South Maui holiday rentals

We found 5,138 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – South Maui

Showing deals for:18 Dec - 25 Dec

Pool
Outdoor dining
Property grounds
Exterior
Exceptional
(177 reviews)

Remodeled Quiet Oceanfront Corner Unit on 3rd Floor at Sugar Beach Resort

Kihei

7% off
AU$3,956
for 7 nights, 1 apartment
AU$565 per night
includes taxes & fees
Remodeled Quiet Oceanfront Corner Unit on 3rd Floor at Sugar Beach Resort
Room
Property grounds
Aerial view of Sugar Beach Resort
Living area
Wonderful
(7 reviews)

Ocean, Mtn, & Reserve View Penthouse 1 BR End Unit Wonderfully Updated!

Kihei

7% off
AU$3,775
for 7 nights, 1 apartment
AU$539 per night
includes taxes & fees
Ocean, Mtn, & Reserve View Penthouse 1 BR End Unit Wonderfully Updated!
Freds South Shore Cantina.. Terrific Taco Tuesday Specials!! Sunsets are GREAT
Surrounded by lush tropical scenery and serenity! Small Peek-a-Boo View
Living area to kitchen and entry
Hale Wailana Resort building
Excellent
(92 reviews)

Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Kihei

7% off
AU$3,661
for 7 nights, 1 apartment
AU$523 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Dining area, kitchen
Granite countertop, living area
Community swimming pool on property
Living area looks out to lanai and lush landscaping
Exceptional
(140 reviews)

Kihei, Maui Ground Floor Tropical Getaway - Across street from beach

Kihei

7% off
AU$2,857
for 7 nights, 1 apartment
AU$408 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Living area with beautiful views from the lanai
Try your golf game and one of Maui's terrific Golf Courses
Beautiful Lanai view
Experience the Hawaiian Culture at the Luau while on island. Concierge Available
Wonderful
(22 reviews)

Pool View from the 2nd floor with the Great Values this Season!!

Kihei

7% off
AU$2,962
for 7 nights, 1 apartment
AU$423 per night
includes taxes & fees
Pool View from the 2nd floor with the Great Values this Season!!
Entrance to the condo
Grand Champions Entrance with Waterfall feature
Renovated kitchen with built in bar
View from the lanai at sunset
Exceptional
(110 reviews)

Escape to Paradise – Your Dream Wailea Getaway Awaits!

Kihei

7% off
AU$6,740
for 7 nights, 1 apartment
AU$963 per night
includes taxes & fees
Escape to Paradise – Your Dream Wailea Getaway Awaits!
Pool Area
Living area
Kitchen overlooks the ocean view
2023 new sofa bed living room
Exceptional
(42 reviews)

Modern, remodeled, ocean views, comfortable and convenient 580 sf

Kihei

7% off
AU$3,520
for 7 nights, 1 apartment
AU$503 per night
includes taxes & fees
Modern, remodeled, ocean views, comfortable and convenient 580 sf
view from lanai over the complex grounds
Property grounds
Living area
Dining
Exceptional
(168 reviews)

Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed

Kihei

8% off
AU$6,894
for 7 nights, 1 apartment
AU$985 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Living Room from Master Bedroom Railing
Lower Swimming Pool
Entry Sign by Kihei Rd
New Kitchen
Exceptional
(95 reviews)

D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.

Kihei

5% off
AU$4,903
for 7 nights, 1 apartment
AU$700 per night
includes taxes & fees
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Terrace/patio
Beach
Property grounds
Private kitchen
Exceptional
(65 reviews)

Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire

Kihei

7% off
AU$2,840
for 7 nights, 1 apartment
AU$406 per night
includes taxes & fees
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
New Kitchen
View from Lanai
Grounds outside our Lanai
Lower Swimming Pool
Exceptional
(59 reviews)

# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach

Kihei

7% off
AU$2,807
for 7 nights, 1 apartment
AU$401 per night
includes taxes & fees
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
The Lanai -- A Place to have a Relaxing Meal or Evening Glass of Wine.
Kihei Akahi's Grounds.  Flowers Everywhere
Flat Screen TV, DVD/VCR Player.  DVDs and VHS Tapes. Books
Upper Pool a Few Steps from the Lanai.
Exceptional
(132 reviews)

Beautiful Maui Home Away from Home

Kihei

7% off
AU$2,449
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Beautiful Maui Home Away from Home
Interior
Living area
Dresser Drawers in bedroom. AC cabinet to the right of TV.
New kitchen with sliding table. Small table position shown. Seats 3 to 5.
Exceptional
(50 reviews)

Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.

