Waterfront vacation rentals in Charley Young Beach

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Top-rated waterfront rentals in Charley Young Beach

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Top guest favorite
A bright living area is shown, featuring a dark leather sofa and decorative cushions. Large windows provide natural light, with views of palm trees visible outside. Blue curtains frame the windows, and a light wooden TV stand holds a flat-screen television.
Condo in Kihei
4.98 out of 5 average rating, 209 reviews

Wailea/Kihei 2Bed 2bath, Beach Shops steps away

We're on a beautiful beach-front street in Wailea/South Kihei, right across from Kamaole Beach Park, Charley Young Beach, a popular swimming and sunset viewing spot. Steps away from local shops, right next to bars and restaurants: to the left and right of our place, you will find Rainbow Mall, Cafe Kihei, Maui Fish'n Chips, Maui massage spa, surf school and more Maui's short-term rental phase out: if passed, our home is in the last phase, Jan 2031. We continue renting out until the last day.

Guest favorite
A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.
Condo in Maalaea
4.98 out of 5 average rating, 123 reviews

Coastal Dream Oceanfront Condo!

Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

Top guest favorite
The living room features a stylish sofa with soft cushions, complemented by decorative pillows. A light wood table sits in front of the sofa, while a modern floor lamp adds illumination. Artwork hangs on the wall above, and a textured area rug anchors the space.
Condo in Kihei
4.99 out of 5 average rating, 157 reviews

Remodeled Ground Floor| 3 mins walk to Kam I beach

🏖️First row building across the best beaches ♿️Ground floor - no stairs! 🌴Patio➡️Tropical garden 🌸Remodeled in 2024, exterior paint in 2025 - modern nordic vibe inside and out 💠All-tile floors (no carpet!), clean and germ-free 🚿Sparking Spotless bathroom 🍳Fully equipped kitchen 🚗Free parking 🧺Washer & dryer in unit ❄️AC in both living room and bedroom 🛏️King bed +Queen sleeper 🏊‍♀️Salt Water swimming pool 🎾Pickle ball & tennis court 🏖️Beach gears 🛜Fast Wi-Fi 📱24/7 response host

Guest favorite
A private rear deck features a shaded area with tropical foliage and bamboo fencing. Two surfboards and beach gear are neatly stored, along with a round table and colorful chairs for seating. A large black container sits in the corner, adding to the functional outdoor space.
Apartment in Kihei
4.92 out of 5 average rating, 406 reviews

•The Maui Beach Villa• Parking at Private Entry•

We are directly on S. Kīhei rd. across from Cove Beach — Very close to beach, sunset, food trucks and local stores. Villa with a tandem parking stall right next to your unit and private back deck entrance. Step out of your car, walk straight in to your smart lock security door. Fully upgraded with fast Wi-Fi, two AC units, new appliances and a lava rock shower with hot/strong pressure. Sleeps 4 with a duel lift queen and vibrate + studio, beach gear, well-stocked kitchen and fresh linens.

Guest favorite
The kitchen and dining area feature modern appliances and a large wooden table surrounded by a built-in bench. Natural light enters through the window, illuminating the granite countertops and stylish cabinetry, while a beach-themed artwork complements the tropical surroundings.
Home in Kihei
4.88 out of 5 average rating, 120 reviews

Chic Villa 2 | Modern Vibes by the Ocean

Experience an older Hawaiian style charm with a modern twist in this newly remodeled Villa in Kihei. Welcome to 1 Bedroom, 1 Bathroom Villa 2 at Villas by the Cove — a laid-back, beach-chic retreat just across the street from Cove Park and a short 3-minute stroll to Charley Young Beach. This modern villa features a living room with air conditioning, high-speed Wi-Fi, a fully equipped kitchen, a comfortable king bed, a full bathroom with a walk-in shower, a private lanai, and gated parking.

