Vacation Rentals in South Maui Hawaii

SOUTH MAUI

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

SOUTH MAUI DESTINATIONS

MAUI DESTINATIONS

Map of South Maui

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know the South Maui area.

Vacation Rental Management Companies provide local hospitality, professional rental services, and the very best in rates and availability while managing vacation rentals that are safe for you and your family. They will assist you in finding the perfect rental property for your vacation.


South Maui Hawaii Vacation Rentals

Menehune Shores 606
$329/night
Condo in South Maui Hawaii
2 Beds • 2 Full Baths • Sleeps 6
Vacation Maui

Ho'olei Unit 12-2
$995/night
Condo in South Maui Hawaii
3 Beds • 3 Full Baths • Sleeps 10
Vacation Maui

Grand Champions 179
$320/night
Condo in South Maui Hawaii
3 Beds • 2 Full Baths • Sleeps 8
Maui Paradise Properties

Kihei Ocean Front Hale
$1,195/night
Home in South Maui Hawaii
3 Beds • 3 Full Baths • Sleeps 12
Vacation Maui

WAILEA EKAHI, #19A
$339/night
Condo in South Maui Hawaii
2 Beds • 3 Full Baths • Sleeps 7
Ali'i Resorts

Kihei Akahi C616
$109/night
Condo in South Maui Hawaii
1 Bed • 1 Full Bath • Sleeps 4
Maui Paradise Properties

2 MAKENA SURF RESORT, #F-107
$1,269/night
Condo in South Maui Hawaii
2 Beds • 2 Full Baths • Sleeps 4
Ali'i Resorts

Kauhale Makai 131
$151/night
Condo in South Maui Hawaii
1 Bed • 1 Full Bath • Sleeps 4
Maui Paradise Properties

Kihei Surfside #305
$199/night
Condo in South Maui Hawaii
1 Bed • 2 Full Baths • Sleeps 2
Ali'i Resorts

Kamaole Sands 9-301
$189/night
Condo in South Maui Hawaii
1 Bed • 2 Full Baths • Sleeps 4
Vacation Maui

WAILEA ELUA, #0206
$419/night
Condo in South Maui Hawaii
1 Bed • 2 Full Baths • Sleeps 2
Ali'i Resorts

Wailea Elua #302
$429/night
Condo in South Maui Hawaii
1 Bed • 2 Full Baths • Sleeps 4
Ali'i Resorts

Kihei Akahi Resort Unit C505
$195/night
Condo in South Maui Hawaii
1 Bed • 1 Full Bath • Sleeps 2
Maui Vision Properties

Kihei Surfside #109
$229/night
Condo in South Maui Hawaii
1 Bed • 1 Full Bath • Sleeps 3
Ali'i Resorts

Kauhale Makai 608
$149/night
Condo in South Maui Hawaii
1 Bed • 1 Full Bath • Sleeps 4
Maui Paradise Properties

Maui KAMAOLE, #I215
$219/night
Condo in South Maui Hawaii
2 Beds • 2 Full Baths • Sleeps 4
Ali'i Resorts

Makena Surf Resort #C102
$609/night
Condo in South Maui Hawaii
2 Beds • 2 Full Baths • Sleeps 6
Ali'i Resorts

6 Wailea Elua 908
$649/night
Condo in South Maui Hawaii
2 Beds • 2 Full Baths • Sleeps 5
Ali'i Resorts

Kamaole Sands 4-412
$279/night
Condo in South Maui Hawaii
2 Beds • 2 Full Baths • Sleeps 6
Vacation Maui

The Vista - 2BR Oceanview
Condo in South Maui Hawaii
2 Beds • 1 Full Bath • Sleeps 6
Hawaii Beachfront Condos

Kihei Alii Kai A101
$177/night
Condo in South Maui Hawaii
2 Beds • 2 Full Baths • Sleeps 6
Maui Paradise Properties

Wailea Elua #1601
$469/night
Condo in South Maui Hawaii
1 Bed • 2 Full Baths • Sleeps 4
Ali'i Resorts

Wailea Ekolu 1509
$205/night
Condo in South Maui Hawaii
2 Beds • 2 Full Baths • Sleeps 6
Maui Paradise Properties

Kauhale Makai 114
$175/night
Condo in South Maui Hawaii
2 Beds • 2 Full Baths • Sleeps 6
Maui Paradise Properties



Explore the allure of vacation rentals in South Maui, Hawaii, where a blend of luxury and comfort awaits discerning travelers. With a plethora of options scattered throughout this tropical paradise, each offering its own unique charm and proximity to the island's breathtaking beaches and attractions, finding the ideal accommodation can be an enriching journey in itself. From upscale villas to cozy beachfront condos, the possibilities are endless for those seeking an unforgettable stay in this captivating region. Let's unravel the tapestry of vacation rentals in South Maui and uncover the hidden gems that make this destination a coveted choice for the discerning traveler.

