Family-friendly vacation rentals in Koloa

A serene outdoor pool is surrounded by lounge chairs and lush tropical greenery. A shaded cabana is visible in the background, featuring a blue umbrella. Tall palm trees sway gently in the breeze against a bright blue sky.

4.84 out of 5 average rating, 208 reviews

Ask about Jeep Grand Cherokee. A/C in bedroom!

In the heart of Poipu lies a cozy 1-bedroom villa, centrally located to everything in Poipu Beach. Step into your home-away-from-home and be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, BBQ grill(in the common areas), and all the appliances you need to whip up delicious meals. Enjoy dining al fresco on the lanai, surrounded by lush greenery and the soothing sounds of nature. Air conditioning in the bedroom as of Jan 2025. *Jeep Grand Cherokee available for fee

FamilyIndoor spacesAccuracy

4.96 out of 5 average rating, 118 reviews

Premier 3BR/3BA Ground Floor Poipu Condo with A/C

Welcome to Pili Mai 2J...one of Poipu's newest luxury projects. This premier ground floor, single level, three bedroom, three bathroom Moana unit, is generously laid out with maximum separation between the bedrooms for extra privacy. Newly built, this unit features a beautifully appointed kitchen, high end furniture and decor, a separate office area, laundry, and private lanai. Relax and unwind in style!! Steps away from the pool and fitness center and a short walk to Poipu Shopping Village.

FamilyIndoor spacesDecor

4.98 out of 5 average rating, 100 reviews

Poipu Ocean View + AC | Pool & 3m Walk to Beach

Our spacious 1bed, 1 bath condo is the perfect place to unwind after a long day of adventuring around this beautiful island. Relax on the lanai with a tropical drink in your hand while watching the beautiful sunset. For more pictures follow us on IG @poipuparadise *3 min walk to swimmable beaches & restaurants *10 min walk to Shipwreck's Beach and The Hyatt *2 easily accessible pools *sweeping ocean views from the lanai Experience this Po'ipu Paradise... more details below in the listing

KitchenFamilyAccess

4.99 out of 5 average rating, 101 reviews

Beautiful 3 Bed Pili Mai condo, A/C

Aloha! Welcome to our 3-Bedroom, 2.5-Bath Condo on Kiahuna Golf Course This two-story, air-conditioned condo offers a peaceful retreat just 0.5 mi. from Kiahuna Beach and 1 mi. from Poipu Beach. Enjoy views of the golf course and mountains, away from road and pool noise. Ideal for families or groups, with 3 spacious bedrooms and 2.5 bathrooms. Key Features: Close to beautiful beaches, Air-conditioned & quiet, top-floor unit. *No Smoking or vaping thank you. Book your Kauai escape today.

Indoor spacesFamilyBathroom

A bright and airy living space showcases a seating area with modern furnishings, including a large couch and two armchairs. A dining table is set with plates and decorative elements, while large windows offer views of the golf course and bring in natural light.

4.8 out of 5 average rating, 101 reviews

3bd/3b Retreat, Sleeps 10, AC, Family-Friendly

Escape to paradise in this relaxing 3 bed/3 bath retreat at the Pili Mai condos located on the Kiahuna golf course. This unit can sleep up to 10 guests, relax in its plush interiors, a cozy bunk room, and plenty of great living spaces to create lasting family memories. Walk to nearby shops, restaurants, and amazing beaches, or stay active in the gym, cool off in the pool, or book a tee time for golf. Book your stay today and start counting down till you vacation adventure beings!

FamilyKitchenLayout

4.95 out of 5 average rating, 135 reviews

A view from a covered lanai captures lush green surroundings and glimpses of the ocean in the distance. Palm trees sway gently against a bright blue sky adorned with fluffy clouds. Outdoor dining furniture is positioned in the foreground, inviting relaxation and enjoyment of the scenery.

Apartment in Poipu

The Surf Shack | Ocean Views | A/C

This amazing bright and open condo in is sure to make your vacation fantastic! The perfect place for couples and small families to enjoy the amazing island of Kauai. Enjoy coffee or dinner on the covered lanai with gorgeous ocean views. This centrally located condo is beachfront (5 minute walk)and within walking distance to the luxurious amenities offered the athletic club pool and gym, restaurants, coffee local shops. All costs, fees and taxes are included here in Airbnb!

