Family-Friendly rentals near Kailua Beach

A covered patio area is viewed, featuring a large umbrella providing shade over a small table. The entrance to the unit is visible in the background, framed by a railing and surrounded by greenery.

4.87 out of 5 average rating, 491 reviews

Kailua Beach Park - 1 BR Cottage

Kailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new showers, sinks and plumbing fixtures April 2022!

4.91 out of 5 average rating, 294 reviews

The beachfront property is surrounded by lush greenery and palm trees, displaying multiple levels of residential units. The sandy beach extends to the clear blue waters, with mountain views in the background under a partly cloudy sky.

Condo in Hauula

Secluded White Sandy beach just 30 steps away

Enjoy the 17% discount (as I pay the taxes out of the proceeds of your payment unlike most other listings that add it on) Don’t be fooled by the other smaller studios with just a niche that barely fits a bed. This is the largest true one bedroom model at Pats. This beautiful beachfront condo is the most preferred unit located at the far end on the ground floor just 30 steps to the powdery white sand beach with the only door facing East. Assigned parking close by. Avoid lengthy elevator waits

A spacious balcony is featured, offering a direct view of the ocean and beach. A lounge chair and a round table are positioned for relaxation. A woman is seated, enjoying the scenery. The space is filled with natural light from the large sliding glass doors.

4.94 out of 5 average rating, 160 reviews

Beachfront Home (Car & Parking Available)

* Aloha! Welcome to our happy place - our beachfront home! * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. The location is right on Waikiki Beach. You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls and more. Every time I come to Hawaii, I am happy. I hope our place can bring you happiness too. :-)

4.93 out of 5 average rating, 136 reviews

A serene beach scene captures the sun setting between two islands, casting a warm glow over the water. Gentle waves lap against the shore, while smooth rocks are visible in the foreground, providing a natural frame to the tranquil view.

Guesthouse in Kailua

Lanikai Oasis, Cozy Cottage 5 Min to Lanikai Beach

Lanikai Oasis, A Peaceful Island Retreat Tucked away in one of the most private and peaceful neighborhoods on Oʻahu, Lanikai Oasis is a serene cottage retreat just 5 minutes from Lanikai Beach, consistently ranked among the most beautiful beaches in the world. Perfect for a clean, calm, and relaxing vacation, this newly remodeled ohana unit offers modern comfort in a lush island setting. ideal for couples or quiet travelers seeking paradise. Hawaii Tax IDs GE-159-110-0416-01, TA-159-110-0416-01

4.92 out of 5 average rating, 382 reviews

A spacious studio suite features a king-size bed centered against a vibrant tropical-themed wall art. A dining area with a glass table and wicker chairs sits adjacent, while a cozy seating area with floral-patterned cushions completes the inviting layout. Ample natural light filters through the windows.

Guest suite in Kailua

Kailua Pineapple Studio. Walk to Beach! PERMITTED

Legal, permitted short-term rental (Permit #1990/NUC-1819, Tax map key:43073024) *not impacted by Honolulu ordinances banning Short-term Rentals Hawaiian style, modern appointments. Beautiful 450 sf suite in the one of the most desirable locations in Hawaii, Kailua! An easy 8-10 min. walk to Kailua Beach, top rated in the world. Private residence at the end of a quiet cul-de-sac. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Palm Studio. Walk to Beach! PERMITTED Managed by Kupono Svcs.

4.97 out of 5 average rating, 334 reviews

A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.

Condo in Waianae

Beachfront Getaway - Hawaiian Princess Condo

Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

4.97 out of 5 average rating, 112 reviews

The exterior of the cottage showcases a modern design with a welcoming front entrance and large windows. A two-car garage is visible on the right, while stunning mountain scenery frames the background. The sky is adorned with soft hues of pink and orange as the sun sets.

Cottage in Waianae

Cottage Nene - Luxury Home by Beaches & Mountains

Modern luxury meets valley tranquility. Built in 2022, this spacious 3-bed, 2.5-bath cottage hosts up to 8. Enjoy an airy living room with 14ft ceilings, premium furniture, and smart TVs. Step outside to a fully landscaped tropical yard with the best mountain views in the community, perfect for morning coffee or evening stargazing. Enjoy community pool, jacuzzi, and gym, all while being minutes away from world-class west-side beaches and hiking trails. Guaranteed cancellation in 48 hrs.

