Family-friendly holiday rentals in Kihei

An updated kitchen features wooden cabinets and a polished granite countertop. Stainless steel appliances, including a refrigerator, microwave, and oven, blend seamlessly. A double sink and coffee maker are visible, with a backsplash of small, iridescent tiles adding texture.

4.97 out of 5 average rating, 171 reviews

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens

Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. Please inquire for special rates.

A spacious living area features a light grey sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, accompanied by a textured area rug. A piece of wall art depicting a boat on water is displayed above the sofa, complemented by a floor lamp and a plant on a side table.

4.98 out of 5 average rating, 127 reviews

Spacious garden oasis near Maui's best beaches!

Aloha! Welcome to our beautiful home at Maui Kamaole, an upscale complex located next to Keawakapu Beach and minutes to Wailea. Our condo is perfectly suited for couples and small families wanting space with stylish comfort in a prime location. Relax on a luxurious king-sized bed, sectional sofa w/ a pull-out sleeper, and a pack and play for toddlers! Enjoy the essentials of modern connectivity, a fully stocked kitchen, with two full bathrooms. Soak in paradise on two lush garden patios!

4.99 out of 5 average rating, 137 reviews

An expansive covered lanai features comfortable seating with plush cushions, accented by a decorative table. String lights adorn the ceiling, and panoramic ocean views showcase a vibrant sunset over palm trees and neighboring properties.

Guest suite in Wailea

Sweeping Panoramic Ocean Views - Private Ohana

Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

A private rear deck features a shaded area with tropical foliage and bamboo fencing. Two surfboards and beach gear are neatly stored, along with a round table and colorful chairs for seating. A large black container sits in the corner, adding to the functional outdoor space.

4.93 out of 5 average rating, 387 reviews

•The Maui Beach Villa• Parking at Private Entry•

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.

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, 260 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 scenic view showcases swaying palm trees against a vibrant blue sky, with a glimpse of the ocean in the background. Lush greenery frames a pool area, inviting relaxation, while the buildings provide a residential atmosphere. The beach appears just beyond the manicured lawns.

4.92 out of 5 average rating, 156 reviews

Lovely Oceanfront Condo with pool

Discover Paradise: Lovely Oceanfront Condo with Pool & Unforgettable Views Wake up to the symphony of waves and endless blue horizons in this stunning oceanfront condo, your ideal escape for relaxation, romance, or family adventures. Nestled right on the edge of the beach, this beautifully appointed retreat offers breathtaking panoramic ocean views from your private balcony—perfect for sipping morning coffee as the sun rises over the water or unwinding with a glass of wine at sunset.

A sandy beach stretches along the coastline, framed by tall palm trees swaying gently. Gentle waves lap against the shore, creating a serene atmosphere. In the distance, lush green hills rise under a partly cloudy blue sky, enhancing the natural beauty of the location.

4.99 out of 5 average rating, 147 reviews

Very Comfortable Kamaole Sands Condo Sleeps 4

Very comfortable end unit 1 bedroom condo 2 bathrooms (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new flooring in living room and conveniently located to everything you need, unit is airy and bright with extra windows. The kitchen is well stocked with all the essentials and cooking utensils. A 5 mins walk to the beach and 10-15 mins leisurely stroll to nearby shops and stores. I take my own photos for my unit.

A modern loft interior features a spacious living area with a light grey sectional sofa adorned with various blue and white throw pillows. A simple wooden dining table with teal seating is visible alongside a kitchen with a white island. Large windows allow natural light, and a decorative wall clock adds charm.

4.97 out of 5 average rating, 190 reviews

Live, Love, Loft in Beautiful Maui

Experience the beautiful island of Maui and all its wonder in this modern loft in Central Kihei. You’re just minutes away from stunning beaches, local markets, and some of the best food on island. Nothing feels like you’ve arrived in Maui like the welcoming sand and warm waters of Charlie Young Beach, just across the street. Head down to The Cove to surf or paddle board with the locals. Or simply relax, put on a classic record and enjoy the sunset from the balcony.

A serene view showcases a circular pool surrounded by palm trees and tropical greenery. The backdrop features a cloudy sky over the ocean, with a glimpse of beach access visible. Smaller images highlight the interior amenities, including a modern bathroom and living area with ocean views.

