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Vacation rentals with a pool in Charley Young Beach

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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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Top guest favorite
A kitchen area is visible featuring modern cabinetry and a central island with a cooktop. Barstools are arranged around the island. A refrigerator and other appliances are situated nearby, complemented by a bright turquoise wall that adds a pop of color to the space.
Condo in Kihei
4.95 out of 5 average rating, 249 reviews

Maui Vista Ground Floor Across Street From Beach

Location and comfort! Our 1 bedroom, 1 bath ground floor level condo in the perfectly located Maui Vista complex awaits. Our condo has been up and running since 2021 with hundreds of 5 star reviews. We just finished a full bathroom and kitchen remodel, pictures to come. The lanai sits just steps above the pool in a secluded corner of the building. Great BBQ areas and tennis courts. Steps away from the famous Charlie Young Beach. Take the coolers, chairs, and umbrella for perfect beach days.

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, 134 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 modern living space is showcased with a grey sofa and wooden coffee table, complemented by a dining area featuring a rectangular table and high-backed chairs. Large mirrors create a sense of openness, while a kitchen is visible in the background, enhancing the comfortable atmosphere.
Condo in Kihei
4.87 out of 5 average rating, 116 reviews

Great Location! Walk to Everything in South Kihei!

If you want to be close to it all - best beaches, best snorkeling, only surf spot in Kihei, SUP, kayaking, snorkel tours, dinner cruises, shopping, restaurants, nightlife - our recently updated, owner-managed (no dealing with unresponsive property managers) condo is the perfect home away from home for you! Watch humpback whales (Nov-Apr), swim with giant sea turtles, or witness world-famous Maui sunset from 1 of the most beautiful beaches in all of Maui - only 3 1/2 mins from your doorstep!

Guest favorite
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.
Condo in Kihei
4.81 out of 5 average rating, 333 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 favorite
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, 248 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 favorite
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.
Condo in Kihei
4.96 out of 5 average rating, 184 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 favorite
A bright and airy studio space features a spacious bed with layered bedding and a decorative throw. A private lanai with seating is visible through expansive glass doors, providing views of surrounding tropical greenery. The room is equipped with modern comforts, including air conditioning.
Condo in Kihei
4.98 out of 5 average rating, 183 reviews

Steps to Beach, Shops & Dining w Views!

Exquisitely remodeled top floor studio condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches & restaurants and lounge in the multiple pools & hot tubs on property! Everything is recently remodeled and stocked with everything you'll need to feel right at home (including 2 beach chairs and a beach umbrella).

Top guest favorite
Condo in Kihei
4.97 out of 5 average rating, 110 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 favorite
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.
Apartment in Kihei
4.91 out of 5 average rating, 256 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 favorite
Condo 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 favorite
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.
Condo 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 favorite
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.
Condo 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.

Popular amenities for Charley Young Beach rentals with a pool

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