South Maui Vacation Rentals

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Our top choices for South Maui vacation rentals

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
8.2 out of 10, Very good, (12 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is CA $72
CA $720 total
includes taxes & fees
Feb 15 - Feb 16
Signature Residences at Maui Banyan

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is CA $277
CA $1,158 total
includes taxes & fees
Mar 5 - Mar 6
The Residences at Kamaole Sands Resort

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
North Kihei
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful! This was steps from a beautiful uncrowded beach where my family had a blast. We enjoyed watching the sunrise from the balcony every morning. I wish we could have stayed longer. "
United States
Sharon
The price is CA $376
CA $867 total
includes taxes & fees
Mar 5 - Mar 6
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
North Kihei
10.0 out of 10, Exceptional, (36 reviews)
"we really enjoyed our stay here. It is clean and maintained well and close to the beach."
United States
stuti s.
The price is CA $285
CA $768 total
includes taxes & fees
Mar 5 - Mar 6
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (13 reviews)
"Wonderful place to stay. Awesome host. We had a great time and hopefully be back soon!"
United States
Jennifer D.
The price is CA $225
CA $656 total
includes taxes & fees
Mar 2 - Mar 3
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (7 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
The price is CA $205
CA $578 total
includes taxes & fees
Feb 16 - Feb 17
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (269 reviews)
"Great stay"
United States
Noah C.
The price is CA $215
CA $643 total
includes taxes & fees
Mar 16 - Mar 17
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
Central Kihei
9.4 out of 10, Exceptional, (85 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful condo, great views and location"
United States
Pam B.
The price is CA $261
CA $866 total
includes taxes & fees
Mar 1 - Mar 2
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach

BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach
North Kihei
10.0 out of 10, Exceptional, (134 reviews)
"Beautiful place to stay and rest. Ate all our meals on the lani in ocean front beauty. All you need for a beautiful vacation "
United States
Ruth
The price is CA $409
CA $882 total
includes taxes & fees
Mar 6 - Mar 7
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach

Oceanfront penthouse with amazing views at Kauhale Makai

Oceanfront penthouse with amazing views at Kauhale Makai
Central Kihei
9.8 out of 10, Exceptional, (77 reviews)
"This was our first stay in Kihei and we had a wonderful time! The location was great and we appreciated the quietness of our space. We were able to walk to a nearby shopping plaza where we found delicious food and coffee. Our host was kind and communicated promptly and efficiently. We will be back! "
United States
Paige O.
The price is CA $184
CA $777 total
includes taxes & fees
Mar 10 - Mar 11
Oceanfront penthouse with amazing views at Kauhale Makai

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
8.6 out of 10, Excellent, (24 reviews)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
The price is CA $280
CA $703 total
includes taxes & fees
Mar 15 - Mar 16
Kihei Ali'i Kai Condos with Free Parking

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
3.0 star property
Wailea
10.0 out of 10, Exceptional, (1 review)
"Beautiful place"
United States
Armando
The price is CA $448
CA $1,828 total
includes taxes & fees
Feb 17 - Feb 18
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (47 reviews)
"Really enjoyed our stay beautiful condo Will recommend to our friends thanks again "
United States
Michael P.
The price is CA $358
CA $842 total
includes taxes & fees
Mar 5 - Mar 6
Top Floor Beachfront Condo with Ocean view

Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (115 reviews)
"Fully furnished kitchen, and beach accessories, from umbrellas, chairs, snorkel gear, beach towels, and great AC, beautiful view, no noise from pool. Will definitely stay here again if available on next trip. Centrally located to everything!!"
United States
Rachael R.
The price is CA $317
CA $742 total
includes taxes & fees
Mar 3 - Mar 4
Sugar Beach Resort Oceanview 1 bed/1 bath

OCEAN VIEW!! Across Charley Young Beach

OCEAN VIEW!! Across Charley Young Beach
South Kihei
9.6 out of 10, Exceptional, (181 reviews)
"The hosts are great people. This was our 2nd stay in their condo and we love it there. Especially the view of the ocean 1 block away. And access to Charlie Young beach. "
United States
Laura M.
The price is CA $184
CA $946 total
includes taxes & fees
Mar 7 - Mar 8
OCEAN VIEW!! Across Charley Young Beach

Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
North Kihei
9.6 out of 10, Exceptional, (293 reviews)
"Great room, affordable, clean, sufficient, well maintained, easy access"
United States
John K.
The price is CA $186
CA $605 total
includes taxes & fees
Feb 27 - Feb 28
Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

Winter Avail! Partial Ocean View Condo with pool - just steps from the beach.

Winter Avail! Partial Ocean View Condo with pool - just steps from the beach.
North Kihei
10.0 out of 10, Exceptional, (60 reviews)
"Very nice place that was clean and provided everything we needed for a great vacation. "
United States
Eric
The price is CA $340
CA $774 total
includes taxes & fees
Feb 19 - Feb 20
Winter Avail! Partial Ocean View Condo with pool - just steps from the beach.

COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!

COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
Wailea
9.8 out of 10, Exceptional, (116 reviews)
"Really nice place, had everything we need, great location, easy access to beach, near some nice restaurants, and we were totally surprised by having all the beach chairs and boogie boards, etc....Wonderful place for a vacation."
United States
Brian B.
The price is CA $402
CA $1,010 total
includes taxes & fees
Mar 9 - Mar 10
COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!

OWNER HOST. Maui's BEST- DIRECT OCEAN FRONT Longest Sandy Beach on Maui!

OWNER HOST. Maui's BEST- DIRECT OCEAN FRONT Longest Sandy Beach on Maui!
North Kihei
10.0 out of 10, Exceptional, (144 reviews)
"We reserved a beach front condo and it was just fabulous!!!! Views day and night. "
United States
Beth Anne B.
The price is CA $443
CA $939 total
includes taxes & fees
Mar 15 - Mar 16
OWNER HOST. Maui's BEST- DIRECT OCEAN FRONT Longest Sandy Beach on Maui!

Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking

Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (169 reviews)
"Desperately needs AC in the bedroom!"
United States
Tami M.
The price is CA $238
CA $695 total
includes taxes & fees
Mar 10 - Mar 11
Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top South Maui Hotel Reviews

Find out more about South Maui

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Maui. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.