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Holiday rentals with a pool in Charley Young Beach

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Top-rated rentals with a pool in Charley Young Beach

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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
4.98 out of 5 average rating, 131 reviews

Ground Floor | Building 1 | Across the Best Beach

❖ Bldg 1 closest to ocean of 3 resort buildings ( 2-3 minutes walking) ❖ Newly remodeled the entire condo ❖ Sparking new & clean bathroom ❖ all NEW furnitures, New strong 2 AC ❖ Ground Floor, no stairs ❖ all tiles flooring , clean and germ-free ❖ 1 FREE parking ❖ washer & dryer in unit ❖ 300+mbps Wifi ❖ beach chairs, cooler, beach umbrella ❖ all photos were taken by IPHONE (photo shows what you will see). ❖ 24/7 response during your stay! Hosted directly by the home owner than 3rd party/agent!

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, 185 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
A welcoming living area features a tan sofa, a round wooden coffee table, and a framed piece of artwork on a textured wall. Natural light enters through sliding glass doors, which lead to a small balcony overlooking green foliage.
Apartment in Kihei
4.92 out of 5 average rating, 250 reviews

1br remodeled ground floor condo near everything

Beautiful remodeled 1 br condo with garden view one block from the beautiful white sands of Charley Young Beach, and in the heart of Kihei town. A block back from S Kihei rd is secret to peace and quiet. Luxury amenities include a gorgeous pool and barbecue area. Shops, businesses, surf schools, sand volley balls courts, 3 beaches and restaurants are all within a short walk, while the resort areas of Wailea and Makena are a short 7 min drive away. Sofa bed is Queen size. Bedroom has King bed

Guest favourite
A sandy beach scene features gently rolling waves meeting the shore. Palm trees sway in the breeze, providing shade to some sunbathers. A few people can be seen enjoying the water, with lush greenery in the foreground enhancing the tropical ambiance.
Apartment in Kihei
4.81 out of 5 average rating, 329 reviews

MAUI IS YOURS! Kihei 1BR Condo-2 blks to beaches.

Tropical island living at a value price. Comfy, not glizty Just 2 blocks to Ocean & 2 great Beaches: Surfing & SUP/board rentals/lessons; and "Charley Young" Beach sand & swimming. Only 4 to 6 blocks to grocery, restaurants & snack eateries. Free reserved parking space. Beach towels/umbrella/beach chairs/cooler included. -->The center courtyard has a pristine pool w/ lounge chairs on the deck and a gas-fired BBQ gazebo. All just a short 25 minute drive south of Kahului Maui airport.

Top guest favourite
A bright living area features sliding glass doors that open to a private lanai with ocean views. Comfortable seating options include a cozy sofa and armchair, complemented by a round coffee table and decorative pillows. Natural light fills the space, creating a welcoming ambiance.
Apartment in Kihei
4.97 out of 5 average rating, 150 reviews

Stunning Ocean Views

Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

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, 241 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 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, 128 reviews

Tropical Maui View

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.

Superhost
A serene ocean view is captured from the private lanai, overlooking the sparkling pool and lush greenery. Gentle waves are visible in the distance, with sailboats gracefully gliding across the horizon. The image showcases a cozy interior corner with a glass-topped table and artistic lamps.
Apartment in Kihei
4.93 out of 5 average rating, 208 reviews

Ocean View 1BR at The Shores of Maui - Super View!

A Superhost will provide you this modern-style upgraded ocean view condo directly across from Cove Park Beach. Located within The Shores of Maui resort in Kihei on sunny South Maui. This condo's lanai is situated above the sparkling pool and hot tub and boasts gorgeous expansive views of the ocean and sunset skies!! Your ocean view overlooks the premiere spot in Kihei for surfers and paddleboarders, to serve as a scenic backdrop for a relaxing vacation.

Guest favourite
A serene view showcases a circular pool surrounded by palm trees and tropical greenery. The backdrop features a cloudy sky over the ocean, with a glimpse of beach access visible. Smaller images highlight the interior amenities, including a modern bathroom and living area with ocean views.
Flat in Kihei
4.91 out of 5 average rating, 312 reviews

Ocean View, 1 minute walk to the beach 2BR/2BA

You'll love this stylish newly renovated condo with stunning ocean view. Enjoy easy walks to everything you desire for the perfect Maui vacation. This truly is the best holiday location on the island. You'll love the neighborhood, the shopping, the beaches, 3 pools, sunsets, restaurants, cafes, bars, turtles & whales! You'll be staying directly opposite the famous Charley Young beach! In the cutest little beach town on island Complementary parking

Top guest favourite
Apartment in Kihei
4.97 out of 5 average rating, 109 reviews

Pickleball, Saltwater Pool, King Bed, AC, Ground

NO GUEST FEES – We Pay Them (taxes and cleaning still apply)! Escape to paradise at Rainbow Island Retreat! This tropical, professionally designed ground-level condo is perfect for couples, families, or groups of 4. Enjoy extra outdoor space, steps from the saltwater pool, tennis/pickleball courts, and Charley Young Beach across the street. Beach and child gear provided for a comfortable, fun, and memorable stay.

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, 253 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.

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, 358 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.

Popular amenities for Charley Young Beach rentals with a pool

Destinations to explore

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  5. Kihei
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