35 properties
Browse South Maui Vacation Rentals
South Maui is the island’s sunniest, driest region and it shows.
Book direct and save up to 15%
Free activities with your stay
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Local team in Lahaina
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.
Explore Wailea, Kīhei, and Māʻalaea properties or check out our full Maui vacation rental collection for more options.
At a glance
Homes 69 rentals
Good for Sunshine, calm beaches, snorkeling
Whale season About Dec to Apr
Our office Lahaina
Towns and resort areas
South Maui stays
Available stays
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Bathrooms
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Beds
- .233 Market Street Unit A Wailuku, HI
- .233 Market Street Unit B Wailuku, HI
- .233 Market Street Unit C Wailuku, HI
- .Alaeloa 19 Lahaina, HI
- .Alaeloa 44 Lahaina, HI
- .Eldorado D105 Lahaina, HI
- .Eldorado K100 Lahaina, HI
- .Eldorado K103 Lahaina, HI
- .Hale Halama Kihei, HI
- .Hale Kamaole 109 Kihei, HI
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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
From /nightPick dates to see pricing
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
From /nightPick dates to see pricing
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
From /nightPick dates to see pricing
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
From /nightPick dates to see pricing
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
From /nightPick dates to see pricing
Island Sands 210 1Bedroom Condo Tranquil Oceanfront Getaway for Relaxation and Enjoyment
- Location
- Maalaea
From /nightPick dates to see pricing
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
From /nightPick dates to see pricing
Kamaole Sands 10203 Make Magical Maui Memories at Remodeled Kihei Home Across the Street From Beach Located Near Shops and Eateries
- Location
- Kihei
From /nightPick dates to see pricing
Kuleana
Good to know on the south side
Read the water first
Watch the surf for a few minutes before you go in. Currents change with the tide and the swell, and the calmest water is usually early in the day.
Give wildlife room
Humpback whales winter in these waters from about December through April. If you see a monk seal resting on the sand, Maui residents keep at least 50 feet back.
Protect the reef
South Maui’s near-shore reefs are shallow. Use reef-safe sunscreen, float rather than stand when you snorkel, and leave coral and turtles undisturbed.
Where Is South Maui?
South Maui runs from North Kīhei through Wailea and down to Mākena. 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
Kamaʻole Beach Parks in Kīhei are known for swimmable conditions and lifeguarded access. Wailea Beach and Polo Beach offer soft sand and clear water. Mākena features larger, more open stretches of shoreline with fewer developments nearby.
Dining & Recreation
Kīhei 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.
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.
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 Kamaʻole 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 Māʻalaea 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.