4.98 out of 5 average rating, 105 reviews

Aerial view of a coastal property lined with homes along a sandy beach. Lush greenery and palm trees are visible, leading to a backdrop of mountains under a partly cloudy sky. Gentle waves lap against the shore, creating a serene beach environment.

Home in Haleiwa

Haleiwa Waterfront House

Location, location, location! This lovely DUPLEX home is perfectly situated on a beautiful white sandy beach and at the end of a quiet cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic Haleiwa Town rests in the heart of the north shore with Haleiwa being a 3 minute drive away and all the beautiful surf/swim beaches if not in front of the house then a mere 5 - 15 minute drive away (35 minute drive to the airport) .

4.9 out of 5 average rating, 151 reviews

The resort complex is displayed with multiple modern buildings positioned along a sandy beach, framed by lush greenery. Calm waters reflect the pastel colors of the sky at sunset, creating a serene atmosphere. Rocky outcroppings are visible in the foreground, enhancing the coastal scenery.

Apartment in Kapolei

Studio at Marriott vacation club ko olina

Feel free to message me a request to book and the times you are looking for. The price shown is for the Mountain View Studio w/kitchenette that sleeps 4, 1 King and a Sofa Bed. Price is over half of the cost if you book direct with the hotel. Also includes FREE parking where hotel charges $45/day. The most beautiful resort and Guest room in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

4.88 out of 5 average rating, 118 reviews

A dining table is placed in front of large windows, offering a view of the ocean and a palm tree swaying gently. The clear blue sky contrasts with the water's gentle waves, creating a serene atmosphere.

Condo in Hauula

"Coconut Cottage by the Sea" Steps to the beach!

Aloha & Welcome to Punaluu! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Important! Please keep reading for information about the renovations going on at the property. Incredible view of the ocean & you will love amazing sunrises right out your window! This special condo has a great little kitchen & new king bed. Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool, gym & security.

4.96 out of 5 average rating, 129 reviews

A sea turtle glides gracefully in the clear, turquoise water, just beneath the surface. In the background, two small islands rise against a bright blue sky dotted with fluffy white clouds, creating a serene coastal atmosphere.

Place to stay in Kailua

Tropical Kailua Retreat | Walk to Beach + Gym

Walk to one of Hawaii’s most beautiful beaches, explore Kailua by kayak or bike, and relax in your own tropical retreat. The Honu (Turtle) Suite at La Bella’s Bed & Breakfast offers privacy, comfort, and island charm just minutes from the beach. Enjoy a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area surrounded by tropical gardens on Oʻahu’s beautiful Windward Coast.

4.76 out of 5 average rating, 124 reviews

Home in Haleiwa

North shore Studio with sauna! - Walk to beach!

Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, Split unit AC, sauna, an outdoor shower, an outdoor gym, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm. Check my profile for other rentals!

Popular amenities for family-friendly rentals near Kailua Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A modern living area is illuminated by natural light from large glass doors leading to a balcony. The space features a curved gray sofa and a wall-mounted TV, with a backdrop of a serene ocean view visible through the doors.

4.95 out of 5 average rating, 170 reviews

High FL-Upscale Ocean View w/ Easy Beach Access~

4.84 out of 5 average rating, 396 reviews

A private balcony features a round glass table surrounded by two wicker chairs, overlooking a vibrant blue ocean. Soft waves lap against a sandy beach, with palm fronds providing a tropical touch. A clear sky with scattered clouds complements the picturesque view.

Condo in Waianae

Million $ View on Gorgeous Secluded Beach!

A spacious bedroom showcases a large bed with white bedding against a turquoise wall. Floor-to-ceiling windows offer expansive views of the cityscape. A minimalist desk is positioned nearby, and a full-length mirror reflects the warm wooden floor.

4.95 out of 5 average rating, 106 reviews

Spacious 1BR Ocean/Sunset View w/Parking

4.97 out of 5 average rating, 107 reviews

The living area is characterized by high ceilings and natural light streaming through large windows. A comfortable gray sofa is accompanied by wooden chairs and tables, creating a welcoming gathering space. A neutral rug adds warmth, while tropical plants contribute to the serene atmosphere.

Home in Waianae

Makaha Hale - Serene 3 BR Home

A spacious bedroom offers floor-to-ceiling windows with city views. The neutral-toned bedding is paired with a decorative pillow that includes the word 'love.' A stylish red lamp provides subtle lighting, and a decorative bench sits at the foot of the bed.

