South Maui vacation rentals

We found 5,019 vacation rentals — enter your dates for availability

Vacation rentals with weekly discounts - South Maui

Showing deals for:Sep 19 - Sep 26
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about South Maui

Find out more about South Maui

Why visit South Maui

  1. Stunning Beaches: South Maui boasts beautiful beaches like Makena Beach, perfect for relaxation and water activities.
  2. Outdoor Adventures: Engage in a variety of exciting activities, from snorkeling to hiking scenic trails.
  3. Family-Friendly Excursions: Enjoy experiences suitable for all ages, making it an ideal destination for families.
  4. Romantic Sunsets: Witness breathtaking sunsets that create unforgettable memories with loved ones.
  5. Diverse Accommodations: Choose from cozy condos to charming cottages, ensuring a comfortable stay close to the beaches.

Popular types of accommodation around South Maui

Planning a getaway to South Maui? You've made a great choice! Discover the most popular vacation rentals, including condos, aparthotels, and apartments. Whether you're looking for a Maui Banyan retreat or a cozy South Kihei condo rental, you'll find options that include hot tubs for relaxation after a day of adventure. Dive into your dream vacation and explore the beautiful accommodations waiting for you in South Maui!

  • Condos: The top choice for visitors in South Maui, offering a blend of comfort and stunning views, perfect for relaxing vacations.
  • Apartments: A close second, providing convenient living spaces with essential amenities for travelers seeking a home-like experience.
  • Houses: Ideal for families or groups, these homes offer privacy and ample space for a memorable stay.
  • Villas: Luxurious and spacious, villas are perfect for those looking to indulge in elegance and comfort.
  • Cottages: These quaint accommodations provide a charming and cozy atmosphere, ideal for a peaceful retreat.**

Top attractions around South Maui

South Maui is an ideal destination for outdoor enthusiasts and families, offering stunning beaches, scenic bays, and urban parks. Visitors can indulge in various activities, from adventurous excursions to relaxing spa days. With countless attractions and experiences, South Maui caters to those seeking adventure and leisure alike, ensuring a memorable vacation filled with Maui's natural beauty and vibrant culture.

  1. Wailea Beach: This stunning beach offers soft golden sands and crystal-clear waters, perfect for sunbathing and swimming. Its serene atmosphere is ideal for relaxation, with breathtaking sunsets that create a picturesque backdrop.
  2. Kamaole Beach Park 3: A family-friendly park featuring beautiful sandy shores and picnic areas. It's a great spot for swimming, snorkeling, and enjoying outdoor activities in a vibrant urban setting.
  3. Makena State Park Beach: Known for its clothing-optional policy, this secluded beach has a romantic ambiance. Stunning natural scenery and fewer crowds make it an intimate spot for couples looking to unwind.

Things to do recommended for couples

For a romantic getaway in South Maui, enjoy the charm of MauiWine and Tedeschi Vineyards, both offering delightful entertainment just a short drive away. Indulge in relaxation at Makena Kai Day Spa, where wellness meets tranquility, perfect for couples seeking a serene experience together.

Things to do recommended for families

Experience the family-friendly Maui Fish Pipe, just 3 miles away for aquatic fun. Enjoy wellness at Pilates Maui, located 6 miles away, or unwind in nature at Polipoli Spring State Recreation Area, 7 miles away, perfect for relaxation and outdoor adventures.

Things to do recommended for groups

Explore the Shops at Wailea, just 0.7 miles from South Maui, for a blend of shopping and entertainment. Enjoy a round of golf at Maui Nui Golf Club, 4 miles away, or unwind with craft brews at Maui Brewing Co., also 4 miles away, perfect for a group gathering.