FamilyKitchenHospitality

A living area features a comfortable blue-striped sofa and two rattan chairs. A coffee table sits in the center on a textured rug. Light streams in through sliding glass doors, leading to a verdant outdoor space, enhancing the open feel of the room.

4.95 out of 5 average rating, 284 reviews

Serene Location, AC, sleeps 4, pool access

Kiahuna Planation Resort #404. Located in building #40. Enjoy relaxing on the lanai listening to the birds sing. This peaceful and centrally-located condo of perfect for couples and families. Enjoy air conditioning located in the living room on those hot summer nights. The bedroom has a king bed and pocket doors to close for privacy. A queen bed folds out from the sofa to sleep 1 or 2 more people. Po’ipū Beach Athletic Club comes as a amenity with the condo.

Indoor spacesFamilyTV

Superhost

A heart-shaped floral arrangement is positioned on dark rocks at the edge of the water. The clear blue ocean stretches into the distance, with gentle waves lapping at the stones. A bright sky with scattered clouds complements the serene coastal scene.

4.87 out of 5 average rating, 214 reviews

Peaceful Poipu Condo

In the heart of Poipu this lovely property is located on the beautiful grounds of Poipu Kai just a short scenic stroll to the surf and sand at Poipu Beach. BBQ, pools and tennis courts on site and restaurants and shops close by make this an ideal location for a get away. This one bedroom oasis is just under 1,000 square feet and is complete with full kitchen, two TVs, WiFi and outdoor patio space.

Indoor spacesFamilyBreakfast

A bright living area is presented with a comfortable gray sofa adorned with orange cushions. A wooden coffee table sits center stage, surrounded by a textured area rug. Large windows with plantation shutters allow natural light to enter, complemented by greenery from a nearby potted plant.

4.98 out of 5 average rating, 251 reviews

Sunny Poipu, Mountain View, close to beach, A/C

When you step inside Pili Mai, you'll immediately experience a comfortable tropical ambiance, complete with air conditioning. This welcoming community boasts a pool and sports complex on-site, offering serene views of the mountains and gardens and golf course. It's a tranquil place to call home, just minutes away from the sunny Poipu area, with its restaurants, beaches, and shopping options.

KitchenFamilySleep quality

An aerial view of a spacious outdoor pool area is displayed, featuring a large swimming pool alongside a hot tub. Lounge chairs are arranged around the pool, with umbrellas providing shade. Lush greenery and vibrant flowers surround the space, enhancing the tropical atmosphere.

4.99 out of 5 average rating, 124 reviews

Poipu Paradise Condo, 3Bd, 3Ba, pool, hot tub & AC

Paradise Villa located in sunny Poipu Beach. Main floor w/easy access and A/C. 3 Bedroom, 3 Bath, w/washer and dryer that sleeps 8. Surrounded by Kiahuna Golf course and amazing mountain views. Walk to dining, shopping, golf and Poipu beach. Two King Size master suites and a 3rd bedroom with 2 sets of bunk beds. Amenities: Pool, Childrens Pool, hot tub, exercise room, gas bbq.

FamilyKitchenCheck-in

An outdoor lanai features comfortable seating with tropical-patterned cushions and a coffee table. A coastal view of the ocean is visible in the distance, complemented by lush green foliage surrounding the space. Ceiling fans provide cooling, enhancing the inviting atmosphere for relaxation.

4.9 out of 5 average rating, 119 reviews

Oceanview Cottage| Walk to PoipuBeach |Free Parkng

Welcome to Hale Nani Kai, your “House of the Beautiful Sea,” where every moment feels touched by the ocean. Stroll to Poipu Beach, relax on the shaded lanai, or watch waves roll in as turtles rest along the shore. Enjoy stunning views of Brenneke’s and Poipu Beaches, with winter whale sightings in the distance. It’s the perfect Poipu retreat for sun, surf, and complete relaxation.

