Beachfront holiday rentals in Charley Young Beach

Silhouetted palm trees frame a golden sunset over the ocean, with the sun partially obscured by clouds. Gentle waves reflect the warm light, and grassy areas are visible in the foreground, contributing to a serene coastal scene.

4.96 out of 5 average rating, 210 reviews

Stunning Ocean Views -March Specials $265

*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

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.

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.

A vibrant rainbow arcs over a tranquil ocean, with gentle waves lapping at a sandy beach. The water reflects shades of blue and turquoise, while soft white foam from the waves meets the shore, creating a serene coastline scene.

4.96 out of 5 average rating, 292 reviews

Beauty & the Beach: Remodel+Ocean Vws! A+ Location

Welcome to Beauty & the Beach ~ Now Open: March/April🤙😎 Beauty & the Beach is hosted by Tracy O’Reilly, a licensed realtor with Airbnb since 2009, earning SUPERHOST status 46+ consecutive times with a proven track record of 1000s of 5-star reviews. OCEAN VIEW, Remodeled, A+ Location, Steps2Beach, Cold AC, directly next door to food truck oasis, Heated Pool w/BBQ Grills!! ~ If your dates aren't available or if you’re traveling with a group, contact Tracy on Airbnb as she manages 16 units

A spacious bedroom features a king bed adorned with a vibrant blue and white floral quilt. Two bedside tables with turquoise lamps flank the bed. Colorful artwork depicting Hawaiian landscapes is displayed above the headboard, complementing the beachy theme.

4.86 out of 5 average rating, 234 reviews

Ocean Bliss: Beach Condo - Walk to Everything!

Amazing Ocean View Designer Condo - Fronting world’s best beaches! Full kitchen, Remodeled, Four Seasons King bed, Huge Ocean Views, huge balcony! Non-smoking bldg. Walk to everything (no car needed!) – food, drinks, surf/sup, dive, beach, snorkeling, skating, playground, volleyball, tennis, basketball and more! Views of the islands, whales! Fastest internet speed. Love posting photos/vids on socials Maui Surf Condo. Check it out :). Construction is completed *Please message for discounts

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.

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

An aerial view showcases the Kihei coastline with sandy shores and gentle waves. The image captures surfers and paddleboarders enjoying the water, with lush greenery lining the beach. The clear blue sky is dotted with soft clouds, enhancing the serene tropical atmosphere.

4.84 out of 5 average rating, 108 reviews

Breathtaking Ocean View in the Heart of the Action

Situated in the heart of Kihei, this newly updated 1 bedroom Island Surf Resort 4th floor condo features a welcoming style that is open and airy. A generous lanai has breathtaking ocean views. Open the gigantic sliding glass door to soak in the sounds of the beach across the street, or keep it closed in quiet, air conditioned comfort as you marvel at the Pacific Ocean’s beauty. It is just steps away from amazing beaches and in the perfect location for enjoying all South Maui has to offer.

A balcony features a small black table set for two, accompanied by two chairs. Lush greenery and palm trees are visible beyond the railing, with a view of landscaped gardens. The sky appears partly cloudy, suggesting a warm day.

4.94 out of 5 average rating, 178 reviews

MauiVista Walkable Across Beach+tennis+pickleball

Walkable - Maui Resort living in central Kihei across the street from famous CharleyYoung Beach! 10 min walk to tons food options and shopping. Swim in the ocean or any of the 3 pools. Play Tennis or Pickleball on 6 courts. 8 BBQ grills. 600MB dedicated Wifi!!! Large 55"& 43" smart TVs. Enjoy the beach and sun during the day and enjoy relaxing at night. World-famous Kihei beaches are all around you! 10mins to Wailea, 40mins to Lahaina, and 15mins to Kahului. Enjoy our walkable location!-

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.

4.97 out of 5 average rating, 156 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

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.

4.99 out of 5 average rating, 252 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.

A clear view of a swimming pool is presented, surrounded by lounge chairs arranged neatly on a stone patio. Lush greenery and palm trees frame the area, with ocean views visible in the distance under a bright blue sky.

4.94 out of 5 average rating, 140 reviews

Newly Remodeled 1bed/1bath, Kihei/Wailea

Aloha, welcome to Hale Kamaole, a beautiful quiet resort across the street from one of Maui's most popular beaches. Only a 3-minute walk to Kamaole park. A place that you can enjoy the incredible sunset. Newly owned one bed/one bath, sleeps up to 4 people w/ a queen-size pull-out couch. Pool/jacuzzi/tennis court and BBQ for family gatherings are available. Cable/WiFi/landline also available. This newly remodeled condo has A/C in the living room and a bedroom to help you stay cool.

A vibrant sunset is captured, displaying hues of orange, pink, and purple blending into the sky. Silhouettes of palm trees frame the scene, with their fronds gently swaying in the breeze. The landscape gently slopes towards distant hills, creating a serene backdrop.

4.82 out of 5 average rating, 204 reviews

Beautiful Ocean View Condo at Maui Vista!

This beautifully designed 2-bedroom, 2-bathroom condo offers stunning ocean views. Located on the top floor, it’s the ideal retreat for families with kids or two couples. Just across the street from Charlie Young Beach and within a 10-minute walk to a variety of dining, shopping, and entertainment options, this is truly one of the best locations in Kihei—and on the island! Plus, the airport is only a 20-minute drive away. The nightly rate includes 14.5% GET and TAT taxes.

A spacious covered lanai is depicted, featuring several white wicker seating options arranged to take in stunning island views. Large windows invite natural light, with tropical palm trees swaying outside and the ocean visible in the distance.