What do I need to keep in mind when booking a vacation around South Maui

When planning your trip, whether you're traveling with a group, family, pets, or looking for extended stays, be sure to use filters that align with your specific priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to South Maui with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group activities. Luckily, Vrbo allows you to filter for these options and many others.
  • Traveling to South Maui with young kids: Traveling with young kids can be quite a task. It’s important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions for a more enjoyable experience.
  • Taking your pets with you to South Maui: For many families, a vacation isn’t truly fulfilling without their furry companions. If that resonates with you, take a look at Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting South Maui: If you're in search of vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around South Maui

South Maui offers a tropical paradise perfect for family vacations and outdoor adventures. Explore the stunning Makena Beach, where golden sands and turquoise waters create a relaxing atmosphere. Enjoy romantic sunsets and family-friendly excursions in this beautiful region, making your Maui vacation unforgettable. With its blend of relaxation and adventure, South Maui is the ideal destination for those seeking a memorable getaway.

  • Kihei: Located approximately 6 miles from South Maui, Kihei is a vibrant coastal city known for its sunny beaches and outdoor activities. Families flock to Kihei for its wide range of family-friendly beaches, perfect for swimming and sunbathing. The area features several golf courses and shopping centers, making it a great spot for both relaxation and recreation. Visitors can enjoy stunning views from local parks and engage in water sports like snorkeling and paddleboarding. Kihei's laid-back atmosphere and beautiful sunsets create an inviting experience for travelers.
  • Wailea: Just half a mile from South Maui, Wailea is an upscale neighborhood that offers a luxurious beach experience. Known for its stunning scenery and beautiful coastline, Wailea is perfect for beachgoers and outdoor enthusiasts alike. Visitors can explore pristine beaches, relax at world-class resorts, or indulge in shopping at upscale boutiques. With golf courses nestled against the backdrop of the ocean, Wailea provides a perfect blend of recreation and relaxation. The picturesque bay and family-friendly beaches make it a top destination for those seeking both adventure and tranquility.
  • Halama Street: Halama Street, situated 3 miles from South Maui, is a charming neighborhood that boasts beautiful beaches and family-oriented activities. This area is ideal for outdoor lovers, with numerous parks and beach access points that cater to families. Halama Street is conveniently located near golf courses and shopping venues, making it easy to enjoy a variety of experiences. The inviting atmosphere and proximity to urban parks provide a perfect setting for picnics, leisurely strolls, or simply soaking in the sun. This neighborhood is a hidden gem for those looking for a relaxing getaway.

Best time to go to South Maui

If you're planning a trip to South Maui, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January70.7°F (21.5°C)Light RainMostly SunnySlightly LowSlightly High
February70.3°F (21.3°C)Light RainMostly SunnySlightly LowSlightly High
March70.3°F (21.3°C)Light RainMostly SunnyAverageSlightly High
April71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
May72.9°F (22.7°C)Light RainMostly SunnyAverageAverage
June73.6°F (23.1°C)Light RainMostly SunnySlightly HighAverage
July74.8°F (23.8°C)Light RainMostly SunnySlightly HighAverage
August75.4°F (24.1°C)Light RainMostly SunnySlightly HighAverage
September75.7°F (24.3°C)Light RainMostly SunnyAverageSlightly Low
October75.6°F (24.2°C)Light RainMostly SunnyAverageSlightly Low
November73.8°F (23.2°C)Light RainMostly SunnySlightly LowSlightly Low
December71.8°F (22.1°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking an extended stay for even greater savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect spot for your next adventure!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. Being the planner truly has its benefits! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on eligible reservations. Sign up today and start enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers a convenient way to plan your trips. You can start new itineraries, pick up right where you left off, or easily manage and organize your travel plans. Any properties you've saved or booked in the past can now be accessed under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Find the perfect vacation rental for your South Maui getaway

Experience the unique character of South Maui with a stay in a vacation home rental. This city has something for everyone. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in South Maui

