Family-friendly holiday rentals in Kihei

A bright living space is highlighted by a large smart TV displaying vibrant fish. Light wood furniture complements a comfortable blue couch, while a wooden dresser and artwork adorn the walls. A cool ceiling fan enhances the modern decor, creating a relaxed atmosphere.

4.92 out of 5 average rating, 145 reviews

Modern Kihei Studio Steps to Beach *Private Lanai*

Welcome to our newly remodeled condo centrally located in South Kihei! We are a licensed property in a Hotel Zoned community, unaffected by the short term rental ban passed by the Maui Council in Bill 9. Book with confidence! Look forward to rolling out of the comfy king sized bed and loading up our beach wagon with some chairs and a cooler for a short walk to the beach. Later on, enjoy some shaded outdoors time in our beautiful private lanai space. Peace, relaxation. You’re going to love Maui!

A modern kitchen and dining area is featured, with light-colored cabinetry and a spacious countertop. Pendant lights illuminate the space. A vibrant mural depicts tropical foliage on the wall. Large glass doors provide views of the lush outdoor area, enhancing the bright atmosphere.

4.94 out of 5 average rating, 114 reviews

☀Very Desirable South Kihei | Enlivening Getaway ☀

☀Aloha & welcome to our Maui Kamaole condo☀ ✪ Video: search for "Very Desirable South Kihei" on youtube ⦿ Elegantly remodeled (2021) ⦿ Ground floor unit steps away from parking/pool ⦿ Lush and serene property w/ amenities (2 pools, hot tub, tennis.) ⦿ Walking distance to fine sand beaches: -Kihei boat landing (5-min) -Kamaole Beach Park III (8-min) ⦿ Perfect central location away from traffic & easy access to: -Wailea shopping center (5-min) -Makena beach (14-min) -Kahului Airport (25-min)

The bedroom features a plank headboard with a spacious bed dressed in soothing seafoam colors. Soft accent pillows adorn the bed, including one that reads 'aloha', while a bedside lamp provides gentle illumination.

4.98 out of 5 average rating, 142 reviews

Tropical Kihei Resort | 3 Min Walk to Beach | A/C

NEW kitchen remodel, new floors & paint! Professionally CLEANED. Plush King size Sealy bed, all new kitchen and bathroom cabinets, stainless steel appliances, full size washer dryer, tile & LV floors throughout. Beautiful furniture, artwork throughout, granite countertops, high end linens, Queen sofa sleeper with 5" FOAM mattress. After the beach relax and enjoy sipping a beverage and lounging on your private lanai overlooking the tropical grounds. A/C units in BOTH the living area & bedroom.

A clear blue pool is surrounded by palm trees, creating a relaxing atmosphere. Lounge chairs are positioned along the deck, offering spots for sunbathing. Umbrellas provide shade for outdoor dining tables nearby, all with a scenic view of the ocean in the background.

4.95 out of 5 average rating, 218 reviews

Maui's Best - Wailea Ekahi 47A

Ekahi says it all. Don't come all the way to Maui to stay in a bargain space. Unit 47A is a one bedroom (with sleeper sofa), two-bath renovated on the ground floor. This means a larger lanai than upper units. It also means that when you step off that lanai, you step onto A LOT of grass. Our condo is a 5-minute (barefoot) walk to the most wonderful of all Maui beaches; a ten-minute walk to the shops at Wailea. Restaurants nearby. Convenient yet without the road noise.2067153903 Privacy and peace.

The image captures a serene beachfront location with clear turquoise waters and a sandy shore. Lush palm trees line the beach, contrasting against the distant green hills and blue sky adorned with soft clouds. The property is indicated by a directional marker, emphasizing its prime location.

4.96 out of 5 average rating, 181 reviews

Makani A Kai A9 romantic beachfront Maui, pool,a/c

Halerentals MAK A9 is a romantic and newly renovated beachfront condo, centrally located for day trips around the island, and off the beaten tourist path. Cool A/C in every room and smart home controls-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo- with fully stocked kitchen, new 75" SmartTV and views of the beach, bay, & Haleakala volcano. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.

4.98 out of 5 average rating, 108 reviews

Coastal Dream Oceanfront Condo!

Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

4.93 out of 5 average rating, 106 reviews

A modern kitchen features sleek cabinetry and stainless steel appliances, including a refrigerator and microwave. A light grey tile backsplash complements the white marble countertop, which hosts a built-in stove. Natural light enters through a small window, enhancing the airy space.

Flat in Kihei

High-end, On Beach, View Balcony, with Pool & BBQ!

Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

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, 251 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 bright sleeping area features a spacious bed adorned with quality linens. Beach-themed decor enhances the atmosphere, with a fan overhead and large windows providing views of the private lanai surrounded by lush greenery. A wooden dresser adds functionality to the space.

