
Family-friendly vacation rentals in Kihei
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Kihei

Total vacation rentals
Explore 1,320 vacation rentals in Kihei

Nightly prices starting at
Kihei vacation rentals start at G$14,642 GYD per night before taxes and fees

Verified guest reviews
Over 48,190 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
1,280 properties feature pools

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wi-Fi availability
1,270 of Kihei vacation rentals include wi-fi 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!
Top-rated family-friendly rentals in Kihei
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
Maui Parkshore 114 is located in front of globally-acclaimed beautiful Kamaole Beach Parks. Here you can have fun outdoors, or enjoy and create memorable fun indoors in a very comfortable and home-like setting. New site management keeps the Aloha spirit. Being a ground unit is part of the convenience-- no elevators to ride, stairs to climb, long hallways or long hikes from the beach, or from the car with groceries or after a long day of fun. Maui Parkshore 114 creates that uplifting experience.

Groovy bright condo 2 bed / 2 bath South Kihei
Enjoy our home away from home! Bright Groovy Beach Condo offers you a naturally lit and engaging space to relax with two bedrooms each with their own en suite bathrooms (4th bed is the pull out sofa bed in the living room). Enjoy your morning coffee on the lanai and listen to the birds. Haleakala Shores is located 300 meters from world famous Kamaole Beach III. You are also located within a casual stroll (or snorkel or paddle board) north to Kamaole Beach II, I and finally Charley Young Beach.

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.

Stylish Kihei Condo in Oceanfront Resort Complex
This 2 bed 2 bath home away from home offers everything you need for your Maui vacation and sleeps up to 6. Situated in the Hotel zoned oceanfront Menehune Shores complex, the condo is just steps to the beach and features an oceanfront pool, shuffleboard courts, and acres of grassy lawn. Snorkel with the turtles in the ancient Hawaiian fishpond fronting the property or watch whales while you BBQ on the rooftop deck at sunset. The centrally located condo will have you never wanting to leave.

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.

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.

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.

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. 🌴☀️

3BR spacious Condo with Ocean View in top location
Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.

It's Always Sunny at Kihei Kai Nani!
Step into your own private tropical oasis! This adorable ground floor unit is walking distance to one of the most incredible beaches on Maui with tantalizing turquoise blue waters of the Pacific! This condo boasts an open and airy living space you will love. Enjoy your favorite grilled meals al fresco on the Weber gas BBQ grill and table with seating for four, just steps from your lanai.

Family-friendly Oceanview beach retreat | AC, Pool
Experience island living in our top-floor ocean-view condo in Kihei. Wake to ocean breezes and panoramic views. Recently updated with stylish touches, it offers comfort and charm for all. Enjoy whale watching in season and year round sunsets from the private lanai. Just steps from the beach, it's a serene escape—perfect for couples, friends, or families seeking a memorable Maui getaway.
Popular amenities for Kihei family-friendly rentals
Family-friendly home rentals with a hot tub

Maui is Open - Come Support the Locals

Spacious 2BR + Private Alcove @ Maui Sunset, AC

Ocean View · King & Queen · Pool & Jacuzzi

Spacious garden oasis next to Maui's best beaches!

Beautiful Studio Condo with Partial Ocean View

Ocean View | AC • 2 Baths • Free Parking

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

Luxurious Condo in South Kihei
Family- and pet-friendly home rentals

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB

Ocean View Superior Deluxe - 200

Enjoy paradise living at the THERE Maui House!

Walk to Kam Beach! King Bed, Pools, Pet Friendly.

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Lava Shack | 1BR • 2ACs • 250 Steps to Kam 2 Beach

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

Luxury condo 20 steps from beach/pool/hot tub #103
Family-friendly home rentals with a pool

Mana Kai Palms Oceanfront Condo: Keawakapu Beach

Ocean Front Vibes Maui

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

15 Steps to Beach! 2 Bedroom w/XL Kitchen & Pool!

Oceanfront Mana Kai Penthouse..Heaven meets Earth!

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

Luxury Vacationing Modern Condo Sept Specials $299

StunningReno*Palms in Wailea Condo-Beach*Golf*Pool
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$69,234 GYD | G$68,398 GYD | G$65,679 GYD | G$62,541 GYD | G$60,031 GYD | G$61,704 GYD | G$57,521 GYD | G$53,965 GYD | G$49,573 GYD | G$52,083 GYD | G$57,730 GYD | G$69,444 GYD |
| 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 |
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- Family-friendly rentals Maui County
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- Maui
- Kaanapali Beach
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- Whalers Village
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