FamilyIndoor spacesQuiet

4.96 out of 5 average rating, 194 reviews

Kiahuna Hale Kai II

Experience the beauty of Kauai from Kiahuna Hale Kai II, our 2-bedroom oceanview retreat located in the heart of the iconic Kiahuna Plantation Resort in Poipu. Located on Kauai’s sunny south shore, Poipu is known for having the island’s best weather year-round — making it the perfect setting for romantic getaways, family vacations, and unforgettable island adventures.

FamilyKitchenBreakfast

Popular amenities for Koloa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 154 reviews

A tropical-themed living area features a light-colored sofa against a vibrant leaf-patterned accent wall. Two light armchairs are positioned across from a simple wooden coffee table, creating a cozy seating arrangement. Soft lighting from two lamps adds brightness to the corner, complemented by greenery.

Apartment in Poipu

Kiahuna | AC |Ground Floor End Unit | Family Oasis

KitchenFamilyAccuracy

4.99 out of 5 average rating, 208 reviews

A modern two-story home features a white exterior with contrasting dark trim and large windows. The double garage is prominently displayed, with stylish doors that enhance the architectural design. A covered balcony extends from the upper level, inviting outdoor relaxation. Clear blue skies provide a vibrant backdrop.

Townhouse in Poipu

Poipu-Walk to the Beach-Sunny Kauai Retreat

FamilyIndoor spacesAir conditioning

A light and airy kitchen area features a modern counter with white bar stools and a vintage mint green mixer. Decorative elements include a surfboard mounted on the wall and open shelving displaying glassware and plants, enhancing the coastal theme.

4.98 out of 5 average rating, 155 reviews

Little Rainbow Kauai | Beachfront, AC, Ocean View

Indoor spacesKitchenLocation

The entrance to the Makahuena condo complex is showcased, marked by a sign displaying the name against a backdrop of lush tropical plants and palm trees. A paved pathway leads into the property, with a glimpse of the buildings visible in the background.

4.92 out of 5 average rating, 146 reviews

Poipu Waterfront Paradise Condo

KitchenFamilyHospitality

An aerial view captures a vibrant beach with clear turquoise waters gently meeting sandy shores. Lush green lawns are dotted with tall palm trees, and visitors can be seen enjoying various water activities, including paddleboarding. Umbrellas provide shade along the sandy coastline.

4.95 out of 5 average rating, 139 reviews

Upgraded, A/C, Ocean View, In Unit W/D, KP 248

FamilyIndoor spacesSleep quality

4.85 out of 5 average rating, 109 reviews

Poipu tropical garden view w/AC. No stairs!

FamilyIndoor spacesSleep quality

A spacious living area is presented with large windows that allow natural light to fill the space. Seating is provided by a dark green sofa and patterned armchairs. A dining table is visible in the background, complemented by a fully equipped kitchen area. Decorative artwork adorns the walls.

4.98 out of 5 average rating, 173 reviews

Oceanview in Heart of Poipu

FamilyIndoor spacesNearby

An inviting pool area is illuminated by soft lighting as dusk approaches, featuring a large swimming pool with gentle fountains. A spacious clubhouse is visible in the background, surrounded by lush greenery and seating areas for relaxation.

4.95 out of 5 average rating, 125 reviews

NO STAIRS, CENTRAL AC, STEPS TO POOL, GYM, JACUZZI

FamilyKitchenEV charging

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 354 reviews

A private lanai features a round table with two woven chairs, overlooking a scenic ocean view. Lush green grass and gentle waves are visible, framed by swaying trees under a clear blue sky.

Condo in Wailua

Beachfront oceanside condo paradise AC/pool/HT 247

FamilyIndoor spacesOutdoor spaces

4.95 out of 5 average rating, 404 reviews

An aerial view showcases a charming cottage surrounded by lush tropical foliage. A private hot tub is nestled on a deck, complemented by a cozy lounging area. Vibrant flowers and greenery create a serene outdoor space, enhancing the sense of seclusion and tranquility.

Cottage in Hanalei

Romantic Garden Cottage,View! Pool! TVNC#1065

FamilyIndoor spacesBiking

4.98 out of 5 average rating, 267 reviews

A tranquil outdoor space features a small table set with two coffee mugs. Lush greenery surrounds the area, complemented by flowering plants. In the distance, the ocean is visible beyond the well-maintained lawn and palm trees, creating a serene environment.