4.95 out of 5 average rating, 106 reviews

Steps to Beach, Updated Studio + Pools & Hot Tubs

Walk to Kamaole Beach II in just 3 minutes from this freshly renovated, beachy studio in the heart of Kihei. Enjoy tropical resort vibes with 2 pools, hot tubs, BBQ grills, and tennis courts — all just steps from sand, surf, and sunsets. Relax on your private lanai, stroll to cafés and shops, and enjoy thoughtful touches like A/C, fast Wi-Fi, beach gear, and a king bed. Ideal for couples, solo travelers, or small families seeking comfort and convenience.

A ground floor lanai features comfortable outdoor seating with grey cushions arranged around a wooden coffee table. Lush greenery surrounds the space, and large sliding doors provide a view into the living area, enhancing the connection between indoor and outdoor environments.

4.86 out of 5 average rating, 155 reviews

Hale Kamaole, King Bed, Ocean View, Kamaole Beach!

2-3 min walk to the Kamaole Beach park, one of the most popular beaches on Maui! E Komo Mai to our beautiful remodeled one bedroom ground floor unit which is located in South Kihei at the Hale Kamaole. The Hale Kamaole is located across from the famous Kamaole Beach Park featuring excellent swimming, long sandy beaches and snorkeling or just watching the sunsets. Several restaurants, shopping and beach gear rentals are close by.

An open and light-filled living area is featured, showcasing large glass sliding doors that offer views of lush tropical landscaping. A spacious gray sectional is complemented by a cozy chair, and a neutral area rug anchors the space. Decorative elements include the word "ALOHA" on the wall.

5 out of 5 average rating, 136 reviews

*Tropical luxury at South Maui Surf Shack*

South Maui Surf Shack is a beautifully renovated (Feb 2022) 1-bedroom, 2-bath condo in Maui Kamaole with over 1,050 sq ft of beach-style living. Features include a king bed, queen Murphy bed, and fully stocked kitchen. Located on the Kihei–Wailea border, you’re minutes from Maui’s best beaches, golf, dining, and activities. We’re happy to help make your stay memorable, relaxing, and fun!

Popular amenities for Kihei family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.83 out of 5 average rating, 268 reviews

A coastal scene features rocky shoreline transitioning into gentle waves. Lush greenery and palm trees are visible along the land, contrasting with the blue ocean. The horizon reflects warm light, suggesting a serene atmosphere at sunset. The natural landscape provides a tranquil environment.

Flat in Kihei

Quiet Studio, Great location across from beach

A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.

4.94 out of 5 average rating, 142 reviews

Oceanfront Getaway, Brand New, Steps To Beach

A sandy beach extends along the shoreline, with gentle waves lapping at the water's edge. Palm trees line the background, while distant mountains are visible beneath a clear blue sky, creating a serene atmosphere for coastal walks.

4.89 out of 5 average rating, 106 reviews

Oceanfront and Ground Floor - Steps to the Beach!

A cozy living area is presented with a brown sofa and a white coffee table. Decorative artwork with blue tones adorns the wall. A large area rug features a blend of blue shades, creating a calm ambiance. Natural light is visible through the sliding glass door.

4.85 out of 5 average rating, 156 reviews

Lovely Ocean View Walk to Beach Kihei Studio

The expansive heated pool area is surrounded by palm trees and lush gardens. A tranquil seating area is visible beside the pool, with plenty of lounge chairs arranged nearby. The clear blue sky creates a serene backdrop for relaxation and leisure.

4.92 out of 5 average rating, 119 reviews

Tropical Garden near Beach, Romantic Kids Friendly

A spacious living area is highlighted by large sliding glass doors that provide ocean views and natural light. Comfortable seating is arranged around a wooden coffee table, with decorative cushions enhancing the space. A wall-mounted television offers entertainment options against a neutral backdrop.

4.97 out of 5 average rating, 132 reviews

Modern & Polished Oceanfront Vistas

A bright and airy studio features a spacious bed adorned with stylish white linens and a decorative throw blanket in turquoise. A small nightstand holds a welcome decoration and there are views of tropical greenery visible through the sliding glass doors leading to a private lanai.

4.95 out of 5 average rating, 187 reviews

Chic Maui Studio Steps from Beach & Ocean

A modern kitchen is presented with sleek white cabinetry and quartz countertops. Stainless steel appliances, including a refrigerator, oven, and dishwasher, are installed. Two wooden stools with dark woven seats are positioned at an island, offering a space for casual dining or preparation.

