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.

4.94 out of 5 average rating, 234 reviews

Stunning Ocean Views - September Specials

*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.

4.98 out of 5 average rating, 212 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.

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, 157 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

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, 280 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.

4.95 out of 5 average rating, 259 reviews

A vibrant sunset casts shades of orange and pink over the ocean, creating a serene atmosphere. Silhouettes of surfers can be seen riding gentle waves, while distant land outlines the horizon. The rocky foreground adds texture, enhancing the tranquil beach scene.

Townhouse in Kihei

Maui Top/sunset/Beaches/Ocean/Sport/Soul Adventure

Maui coffees and teas +Ocean toys :) Hawaiian styled home. Right by Ocean, Feel peace, safe. 2 bedrooms full bath, entire upstairs/ privacy. Full use of kitchen. Clean, cool, comfy, quiet. all U need for amazing retreat/work/event/sport. Top beaches, ssets, calm ocean 1 side, surf other. Snorkel w/turtles/reefs/dolphins/whales/20 turtles sit on our beach. Top eateries, & Park is walking distance from your Maui home. Tennis, Bball, V/pic/ball, outrigger, skate etc.Good VIBES

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, 218 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 18.7% GET and TAT taxes.

A shimmering pool is surrounded by lounge chairs, with palm trees swaying gently nearby. In the background, the ocean sparkles under a clear blue sky, creating a relaxing and inviting atmosphere for guests to enjoy.

4.95 out of 5 average rating, 127 reviews

Full Ocean View 1BR Grnd Floor The Shores of Maui

This space is a beautiful ground unit located within The Shores of Maui Resort in sunny Kihei south Maui. From your lanai, you will have an amazing, un obstructed view of the ocean, in particular, The Cove and Charlie Young Beach, where you can watch the surfers every morning and may even see whales or dolphins! The sunset views from your lanai, or poolside are unobstructed, intimate and spectacular. Walking distance to Kamaole beaches I - II and III

4.92 out of 5 average rating, 221 reviews

High quality furnishings, 2 min walk to beach

Welcome to your "Happy Frog" vacation home in Maui where you will have an unforgettable experience. Fully remodeled with all brand new luxury furnishings just a few years ago, this 750 sqft 2 bed/2 bath beach home will give you the comfort and peace you deserve. Happy Frog vacation home is only 2 mins walking to Maui's arguably the best beach (Charly Young Beach)! When you had enough beach time, you can also enjoy the pool and BBQ stations

A clear view of a swimming pool is presented, surrounded by lounge chairs and tropical greenery. Palm trees frame the scene, with the ocean visible in the background under a bright blue sky dotted with clouds.

4.92 out of 5 average rating, 195 reviews

3BR spacious Condo with Ocean View in top location

Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.

4.93 out of 5 average rating, 122 reviews

The modern kitchen features white cabinetry and a central island with a stove. Light wood flooring extends into the open living area, which includes a comfortable couch and a coffee table. Large windows allow natural light and offer views of greenery outside.

Flat in Kihei

Steps to Charley Young Beach • Remodeled• Pool •AC

Wake up and stroll across to Charley Young Beach - calm waters, sea turtles & iconic Maui sunsets. Fully remodeled 3rd-floor 1BR/1BA in South Kihei with garden & partial ocean views. Queen bedroom w/ AC + Smart TV; living room w/ AC, Smart TV & queen-size sleeper sofa. Fully stocked kitchen, spacious lanai & beach gear. Resort pool, tennis courts & BBQs. Prime walkable location steps to beaches, dining, and Wailea nearby.