Family-friendly vacation rentals in Koloa

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.

KitchenIndoor spacesNearby

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, 320 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

FamilyKitchenView

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

FamilyIndoor spacesAccess

Superhost

Two stylish wicker chairs with soft cushions are positioned on a private lanai, providing a cozy spot for relaxation. The tiled floor is illuminated by sunlight, and a view of lush greenery can be seen in the background, enhancing the tranquil setting.

4.88 out of 5 average rating, 134 reviews

Sunset Retreat | Poipu | A/C

Enjoy this updated with furniture and decor coastal modern condo that is close to everything you and your family need for your vacation! Walk about 5 minutes to the amazing Kiahuna beach or the athletic club with an amazing pool and amenities! Sit on the private lanai and enjoy your morning coffee in the serene Hawaii weather overlooking the grass! We hope you come & enjoy our little slice of heaven on earth on the beautiful island of Kauai! ALL FEES ARE INCLUDED HERE IN AIRBNB! 🌺

KitchenFamilyBathroom

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

Poipu Joy, our two-story home, is nestled in a private community of villas in 7 acres of lush gardens. It's just a short walk to two of the island's most beautiful beaches. Our home is private, quiet and surrounded by palms and tropical flowers, sharing a wall with just one neighboring home and no one above or below. Located near Poipu Beach and the Grand Hyatt resort, you are in one of the best spots for water activities -- swimming, snorkeling, surfing, and paddle boarding.

FamilyIndoor spacesCleanliness

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!

Indoor spacesFamilyCheck-in

4.96 out of 5 average rating, 167 reviews

A modern living area features a light blue sofa, accent chairs, and a round coffee table atop a textured area rug. Natural light filters through two windows, illuminating the open-concept space that connects to a well-equipped kitchen with wooden cabinetry and dining seating.

Townhouse in Poipu

Luxury 3BR Poipu: Pool, Hot Tub, Gym, AC, Golf

Escape to paradise in this luxury 3 bed, 3 bath Pili Mai condo bordering the Kiahuna Golf Course in Poipu. Enjoy a modern layout with a private lanai, garden views, central AC, fast WiFi, and an office nook. Parents will love the included toddler gear, and beach-goers are fully equipped with boards, chairs, and umbrella. Premium resort amenities: a massive pool, hot tub, gym, and BBQ area. Short walk from Poipu Beach and premier shopping. Your dream home away from home!

Indoor spacesKitchenWalkability

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, 157 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.

KitchenFamilyPool

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.

4.94 out of 5 average rating, 287 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.

FamilyIndoor spacesBackyard

A tropical pool area is illuminated at dusk, featuring a large central pool with gentle fountains and surrounding lounge areas. The community building with large windows overlooks the water, and lush landscaping enhances the serene atmosphere.

4.98 out of 5 average rating, 254 reviews

Sunny Poipu, Kōloa, Golf, AC, Mountain View, Pool

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.

KitchenIndoor spacesCondition

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, 125 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.

Indoor spacesFamilyAir conditioning

4.87 out of 5 average rating, 124 reviews

An aerial view captures the expansive beachfront property overlooking Kiahuna Beach, with lush green lawns and palm trees leading up to the sandy shore. Several sun loungers are visible on the grass, providing a relaxing spot near the water's edge.

Vacation home in Poipu

BEACH! 2min walk | BBQ | Gym | Pool | Snorkeling

Beach lover’s paradise! 2min walk to the Kiahuna Beach ☞ Beachfront w/ garden views ☞ Free resort access* ☞ Shared backyard + BBQ + dining ☞ Private balcony w/ sun loungers ☞ Fully equipped + stocked kitchen ☞ Bluetooth/AUX sound system ☞ 50" QLED Roku TV ☞ Beach essentials ☞ Parking → 1 car 5 mins walk →Poipu Athletic Center 6 mins drive → DT Koloa

KitchenIndoor spacesSleep quality

Popular amenities for Koloa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Lush greenery surrounds a pathway that meanders through palm trees, leading towards the vibrant blue Pacific Ocean. Gentle waves can be seen crashing along the shoreline, with a clear sky above enhancing the coastal view.

4.98 out of 5 average rating, 173 reviews

Poipu Stunning Oceanview - Steps from the Beach!

KitchenFamilyAccuracy

4.99 out of 5 average rating, 210 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

FamilyKitchenTV

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

FamilyKitchenAccuracy

An open-concept living area features a wooden dining table with seating for six, complemented by a modern kitchen visible in the background. A mounted flat-screen TV is positioned above a stylish console table. Natural light fills the space through large windows, enhancing the warm, inviting decor.

4.98 out of 5 average rating, 110 reviews

Family Friendly, Pili Mai 14D, AC, Main floor

KitchenFamilyCleanliness

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, 175 reviews

Oceanview in Heart of Poipu

Indoor spacesKitchenOutdoor spaces

4.99 out of 5 average rating, 101 reviews

Beautiful 3 Bed Pili Mai condo, A/C

KitchenIndoor spacesHiking

A table is set with two glasses of white wine beside a plate featuring slices of cheese and fresh fruit, including a pineapple and papaya. The setting sun casts a warm glow over the green lawn and surrounding tropical vegetation.

4.9 out of 5 average rating, 257 reviews

Ocean views/AC/free parking/walk to beaches in 10!

FamilyKitchenNearby

4.96 out of 5 average rating, 195 reviews

Kiahuna Hale Kai II

FamilyIndoor spacesLayout

Family- and pet-friendly home rentals

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

KitchenFamilyTV

4.98 out of 5 average rating, 355 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

FamilyKitchenHospitality

4.98 out of 5 average rating, 271 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

FamilyIndoor spacesValue

4.95 out of 5 average rating, 406 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 spacesLocation

4.9 out of 5 average rating, 115 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

FamilyIndoor spacesNearby

4.9 out of 5 average rating, 319 reviews

Condo in Kapaa

Stunning OceanViews, Kitchen, King bed, WiFi, 203

KitchenFamilyBeach

4.93 out of 5 average rating, 109 reviews

Townhouse in Princeville

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

FamilyKitchenDecor

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

FamilyIndoor spacesBathroom

Family-friendly home rentals with a pool

An inviting living area is highlighted by a green sofa adorned with colorful cushions. A large floral artwork decorates the wall, and soft lighting emanates from two lamps. In the foreground, a granite countertop holds a bowl of fresh fruits, while an entryway leads to an outdoor seating area surrounded by lush greenery.

4.86 out of 5 average rating, 100 reviews

Relax in tropical garden near Poipu beaches

KitchenIndoor spacesAccess

Superhost

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.

4.83 out of 5 average rating, 209 reviews

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

Indoor spacesKitchenLayout

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

KitchenFamilyCondition

4.8 out of 5 average rating, 153 reviews

A modern kitchen features rich wooden cabinetry and a large central island with seating. Counter space is complemented by sleek appliances, and natural light filters through windows that look out onto a garden area. Decorative tiles add texture to the backsplash.

Condo in Koloa

A/C Luxury Poipu Beach Condo 506

Indoor spacesKitchenTV

A small outdoor table is set with a vase of fresh flowers, positioned between two black, woven chairs. The backdrop features a stunning ocean view with palm trees lining the horizon under a clear blue sky.

4.93 out of 5 average rating, 122 reviews

Huge Ocean Views * Poipu * A/C * Pool * W/D * Fun

KitchenIndoor spacesCheckout

4.97 out of 5 average rating, 107 reviews

Poipu Kapili:Ocean Views; New Split ACs/Windows

KitchenFamilyCondition