Kihei

8% off
AU$5,626
for 7 nights, 1 apartment
AU$804 per night
includes taxes & fees
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Property grounds
Pool
Interior
Outdoor dining
Exceptional
(175 reviews)

Tropical garden setting minutes from the beach! Not a high rise!

Kihei

7% off
AU$2,829
for 7 nights, 1 apartment
AU$404 per night
includes taxes & fees
Tropical garden setting minutes from the beach! Not a high rise!
Exterior detail
Living area
Private kitchen
Amazing pool, hot tub, and BBQ amenities
Exceptional
(126 reviews)

Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach

Kihei

9% off
AU$11,525
for 7 nights, 1 apartment
AU$1,646 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
60 foot "L"-shaped Swimming Pool 81-84ºF  & Hot Tub 102ºF all year long
Property grounds
Pool and hot tub are nestled behind greenery on our lush 5.5 acres
Peaceful grassy lawn to rig your ocean toys, have a picnic, read or snooze
Exceptional
(144 reviews)

🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets

Kihei

7% off
AU$4,791
for 7 nights, 1 apartment
AU$684 per night
includes taxes & fees
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
Common Garden area
Clubhouse pool and hot tub
Kitchen
Kitchen bar view
Exceptional
(10 reviews)

Fully Remodeled Modern Island Style!

Kihei

7% off
AU$10,355
for 7 nights, 1 apartment
AU$1,479 per night
includes taxes & fees
Fully Remodeled Modern Island Style!
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit South Maui

  • Pristine beaches and coastal views: South Maui boasts immaculate sandy shores and stunning ocean vistas perfect for sunbathing and snorkelling.
  • Inviting urban parks: Enjoy leisurely strolls in well-kept parks that offer a blend of nature and relaxation.
  • Outdoor adventures: Engage in water sports and coastal explorations that promise both excitement and tranquillity.
  • Island charm: Experience the laid-back, tropical vibe that defines South Maui's unique character.
  • Family-friendly retreats: From scenic excursions to nature-centric activities, South Maui caters to all ages.

Popular types of accommodation around South Maui

Discover the beauty of South Maui, a tropical paradise known for its stunning beaches, vibrant coral reefs, and lush landscapes. Visitors can explore popular attractions such as the picturesque Wailea Beach and the scenic Makena State Park, perfect for sunbathing and snorkelling. With a variety of holiday rentals including condos, private homes, and apartments, South Maui offers the ideal accommodation for your getaway, ensuring a memorable experience filled with relaxation and adventure.

  • Condos: Popular and contemporary spaces ideal for holidaymakers seeking a modern retreat in South Maui.
  • Private Holiday Homes: Secluded, personalised abodes offering privacy and a home-like ambience for a memorable getaway.
  • Apartments: Comfortable, well-appointed dwellings perfect for an urban holiday in the heart of South Maui.
  • Villas: Elegant, spacious residences providing a touch of luxury and tranquillity for discerning travellers.
  • Cottages: Charming, cosy retreats ideal for a relaxed escape immersed in the local environment.**

Top attractions near South Maui

South Maui offers pristine sandy beaches, inviting urban parks, and charming island vibes perfect for a family holiday. Enjoy a range of outdoor activities such as snorkelling in crystal-clear waters and exploring local coastal attractions. With an emphasis on beachside relaxation and nature-centric experiences, South Maui is an ideal destination for those seeking a blend of adventure and tranquillity on their holiday.

