Family-friendly holiday rentals in Kihei

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Top-rated family-friendly rentals in Kihei

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The bright, airy space features a spacious bed with colorful bedding, surrounded by tropical decor on the walls. A comfortable seating area includes a patterned chair and coffee table, while a window allows natural light to illuminate the room. A private lanai is visible through the glass doors.
Apartment in Kihei
4.96 out of 5 average rating, 398 reviews

TTT#2 of 4 Awarded “Best in Maui” Corner Penthouse

***Tracy's Tropical Treasures were NAMED the #1 Vacation Rentals in all of Maui TWICE and #1 in Kihei for FOUR YEARS. I own 4 Tropical Treasures in Maui and have been a SUPERHOST over 46 times! We also made the shortlist of "Radical Businesses in the 50th State" Corner Penthouse! No Resort Fees Guests pay 14% tax NOT 18.712% Only 300 Steps to Beach Free Parking AC Washer/Dryer Fast/Reliable WIFI Pool Hot Tub Tennis BBQ TV/Cable/Streaming Fully Equipped Kitchen Remodeled A+ ALOHA HOSPITALITY!

Top guest favourite
A sandy beach is filled with sunbathers and beachgoers walking along the shoreline. Gentle waves lap at the sand, while distant mountains are visible against a clear blue sky. Palm trees line the beach, providing a tropical backdrop to the scene.
Apartment in Kihei
4.78 out of 5 average rating, 270 reviews

Affordable Maui Accommod. in a HOTEL Zoned Resort

A welcoming 1st floor, one bedroom 723 sq ft condo at Kihei Kai Nani complex across from beautiful Kamaole II beach, in Kihei. It is updated, fully furnished and equipped with full kitchen, Queen size bed (New in 2025 Cooling Casper Foam Mattress) and a fold out Full size sofa-bed. Book with confidence: The Kihei Kai Nani resort has been zoned as a Hotel / Business Resort since it was built in the 70's. It therefore is not impacted by current legislation regarding Short Term Rentals on Maui.

Guest favourite
The image captures a serene view of a landscaped garden area with a central swimming pool. Surrounding palm trees provide shade, and sun loungers are arranged around the pool. The ocean is visible in the background, framed by a clear sky and gentle hills.
Apartment in Kihei
4.93 out of 5 average rating, 362 reviews

Oceanfront Kihei Condo Free SUP & Resort Pools!

This beautifully appointed 800 sq ft ground-floor condo features free paddleboard (a $50/day value) just 200 steps from sand. Enjoy resort-style amenities including a sparkling pool, soothing hot tub, kiddie pool, and pickleball courts nearby. Marvel at whale sightings (Dec-Apr) from your lanai or kitesurfing from shore. Stay productive with blazing 500 Mbps fiber WiFi and unlimited AC. We provide beach gear, parking, aon-site laundry. Our prime Kihei location offers the ultimate Maui escape

Guest favourite
A comfortable living area features a large sofa adorned with decorative cushions, paired with an accent chair and a coffee table. A surfboard is mounted on the wall, while the kitchen area is visible in the background, showcasing modern appliances and bar seating.
Apartment in Kihei
4.83 out of 5 average rating, 163 reviews

Beautiful Maui Beach Condo Steps from the Shore!

Live like a local during your stay at Kihei Bay Vista unit D110. This ground floor unit features a large lanai overlooking the tropical green lawn, mere moments from the sparkling shore! Our private oasis provides you a home away from home with a king sized bed, full bathroom, full kitchen, full size in-unit washer & dryer with a living area that includes a queen size pull out couch for up to 2 extra guests. Prime location near the best beaches and for easily exploring other parts of Maui.