Vacation Rental Options in South Maui

When considering vacation rental options in South Maui, travelers can choose from a variety of locations such as Kihei, Maalaea Bay, Makena, and Wailea, each offering a unique experience in the beautiful Hawaiian setting. Kihei boasts beachfront properties that provide stunning ocean views and easy access to the water. Maalaea Bay offers luxury accommodations for those seeking a more upscale stay, with modern amenities and elegant furnishings. Makena is known for its exclusive beachfront properties, perfect for travelers looking for privacy and tranquility. Wailea stands out with its luxurious accommodations, featuring top-notch services and facilities that cater to the most discerning guests. Each of these locations promises an unforgettable vacation experience in South Maui.

Vacation Rental Managers in South Maui

Vacation rental managers in South Maui oversee a variety of properties, providing guests with a range of accommodation options and personalized services tailored to enhance their vacation experience. These managers play a crucial role in ensuring a smooth and enjoyable stay for visitors. They carefully curate their property selection to cater to different preferences and needs, offering anything from cozy condos to luxurious beachfront villas. In addition to property selection, customer service is a top priority for these managers. They strive to provide exceptional service, addressing any concerns promptly and ensuring guests have a memorable and stress-free vacation. With their expertise and dedication to hospitality, vacation rental managers in South Maui contribute significantly to the overall guest experience.

Benefits of Booking Direct

Booking directly with vacation rental management companies in South Maui offers guests the opportunity to access exclusive benefits and personalized services while avoiding unnecessary fees. When you choose to book directly, you benefit from direct communication with the rental manager, ensuring a smoother booking process and a better understanding of the property. Additionally, cost savings are a significant advantage, as you bypass third-party booking platforms that often charge extra fees. By connecting directly with the management company, you can discuss rates and availability, receive tailored recommendations, and enjoy a more personalized experience. Take control of your vacation by booking directly and experiencing the freedom to tailor your stay to your preferences.

Things to Do in South Maui

Discover a multitude of captivating attractions and activities awaiting you in South Maui, offering a vibrant blend of natural beauty and recreational opportunities for all visitors to enjoy. Engage in a range of beach activities, from snorkeling in the crystal-clear waters to building sandcastles on the pristine shores. Indulge in the local cuisine, with an array of dining options showcasing fresh seafood and traditional Hawaiian dishes. Immerse yourself in the laid-back island lifestyle as you explore charming towns like Kihei and Wailea, where boutique shops and art galleries line the streets. Whether you seek adventure or relaxation, South Maui has something for everyone to savor. Experience the perfect mix of relaxation and excitement in this tropical paradise.

Popular Places to Visit

Nestled in South Maui are a selection of captivating destinations that beckon visitors to explore and immerse themselves in the unique charm and beauty of the region. When visiting South Maui, make sure not to miss these popular places:

  • Kamalii Park: A family-friendly park with playgrounds and picnic areas.
  • Pau Mauka Outfitters: Ideal for outdoor enthusiasts offering guided tours and equipment rentals.
  • Wailea Beach: A stunning beach known for its golden sands and clear waters.
  • Makena State Park: Perfect for nature lovers with its rugged coastline and lava fields.

Each of these destinations offers a different perspective of South Maui, catering to those seeking relaxation or adventure.

Explore Parks and Areas

Amidst the picturesque landscapes of South Maui unfold a tapestry of parks and areas waiting to be discovered by visitors seeking natural beauty and tranquility. South Maui boasts an array of picnic spots perfect for enjoying a leisurely meal surrounded by stunning scenery. From the lush greenery of Kalama Park to the breathtaking views at Makena Beach State Park, there are plenty of options to choose from. Hiking enthusiasts can explore the diverse terrain of Poli Poli Springs State Recreation Area or challenge themselves on the winding trails of Haleakalā National Park. Whether you prefer a relaxing day out with a picnic or an adventurous hike through nature, South Maui's parks and areas offer something for every visitor to enjoy.