  • Wailea Beach: A stunning stretch of golden sand, Wailea Beach is perfect for sunbathing and swimming, offering a serene atmosphere with breathtaking ocean views and vibrant sunset backdrops.
  • Kamaole Beach Park 3: This family-friendly park features lush greenery, picnic areas, and excellent swimming conditions, making it ideal for outdoor activities and a relaxing day by the sea.
  • Makena Golf Course: Set against a picturesque backdrop, this golf course offers a romantic setting for golfers of all skill levels, complemented by stunning landscapes and ocean vistas.

Things to do recommended for couples

South Maui offers a romantic escape for couples. Enjoy a sunset picnic at Makena Beach, explore the scenic Road to Hana, or indulge in a couples' massage at a luxury resort. Don't forget to take a moonlit stroll along the shoreline, basking in the beauty of the Hawaiian night.

Things to do recommended for families

Families will delight in the pristine sands of Wailea Beach, perfect for sunbathing and swimming. Explore the Maui Ocean Centre, where children can marvel at vibrant marine life, or embark on a scenic hike through the lush trails of Makena State Park for a memorable adventure together.

Things to do recommended for groups

Experience traditional Hawaiian luaus, scenic coastal hikes, and kayaking adventures around South Maui, perfect for groups seeking authentic local encounters.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

Whether you are journeying with a group, as a family, accompanied by your pets, or seeking longer stays, be sure to apply the appropriate filters. Here are some valuable Stayz booking tips for you.

  • Traveling to South Maui with a group: Consider how many bedrooms you'll require, along with amenities like a fully-equipped kitchen or an outdoor area for group gatherings. Thankfully, on Stayz you can filter for all these features and more.
  • Traveling to South Maui with young kids: Traveling with young children can be challenging. You must prioritise their comfort and safety, ensuring they have access to age-appropriate amenities like a private swimming pool. It is also advisable to consider your closeness to family-friendly attractions.
  • Taking your pets with you to South Maui: For many, a family holiday isn’t complete without their four-legged companion. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting South Maui: If you're in search of holiday rentals offering discounts for extended stays of a month or more, you've come to the right place. By utilising the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to consider including features such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near South Maui

South Maui offers a splendid array of experiences for a memorable holiday. With its pristine beaches and captivating outdoor adventures, visitors can enjoy a romantic escape or a family-friendly retreat. Delight in scenic coastal views, leisurely excursions, and the relaxed island atmosphere that makes a trip to South Maui truly enchanting.

  • Maui: Maui is a stunning island known for its spectacular beaches and lush landscapes, located approximately 16km from South Maui. Visitors flock to Maui for its outdoor adventures, scenic vistas, and vibrant culture. Popular activities include playing golf at renowned courses, shopping at local centres, and exploring beautiful bays. The island's local landmarks, such as family-friendly beaches and picturesque coastal areas, provide ample opportunities for relaxation and leisure, making it an ideal destination for nature lovers and families alike.
  • Kihei: Situated around 10km from South Maui, Kihei is a lively city that offers a perfect blend of beach life and outdoor fun. With its stunning coastline, Kihei attracts travellers looking for scenic beauty and recreational activities. Visitors can enjoy golfing at well-maintained courses, shopping for unique souvenirs, and relaxing in urban parks. The city's local attractions, including inviting beaches and picturesque bays, create a vibrant atmosphere that caters to both relaxation and adventure seekers.
  • Wailea: Wailea, located a mere 805m from South Maui, is an upscale neighbourhood renowned for its luxurious ambiance and breathtaking beaches. This area is a haven for those who appreciate outdoor activities and stunning scenery. Wailea boasts excellent golf courses, a variety of shopping options, and access to pristine beaches and bays. With family-friendly spots and tranquil settings, it offers an idyllic environment for both relaxation and recreation, making it a top choice for discerning travellers.

