Family-friendly holiday rentals in Wailua

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.

4.98 out of 5 average rating, 326 reviews

Beachfront oceanside condo paradise AC/pool/HT 247

Enjoy the sound of crashing ocean waves, a gentle sea breeze & grand ocean view from your OCEANFRONT STUDIO CONDO. Watch whale breaching during winter season from your secluded balcony. One of the only remodeled units, with larger kitchen, luxury bathroom w/double vanity. Best location between the North & South shore. Close to restaurants, bars, grocery, attractions. 7 miles away from the LIH Airport. A/C, ocean-front pool, hot-tub & cabanas. No daily resort fees, free parking/beach gear.

An aerial view showcases the shoreline and the 'Islander on the Beach' complex. Lush greenery spans the land behind the resort, and the ocean gently laps at the sandy beach. Palm trees provide shade near the outdoor pool area, enhancing the tropical setting.

4.98 out of 5 average rating, 136 reviews

Top Floor with Fantastic Ocean View & Tradewinds

Swimmable Beach Location! Serene Ocean View Condo on the Beach. Top Floor Unit in the 'Islander on the Beach' Resort Complex. Enjoy Tradewinds from the Lanai. Beautiful Swimming Beach downstairs. We provide our Surfboard for you to use! It feels secluded on this beautiful corner of the island, but you are just steps to the Coconut Marketplace. Award winning Coffee Roasters downstairs. Incredible location. Pool, Hot Tub, Outdoor Grills & Lush Landscaped Grounds included. No resort fees.

A living area is visible through an open doorway, featuring two light blue chairs facing a wooden table. Large windows allow natural light to illuminate the space, with lush greenery and blooming flowers seen outside, contributing to a refreshing atmosphere.

4.96 out of 5 average rating, 278 reviews

The Lime House 4BDRM 2Bath Steps from the Beach!

The Lime House is centrally located on the island and just steps from one of our favorite beaches! One that Naomi grew up going to almost every day. It’s a beach that is great for the whole family. It is also located just across the street from the Coconut Marketplace where you can find shopping, free hula shows and farmers market! Just down the street is the Wailua river which is great for kayaking or taking a boat ride up to the famous fern grotto. Contact me after your booking for more info!

An open-concept living area features a spacious blue sectional sofa and a dining table with wicker chairs. Large sliding glass doors frame ocean views, while vaulted wooden ceilings enhance the airy ambiance. A TV is mounted on the wall, complementing the contemporary decor.

5 out of 5 average rating, 171 reviews

Panoramic luxury beachside condo in paradise A/C

Oceanside Paradise. 180 degree Ocean views. Large private Lanai with breathtaking 180 degree views inside and out. See dolphins, whales, turtles, rainbows & amazing sunrises. Steps from beach & centrally located on the famous Coconut Coast & steps from the Lae Nani beach. Beach chairs & gear included. Beautifully remodeled with an open, custom kitchen/baths & vaulted ceiling. Boasts double master suites, Beautiful Pool, BBQ area, beach access, A/C, washer/dryer & private covered parking.

A sparkling blue pool is surrounded by lush tropical landscaping and two water slides, inviting families to enjoy the amenities. The resort buildings are visible in the background, complementing the vibrant surroundings under a partly cloudy sky.

4.96 out of 5 average rating, 163 reviews

Kauai Paradise-3 hot-tubs-2Waterslides-2bdrm-3bath

Looking for the perfect Air-Conditioned condo for the ultimate Kaua'i vacation? Our premium condo offers brand new furniture & beds & huge tv's! It’s the perfect place for families to come together for an amazing vacation. Waipouli Resort has Kauai's ONLY heated soft-water relaxing river & walking pool w/ 2 water slides, 3 sand-bottom whirlpool hot tubs, 3 waterfalls & a child-friendly sandy beach & plus beautiful 3rd floor views! Plus I'll send you a list of activities, hikes, beaches & more!

4.93 out of 5 average rating, 141 reviews

A serene coastal view features vibrant blue waters meeting a sandy beach, framed by lush greenery. Two cups are placed on a wooden ledge, inviting a peaceful moment while taking in the expansive landscape under a partly cloudy sky.

