Waterfront holiday rentals in Charley Young Beach

4.96 out of 5 average rating, 188 reviews

Stunning Ocean Views -October Specials $167

*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY** COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANT

4.98 out of 5 average rating, 122 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!

4.99 out of 5 average rating, 124 reviews

Oceanfront Mana Kai Penthouse..Heaven meets Earth!

Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and includes two-bedroom suites on the world-famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

4.96 out of 5 average rating, 166 reviews

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

Come unwind in this newly remodeled 2BD/2BA condo next to the world famous Charley Young/ Kamaole beaches. Gorgeous tropical garden view! Master bedroom has a queen size bed, TV, AC & en-suite bathroom. 2nd bedroom has large closet & its own AC. Spacious living room, with large screen TV & AC, comes with a comfortable couch that also turns into a full-size sleeper sofa. Cozy kitchen is equipped with everything you need to cook & enjoy. The complex features a swimming pool, jacuzzi & BBQ grills.

4.97 out of 5 average rating, 175 reviews

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

Maui's short-term rental phase out: if passed, our home is in the last phase, Dec 2030. We continue renting out until the last day. 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

4.89 out of 5 average rating, 114 reviews

Villa in Kihei

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.

4.93 out of 5 average rating, 323 reviews

Villa in Kihei

Steps from Beach • Park at YOUR Private Back Door

Ground-floor, bottom corner unit across from Cove Beach — close to beach sunset, surf, food trucks and local stores. The only unit with a tandem parking stall right next to your wall and back deck entrance. Step out of your car, walk straight in to your smart lock security door on your own back deck. Fully upgraded with fast Wi-Fi, two AC units, new appliances and a lava rock shower with hot/strong pressure. Sleeps 4 with a master + studio, beach gear, well-stocked kitchen and fresh linens.

4.96 out of 5 average rating, 180 reviews

Renovated Condo | 3 Min Walk to Toes in the Sand!

Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

4.98 out of 5 average rating, 138 reviews

Stunning Ocean Views · Steps to Beach · Comfort

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

4.99 out of 5 average rating, 231 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.

4.96 out of 5 average rating, 216 reviews

Fully remodeled, Ocean View, 3 mins walk to beach

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 and BBQ grills.