Family-friendly holiday rentals in Kihei

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.

4.94 out of 5 average rating, 100 reviews

Renovated 1BD/1BA | 3 min Walk to Beach | A/C

Come unwind in this 3rd floor completely remodeled 1BD/1BA condo with spacious lanai next to the world famous Charley Young/ Kamaole beaches. Gorgeous garden & partial ocean views! Bedroom has a Queen size bed, TV & its own AC. Open living room, with large screen TV & AC, has a comfortable couch that also turns into a full-size sleeper sofa. Kitchen is equipped with everything you need to cook & enjoy! All beach gear is included. The complex features a swimming pool, tennis courts & BBQ grills.

4.99 out of 5 average rating, 134 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.

4.92 out of 5 average rating, 371 reviews

•Maui BeachVilla• Parking @Your Own 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.

4.91 out of 5 average rating, 105 reviews

FABULOUS SPACIOUS CONDO ACROSS FROM BEACH

This spacious (1050 sq ft) condo is tastefully decorated with Hawaiian art and tropical style furniture for a sense of open space. Large windows in every room provide plenty of light and a partial view of Haleakalā. It is conveniently located 3 min walk away from family friendly Kamaole Beach III & II and at walking distance to restaurants and shops. Guests have access to a private condominium pool. Covered parking is located right below the building. Perfect location for family vacation.

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.

4.93 out of 5 average rating, 143 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 balcony table is set with a bottle of wine and two glasses, overlooking lush palm trees and an ocean view. The space is bright and airy, creating a welcoming atmosphere complemented by a calm beach landscape in the background.

4.96 out of 5 average rating, 156 reviews

Top Floor Ocean Views | Beach & Restaurant Access

As Maui heals, the community welcomes visitors to enjoy this beautiful island. Your presence will be a great way to give back and support local businesses. We are happy to host you :) Views From the Six is a gorgeous sixth-floor, penthouse condo in the perfect location. Enjoy unobstructed oceanfront views, a 2 min walk to the beach, and delicious food options nearby. ★ Panoramic oceanfront views ★ Walk to beach, food trucks, surf school ★ Resort amenities (beach gear, toiletries)

A dining setting is displayed on a balcony with a platter of fresh fruit, accompanied by glasses and a bottle of olive oil. Lush greenery and tropical plants surround the view, complemented by a bright blue sky and scattered clouds.

4.96 out of 5 average rating, 190 reviews

Newly Renovated Corner Unit w/ View at Maui Vista

Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

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, 145 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.

4.89 out of 5 average rating, 131 reviews

Kihei Condo: Steps from Beach & Yummy Eats!

✨ Your Maui Escape Awaits! 🌺 Nestled in the heart of Kihei, our condo is just steps from Kamaole Beach Park—famous for golden sands, calm waters, and stunning sunsets. Stroll to local shops, food trucks, and restaurants, or unwind on your private lanai in true island comfort. With a central location near Haleakalā, the Road to Hana, and Twin Falls (waterfalls), this tranquil retreat is the perfect home base to savor all of Maui’s beauty, flavor, and adventure. 🌴☀️

A vibrant sunset casts shades of orange and pink across the sky, reflecting upon the ocean. Silhouetted palm trees gently sway in the foreground, while lounge chairs are positioned on the beachside terrace, creating a serene coastal atmosphere.

4.99 out of 5 average rating, 109 reviews

Escape to Sugar Beach / Ocean Views

Amazing ocean views and breathtaking sunsets in our upgraded one-bedroom, one-bath, air-conditioned condo. Sugar Beach Resort, is just steps away from the 5-mile white sandy beach. Our beach access is excellent for swimming, snorkeling, windsurfing, kayaking, or just relaxing. Central location to all that Maui has to offer. Our unit sleeps 2, with a Cal king-sized bed with luxury linens and a mattress. Fully stocked kitchen with cookware, utensils, etc.

An inviting lanai features a table and chairs, overlooking the ocean, with tropical palm trees framing the view. Nearby, the serene pool area is surrounded by lush greenery, while a spacious living area showcases a dining table adorned with fresh fruit and a well-equipped kitchen, enhancing the relaxed ambiance.

4.87 out of 5 average rating, 194 reviews

*Last Minute Deal Direct Oceanfront Remodeled Unit

This 1 bedroom, 1 bathroom 732 square foot unit is located just steps from the glittering Pacific Ocean. A water front complex, Kihei Beach Resort is conveniently located, beautifully updated and ideal for your next getaway! It comfortably accommodates up to four people. Take a stroll on the beach, bask in the trade winds or sip your coffee on your over-sized lanai overlooking the ocean. This romantic space will leave you with lifelong memories.

