Grand Champions 124 3Bedroom, 2Bathroom, 2nd Floor Wailea Condo with Central AC, Pool, Hot Tub. Perfect for a Family Getaway. Close to Beaches, Restaurants, Shopping, Tennis, Golf
- Location
- Kihei
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Browse South Maui Vacation Rentals
Available stays
Grand Champions 163 Spacious 2Bedroom, 2Bathroom Luxurious Wailea Condo. Ideal Location to Walk to Beach, Tennis, Golf, Fine Dining, Luxury Shopping, and so much more.
- Location
- Kihei
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Grand Champions 179 3Bedroom, 2Bathroom, Corner Unit Set Amidst the 18-Hole Wailea Blue Golf Course. Walk to 5-Star Resorts, Restaurants, and Luxury Shopping at the Shops at Wailea
- Location
- Kihei
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Hale Kamaole 171 Soak in the Sun from Kihei Maui at this 1Bedroom, 1Bathroom, Tropical Island Retreat, Steps from the Pool Short Walk to the Beach!
- Location
- Kihei
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Hale Kamaole 210 NEW LISTING Enjoy Ocean Views from the Lanai of this 1Bedroom,1Bathroom Kihei Condo, Walk to the Beach Steps to the Pool!
- Location
- Kihei
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Island Sands 210 1Bedroom Condo Tranquil Oceanfront Getaway for Relaxation and Enjoyment
- Location
- Maalaea
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Island Surf 306 Gorgeous 1Bedroom Condo with Beautiful Ocean Views. Across the Street from Kalama Beach. Perfect Location for Sunsets and Whale Watching. Steps to Restaurants, Shop
- Location
- Kihei
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Kamaole Sands 10203 Make Magical Maui Memories at Remodeled Kihei Home Across the Street From Beach Located Near Shops and Eateries
- Location
- Kihei
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Kamaole Sands 1101 Family Vacation Destination at Spacious 2Bedroom, 2Bath Condo in Central Kihei. On-site Pool, Across Street from Beach, Steps to Shops and Dining
- Location
- Kihei
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Kamaole Sands 4413 Remodeled Coastal Style 2 Bedroom, 2 Bathroom Beach Retreat Across the Street from Kamaole III Beach Park in Kihei!
- Location
- Kihei
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Kamaole Sands 5401 Beautifully Updated 2Bedroom Condo Across from the Beach. Modern Beach Chic Decor for a Tropical Retreat to Relax and Recharge with Haleakala and Ocean Views
- Location
- Kihei
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Kamaole Sands 7307 Remodeled 1Bedroom Condo Across the Street from Kamaole III Beach Park at One of the Best Resorts in Maui with Pool, Hot Tubs, Tennis, and More
- Location
- Kihei
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Kamaole Sands 8409 NEW LISTING Enjoy Ocean Views from this 2Bedroom, 2Bathroom Condo, Conveniently Located Within Walking Distance to the Beach!
- Location
- Kihei
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Kanai A Nalu 211 Spectacular Remodeled OceanFront 2Bedroom with Ocean Views of Maalaea Bay. Idyllic Front Row Sunsets and Whale Watching. Year Round Pool
- Location
- Wailuku
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Kauhale Makai 114 Ground Floor 2Bedroom, 2Bathroom Condo with Ocean Views, Pool, and Hot Tub. Just Steps to the Ocean for a Fun Family Winter Vacation
- Location
- Kihei
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Kauhale Makai 131 Island Style Updated 1Bedroom OceanFront Condo. Ground Floor for Easy Year-Round Indoor-Outdoor Living. Tropical Getaway to Relax and Recharge
- Location
- Kihei
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Keawakapu 208 Renovated 2Bedroom Condo with Ocean View From Outdoor Lanai
- Location
- Kihei
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Kihei Akahi C302 Spacious and Clean 2Bedroom Condo to Experience South Maui Breezes From Private Lanai with AC and Pool for Next Family Tropical Vacation
- Location
- Kihei
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Kihei Akahi C303 NEW LISTING Amazing South Maui Location Across the Steet from the Beach, Steps to the Pool!
