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Holiday rentals with a pool in Charley Young Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Charley Young Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A clear blue pool is surrounded by palm trees, creating a relaxing atmosphere. Lounge chairs are positioned along the deck, offering spots for sunbathing. Umbrellas provide shade for outdoor dining tables nearby, all with a scenic view of the ocean in the background.
Apartment in Kihei
4.95 out of 5 average rating, 218 reviews

Maui's Best - Wailea Ekahi 47A

Ekahi says it all. Don't come all the way to Maui to stay in a bargain space. Unit 47A is a one bedroom (with sleeper sofa), two-bath renovated on the ground floor. This means a larger lanai than upper units. It also means that when you step off that lanai, you step onto A LOT of grass. Our condo is a 5-minute (barefoot) walk to the most wonderful of all Maui beaches; a ten-minute walk to the shops at Wailea. Restaurants nearby. Convenient yet without the road noise.2067153903 Privacy and peace.

Top guest favourite
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.
Apartment in Kihei
4.97 out of 5 average rating, 190 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.

Top guest favourite
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.
Apartment in Kihei
4.99 out of 5 average rating, 135 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

Top guest favourite
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.
Apartment in Kihei
4.99 out of 5 average rating, 251 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.

Top guest favourite
A dining setting is displayed on a balcony with a platter of fresh fruit, accompanied by glasses and a bottle of olive oil. Lush greenery and tropical plants surround the view, complemented by a bright blue sky and scattered clouds.
Apartment in Kihei
4.96 out of 5 average rating, 186 reviews

Newly Renovated Corner Unit w/ View at Maui Vista

Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

Top guest favourite
A sandy beach stretches along the shoreline, with gentle waves lapping at the shore. Multiple palm trees dot the landscape, and several buildings stand in the distance, showcasing a mix of condos and hotels. Clear blue waters transition to a slightly overcast sky.
Apartment in Kihei
4.91 out of 5 average rating, 135 reviews

Tropical Maui Vista

Have breakfast on the lanai before you hit the beach across the street at Charlie Young beach or a quick tennis match to start the day. In the afternoon, drive to Lahaina, Jaws for big waves, or take all day on the road to Hana. There are so many places to explore. The condo is centrally located and is the perfect hub for your adventures. Head south to Wailea or Makena hitting the beaches along the way. Walk to numerous restaurants and bars for happy hour or live music.

Guest favourite
A cozy living area features a comfortable sofa and a wooden coffee table. A wooden bookshelf holds decorative items and books. A dining set with four chairs complements the space. A flat-screen TV is positioned across from the seating, with a ceiling fan providing airflow.
Apartment in Kihei
4.92 out of 5 average rating, 248 reviews

Beautiful & clean condo w/ excellent location

This condo is marked with special touches to accent the beauty of the location. The condo is beautifully decorated with local and tropical art and furniture. We value cleanliness, comfort, beauty and exceptional service and hospitality. Whenever we have the chance, we escape to our condo and feel the peace and tranquility the space and surrounding location has to offer. We return to our busy lives feeling refreshed and invite you to do the same.

Top guest favourite
A scenic view showcases palm trees swaying gently against a backdrop of the blue ocean and distant mountains. The foreground features lush greenery, while a clear sky enhances the vibrant colors of the landscape.
Flat in Kihei
4.91 out of 5 average rating, 258 reviews

Cozy Central Kihei Condo

Aloha I would love to host you at my cozy place in Kihei! Great Location, Great Views, Great Value! Centrally located and walking distance to beaches, restaurants, shopping and more! Kihei is known for its year round sun and amazing beaches. Make sure you get the most for your money by staying in a residential, well appointed and centrally located condo! This is a 3rd floor unit that requires the use of stairs.

Top guest favourite
Apartment in Kihei
4.96 out of 5 average rating, 113 reviews

Aloha. Ground floor, A little different. AC. W/D.

This condo across the street from Charley Young Beach, restaurants and dining, nightlife, family-friendly activities all within walking distance. You’ll love it because of the location. Right across the street from the beach. This condo is good for couples, solo adventurers, and business travelers. 18000 BTU AC in living room and 6000 BTU Portable AC in bedroom. This will keep you cool. Aloha and Enjoy.

Guest favourite
A modern kitchen is showcased with stainless steel appliances, including a refrigerator and oven. The wood cabinetry complements the granite countertops. A kitchen island with bar seating enhances the space, while pendant lights hang above, illuminating the area. A window provides a view of the outdoors.
Apartment in Kihei
4.89 out of 5 average rating, 363 reviews

In the heart of S Kihei! Across Best Beach!

Say aloha to this beautiful beach side retreat in easygoing Kihei! It's across the street from some of the worlds most famous beaches. Beautiful completely renovated mineral pool and grill area. Everything is in walking distance, restaurants, grocery stores, and surfing lessons. We provide beach chairs, beach umbrellas, coolers, beach towels, there is NO snorkel gear.

Top guest favourite
The lanai features a small round wooden table surrounded by two wooden chairs. Lush greenery and palm trees are visible, along with glimpses of the ocean and surrounding buildings. The sky above is partly cloudy, creating a serene outdoor space.
Apartment in Kihei
4.83 out of 5 average rating, 159 reviews

200 yards from one of the best beaches on Maui.

This Maui Vista condo is on the 3rd floor of a 4 story building. Locally, it is called the quiet building. It is the farthest from the road. It is on the cool side of the building with nice trade winds. It has views of the West Maui Mountains and peek-a-boo ocean views from the lanai. From the entrance side of the condo, you have views of the Haleakala volcano.

Guest favourite
A serene swimming pool is nestled amidst lush tropical landscaping, surrounded by vibrant greenery and blooming flowers. Sun loungers are positioned near a shaded umbrella, inviting relaxation under the clear blue sky.
Apartment in Kihei
4.89 out of 5 average rating, 132 reviews

Gem at Maui Vista | Walk to Charley Young Beach

Experience KIHEI hospitality at its finest! If your dates are unavailable here, check our OTHER listing - Kihei Alii Kai. Our renovated 1BR, 1BA condo features a cozy living room, fully stocked kitchen, queen bed, queen sofa bed, single convertible chair sleeper, and pack 'n play crib. Free internet and calls to US & Canada included.

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