Condo in Wailua

Beachside Walk Out Condo/Pool/A/C Ocean Views 144

Indoor spacesFamilyLocation

4.9 out of 5 average rating, 112 reviews

An aerial view reveals a serene landscape of lush green hills and distant mountains, with the blue Pacific Ocean visible in the background. A winding road leads through a residential area, showcasing homes with canopy-covered roofs and surrounded by tropical foliage.

Home in Princeville

The Palm Treehouse

Indoor spacesFamilyGetting around

4.93 out of 5 average rating, 108 reviews

Townhouse in Princeville

Spacious 3-bdr Pool, Hot Tub and free A/C

Indoor spacesKitchenBiking

4.9 out of 5 average rating, 319 reviews

Condo in Kapaa

Stunning OceanViews, Kitchen, King bed, WiFi, 203

KitchenFamilyHospitality

4.94 out of 5 average rating, 101 reviews

A single-story house is framed by tall palm trees, set on a lush green lawn. The sky is partly cloudy, with bright sunlight peeking through, illuminating the surrounding greenery and creating a serene outdoor atmosphere.

Home in Kilauea

Northshore 5 acres plantation style home TVNC 4273

FamilyKitchenCondition

4.81 out of 5 average rating, 108 reviews

A scenic coastal view features rolling waves meeting the shore, framed by lush greenery and rugged cliffs. Gentle grasses sway in the foreground, while a clear blue sky stretches above, providing a serene backdrop to the vibrant ocean below.

Condo in Princeville

Aloha Zen Oasis~FALL Special~New Pool ~ No stairs

FamilyKitchenComfort

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 126 reviews

A two-story villa is framed by tall palm trees and vibrant tropical foliage. The sky is bright and clear, highlighting the lush gardens that surround the home. Colorful flowers add to the serene atmosphere, creating a welcoming entryway.

Townhouse in Poipu

Beautiful tropical villa, private, walk to beach

Indoor spacesKitchenTV

Superhost

A large pool is surrounded by lush tropical landscaping, featuring vibrant pink and red flowering plants. Lounge chairs are positioned around the pool area. The clear water reflects the blue sky above, providing a refreshing retreat.

4.74 out of 5 average rating, 250 reviews

Cal King Bed/ Surf board included!

Indoor spacesKitchenAccuracy

A spacious living room offers comfortable seating on a sectional sofa, complemented by natural light through large windows. A view of the landscaped yard extends towards the distant mountains, while decorative elements incorporate natural textures and colors.

4.98 out of 5 average rating, 101 reviews

Poipu Modern Island House with AC & Pool/Gym Access

FamilyIndoor spacesBeach

4.97 out of 5 average rating, 105 reviews

Poipu Kapili:Ocean Views; New Split ACs/Windows

FamilyKitchenCondition

4.98 out of 5 average rating, 224 reviews

An open-concept living space features a light-colored sectional sofa adorned with colorful throw pillows. A modern kitchen with stainless steel appliances and a breakfast bar is visible in the background, complemented by vibrant artwork on the walls and natural light from large windows.

Bungalow in Koloa

Stylish beach house a short walk to Koloa fun!

FamilyKitchenBiking

A bright living area features a dark sofa and two light armchairs, creating a comfortable seating arrangement. A wooden coffee table occupies the center space, while large sliding glass doors open to a balcony, allowing natural light to fill the room.

4.87 out of 5 average rating, 116 reviews

NoChores 1b1ba Oceanside Poipu condo

KitchenIndoor spacesLaundry

Superhost

A serene sunset casts vibrant colors across the sky, with palm trees framing the view. The ocean horizon merges with the warm hues, creating a breathtaking backdrop to the tranquil setting. Lounge chairs and tropical foliage are visible in the foreground, enhancing the peaceful ambiance.

Apartment in Poipu

4.79 out of 5 average rating, 84 reviews

Beautiful Poipu Ocean View condo

Indoor spacesFamilyParking

A comfortable living area features a light blue sofa, a wooden coffee table, and a pair of lounge chairs. Large sliding glass doors open to a private lanai surrounded by greenery, allowing natural light to fill the space. Wall-mounted shelves display decor and books.