Top guest favourite
A bright living area features sliding glass doors that open to a private lanai with ocean views. Comfortable seating options include a cozy sofa and armchair, complemented by a round coffee table and decorative pillows. Natural light fills the space, creating a welcoming ambiance.
Apartment in Kihei
4.97 out of 5 average rating, 157 reviews

Stunning Ocean Views

Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

Top guest favourite
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.
Apartment in Kihei
4.95 out of 5 average rating, 155 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)

Top guest favourite
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.
Apartment in Kihei
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.

Guest favourite
A spacious kitchen features modern white cabinetry and a large island with quartz countertops. Stainless steel appliances are visible, including an oven and refrigerator. The living area, partially seen in the background, includes a cozy couch and access to a balcony with views of lush greenery.
Apartment in Kihei
4.97 out of 5 average rating, 129 reviews

NEWLY remodeled Modern Maui condo across the beach

Enjoy a relaxing experience at this centrally-located Maui Vista condo, steps from popular Charley Young beach. Located in Building 2 with a nice breeze on the lanai overlooking lush lawn. Beautifully renovated (2021) modern design. This 1 bd 1 bath is located close to many shops and restaurants. Unit is on the 3rd floor (elevator access) w/luxury vinyl flooring. Stocked kitchen has everything you need w/ quartz countertops and large island. Stay cool with 2 AC units!

Superhost
Apartment in Kihei
4.9 out of 5 average rating, 129 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. 🌴☀️

Guest favourite
The open-concept living area features tiled floors and a spacious kitchen, seamlessly connecting to a cozy dining area. Modern appliances and bar seating complement the inviting design. A serene sleeping area showcases a thoughtfully made bed with light linens, while large windows allow natural light to fill the space.
Apartment in Kihei
4.88 out of 5 average rating, 190 reviews

*DIRECTLY Across Beaches*Best Location*South Maui

This sunny ground floor 650 square foot condo is located in the heart of Kihei. The complex (Kihei Kai Nani) boasts beautifully manicured tropical gardens, fruit trees, a large fresh water swimming pool, picnic tables, shuffleboard, an activity pavilion and several BBQs for our guests to use. Enjoy traditional Hawaiian decor, a private lanai and the warm Maui sunlight streaming through the many windows in this beautiful unit.

Top guest favourite
Apartment in Kihei
4.97 out of 5 average rating, 116 reviews

Pickleball, Saltwater Pool, King Bed, AC, Ground

NO GUEST FEES – We Pay Them (taxes and cleaning still apply)! Escape to paradise at Rainbow Island Retreat! This tropical, professionally designed ground-level condo is perfect for couples, families, or groups of 4. Enjoy extra outdoor space, steps from the saltwater pool, tennis/pickleball courts, and Charley Young Beach across the street. Beach and child gear provided for a comfortable, fun, and memorable stay.

Guest favourite
A bright living area is visible, featuring a comfortable sofa and a flat-screen TV. Large sliding glass doors open to a private lanai with views of lush palm trees and distant ocean. Tiled flooring continues throughout the space, complemented by ambient lighting.
Apartment in Kihei
4.9 out of 5 average rating, 299 reviews

Fun Updated Ocean View Condo at Maui Vista Resort

This condo at Maui Vista with a view of the ocean off in the distance is comfortable and cozy and situated over the pool area for a great resort-style view. You'll love the feel of this space and you'll have a lovely time being within easy walking distance of scenic beaches, delicious restaurants, lively bars, super shopping, mesmerizing surfing, and fun in paradise!

Popular amenities for Kihei family-friendly rentals

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Avg. price£236£241£236£209£200£207£205£192£177£185£206£247
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Quick stats about holiday rentals that are family-friendly in Kihei

  • Total holiday rentals

    Explore 1,140 holiday rentals in Kihei

  • Nightly prices starting at

    Kihei holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 44,860 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    1,060 properties feature pools

  • Rentals with dedicated workspaces

    480 properties have a dedicated workspace

  • Wifi availability

    1,120 of Kihei holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kihei rentals

  • 4.8 Average rating

    Kihei stays are highly rated by guests – averaging 4.8 out of 5!

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