Superhost
An aerial view showcases the Kihei coastline with sandy shores and gentle waves. The image captures surfers and paddleboarders enjoying the water, with lush greenery lining the beach. The clear blue sky is dotted with soft clouds, enhancing the serene tropical atmosphere.
Condo in Kihei
4.82 out of 5 average rating, 117 reviews

Breathtaking Ocean View in the Heart of the Action

Situated in the heart of Kihei, this newly updated 1 bedroom Island Surf Resort 4th floor condo features a welcoming style that is open and airy. A generous lanai has breathtaking ocean views. Open the gigantic sliding glass door to soak in the sounds of the beach across the street, or keep it closed in quiet, air conditioned comfort as you marvel at the Pacific Ocean’s beauty. It is just steps away from amazing beaches and in the perfect location for enjoying all South Maui has to offer.

Guest favorite
Apartment in Kihei
4.96 out of 5 average rating, 116 reviews

Walk to Charley Young Beach | Bright Kihei Oasis

🏝️Your Peaceful Maui Oasis Awaits🏝️ Wake up, pour yourself a cup of coffee, & take a short stroll across the street to Charley Young Beach. Located in the quietest building at Maui Vista, our bright and airy third-floor condo is just steps from South Maui’s beautiful beaches, restaurants, coffee shops, and shopping yet you’ll come home each evening to a peaceful garden-view escape. Whether you’re here to unwind or explore, we know our condo will feel like your home away from home.

Superhost
A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.
Condo in Kihei
4.99 out of 5 average rating, 277 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Guest favorite
Condo in Kihei
4.97 out of 5 average rating, 101 reviews

Top floor, 180 degree ocean view, Fully remodeled!

We are a top super host on Airbnb and just listed this 4th floor, 2bed/2bath in Maui Vista that has been fully remodeled in 2023. You will enjoy this new unit w 180 deg. ocean view and only a 2 min walk to the amazing Charley Young beach. This beautifully remodeled 855 sqft unit. comfortably hosts up to 6 ppl(1 king, 2 twins, 1 queen sofa bed). Master bdr/bath downstairs, Loft bdr/bath upstairs. 2 Twins can be setup as 1 King if requested (for $40 fee).

Guest favorite
A shimmering pool is surrounded by lounge chairs, with palm trees swaying gently nearby. In the background, the ocean sparkles under a clear blue sky, creating a relaxing and inviting atmosphere for guests to enjoy.
Condo in Kihei
4.95 out of 5 average rating, 127 reviews

Full Ocean View 1BR Grnd Floor The Shores of Maui

This space is a beautiful ground unit located within The Shores of Maui Resort in sunny Kihei south Maui. From your lanai, you will have an amazing, un obstructed view of the ocean, in particular, The Cove and Charlie Young Beach, where you can watch the surfers every morning and may even see whales or dolphins! The sunset views from your lanai, or poolside are unobstructed, intimate and spectacular. Walking distance to Kamaole beaches I - II and III

Guest favorite
A clear view of a swimming pool is presented, surrounded by lounge chairs and tropical greenery. Palm trees frame the scene, with the ocean visible in the background under a bright blue sky dotted with clouds.
Condo in Kihei
4.92 out of 5 average rating, 194 reviews

3BR spacious Condo with Ocean View in top location

Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.

Top guest favorite
Condo in Kihei
4.95 out of 5 average rating, 210 reviews

Steps to Beach | Remodeled 2BR | Pool/Hot Tub | AC

Wake up in paradise just steps from Charley Young & Kamaole’s golden sands, where sea turtles and Maui sunsets await. This fully remodeled profesionally cleaned 2BR/2BA South Kihei retreat offers lush garden views, AC in every room with beach gear included! Sip coffee on your private lanai, cook in a fully stocked kitchen, or relax by the pool, hot tub & BBQs - walkable to beaches, dining & everything you love about Maui.

Popular amenities for Charley Young Beach waterfront rentals