Are you searching for attractions to visit while you're in town? Venture out of your vacation home and experience everything that makes South Maui a fun spot to vacation. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Wailea Gold Golf Course (2.1 mi / 3.4 km)
  • Maui Fish Pipe (2.6 mi / 4.2 km)
  • Maui Nui Golf Club (3.7 mi / 6 km)
  • The Dunes at Maui Lani (12.1 mi / 19.4 km)
  • Kaanapali Golf Courses (22.5 mi / 36.3 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (22.6 mi / 36.3 km)

Exploring the natural landscape of South Maui

Whether you're looking for adventure or just want to take in the scenery, South Maui is a great place to get out in nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Kaanapali Beach (22.8 mi / 36.7 km)
  • Wailea Beach (1.1 mi / 1.8 km)
  • Mokapu Beach (0.6 mi / 1 km)
  • Ulua Beach Park (0.6 mi / 1 km)
  • Ulua Beach (0.7 mi / 1.1 km)
  • Keawakapu Beach North (0.9 mi / 1.4 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in South Maui?
Condos are the most popular style of vacation rental in South Maui, according to our data. Even if you've got a different idea in mind, Vrbo has vacation homes in all shapes and sizes. Explore our options to find your perfect pad.
How much does it cost to rent a vacation rental in South Maui?
The average price for a vacation rental in South Maui is based on several factors, including length of stay, season and property type. Whether you'd like a sprawling villa with space for the whole family or a quaint cabin ideal for just you and the kids, just add your dates of travel to see stays with terrific value.
How much does it cost to rent a beach house in South Maui?
When you travel and the size and style of the property will determine the cost of your beachside escape. Enter your South Maui travel dates to view your available options on Vrbo. Can't live without a private pool? Use the filters to pick the amenities and features you need.
Are there pet-friendly vacation rentals in South Maui?
Yes. There are. You can choose from eight vacation rentals that allow pets in South Maui. Several of our pet-friendly vacation rentals come with a garden for your furry pal to play around in, special dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.
Are there large group vacation rentals in South Maui?
South Maui has 71 vacation homes that can fit 10 or more people. These properties come with all the space you need to share good times with your nearest and dearest.
What are the top attractions for families in South Maui?
Keeping the kids happy during your South Maui vacation is simple with these fabulous family-friendly attractions:
  • Makena State Park Beach
  • Kamaole Beach Park
  • Wailea Beach

Are there one-bedroom vacation rentals in South Maui?
Yes, South Maui has 1,955 one-bedroom rentals on offer. Typically located in popular areas due to their smaller size, a one-bedroom vacation property is great if you're traveling with your partner or a buddy. And with home comforts like kitchens and more privacy, you'll be able to relax while enjoying this amazing destination.
Can I find two-bedroom vacation rentals in South Maui?
Gather your nearest and dearest and enjoy total privacy and comfort in one of the 1,589 two-bedroom vacation homes South Maui has to offer.
Are there vacation rentals with WiFi in South Maui?
Whether you'd like to keep up with the latest headlines, look over emails or update your social media, there are 2,073 vacation homes with WiFi in South Maui. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in South Maui?
You'll have your pick of 3,565 Vrbo vacation rentals with air conditioning in South Maui offering that gentle, cool breeze and extra comfort level. Enter your preferred dates of travel and then use our filter tool to locate stays with air conditioning.
How old do you have to be to rent a vacation rental in South Maui?
We advise checking with the South Maui vacation home you'd like on Vrbo as age restrictions vary. However, generally it's 16, 18 or 21.
How long can I rent a vacation rental in South Maui for?
It's really down to the South Maui property. To view a list of options offering extended stays, simply enter your dates and number of people into Vrbo's search page. Look forward to having the whole property to yourself, as well as amenities such as air conditioning, a kitchen and a backyard where your little ones can play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in South Maui?
Short break or extended escape, Vrbo has some great deals and discounted options in South Maui to suit your style and your budget. Browse our weekly and monthly discounts on vacation rentals, or see what's just been added with one of our newly listed homes. Whatever you're after, you'll find the ideal place to stay --- at an affordable rate.

More Vacation Rentals ideas

People also search for