Beachfront holiday rentals in Charley Young Beach

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, 213 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, 158 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

Superhost

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.

4.82 out of 5 average rating, 118 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 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

4.86 out of 5 average rating, 99 reviews

Modern Maui Vista Condo across from Beach in Kihei

Enjoy this comfortable condo at Maui Vista with a tropical view, featuring modern furnishings, comfy King bed in bedroom, granite countertops in the kitchen and bathroom. AC units both in the living room & bedroom. You'll love the feel of this space and you'll have a fun time being within easy walking distance of gorgeous beaches, delicious restaurants and unique food trucks, lively bars, vibrant shopping, mesmerizing surfing, and fun activities!

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, 197 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.

4.96 out of 5 average rating, 143 reviews

A private lanai features a round table with two high-backed chairs, offering panoramic views of the ocean and surrounding coastline. Lush palm trees and sandy beach are visible below, under a bright blue sky with scattered clouds.

Apartment in Wailea

Oceanfront Mana Kai Penthouse..Heaven meets Earth!

Wake up to breathtaking, panoramic north-to-south ocean views from the Mana Kai’s top-floor penthouse level, just steps from Keawakapu Beach—2.75 miles of Wailea’s longest sandy shoreline at your door. Snorkel, swim, paddleboard, body surf, or watch whales from your private 200 sq. ft. lanai. This spacious 2-bedroom, 2-bath oceanfront suite sleeps four, with two king beds and a beautifully updated private bathroom for each bedroom.

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.