Fishing Rentals in South Maui

In South Maui, visitors can find a diverse selection of fishing rentals to enhance their experience exploring the abundant marine life and waters of the region.

  • Deep Sea Adventures: Embark on thrilling deep-sea fishing expeditions.
  • Charter Boats Available: Rent private charter boats for a personalized fishing experience.
  • Professional Guides: Benefit from expert guidance for a successful fishing trip.
  • Equipment Rental: Access top-quality fishing gear for your convenience.

Whether you are a novice angler or a seasoned fisherman, these fishing rentals in South Maui offer the perfect opportunity to engage with the ocean's bounty. Explore the depths, reel in your catch, and create unforgettable memories amidst the stunning aquatic landscapes.

Other Possibilities in the Area

Visitors exploring South Maui beyond fishing rentals can discover a myriad of captivating activities and attractions that showcase the region's natural beauty and cultural charm. South Maui offers a plethora of outdoor activities for adventure enthusiasts, from snorkeling in the crystal-clear waters of Wailea Beach to hiking the scenic trails of Haleakalā National Park. For those seeking a taste of the local cuisine, the area boasts an array of dining options ranging from traditional Hawaiian fare to fusion cuisine that highlights the island's diverse culinary influences. Whether indulging in fresh seafood at a beachfront restaurant or savoring tropical fruits at a farmer's market, South Maui provides a culinary experience that complements its stunning surroundings.

Accessing Vacation Rental Options

Discovering a multitude of vacation rental options in South Maui offers travelers the opportunity to tailor their accommodation to suit their preferences and needs. When accessing vacation rental options, consider the following:

  • Comparing prices: Take advantage of the variety of rentals available to find the best deals.
  • Local recommendations: Seek advice from residents or online forums for insider tips on the most desirable rentals.
  • Direct bookings: Connect directly with rental managers to negotiate rates and secure your ideal vacation spot.
  • Reviews and ratings: Utilize feedback from previous guests to ensure a satisfying experience during your stay.

Frequently Asked Questions

What Are Some Local Dining Recommendations Near the Vacation Rentals in South Maui?

When seeking local cuisine and dining experiences near vacation rentals in South Maui, visitors can indulge in a diverse culinary scene. From fresh seafood delicacies to traditional Hawaiian dishes, there are numerous restaurants offering a taste of the region. Guests can savor unique flavors at beachfront eateries, upscale dining establishments, and charming cafes. With a variety of dining options available, exploring the local food scene is a delightful culinary adventure.

Are There Any Special Events or Festivals Happening in South Maui During the Time of My Stay?

There are various local excursions and cultural activities to enjoy in South Maui during your stay. Additionally, beach parties and live music events are common in the area, providing a vibrant atmosphere for visitors. These events showcase the rich cultural heritage and lively entertainment scene of Maui. Stay connected with local event calendars and community boards to stay updated on any special festivals or events happening during your visit.

Can I Arrange for a Private Chef or Catering Services at the Vacation Rental Properties?

Engage in an elevated culinary experience by arranging for a private chef or catering services at your vacation rental property. Private chefs offer personalized menus and dining experiences tailored to your preferences. Enjoy the convenience of gourmet meals prepared in the comfort of your accommodation, allowing you to savor delicious dishes without leaving your vacation rental. Elevate your stay with exquisite culinary delights and indulge in a unique dining experience during your retreat.

Are There Any Discounts or Promotions Available for Booking Multiple Properties With the Same Vacation Rental Management Company?

When booking multiple properties with the same vacation rental management company, customers can often benefit from group discounts and package deals. Some companies may offer loyalty rewards or referral bonuses for repeat bookings or recommending their services to others. Booking multiple properties under the same management company can streamline the process and potentially provide cost savings or additional perks for customers seeking convenience and savings in their vacation planning.

What Transportation Options Are Available for Getting Around South Maui, Especially for Guests Staying at Vacation Rentals in More Remote Areas?

For guests exploring South Maui, transportation options include public buses for budget-conscious travelers, car rentals for flexibility, and biking for eco-friendly adventures. Additionally, taxi services provide convenience for shorter trips or late-night outings. Public transportation offers a cost-effective way to navigate the area, while car rentals provide autonomy to explore remote locations at leisure. Biking enthusiasts can enjoy scenic routes, immersing in the island's beauty. Taxi services cater to those seeking quick and hassle-free transportation.





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