Family-friendly vacation rentals in Koloa

4.97 out of 5 average rating, 107 reviews

Poipu Kapili:Ocean Views; New Split ACs/Windows

Oceanfront views, brand-new central AC, new double-pane floor to ceiling sliding doors in all rooms and a total renovation come together in this stunning Hawaiian-style townhome. Poipu Kapili #16 is a spacious 2-story, 2-bedroom/3-bath condo (1,837 sq ft, sleeps 8) just steps from the pool, the Pacific, tennis/pickleball courts, and grilling stations. Every detail is new: appliances, bathrooms, furnishings, TVs, and three whisper-quiet split AC units. *please note pool is closed Sept 14-Oct10th!

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, 141 reviews

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

Aloha, your Kauai getaway starts now! 2-minutes to the beach, upgraded unit, a/c & washer/dryer in unit, enjoy ocean sunset views from the lanai. *** SEPT 9 - OCT 15, 2026 NO POOL/SPA/WATERSLIDE ACCESS WHILE THE POIPU BEACH ATHLETIC CLUB UNDERGOES A REMODEL. ALL OTHER AREAS OF THE PBAC WILL BE OPEN FOR GUEST USE, AND BONUS FAMILY-FRIENDLY ACTIVITIES WILL BE OFFERED, INCLUDING LAWN GAMES, A BOUNCY HOUSE, & WATER SLIDE SATURDAYS. FEEL FREE TO MESSAGE BEFORE BOOKING FOR ADDITIONAL DETAILS.

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

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

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.

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, 101 reviews

Relax in tropical garden near Poipu beaches

Waikomo Stream Villas is a lovely SMALL RESORT property in the heart of POIPU'S BEST SHOPPING, DINING, AND BEACHES. A mature TROPICAL GARDEN with many flowering plants is the centerpiece of this 3.9 acre resort of several surrounding three-story wood buildings, a POOL and children's WADING POOL, and attractive GARDEN WALK. Our objective is to offer an attractive, spacious, high quality, well-appointed home from which a single traveler, a couple, two friends, family of two to four.

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!

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.

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, 288 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.

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.

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.

4.96 out of 5 average rating, 195 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.

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, 211 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

4.95 out of 5 average rating, 176 reviews

A comfortable living area is highlighted by a spacious light-colored sofa adorned with decorative pillows. A coffee table sits in front, with a small decorative item atop it. Large glass doors open to a balcony, revealing green foliage outside.

Townhouse in Koloa

Elegant & Newly Renovated South Shore Condominium

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

A welcoming living area is furnished with a blue sofa, a hanging chair, and a light-colored armchair. A wooden coffee table is centered on a soft rug. Colorful accent pillows and a surfboard artwork above add character to the space, which receives natural light through the window.

4.91 out of 5 average rating, 139 reviews

Beach Hut | A/C | Beach Access | Pool | Patio

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, 215 reviews

Peaceful Poipu Condo

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!

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!

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

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 118 reviews

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

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

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

An outdoor swimming pool area features a large rectangular pool with a curved edge, bordered by palm trees and lounge chairs. A separate bubbling jacuzzi is visible nearby. The scene is illuminated by evening lights, casting a warm glow on the surrounding building.

4.99 out of 5 average rating, 138 reviews

Poipu Dream Condo –3BR Sleeps 6 king suite

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

4.98 out of 5 average rating, 273 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

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

4.94 out of 5 average rating, 331 reviews

A serene ocean view is captured from the balcony, featuring gently rolling waves and a clear blue sky. Lush greenery frames the scene, enhancing the sense of tranquility. Outdoor furniture, including a round table and chairs, invites relaxation while enjoying the coastal ambiance.

Condo in Kapaa

Oceanview's, Oceanfront Kitchen, King Bd, Wfi K-5

Family-friendly home rentals with a pool

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!

A serene pool area is framed by lush greenery and palm trees, with comfortable loungers positioned around the pool. The ocean is visible in the background, alongside a clear blue sky, enhancing the tranquil atmosphere of the landscape.

4.92 out of 5 average rating, 155 reviews

Oceanfront Paradise! Poipu Sunsets, Pool & Views!

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

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

A vibrant living area features a rattan sofa adorned with tropical-patterned cushions, accompanied by a matching armchair. Natural light is welcomed through sliding glass doors leading to a private lanai with views of the garden. Decorative mirrors and a coffee table enhance the inviting space.

4.93 out of 5 average rating, 112 reviews

1-Bdrm Top Floor Condo in Koloa | AC | Pool | Gym

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

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

Beautiful Poipu Ocean View condo

4.8 out of 5 average rating, 88 reviews