
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$14,617 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.

Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Our condo is not suitable for children or infants.

Mana Kai 608: Oceanfront Remod! Modern Surf Vibe
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Manager in Maui, Tracy O'Reilly to take amazing care of you!

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.

Spacious garden oasis next to 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 garden patios!

5 Stars, Chic 2BR/2BA, Steps to Beach - AquaMaui
We are happy to invite you to our beautiful & stylish vacation condo - AquaMaui. Our family is grateful to have experienced the magic of Hawaiian living and we would love others to experience this. Our condo is a 3 minute walk to one of the most beautiful beaches in Maui - Charley Young Beach. The condo has been completely remodeled with luxury furnishings and comes with access to a pool & barbecue grill area. AquaMaui comes with all the amenities that you need to have a great vacation!

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

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.

Ocean View · King & Queen · Pool & Jacuzzi
Wake up to ocean views from your private balcony, then head down to the beach with chairs, umbrellas, and towels we provide. Back at the building, a heated pool and hot tub are waiting when you're ready to unwind. With a king bed in the private bedroom and a queen in the living area, there's comfortable space for the whole family — and a fully stocked kitchen so you're never scrambling for a meal. Downtown Kihei's shops and restaurants are just a 3-minute drive away.

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.

Maui is Open - Come Support the Locals
This beautifully upgraded penthouse condo, with stunning ocean and majestic mountain views, is centrally located in Kihei, which is widely considered to have the best beaches and weather on Maui. World-class restaurants, trendy food truck parks, and favorite local haunts are just a stone's throw away. Do you take advantage of the unlimited number of close-by activities, or just relax on the lanai and enjoy the view? It's your call!

Stunning ocean view Villa, Heated pool, Wailea
Legendary Maui sunsets from your private lanai. Whales splashing offshore in season. A heated pool all your own, tucked into over half an acre of tropical gardens. This artist-designed Victorian-style villa is 5 minutes from Keawakapu Beach and the Shops at Wailea, and made for families, with shallow-end pool steps, a gated lanai, and baby gear ready on arrival. Boutique hotel attention, complete privacy. Your view retreat awaits.

South Maui Guesthouse
This air conditioned very exclusive, private 2-bedroom Guest House is surrounded with lush gardens on a ½ acre property, off the street located in an upscale very private neighborhood (Maui Meadows, above Wailea), yet minutes from the best beaches Maui has to offer. A real Hawaiiian retreat, where you wake up to the sound of birds, not traffic. Permit Number BBKM2018/xxx3 GETxxxxxxxx2801
Popular amenities for Kihei family-friendly rentals
Family-friendly home rentals with a hot tub

Luxurious Condo in South Kihei

Refined Oceanfront Vistas

Amazing views at Oceanfront Studio

Wailea Resort studio suite

StunningReno*Palms in Wailea Condo-Beach*Golf*Pool

Very Comfortable Kamaole Sands Condo Sleeps 4

*Tropical luxury at South Maui Surf Shack*

Ocean View Condo at The Shores of Maui in Kihei
Family- and pet-friendly home rentals

Ocean View - Deluxe Unit #201

Enjoy paradise living at the THERE Maui House!

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB

1BR Kihei Condo, Full Kitchen, Walk to Beach

Surf Rider| Remodel • Ocean View • 350 steps Kam 1

NEW! 1 bed | Walk to town/beach (S. Kihei)

Mermaid Bungalow, cozy and ready for action.
Family-friendly home rentals with a pool

High-end, On Beach, View Balcony, with Pool & BBQ!

Walk to the Beach from a Modern Hideaway

Stylish Kihei Condo in Oceanfront Resort Complex

A.R.A Retreats: Birds Eye View

A little beachy, bohemian slice of paradise

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

It's Always Sunny at Kihei Kai Nani!

Luxury condo • 180° Ocean Views • Steps to Beach
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$69,119 GYD | G$68,284 GYD | G$65,569 GYD | G$62,437 GYD | G$59,931 GYD | G$61,601 GYD | G$57,425 GYD | G$53,875 GYD | G$49,490 GYD | G$51,996 GYD | G$57,634 GYD | G$69,328 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
- Lahaina Beach
- Polo Beach
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- Kapalua Bay Beach
- Honolua Bay
- Big Beach
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