South Maui Vacation Rentals from $430: Search Short-Term Rentals

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Our top choices for South Maui vacation rentals

Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers

Aston Maui Hill

South Kihei

DARSHAN

$362 nightly

Jun 15 - Jun 16

Total with taxes and fees

Family Apartment, 2 Bedrooms, Balcony, Mountain View (1012) | In-room dining

Kihei Ali'i Kai Condos with Free Parking

South Kihei

Nataliia

$432 nightly

Jun 16 - Jun 17

Total with taxes and fees

Signature Residences at Maui Banyan

South Kihei

Julie

$430 nightly

Jun 13 - Jun 14

Total with taxes and fees

Deluxe Apartment, Partial Ocean View | Balcony

The Residences at Kamaole Sands Resort

South Kihei

Sophie

$476 nightly

Jun 21 - Jun 22

Total with taxes and fees

Elite Apartment, Balcony, Ocean View | Dining room

The Ocean View Residence

South Kihei

John

$452 nightly

Jun 14 - Jun 15

Total with taxes and fees

Lanai & Steps to Beach! Stunning South Maui Condo

North Kihei

$328 nightly

Jun 22 - Jun 23

Total with taxes and fees

Villa, 2 Bedrooms (Ocean View, Sleeps 6 (POL-109)) | Outdoor dining

Polo Beach Club POL-109 by KBM

Wailea

"The property location was exactly what we wanted, easy access to the Wailea beachfront walking path and directly on the beach. We had a great time but if you are considering this place you need to go in with your eyes wide open. It was very pricey for how tired this unit is. It badly needs a full renovation. The tile is from the 1980's, the carpet is gross and crunchy. When we arrived late, it appeared someone had tried to break in the sliding doors and that set off numerous R&M emails...

PAMELA

$7,814 nightly

Jun 26 - Jun 27

Total with taxes and fees

Villa, Multiple Bedrooms (Ocean View, Sleeps 20 (ML-3789)) | Terrace/patio

Grand Champions by KBM

Wailea

Sean

$3,777 nightly

Jun 18 - Jun 19

Total with taxes and fees

Waiohuli Beach Hale Ocean View Condos with Parking

Central Kihei

Eric

$462 nightly

Jun 18 - Jun 19

Total with taxes and fees

Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

Lahaina

Preetika

$614 nightly

Jun 19 - Jun 20

Total with taxes and fees

Aston Kaanapali Shores

Lahaina

Nicole

$303 nightly

Jun 18 - Jun 19

Total with taxes and fees

Napili Village Hotel

Lahaina

Patrick James

$206 nightly

Jun 16 - Jun 17

Total with taxes and fees

Premium Room, 1 King Bed, Oceanfront | View from room

Aston Maui Kaanapali Villas

Lahaina

meryem

$328 nightly

Jun 18 - Jun 19

Total with taxes and fees

Napili Shores Maui by OUTRIGGER

Lahaina

Alison

$302 nightly

Jun 18 - Jun 19

Total with taxes and fees

Beachfront Two Bedrooms | In-room safe, iron/ironing board, free WiFi, bed sheets

Napili Sunset on the Beach

Lahaina

Chris

$281 nightly

Jun 13 - Jun 14

Total with taxes and fees

The Westin Ka'anapali Ocean Resort Villas North

Lahaina

Santosh

$575 nightly

Jun 19 - Jun 20

Total with taxes and fees

Kuleana Club - 504

Lahaina

$398 nightly

Jul 2 - Jul 3

Total with taxes and fees

Kuleana Club - 715

Lahaina

$381 nightly

Jun 13 - Jun 14

Total with taxes and fees

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Lahaina

$1,129 nightly

Jun 26 - Jun 27

Total with taxes and fees

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina

Sevelina Georgieva

$591 nightly

Jun 26 - Jun 27

Total with taxes and fees

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Top South Maui Hotel Reviews

Maui Schooner Resort

10/10 Excellent

"Security could be a little nicer. Had great neighbors until the last night and I am pretty sure the people to our left stepping out on our patio we rude and security told us and the neighbor to keep it down or go inside everyone was talking not really that loud. And that was the only night anything was said. Keep the old crab bags on one side just a suggestion."