4.9 out of 5 average rating, 328 reviews

Ocean View, 1 minute walk to the beach 2BR/2BA

You'll love this stylish newly renovated condo with stunning ocean view. Enjoy easy walks to everything you desire for the perfect Maui vacation. This truly is the best holiday location on the island. You'll love the neighborhood, the shopping, the beaches, 3 pools, sunsets, restaurants, cafes, bars, turtles & whales! You'll be staying directly opposite the famous Charley Young beach! In the cutest little beach town on island Complementary parking

A resort-style pool area features two adjoining swimming pools, one larger and a separate hot tub. Sun loungers line the perimeter, surrounded by palm trees under a clear blue sky. A multi-story building is visible in the background, showcasing balconies with potted plants.

4.93 out of 5 average rating, 368 reviews

Walk to Beach • FREE Paddleboard • Pools

Walk to the beach in minutes and enjoy a FREE paddleboard during your stay. This spacious Kihei condo features resort pools, beach gear, and a relaxed Maui vibe—perfect for couples or up to 4 guests 800 sq ft ground-floor condo just steps from the sand. Enjoy a pool, hot tub, and nearby pickleball courts. Watch whales (Dec–Apr) , with fast Fioptics 1 Gig Symmetrical Internet, AC, beach gear, parking, and on-site laundry.

4.96 out of 5 average rating, 458 reviews

Home in Wailea

Stunning ocean view, heated pool at home by Wailea

Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

4.96 out of 5 average rating, 174 reviews

Luxury Vacationing Modern Condo June Special $379

JUST RENOVATED THIS BEAUTIFUL CONDO IS BORDERING KIHEI AND WAILEA. THE CONDO BOASTS 17 FT CEILINGS, 1025 sq ft, 4 FRENCH DOORS THAT OPEN OUT TO A DOUBLE BALCONY WITH INCREDIBLE VIEWS OF THE OCEAN AND VOLCANO. TENNIS COURTS, SWIMMING POOL, BOCCE BALL, SHUFFLE BOARD,PUTTING GREEN AND ACROSS THE STREET FROM KEAWAKAPU BEACH. PERFECT FOR A FAMILY VACATION. ***ALL HAWAII STATE TA GE TAXES ARE INCLUDED IN THESE PRICES **

Popular amenities for Kihei family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A serene bedroom is visible, featuring a spacious bed with white linens and a teal accent blanket. A piece of wall art depicting ocean waves enhances the decor. Natural light flows in through a window, and a ceiling fan provides ventilation.

4.98 out of 5 average rating, 167 reviews

Chic Maui Condo Steps From Beach & Ocean

4.85 out of 5 average rating, 137 reviews

Kihei Condo: Steps from Beach & Yummy Eats!

A spacious kitchen area features a dark countertop with a cooking surface, complemented by modern stainless steel appliances. A dining space with a wooden table for four is visible, alongside stylish artwork. Natural light fills the room through a nearby window.

4.94 out of 5 average rating, 131 reviews

Stylish Oceanfront Ground Floor 1BR

A stylish living area is showcased with a large window offering views of the pool and lush gardens. A wooden table displays a pineapple, two glasses, wine, a bottle, a baguette, and cheese. Comfortable seating faces an elaborate artwork on the wall.

4.96 out of 5 average rating, 155 reviews

Valted Ceiling Condo - Beautiful Pool View

A lush tropical landscape is visible, featuring tall palm trees and vibrant green foliage. The ocean can be seen in the distance, framed by a picturesque backdrop of clouds. A winding pathway leads through the manicured grounds, enhancing the serene setting.

4.84 out of 5 average rating, 112 reviews

Kamaole Sands #2-303 OV 1BR/2BA Condo w/Lg Lanai

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.

4.93 out of 5 average rating, 184 reviews

3BR spacious Condo with Ocean View in top location

4.95 out of 5 average rating, 147 reviews

The exterior of the end unit on the second floor is showcased, featuring a light-colored facade with green accents. Lush tropical plants surround the base, and a set of stairs leads to the entrance, providing a sense of privacy.

