
Family-friendly holiday rentals in Kihei
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Kihei
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Beauty & the Beach: Remodel+Ocean Vws! A+ Location
Welcome to Beauty & the Beach ~ Now Open: March/April🤙😎 Beauty & the Beach is hosted by Tracy O’Reilly, a licensed realtor with Airbnb since 2009, earning SUPERHOST status 46+ consecutive times with a proven track record of 1000s of 5-star reviews. OCEAN VIEW, Remodeled, A+ Location, Steps2Beach, Cold AC, directly next door to food truck oasis, Heated Pool w/BBQ Grills!! ~ If your dates aren't available or if you’re traveling with a group, contact Tracy on Airbnb as she manages 16 units.

Stylish garden oasis near Maui's top 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/ memory foam sleeper, and a pack and play for toddlers! Enjoy the essentials of modern connectivity, a fully stocked kitchen, with two full bathrooms. Unwind in paradise on two lush garden patios!

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.

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.

Steps from Beach • Park at YOUR Private Back Door
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.

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.

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)

Tranquil Oceanfront Vistas
Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in magical Maui. Whether you dine out at one of the delicious restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in Maui.

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

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. 🌴☀️

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

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.
Popular amenities for Kihei family-friendly rentals
Family-friendly home rentals with a hot tub

Chic Maui Condo Steps From Beach & Ocean

Luxury Vacationing Modern Condo April Special $375

Spectacular Beachside 2BR+2BA at Maui Kamaole

☀Very Desirable South Kihei | Enlivening Getaway ☀

Luxury Modern 2-Bedroom Condo, Amazing Ocean Views

3 minutes walk to the beach 2BR/2BA Top floor

Modern & Polished Oceanfront Vistas

The Spirit of Aloha-1Bed/1Bath in Tropical Resort
Family- and pet-friendly home rentals

Maui Meadows Ocean View Cottage

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

High-Floor Island Surf | AC | Walk to Beach

Grateful Casita

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

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

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

Ocean View 3 bedroom 3bath Full AC Beach Access
Family-friendly home rentals with a pool

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

Kihei Maui Getaway

Wailea Ekahi Gem |Walk to Beach |May Special!

Tropical Newly Upgraded with CourtyardViews

Walk-Out Kamaole Beach II | Sunset Lanai | Quiet

One Bd ocean view, Budget price, wifi, pool, A206

Steps to Kam I Beach: Enjoy Pickleball & Sauna

*Maalaea Banyans 104* NEW Oceanfront with hot tub!
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £238 | £243 | £238 | £211 | £202 | £208 | £206 | £193 | £178 | £187 | £207 | £249 |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
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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- Family-friendly rentals Maui County
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Ka'anapali Golf Courses
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- Whalers Village
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