4.96 out of 5 average rating, 455 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

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 patio area is framed by lush palm trees, featuring a round table surrounded by four chairs. Soft sunlight illuminates the scene, highlighting views of the ocean beyond the greenery.

4.97 out of 5 average rating, 105 reviews

*Maui Kamaole Amazing Ocean Views Fab Front Row

4.96 out of 5 average rating, 172 reviews

Luxury Vacationing Modern Condo April Special $369

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, 117 reviews

☀Very Desirable South Kihei | Enlivening Getaway ☀

4.96 out of 5 average rating, 654 reviews

Apartment in Wailea

Wailea Resort studio suite

4.9 out of 5 average rating, 145 reviews

A serene outdoor area features well-maintained green grass and several lounge chairs positioned to face the ocean. A table with decorative items is visible in the foreground, while palm trees sway gently in the breeze against a clear blue sky, providing a view of the distant mountains.

Apartment in Wailuku

Oceanfront Condo with Pool and Jacuzzi

A view from the balcony showcases swaying palm trees against a backdrop of the ocean and partly cloudy sky. Vibrant greenery and blooming flowers add color to the landscape, while parked vehicles are visible in the foreground.

4.95 out of 5 average rating, 237 reviews

Ocean View, Remodeled, XL condo w/ Pool & Jacuzzi!

An aerial view showcases Kihei Garden Estates, highlighting its proximity to the beach, restaurants, and shopping areas. Lush greenery surrounds the complex, with the ocean visible in the background. Clear directional arrows indicate nearby amenities, enhancing the understanding of the location.

4.94 out of 5 average rating, 161 reviews

Close to the beach-2Bd/1Bath Condo-Great Location!

4.94 out of 5 average rating, 144 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

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 57 reviews

The cottage exterior presents a light green facade with a sloped roof, complemented by vibrant flowering shrubs. A private carport is visible beside the entrance, and a shaded seating area is provided under an umbrella on the porch. The scene is surrounded by lush greenery.

Cottage in Wailea

Maui Meadows Ocean View Cottage

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, 13 reviews

A serene sunset is depicted over the ocean, with vibrant hues of orange and yellow radiating from the setting sun. Rays of light extend outward from the sun, casting a gentle glow across the water's surface, creating a tranquil coastal scene.

Cottage in Kihei

Grateful Casita

5 out of 5 average rating, 23 reviews

Home in Kihei

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

4.95 out of 5 average rating, 20 reviews

Luxury condo 20 steps from beach/pool/hot tub #103

4.88 out of 5 average rating, 255 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

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, 96 reviews

Ocean View 3 bedroom 3bath Full AC Beach Access

5 out of 5 average rating, 18 reviews

A living and dining area features large windows allowing natural light to fill the space. Comfortable seating includes a sofa and two armchairs with floral patterns, arranged around a glass coffee table. A dining table with wooden chairs is positioned nearby, offering views of the outdoors.

Home in Kula

Ke Kīhāpai Bed and Breakfast

Family-friendly home rentals with a pool

A comfortable living area features a sectional sofa and a coffee table, creating a relaxed atmosphere. Large sliding glass doors provide views of the ocean and open to the private lanai. A smart TV and a dining set with wicker chairs are also visible, enhancing the cozy space.

5 out of 5 average rating, 16 reviews

Stunning, Modern Oceanview! Beach, Pool, Hot Tub!

A scenic view of the coastline features gentle waves lapping against a sandy beach, framed by lush green grass and palm trees. The image showcases a clear blue sky with scattered clouds, creating a tranquil seaside atmosphere.

5 out of 5 average rating, 76 reviews

With alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr

4.91 out of 5 average rating, 64 reviews

Tropical Newly Upgraded with CourtyardViews

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, 255 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

A balcony view presents serene ocean waters and swaying palm trees. The horizon features distant islands under a clear blue sky. Two white chairs and a small table invite relaxation, complementing the peaceful coastal setting.

4.96 out of 5 average rating, 45 reviews

BeachFront S Kihei Rd~Royal Mauian

5 out of 5 average rating, 13 reviews

Spread Aloha: Ocean Views, Artist Inspired Oasis

A scenic view of a mountainous landscape features wind turbines positioned along the ridge. The foreground includes several palm trees and vibrant greenery, with the ocean visible just beyond. The image captures a calm horizon, blending the natural beauty of the area.

5 out of 5 average rating, 43 reviews

Beautiful Kihei Front Row OCEAN View l Top BEACH

A spacious living area features a round dining table surrounded by woven chairs. A tropical-themed accent wall adds color, while a television is positioned in front of a comfortable seating area. Large sliding doors open to a balcony with views of the outdoors.