Flat in Wailea

Private Top-Floor Apartment with Mountain and Ocean Views

A spacious living area features a comfortable gray sofa adorned with tropical-patterned cushions. A wooden coffee table is centered in the room. Large sliding glass doors provide views of palm trees and the ocean, allowing natural light to enhance the inviting atmosphere. A flat-screen TV is mounted on the wall.

4.95 out of 5 average rating, 217 reviews

Refined Oceanfront Vistas

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 139 reviews

The open living area showcases vaulted ceilings and warm wood beams. A modern kitchen island with a marble finish is complemented by stylish pendant lights. A cozy seating area invites relaxation, while large windows offer views of the surrounding landscape, enhancing the bright and airy atmosphere.

Townhouse in Wailea

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

4.89 out of 5 average rating, 550 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.

4.94 out of 5 average rating, 35 reviews

High-Floor Island Surf | AC | Walk to Beach

4.92 out of 5 average rating, 26 reviews

The Lava Shack

A comfortable bedroom features a spacious bed with a patterned decorative pillow. Two bedside lamps provide soft lighting, while a piece of wall art showcases palm leaves. A dresser and a white accent chair are positioned in the room, enhancing the relaxed atmosphere.

4.84 out of 5 average rating, 284 reviews

Cozy Cute Condo | Maui Vista | Walk to The Beach

4.81 out of 5 average rating, 101 reviews

A comfortable living area features a sectional sofa in a deep blue hue, paired with a wooden coffee table. Natural light pours in through multiple windows, illuminating the space. A framed artwork of a woman adds a pop of color to the wall, enhancing the room's inviting charm.

Home in Wailuku

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

A modern kitchen space features a central island with a polished marble countertop. Three decorative pendant lights hang above, providing illumination. The kitchen is equipped with stainless steel appliances and stylish cabinetry, highlighted by a round mirror and wall art depicting Hawaii.

5 out of 5 average rating, 8 reviews

Sugar Beach Bliss 503 - Best Oceanfront Vacay!

A bright living area is showcased with large glass doors offering access to an outdoor space. Comfortable seating is provided by a gray sofa and wicker chairs, accented with blue and patterned cushions. A glass coffee table is placed centrally, complemented by a mounted flat-screen TV.

4.86 out of 5 average rating, 100 reviews

Kamaole Ocean View 7bd 3bth Beach Full AC HOT TUB

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 113 reviews

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.

Apartment in Maalaea

Coastal Dream Oceanfront Condo!

An outdoor dining area features a glass table and white chairs, situated on a balcony with a view of the ocean. Palm trees frame the scene, and distant mountains can be seen across the water, creating a serene coastal atmosphere.

4.91 out of 5 average rating, 139 reviews

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.

4.92 out of 5 average rating, 152 reviews

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

4.95 out of 5 average rating, 111 reviews

A bright, open living area features modern furnishings including a spacious sofa and lounge chairs. Large sliding glass doors provide views of the garden and ocean, while a ceiling fan enhances airflow. A round coffee table sits on a woven rug, complementing the hardwood floors.

Flat in Wailea

A.R.A Retreats: Garden Oasis

4.93 out of 5 average rating, 80 reviews

Modern Luxury Oceanview! Best views in complex!

A serene bedroom features a queen bed adorned with decorative pillows in calming colors. An ocean-themed quilt complements the space, while a tray holding a teal cup and a pink plate rests on the bed. Art depicting a sea turtle and a beach scene decorates the walls.

4.96 out of 5 average rating, 103 reviews

Special $125/night June 22–27- Book Now

An aerial view captures the coastal Menehune Shores complex, showcasing its resort-style architecture alongside the ocean. Lush green lawns extend towards the shore where gentle waves lap against the sandy beach. The backdrop features the expansive landscape of Maui, highlighting both land and sea.

4.99 out of 5 average rating, 141 reviews

Stylish Kihei Condo in Oceanfront Resort Complex

An inviting private balcony features comfortable seating, including a round, woven chair and rattan seats with cushions. A telescope is positioned for views of the ocean and adjacent landscaped garden, showcasing palm trees swaying in the breeze and a glimpse of the heated pool.