Holiday home in Kapaʻa

Beautiful OCEANFRONT Kauai Condo with beach access

Aloha, and welcome, to our Wailua Bay View condo, located on the East shore of Kauai in the Coconut Coast town of Kapa'a. Spectacular panoramic ocean views of the expansive sandy beach of Wailua Bay awaits you. Our 740 sqft. fully equipped ground floor condo features a spacious one bedroom and one bath, a fully equipped kitchen, a washer and dryer, an outdoor swimming pool/ BBQ area.A comfortable living area with a queen sofa/sleeper. We are centrally located to dining and shopping. Wi-Fi, tv.

A private balcony is depicted with a round table and two chairs, featuring blue cushions. Lush greenery surrounds the area, with resort buildings visible in the background. Ocean views can be glimpsed beyond the distant palm trees, creating a serene outdoor space.

4.97 out of 5 average rating, 349 reviews

Oceanside Views just steps to beach AC/HT/Pool 261

Beachfront in Hawaii for an amazing value! The entire studio condo is yours, w/ocean views, steps to beach, pool, hot tub, landscaped gardens, beach bar & secluded beach at your doorstep. No parking or resort fees. Walk to Coconut Grove Grocery, shopping, restaurants & more, only a 10-minute drive to airport. Beautifully decorated with Tommy Bahama designer furnishings for pure Hawaiian style. So, sit back and enjoy listening to the crashing ocean waves from your private Lanai beachfront view.

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.

4.99 out of 5 average rating, 240 reviews

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

Beautiful, Botanical Paradise, Just Steps from an Ocean Side Pool, Hot-Tub & Cabanas. Walk out to our sandy, ocean beaches & famous bike path from your private lanai. No daily resort/parking fees. Includes A/C, cooler/beach chairs, gear & BBQ Poolside grills. Central location, access both the south & north shores. Right next to kauai’s only beachside bar and restaurant & the coconut grove marketplace w/restaurants, grocery, & shops. Down from Wailua River and just 10 min away from Airport.

A private lanai overlooks a lush garden adorned with palm trees and colorful foliage. Two white chairs with blue stripes are placed on the lanai, inviting guests to enjoy the serene outdoor view. The sky above is bright and clear, enhancing the tropical ambiance.

4.92 out of 5 average rating, 190 reviews

Ideal Coconut Coast Condo

We call it "The Coconut"! Very Central East Side location , well appointed one bedroom condo, walking distance to the Coconut Marketplace in the heart of Kapa'a's Coconut Coast . This location affords you the convenience of proximity to the Ocean , downtown Kapa'a, and driving equidistant to points North , South and West on Kaua'i. Great post if you are an explorer! The grounds are lush with plumeria and ginger blossom trees and an easy walk to see the Sunrise over the Pacific Ocean .

4.92 out of 5 average rating, 114 reviews

An ocean view is observed from the balcony, showcasing the vibrant blue sea and palm trees swaying gently in the breeze. Below, the resort's pool area and lush gardens are depicted, inviting relaxation and enjoyment in a tropical setting.

Flat in Kapaʻa

Beautiful OCEAN VIEW with free Parking & Top Floor

Welcome to Islander on the Beach and on the shores of the Coconut Coast of Kapaa, Kauai. It has pool, jacuzzi, gardens and poolside Tiki Bar. It is in a 6.5-acre oceanfront Hawaiian Style Resort. Walkable to Marketplace, shopping and restaurants. A 10-minute drive to airport. Studio has Ocean view, top floor with balcony, fully furnished with a Queen size bed and full sofa/sleeper, WIFI, cable TV, Netflix, AC, coffee maker, beach chairs, umbrella & more. NO RESORT FEE/FREE PARKING.

A vibrant ocean view captures rolling waves and a sandy shoreline under a bright blue sky dotted with clouds. Lush greenery and palm trees frame the scene, enhancing the coastal atmosphere. The beach, visible in the distance, invites exploration and relaxation.

