Family-friendly vacation 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.

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Top guest favourite
A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.
Condo in Wailea
4.99 out of 5 average rating, 207 reviews

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, right 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 Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

Top guest favourite
The living room features a stylish sofa with soft cushions, complemented by decorative pillows. A light wood table sits in front of the sofa, while a modern floor lamp adds illumination. Artwork hangs on the wall above, and a textured area rug anchors the space.
Condo in Kihei
4.98 out of 5 average rating, 128 reviews

Ground Floor | Building 1 | Across the Best Beach

❖ Bldg 1 closest to ocean of 3 resort buildings ( 2-3 minutes walking) ❖ Newly remodeled the entire condo ❖ Sparking new & clean bathroom ❖ all NEW furnitures, New strong 2 AC ❖ Ground Floor, no stairs ❖ all tiles flooring , clean and germ-free ❖ 1 FREE parking ❖ washer & dryer in unit ❖ 300+mbps Wifi ❖ beach chairs, cooler, beach umbrella ❖ all photos were taken by IPHONE (photo shows what you will see). ❖ 24/7 response during your stay! Hosted directly by the home owner than 3rd party/agent!

Guest favourite
The living area features a comfortable couch and a dining table with bench seating. Natural light filters through the sliding glass doors, showcasing views of a garden outside. A ceiling fan and decorative elements, including a mirror and potted plant, add to the cozy ambiance.
Condo in Kihei
4.95 out of 5 average rating, 173 reviews

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

Come unwind in this newly remodeled 2BD/2BA condo next to the world famous Charley Young/ Kamaole beaches. Gorgeous tropical garden view! Master bedroom has a queen size bed, TV, AC & en-suite bathroom. 2nd bedroom has large closet & its own AC. Spacious living room, with large screen TV & AC, comes with a comfortable couch that also turns into a full-size sleeper sofa. Cozy kitchen is equipped with everything you need to cook & enjoy. The complex features a swimming pool, jacuzzi & BBQ grills.

Top guest favourite
A vibrant rainbow arcs over a tranquil ocean, with gentle waves lapping at a sandy beach. The water reflects shades of blue and turquoise, while soft white foam from the waves meets the shore, creating a serene coastline scene.
Condo in Kihei
4.96 out of 5 average rating, 284 reviews

Beauty & the Beach: Remodel+Ocean Vws! A+ Location

Welcome to Beauty & the Beach ~ Now Open DEC-FEB: Whales! Beauty & the Beach is hosted by Tracy O’Reilly, a licensed realtor with Airbnb since 2009, earning SUPERHOST status 40+ 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.

Guest favourite
A spacious living area features a light grey sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, accompanied by a textured area rug. A piece of wall art depicting a boat on water is displayed above the sofa, complemented by a floor lamp and a plant on a side table.
Condo in Wailea
4.98 out of 5 average rating, 113 reviews

Stylish garden oasis nearby 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/ 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!

Top guest favourite
An aerial view captures the coastal Menehune Shores complex, showcasing its resort-style architecture alongside the ocean. Lush green lawns extend towards the shore where gentle waves lap against the sandy beach. The backdrop features the expansive landscape of Maui, highlighting both land and sea.
Condo in Kihei
4.99 out of 5 average rating, 127 reviews

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.

Top guest favourite
A modern kitchen is shown with sleek gray cabinetry and stainless steel appliances. An island seating area with two wooden stools is present, topped with a decorative tray and two cups. Pendant lights with blue shades illuminate the space, enhancing the open and functional layout.
Condo in Kihei
4.96 out of 5 average rating, 185 reviews

Renovated Condo | 3 Min Walk to Toes in the Sand!

Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

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.
Condo in Kihei
4.98 out of 5 average rating, 144 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 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.
Condo in Kihei
4.99 out of 5 average rating, 237 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Top guest favourite
A bright living area features a comfortable sofa and armchairs, complemented by a coffee table. Large windows offer stunning ocean views, while a dining table and chairs are positioned nearby. A TV sits on a wooden unit, and vibrant artwork adorns the wall.
Apartment in Kihei
4.93 out of 5 average rating, 137 reviews

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

Top guest favourite
A dining table set for four is positioned on the private lanai, surrounded by lush greenery. A bottle of wine sits center stage, accompanied by a plate of fresh fruit and pastries. Bright blue skies provide a serene backdrop.
Condo in Wailea
4.96 out of 5 average rating, 208 reviews

Top 5% Home with King Bed + Steps to Beach & Shops

Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

Superhost
The living area features a modern couch in front of an art piece depicting maps on three canvases. Two chairs are positioned around a coffee table atop a blue area rug. Soft lighting is provided by two lamps on each side of the couch.
Condo in Kihei
4.86 out of 5 average rating, 233 reviews

Walk to Beach XL 1 Bedroom w/Pool & Jacuzzi

This is your perfect getaway place right across the beach! 1 b1 b condo includes fully set up kitchen, dining area and living room, Cal King size bed, full size washer and dryer in the unit(+laundry detergent), TV, beach chairs and cooler, wifi internet, shared jacuzzi and pool. Located in North Kihei across the street from Kalepolepo Beach Park and Turtle Sanctuary. 5 minute drive to stores and shopping. Building is secluded from the road and traffic.

Popular amenities for Kihei family-friendly rentals

When is the best time to visit Kihei?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$443 CAD$453 CAD$443 CAD$393 CAD$376 CAD$388 CAD$384 CAD$360 CAD$331 CAD$344 CAD$363 CAD$437 CAD
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Quick stats about vacation rentals that are family-friendly in Kihei

  • Total vacation rentals

    Explore 1,090 vacation rentals in Kihei

  • Nightly prices starting at

    Kihei vacation rentals start at $70 CAD per night before taxes and fees

  • Verified guest reviews

    Over 43,250 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    1,010 properties feature pools

  • Rentals with dedicated workspaces

    460 properties have a dedicated workspace

  • Wifi availability

    1,070 of Kihei vacation 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!

Destinations to explore

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