4.88 out of 5 average rating, 218 reviews

Maui Banyan 1BR With View Across from Beach

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 121 reviews

The exterior of a spacious home is framed by lush tropical plants and trees. A charming pathway leads to a welcoming front deck illuminated by soft lighting. Large sliding doors enhance visibility into the interior, where comfortable seating is visible in a cozy living space.

Home in Wailea

Mana Hale Vacation Rental

4.89 out of 5 average rating, 9 reviews

The living room features a comfortable sofa, accent chairs, and a coffee table. Two upholstered ottomans offer additional seating. A large flat-screen TV is mounted on the wall. Sliding glass doors open to outdoor seating, allowing natural light to fill the space.

Flat in Wailea

Paradise! Ground Floor 1BR AC Kamaole lll beach

5 out of 5 average rating, 41 reviews

Guest house in Kihei

Sunflower Suite

4.89 out of 5 average rating, 524 reviews

An open living space features a comfortable bed with soft blue linens, a stylish fold-out loveseat, and a large area rug. A fully equipped kitchen with wooden cabinets and a breakfast bar is visible, complemented by natural light from nearby windows.

Guest suite in Wailuku

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

A living area is depicted with large sliding glass doors that open to a balcony view of the ocean and palm trees. A ceiling fan rotates gently above a comfortable seating arrangement that includes a light-colored sofa and two armchairs. A wooden coffee table is positioned in front.

4.93 out of 5 average rating, 30 reviews

High-Floor Island Surf | AC | Walk to Beach

5 out of 5 average rating, 19 reviews

Home in Kihei

40% off monthly stay! 4 Bed Family Home (Kihei)

A private lanai is showcased with woven seating and a wooden table, offering a view of vibrant green grass that leads to the ocean. Palm trees frame the scene against a clear blue sky, enhancing the relaxing beachside atmosphere.

4.83 out of 5 average rating, 6 reviews

Breathtaking Location-Sugar Beach #129

4.88 out of 5 average rating, 253 reviews

An inviting bedroom features a spacious bed with a patterned blanket. Two framed paintings adorn the light blue walls, and a bedside lamp provides soft illumination. A doorway leads to a bright living area, with natural light visible from additional outdoor access.

Flat in Wailuku

2B/2B Cottage/Cozy/Central/Private/Historic town

Family-friendly home rentals with a pool

A spacious bedroom features a wooden bed with plush bedding in soothing colors. Artwork is displayed above the bed, and large sliding glass doors open to a private lanai, showcasing tropical greenery. Natural light brightens the room, enhancing the tranquil atmosphere.

5 out of 5 average rating, 27 reviews

Tropical Escape to Wailea with Stunning Oceanview

An overview of the resort area is captured, featuring a spacious saltwater pool surrounded by lounge chairs. Lush greenery and palm trees line the space, with clear ocean views in the background. The condo unit is positioned conveniently close to the pool and beach access.

4.92 out of 5 average rating, 132 reviews

Beachfront Resort - Ground floor - Steps to Beach!

4.99 out of 5 average rating, 73 reviews

A modern living area showcases a comfortable gray sofa with decorative pillows, complemented by a round coffee table. A vibrant piece of wall art featuring a whale hangs above the sofa. Two table lamps with blue bases provide soft lighting, enhancing the serene ambiance.

Flat in Kihei

Kihei Maui Getaway

An open living area showcases a comfortable sofa and a textured area rug. A modern kitchen features stainless steel appliances and a granite countertop, complemented by two barstools. Soft lighting from pendant lamps and a nearby floor lamp enhances the inviting ambiance.

4.99 out of 5 average rating, 197 reviews

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

A private patio features a round dining table and two chairs, offering views of palm trees and nearby streets. The ocean is visible in the distance, with vehicles passing along the road. The light-colored flooring complements the outdoor setting.

4.88 out of 5 average rating, 207 reviews

Island Surf #206 Your South Maui Gem is here

A serene ocean view is showcased at sunset, featuring calm waters reflecting warm hues of orange and pink. In the foreground, palm trees gently sway, enhancing the tranquil seascape. The distant landmass reveals a soft silhouette against the colorful sky, creating a peaceful atmosphere.

5 out of 5 average rating, 213 reviews

Cozy Beach Condo Ocean & Mountain View’s

A coastal view features calm turquoise waters alongside a sandy beach. Palm trees are seen in the foreground, with rolling hills and distant buildings framing the landscape. The sky is partly cloudy, allowing for ample natural light over the serene shoreline.

4.95 out of 5 average rating, 148 reviews

Penthouse Island Surf Shack -AC in BR & Living Room

A modern living space is showcased with a grey sofa and wooden coffee table, complemented by a dining area featuring a rectangular table and high-backed chairs. Large mirrors create a sense of openness, while a kitchen is visible in the background, enhancing the comfortable atmosphere.