4.92 out of 5 average rating, 183 reviews

The ocean is calling...pick up! Kauai Oceanview

Ocean vibes permeate this centrally located ocean view Kapaa, Kauai condo. For surf enthusiasts - A surf-break is right out front. If you love the sights and sounds of the ocean, then this is your perfect vacation destination. Close proximity to restaurants, beaches, stores and the bike path. This top floor unit is Complete with a full kitchen, an air conditioned bedroom, free parking and free wifi. Oceanfront lanai to sip your morning tea or afternoon cocktails. A FUN SPOT!

A scenic view from a balcony showcases a swimming pool surrounded by palm trees and tropical landscaping. The turquoise ocean and distant mountains are visible against a bright blue sky, creating a serene backdrop for the pool area.

4.91 out of 5 average rating, 133 reviews

Kapaa Poolside/Oceanview Lae Nani Condo

Enjoy a beautiful, breezy one bedroom condo with a spectacular view of the ocean and mountains. The unit overlooks the relaxing pool and sandy beach! Located in the Wailua area of Kapa’a, you will be perfectly situated to explore the beaches, hikes, shops and restaurants of the East side of Kauai. Kayakers and stand-up paddlers will love the Wailua river just down the road. The location is also a perfect starting point for north shore, Poipu, Kalalau and Waimea Canyon. *A/C!*

Popular amenities for Wailua family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.88 out of 5 average rating, 191 reviews

Plantation Hale is the Heart of Kauai. UnitA8

4.86 out of 5 average rating, 199 reviews

A view from the second-floor balcony showcases the resort's lush gardens, palm trees, and swimming pool area. Sun loungers surround the pool, which is framed by tropical foliage. The ocean glimmers in the distance under a clear sky.

Flat in Kapaʻa

Islander studio #240 - breathtaking ocean views!

A private lanai features a dining table set for four, accompanied by a vibrant fruit bowl. The background reveals a stunning ocean view, with tropical landscaping and resort amenities visible, including a pool and palm trees under a clear blue sky.

4.92 out of 5 average rating, 154 reviews

Breathtaking Ocean View Waipouli Beach Resort AC

The living area features a comfortable green sofa adorned with colorful throw pillows. A round coffee table sits in front, complemented by a patterned area rug. To the side, a wicker chair adds seating, while two lamps provide soft lighting. A wall art piece depicts a serene landscape.

4.78 out of 5 average rating, 170 reviews

Lovely renovated (Mar '23) 1b/1b @ Plantation. AC!

A studio apartment features a queen bed with a patterned quilt and decorative pillows. A comfortable sofa with accent cushions is positioned nearby. The light blue walls are complemented by a coastal-themed area rug, and natural light floods the space from a window, enhancing the airy feel.

4.89 out of 5 average rating, 234 reviews

Blue Ocean Breeze Studio 1-min to beach, pool, AC

A light-filled living area features a sofa with soft cushions, flanked by two table lamps. Three framed photographs adorn the wall, while a round coffee table centers the space. A potted orchid adds a touch of color, contributing to the overall relaxed ambiance.

4.81 out of 5 average rating, 181 reviews

Kaua'i Cruzin

An expansive view reveals the sparkling Pacific Ocean with gentle waves reaching a sandy shore. Lush greenery frames the coastline, while palm trees sway against a clear blue sky, enhancing the serene beachfront atmosphere. In the distance, visitors can be seen walking along the beach.

4.94 out of 5 average rating, 327 reviews

Direct Oceanfront Top Floor Studio

The image captures the expansive resort pool area, featuring a winding lazy river surrounded by lush tropical landscaping. Towering palm trees and colorful flowers enhance the scene, while the ocean is visible in the background. Relaxation spaces with loungers are scattered throughout, inviting leisure.

4.99 out of 5 average rating, 106 reviews

BEACH FRONT Resort/SPA LARGE Luxury Grand Suite!

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 139 reviews

A contemporary living space features a comfortable seating area with two gray armchairs and a sleek coffee table made of wood. Large windows showcase ocean views and provide natural light, while a cozy bed is located in the corner of the room.

