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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Guest favourite

Condo in Kihei

4.96 out of 5 average rating, 123 reviews

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

We're in Wailea/South Kihei, NOT in West Maui and NOT impacted by the fire. Steps away from Charley Young Beach right across the condo - a popular swimming and sunset viewing spot Tons of shops, bars and restaurants to the left and right of our place: you will find Rainbow Malls, Cafe Kihei, Maui Fish'n Chips, Maui massage spa, surf school.. The hotel construction nearby is at the final stage, mostly cosmetic, little noise. Spa under maintenance since Dec '23. Rate adjusted down until finish.

Jan. 23 – 30

$951 CAD per night

Guest favourite

Condo in Kihei

4.88 out of 5 average rating, 112 reviews

Peaceful Kihei Condo 1 block from the beach.

Quiet ground level condo in the heart of Maui. This newly renovated unit comes complete with a full kitchen, towels and linens, chairs, and boogie boards. You will have access to 1 parking spot. After a lovely day at the beach, come home to unwind and relax with a beautifully maintained pool and huge mature trees that shade the private, gated, lanai. Our home is within a 5 min walk to Charlie young beach! Live music within walking distance! These are not party condos, quiet time begins at 9pm.

Oct. 23 – 30

$380 CAD per night

Guest favourite

Condo in Kihei

4.94 out of 5 average rating, 156 reviews

Near CharlieYoung Beach w/pickleball, tennis, pool

Resort living in central Kihei across the street from the famous Charley Young Beach! Walkable location. 10 min walk to downtown for food and shopping. Swim in the ocean or any of the 3 pools. Play Tennis on numerous courts. Countless BBQ grills. 100MB Wifi!!!! Large 55" & 43" smart TVs. Enjoy the beach and sun during the day and enjoy the place at night. World-famous Kihei beaches are all around you! 10mins to Wailea, 40mins to Lahaina, and 15mins to Kahului. Enjoy our walkable location!

Jun. 13 – 20

$345 CAD per night

Guest favourite

Apartment in Kihei

4.95 out of 5 average rating, 144 reviews

Location! Tropical King Suite: Steps to Beach

@KarasMauiCondo is a unique space, your barefoot sanctuary the moment you walk through the doors, in South Shore Maui. Welcome to the redefinition of hospitality and rustic splendor. Karas Condo’s close proximity to activities, shops, beaches, dining experiences provides walk ability and convenience. Closet is packed with all the necessities to get outside, explore, and find your Aloha. 🌺 Price DOES NOT INCLUDE Hawaii taxes (GE, TAT, MCTAT) of 17.25%. Mahalos for your interest 🤍🌺

Oct. 20 – 27

$437 CAD per night

Guest favourite

Condo in Kihei

4.96 out of 5 average rating, 166 reviews

A-Z new, Ocean View, 3 mins walk to beach, 3D tour

You've found it! This beautifully renovated 750 sqft 2bd/2ba is your home away from home! This 3rd floor ocean view unit is in the most perfect location - short walking distance to world famous beaches like Charley Young, Cove Park (great for surfing), and Kamaole beaches, grocery stores, amazing restaurants, shopping & night life! Shopping at the Wailea Mall and world class golfing only 2 miles away. The complex also features a swimming pool, hot tub and BBQ grills.

Apr. 27 – May 4

$846 CAD per night

Superhost

Condo in Kihei

4.87 out of 5 average rating, 172 reviews

Stunning 1 Bedroom Suite with Ocean Views

This very spacious 1 bedroom suite has stunning sunset & ocean views from your lanai. You have a full kitchen with dishwasher, washer & dryer. Super cold ACs for hot summer days. Huge TV. Sleeper sofa adds the ability for unit to hold 4. Barn style doors separate the bedroom from living room. I provide all your beach gear (beach chairs, umbrella, snorkel gear) for your use. Best of all is the location!!!! Walking distance to the happening spot in Kihei.

Oct. 29 – Nov. 5

$317 CAD per night

Guest favourite

Condo in Kihei

4.92 out of 5 average rating, 190 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.

Oct. 24 – 31

$317 CAD per night

Guest favourite

Condo in Kihei

4.9 out of 5 average rating, 195 reviews

Fun Updated Ocean View Condo at Maui Vista Resort

This condo at Maui Vista with a view of the ocean off in the distance is comfortable and cozy and situated over the pool area for a great resort-style view. You'll love the feel of this space and you'll have a lovely time being within easy walking distance of scenic beaches, delicious restaurants, lively bars, super shopping, mesmerizing surfing, and fun in paradise! ALL TAXES AND FEES ARE ALREADY INCLUDED IN THE GRAND TOTAL SHOWN HERE ON AIRBNB.

Sep. 14 – 21

$467 CAD per night

Guest favourite

Condo in Kihei

4.93 out of 5 average rating, 207 reviews

Magnificent remodel with ocean View

South Maui, Kihei. Just a 5 minute walk across the street you will have your toes in the soft white sand at one of the nicest beaches in the world. Just put on your flip flops, S.P.F., grab a hat and chair, breathe in the ocean air, listen to the waves, and the songs of tropical birds, and enjoy breathtaking sunsets every night. Location is everything. You will love to stroll this walking town, for great food, bars, shopping and surf lessons.

Jan. 24 – 31

$560 CAD per night

Guest favourite

Condo in Kihei

4.95 out of 5 average rating, 232 reviews

MAUi-LiCiOUS by the Beach!

Come and enjoy a little piece of paradise in Kihei. You'll never want to leave!! Previous guest reviews say it all :-) Affordable, clean, private, fully appointed, updated condo perfect for couples and families. Situated in the Maui Vista condo complex, walking distance to Charley Young Beach, shops, grocery stores and restaurants. ***Please see: "Other Details to Note" Section for very important requirements***

Jan. 19 – 26

$445 CAD per night

Guest favourite

Condo in Kihei

5.0 out of 5 average rating, 211 reviews

Toast the Sunset in a Dreamy Island Penthouse Loft

Steps to one of the most beautiful Beaches in Maui, this Dreamers loft has everything you need to celebrate and enjoy life. Situated perfectly in Kihei’s most popular area, you can walk to surf classes, beaches, parks, great restaurants, local market and much more. Enjoy the beach, pool, play tennis or simply relax at your retreat, our loft has everything you need to make your stay on Maui unforgettable.

Feb. 9 – 16

$1,114 CAD per night

Superhost

Condo in Kihei

4.79 out of 5 average rating, 99 reviews

Your Paradise Awaits at Sunny Kihei Kai Nani!

Step into your own private tropical oasis! This adorable ground floor unit is walking distance to one of the most incredible beaches on Maui with tantalizing turquoise blue waters of the Pacific! This condo boasts an open and airy living space you will love. Enjoy your favorite grilled meals al fresco on the Weber gas BBQ grill and table with seating for four, just steps from your lanai.

Jun. 6 – 13

$296 CAD per night