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, 207 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

FamilyKitchenBathroom

4.96 out of 5 average rating, 117 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.

FamilyKitchenBeach

An aerial view captures the expansive Kiahuna Plantation Resort and surrounding landscape, featuring lush greenery and the coastline. A distinguishing arrow points to Building 23, highlighting its proximity to the sandy beach and clear blue waters. The backdrop includes mountains and distant shores.

4.98 out of 5 average rating, 318 reviews

Slice of Kiahuna Paradise-A/C-BEACHFRONT-POOL

NOTE: Pool & spa will be CLOSED for resurfacing 9/9/26-10/15/26. Remodeled bright & breezy top floor, corner unit in exclusive Bld 23. Steps away from Poipu Beach. Privacy. Whole home A/C (dual split in living & portable in bdrm). Fast Wifi. King bed,queen sleeper sofa & twin in the living room comfortably sleeps up to 4 people. New furniture & appliances.65” Smart tv. Loads of extra amenities, beach gear, fully equipped kitchen, suggested experiences & babysitters, offering a priceless stay

FamilyKitchenLocation

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

Our home, PiliMai 2D is a first floor unit, no stairs and was upgraded to have travertine tile throughout the entire condo with no carpeting used in any space. We have furnished the condo with top notch furniture such as Palecek and installed beautiful Koa ceiling fans in all bedrooms, lanai, and living room. East facing large lanai allows beautiful views of sun rise over the Ha’upu Mountain range and rows of Royal Palm trees, and receives cooling easterly trade winds in the afternoons.

FamilyKitchenSleep quality

4.99 out of 5 average rating, 100 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.

KitchenIndoor spacesAmenities

4.89 out of 5 average rating, 185 reviews

Tropical Paradise | Ocean views | Kiahuna

Come and enjoy this amazing Ohana friendly condo for honeymooners, families with little ones or on your own! This truly is our little slice of heaven on earth and we can’t wait for you to experience it here at condo #245! ALL FEES INCLUDED HERE IN AIRBNB! 🎉 Come enjoy: -Beautiful decor and furniture with tropical vibes -5ish minute walk to the best beaches, pool, amenities & restaurants -Top floor, corner condo with 15 ft ceilings -Accommodates 5 guests (small children friendly)

FamilyIndoor spacesComfort

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!

FamilyKitchenDecor

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

This bright and airy updated condo is the ideal place to stay in sunny Poʻipū for couples, honeymooners + small families. The open living space is clean and welcoming with a coastal boho vibe, and you'll enjoy beautiful ocean + garden views from the huge upper-level lanai. Location is the absolute best - from the beachfront property, you can walk to several of the best beaches on the south shore, local coffee, restaurants, shops, and the incredible pool within minutes.

FamilyIndoor spacesCondition

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.

KitchenFamilyAccess

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, 122 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.

FamilyKitchenAccess

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.

FamilyKitchenBathroom

4.96 out of 5 average rating, 192 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.

KitchenIndoor spacesOutdoor spaces

Popular amenities for Koloa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 207 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

KitchenFamilyHiking

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

KitchenFamilyValue

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, 212 reviews

Peaceful Poipu Condo

KitchenIndoor spacesTV

4.87 out of 5 average rating, 198 reviews

The image features a vibrant ocean scene with rolling waves and clear turquoise waters. Two individuals are seen swimming, while rocky formations line the shore. Lush greenery can be observed in the background, contributing to the natural beauty of the coastal landscape.

Apartment in Poipu

Fabulous 3 Bedrm Poipu Beach CONDO #122

FamilyIndoor spacesSleep quality

4.93 out of 5 average rating, 153 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

KitchenFamilyCheck-in

4.98 out of 5 average rating, 129 reviews

A serene pool area is visible, surrounded by lush tropical landscaping and poolside loungers. Rocky formations accentuate the pool's natural appearance. Sunlight reflects off the water, highlighting the tranquil ambiance created by the nearby palm trees and residential buildings.

Villa in Poipu

3BR villa with A/C, pool & short walk to beach!

Indoor spacesFamilyCheck-in

4.94 out of 5 average rating, 141 reviews

Gorgeous Penthouse w/ AC, Steps from the Beach!

Indoor spacesKitchenView

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, 138 reviews

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

KitchenFamilyWifi

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 353 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

Indoor spacesKitchenRiver

4.98 out of 5 average rating, 266 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 spacesKitchenPool

4.9 out of 5 average rating, 111 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

FamilyKitchenCleanliness

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

FamilyKitchenGrill

4.95 out of 5 average rating, 403 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

Indoor spacesKitchenWalkability

4.93 out of 5 average rating, 108 reviews

Townhouse in Princeville

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

FamilyKitchenHospitality

4.9 out of 5 average rating, 318 reviews

Condo in Kapaa

Stunning OceanViews, Kitchen, King bed, WiFi, 203

FamilyIndoor spacesBiking

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

KitchenIndoor spacesHospitality

Family-friendly home rentals with a pool

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

Indoor spacesFamilyCleanliness

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

FamilyIndoor spacesLaundry

4.97 out of 5 average rating, 105 reviews

Poipu Kapili:Ocean Views; New Split ACs/Windows

FamilyKitchenOutdoor spaces

4.98 out of 5 average rating, 223 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!

Indoor spacesKitchenParking

The two-story home features a light exterior complemented by a spacious front porch. Lush greenery surrounds the property, with landscaped grass and a stone wall defining the yard. Large windows invite natural light, while palm trees enhance the tropical setting.

5.0 out of 5 average rating, 60 reviews

Henson Beach House

Indoor spacesFamilyBathroom

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.

4.93 out of 5 average rating, 61 reviews

Vintage Surf Beach Front Resort A/C

Indoor spacesFamilyView

A dining area features a round wooden table surrounded by four white chairs. A large surfboard is mounted on a blue wall, and a decorative vase with dried plants sits at the center of the table. A leafy plant is placed in a white pot nearby.

5.0 out of 5 average rating, 94 reviews

Hawaiian Haven | Beach Access | A/C

KitchenIndoor spacesValue