.

J
JamieStayed in November 2026
5.0 / 5

Good location in Kihei. Unit had beach chairs amenities that we brought to the beach.

W
WesleyStayed in November 2026
5.0 / 5

Excellent place to stay, the whole place was clean on arrival. Walkable to all the Kamaole beaches and just about all of south kihei. The pools were nice and well-kept, and the groundskeeping staff were nice & accommodating. We had a couple minor questions throughout our stay, and Matt responded within 5 minutes each time. We would stay again in a heartbeat!

B
BrandonStayed in November 2026

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