- Location
- Kihei
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Kihei Akahi C616 Cozy Condo Across Street From Beach Park with Mountain and Ocean Views. Perfect Location to Walk to Shops, Restaurants, Eateries
- Location
- Kihei
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Kihei Akahi D402 Spacious Hawaiiana Style 2Bedroom Condo Across from Kamaole Beach Park II. Ocean Views with AC and Pool for a Tropical Maui Family Vacation
- Location
- Kihei
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Kihei Alii Kai A207 Renovated, Close to the Beach with Large Breezy Lanai!
- Location
- Kihei
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Kihei Alii Kai C405 Updated 2Bedroom Kihei Condo Across from Kamaole Beach Park II with AC, Pool, Hot Tub. Perfect Vacation Rental for Family and Friends. Walk to Shops and Dining
- Location
- Kihei
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Kihei Garden Estates G207 NEW LISTING Enjoy Lush Garden Views from this 2Bedroom, 2Bathroom Condo Just Steps to the Pool and Hot Tub!
- Location
- Kihei
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South Maui on Maui
South Maui is the island’s sunniest, driest region and it shows. The beaches are consistently pristine, the ocean is often calm and clear, and the warm, dry weather means you can plan beach days with confidence. Wailea brings upscale resort living and championship golf courses alongside some of Maui’s most manicured beaches. Kīhei stretches for miles along a sandy shoreline with an easygoing, local vibe and family-friendly beaches. Māʻalaea sits between them, smaller, quieter, and perfect if you want less bustle without sacrificing beach access.
Your South Maui rental puts you in the heart of the action with a relaxed, easygoing pace. You’ve got excellent restaurants, water sports, snorkeling right off the shore, and that rare Maui luxury of knowing the weather will cooperate. The sunsets here are unforgettable, and the calm mornings are ideal for paddle boarding or just sitting with your coffee. Kīhei vacation rentals range from casual condos to oceanfront homes, while Wailea leans upscale with resort-style amenities. Māʻalaea offers a sweet spot between laid-back and accessible.
Where Is South Maui?
South Maui runs from North Kihei through Wailea and down to Makena. The region sits in one of the island’s driest climate zones, often offering more consistent sunshine than other areas.
Why Guests Choose South Maui
Travelers choose South Maui for reliable beach days and convenience. The area is flatter and more spread out, making it easy to explore multiple beaches, parks, and restaurants within a short drive.
Beaches & Ocean Access
Kama‘ole Beach Parks in Kihei are known for swimmable conditions and lifeguarded access. Wailea Beach and Polo Beach offer soft sand and clear water. Makena features larger, more open stretches of shoreline with fewer developments nearby.
Dining & Recreation
Kihei provides casual cafés, food trucks, and local restaurants, while Wailea is home to oceanfront dining, golf courses, and resort spas. Snorkeling tours, paddleboarding, and seasonal whale watching departures are easily accessible from this region.Good to Know
South Maui offers a mix of resort-style properties and beachfront residences. It is ideal for families, couples, and repeat visitors who prioritize sunshine, beach access, and central island convenience.
Explore Wailea, Kīhei, and Māʻalaea properties or check out our full Maui vacation rental collection for more options.
Frequently Asked Questions about South Maui Vacation Rentals
Which South Maui beach is best for snorkeling?
Wailea and Kīhei both have excellent near-shore snorkeling. Ulua Beach in Wailea and Kamaole Beach III in Kīhei are local favorites. You can snorkel right from your rental in many locations.
Is South Maui more expensive than other areas?
South Maui, particularly Wailea, is considered one of the more premium areas on Maui. Though options in nearby Kīhei and Maaleae can offer more flexibility in price while still being close to the same beaches and attractions.
How far is South Maui from the airport?
About 20 to 35 minutes from Kāhului airport, depending on which part of South Maui. It's a straightforward drive with easy access to the main highway.
What water sports are available in South Maui?
Plenty. Snorkeling, surfing (best in summer), stand-up paddling, kayaking, and whale watching (December-March). Most rentals can arrange equipment or tours through local outfitters.