Flat in Princeville

Modern Ocean Views ~Lovebirds Paradise With AC

4.9 out of 5 average rating, 112 reviews

A comfortable living area is furnished with a gray sectional sofa and two rattan chairs adorned with tropical prints. A round coffee table sits in the center, while large sliding glass doors provide a view of the ocean and access to the outdoor space.

Home in Poipu

Oceanview Cottage Walk To Poipu & Brenneckes Beach

4.88 out of 5 average rating, 440 reviews

A well-lit studio space features a California King bed with light bedding, complemented by two stylish seating areas. Natural wood beams accent the ceiling, while a round coffee table sits atop a woven rug. Sliding glass doors provide access to a lanai, inviting soft natural light.

Apartment in Princeville

Cool Studio- Minutes to Hanalei w/ AC

Guest suite in Princeville

An airy living space is presented with large glass windows that offer views of the lush garden. A dining table made of wood is accompanied by green chairs, while a light-colored sofa and two woven chairs are arranged around a circular coffee table on a textured rug.

4.91 out of 5 average rating, 423 reviews

Modern Tropical Residence w Indoor/Outdoor Living

4.85 out of 5 average rating, 277 reviews

Apartment in Princeville

Jewel of the Pacific. Seaside condo at Sealodge

4.94 out of 5 average rating, 121 reviews

The vibrant red exterior of the traditional Hawaiian-style house is framed by lush greenery and palm trees. Large windows allow natural light to fill the interior, while the mountainous backdrop enhances the tropical ambiance. A well-maintained lawn surrounds the property.

Cottage in Hanalei

Kaiolohia Hale Haena Walk to Tunnels Beach

4.9 out of 5 average rating, 182 reviews

The spacious kitchen features wooden cabinetry and a large island with a cooktop. Stainless steel appliances are included, along with a double sink positioned under a window. Natural light filters through windows, illuminating the open layout connected to the living area.

Home in Poipu

Poipu Vacation Home | Sleeps 6 | Walk to Beach

Guest suite in Princeville

A spacious guest suite features a comfortable king bed adorned with decorative pillows and a flower accent. The room includes a seating area with a sofa, wood console table, and vibrant tropical decor, complemented by soft lighting from bedside lamps.

4.91 out of 5 average rating, 255 reviews

Adventurer Launchpad: SUPs, Bikes, Snorkel, More!

Family-friendly home rentals with a pool

5 out of 5 average rating, 21 reviews

Ocean Views A/C NEW 1 King Bed Beach Pool BBQ

A serene lanai features a stylish hanging chair with teal cushions and a round natural fiber rug. The sunset casts warm colors across the sky, framed by palm trees and lush greenery, while decorative signs add a charming touch to the space.

4.92 out of 5 average rating, 78 reviews

Hula Hideaway, Kaua'i

Superhost

A lanai features a small round table and two woven chairs, surrounded by lush greenery. Drinks and snacks are arranged on the table, with a clear view of the ocean in the background, complemented by palm trees and vibrant blue skies.

4.81 out of 5 average rating, 21 reviews

Islander on the Beach 241 Oceanview w/AC

Superhost

4.88 out of 5 average rating, 25 reviews

Steps to the Beach, Restaurants and Shops in Kapaa

4.9 out of 5 average rating, 51 reviews

Beautiful Lae Nani ground floor 2 bedroom condo!

The bedroom features a spacious bed covered in a coral-colored quilt, with two coordinated pillows. A pair of nightstands with lamps flank the bed, and a full mirror is visible in the background. A ceiling fan circulates light air above, enhancing comfort.

4.95 out of 5 average rating, 91 reviews

Oceanview Condo in Kapa'a- FULLY remodeled 1bd/1ba

A refreshing plunge pool is surrounded by a wooden deck, featuring two lounge chairs. The exterior of the house, painted in teal, showcases large glass doors that provide views into the living space. A lush monkeypod tree offers shade nearby.

4.92 out of 5 average rating, 216 reviews

Sleeping Giant Cottage with Plunge Pool TNVC 1244