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 January to March, while off-peak times, like August to October 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 HighSlightly High
February70.3°F (21.3°C)Light RainMostly SunnySlightly HighAverage
March70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
April71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
May72.9°F (22.7°C)Light RainMostly SunnyAverageSlightly Low
June73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
July74.8°F (23.8°C)Light RainMostly SunnyAverageAverage
August75.4°F (24.1°C)Light RainMostly SunnySlightly LowAverage
September75.7°F (24.3°C)Light RainMostly SunnySlightly LowSlightly Low
October75.6°F (24.2°C)Light RainMostly SunnySlightly LowSlightly Low
November73.8°F (23.2°C)Light RainMostly SunnyAverageAverage
December71.8°F (22.1°C)Light RainMostly SunnyAverageSlightly High

Booking with Stayz is simple

Are you keen to make the most of your travel budget? One effective way to save is by being flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board provides a convenient area for you to plan new journeys, manage your arrangements, or review and organise your bookings. The properties you’ve saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your South Maui getaway

Learn about the unique charm of South Maui with a stay in a holiday home rental. This city has something for everyone. Wailea Beach and Haleakala National Park are just a couple of the must-see attractions in the area. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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 hoping to find attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that makes South Maui a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Wailea Emerald Golf Course (2.1 mi / 3.3 km)
  • Wailea Gold Golf Course (2.1 mi / 3.4 km)
  • Maui Nui Golf Club (3.7 mi / 6 km)
  • Maui Spa Retreat (12.6 mi / 20.2 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 an adventurous traveller or just want to spend some time taking in the scenery, South Maui is a great place to spend some time outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Beach (22.8 mi / 36.7 km)
  • Wailea Beach (1.1 mi / 1.8 km)
  • Haleakala National Park (17.8 mi / 28.7 km)
  • Ulua Beach (0.7 mi / 1.1 km)
  • Keawakapu Beach North (0.9 mi / 1.4 km)
  • Kamaole Beach Park 3 (1.4 mi / 2.2 km)

Frequently asked questions

What is the best area to stay in South Maui when booking a holiday home?
Wailea is among the most well-liked locations to book a holiday home in South Maui. Searching for some awesome things to do in this destination? Take time to visit Wailea Beach and Keawakapu Beach North.
What is the most popular type of holiday home accommodation in South Maui?
Condos are the most popular kind of holiday home in South Maui, according to our data. Even if you have something a little different in mind, Stayz has properties in loads of shapes and sizes. Take a look at our options to find your perfect pad.
How much does it cost to rent a holiday home in South Maui?
Several things influence how much you pay for a holiday home in South Maui, including the time of year, length of stay and property type. Still, all of our holiday homes have something in common — amazing value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in South Maui?
The average price for a holiday home near the beach in South Maui depends on when you're visiting the area and the size and style of property you're searching for. You can find prices easily and quickly on Stayz by entering your travel dates. Then use our filter tool to select the number of bedrooms and amenities that you need, like a pool, air conditioning and WiFi.
What are popular home amenities in South Maui?
Some of the most popular home amenities people are searching for in South Maui are a stovetop, a microwave oven and a fridge. Whether you're on a trip with your besties, family or even pets, Stayz holiday homes include the best amenities for beginning new traditions with the people that matter most.
Are there large group holiday homes in South Maui?
With 35 holiday homes that can host 10 or more guests in South Maui, you won't have to keep anyone off the invite list. From family holidays to special events like Christmas and birthday parties, Stayz will help you find a large group home to suit the occasion.
What are the top attractions for families in South Maui?
You'll find lots of amazing things to do and see with the family in South Maui, such as:
  • Wailea Beach
  • Makena State Park Beach
  • Kamaole Beach Park
Can I find two-bedroom holiday homes in South Maui?
South Maui has 1 ,580 two-bedroom properties for you to select from. Experience a holiday home with all the privacy and comfort you need at an attractive price on Stayz.
Are there holiday homes with WiFi in South Maui?
Whether you'd like to stay in touch with world events, send a few emails or post a pic to social media, there are 1 ,979 holiday homes with WiFi in South Maui. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How old do you have to be to rent a holiday home in South Maui?
The minimum required age is generally 16, 18 or 21. It can differ from one property to another on Stayz, so look at the rules of your chosen South Maui stay before booking your trip.
How long can I rent a holiday home in South Maui for?
How long you can rent a holiday home in South Maui differs according to the property. Simply enter your chosen travel dates to look at a list of options offering extended stays. With plenty of creature comforts such as laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get somewhere just right to call your home away from home in South Maui.

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