Aston Maui Hill

8/10 Good

"Great location and walking distance to beach. We were at 1st floor so we could hear footsteps loud from above. Kids were running above us so it was annoying. Amenities were excellent. It was really nice that they had all these beach equipment such as beach towels, chairs, umbrella, carrying wagon, and body surfboard. It was also great that they had a full size refrigerator, stovetops, utensils, and plenty of dishes & cups. We also enjoyed the clean swimming pool and hot tub and relaxing at balcony. Front desk coffee was very good. Shower pressure was great. It was a perfect size for five of us. I heard that they spray pesticide regularly but I did kill one big cockroach in the kitchen. Cleaning staff did an excellent job of tidying up the beds, empty trash cans, and change towels. Everyone was very friendly and welcoming. Overall, it was great. Our family enjoyed the stay."

Hilton Grand Vacations Club Maui Bay Villas

6/10 Okay

"Although I paid in full, they charged me $35/ day as resort fees they should not have charges. They are not accommodating to extend for couple of hours since our flight is very late at night. Their check out time is 10am which is very early in my opinion. Check in time is 4pm and that is too late again in my opinion."

Maui Coast Hotel

10/10 Excellent

"I had a great stay at this hotel. The pool was very clean, and I really appreciated the drinking water dispensers throughout the property. It was nice to see the hotel encouraging guests to reuse water bottles and reduce plastic waste, both for the environment and to avoid microplastics from bottled water. The location was also convenient, with several good small restaurants nearby. I’d highly recommend renting a car if you stay here, though note that overnight parking is $20, which is a bit inconvenient but understandable for upkeep. The gym was great as well. Overall, I had a very positive experience and would recommend this hotel."

Wailea Beach Resort - Marriott, Maui

6/10 Okay

"It was overpriced facility compared to with neighbor hotels for what this hotel offered, I can’t believe a 5 star resort does not start room service until 5pm , also any kind of request from housekeepers took forever and occasionally forgotten. If you are looking for a luxury and memorable stat this facility is not for you for sure."

Mana Kai Maui- Official Onsite Rental

10/10 Excellent

"We stayed here on our honeymoon, and it was a wonderful experience! The view from our lanai overlooked the ocean, and our room was clean and had AC. The resort is also just a few steps from the beach, which makes it an even better experience!The staff were really friendly, and the BBQ area was clean and easy to use since they get it heated up for you! If you’re looking for a place that’s beautiful, filled with kind people, and has special fuzzy visitors, then look no further! They currently have renovations going on and cannot wait to see how it ends up looking after they are done. Definitely will be back."

Find out more about South Maui

Everything you need to know about South Maui vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Maui vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Maui vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Maui vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Maui. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Maui in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $430 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Maui rentals

At Expedia, we put the best South Maui vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Maui rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Maui vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Maui. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Check prices for these dates

Our top choices for South Maui vacation rentals

Aston Maui Hill

Kihei Ali'i Kai Condos with Free Parking

Signature Residences at Maui Banyan

The Residences at Kamaole Sands Resort

The Ocean View Residence

Lanai & Steps to Beach! Stunning South Maui Condo

Polo Beach Club POL-109 by KBM

Grand Champions by KBM

Waiohuli Beach Hale Ocean View Condos with Parking

The Whaler Resort Kaanapali Beach

Aston Kaanapali Shores

Napili Village Hotel

Aston Maui Kaanapali Villas

Napili Shores Maui by OUTRIGGER

Napili Sunset on the Beach

The Westin Ka'anapali Ocean Resort Villas North

Kuleana Club - 504

Kuleana Club - 715

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Find vacation rentals that suit your style

Top South Maui Hotel Reviews

Maui Schooner Resort

Find out more about South Maui

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