4.88 out of 5 average rating, 120 reviews

2BR High Floor Free Parking

The spacious living area features two queen beds with plush memory foam mattresses. A soft blanket is draped across the bed. The walls are adorned with a tropical design, enhancing the modern aesthetic. Large windows allow natural light to fill the room.

4.96 out of 5 average rating, 167 reviews

Amazing Central Waikiki Wonder

4.84 out of 5 average rating, 230 reviews

A sweeping view of the ocean is enhanced by a vibrant rainbow arching across the sky. Waves gently lap the shore, while a distant mountain creates a picturesque backdrop. The sandy beach is bordered by lush greenery, embodying a serene coastal landscape.

Apartment in Mākaha

Beach Beauty and Comfort in remote Oahu Paradise

4.94 out of 5 average rating, 190 reviews

An aerial view captures the sandy beach stretching along the coastline, bordered by lush green hills. Crystal-clear turquoise waters gently lap the shore, with a few beachgoers enjoying the day. Colorful umbrellas are dotted along the beach, creating a vibrant contrast against the natural surroundings.

Guest suite in Waianae

Slice of Paradise-Studio-Sleeps 4-Same$ for 4 as 2

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 136 reviews

A sandy beach stretches along the shoreline, gently meeting the ocean waves. Palm trees are visible in the background, framing the tranquil scene. The sky is partly cloudy, casting soft light over the peaceful landscape, inviting moments of relaxation and enjoyment.

Guesthouse in Kapolei

Aloha Living Near Ko’olina + WiFi/Sleeps 4

The serene bedroom features a spacious bed with plush bedding and unique wall art. Ambient lighting and greenery create a soothing atmosphere. Direct access to the balcony enhances the natural light, while soft textiles add comfort to the space.

4.83 out of 5 average rating, 161 reviews

Newly Renovated * Waikiki Beachside Retreat

4.92 out of 5 average rating, 24 reviews

60 second walk to Lanikai Beach. 2 Bedrooms w/ AC

4.84 out of 5 average rating, 326 reviews

A panoramic view of Waikiki beach showcases golden sands and gentle waves lapping at the shore. High-rise buildings line the coast, with Diamond Head peak visible in the background against a clear blue sky.

Guest suite in Honolulu

DIAMOND ON DIAMOND HEAD

4.95 out of 5 average rating, 139 reviews

A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.

Home in Waianae

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!

4.98 out of 5 average rating, 53 reviews

Condo in Kahuku

Aloha Surf Condo - Private Deck - Pool - E-Bikes

4.85 out of 5 average rating, 116 reviews

Waikiki studio with balcony block from the beach

A breathtaking ocean view is framed by large windows, showcasing vibrant colors of the sunset reflecting on the water. The horizon extends into the distance, where boats can be seen navigating the tranquil sea, alongside nearby high-rise buildings.

5 out of 5 average rating, 85 reviews

*RARE* Nami 1BR SUITE | Luxurious Ocean View

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 43 reviews

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

4.94 out of 5 average rating, 113 reviews

Ocean views at the Ilikai - Free Parking!

4.73 out of 5 average rating, 93 reviews

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

A balcony view features a small round table set for breakfast, with fresh fruit and pastries arranged on plates. The ocean can be seen in the distance, along with tall buildings of the Honolulu skyline. Natural light brightens the space.

4.95 out of 5 average rating, 111 reviews

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen

4.73 out of 5 average rating, 15 reviews

Home in Honolulu

Hawaii Kai 7-Bedroom Pool Home with Views!

4.94 out of 5 average rating, 277 reviews

A spacious bedroom features a king bed draped with sheer white fabric, creating an airy ambiance. Two stylish chairs are positioned beside large windows that overlook lush greenery. A natural fiber rug covers the hardwood floor, complemented by a simple wooden bench at the foot of the bed.

Condo in Kahuku

SEArider TWO at Turtle Bay

A private lanai is shown, featuring a sleek outdoor dining table with two lanterns. The view captures the ocean with sailboats in the distance, alongside lush greenery and palm trees, creating a serene backdrop against the clear blue sky.

4.91 out of 5 average rating, 170 reviews

Ocean View w/ 2 private balconies; Steps to Beach

4.97 out of 5 average rating, 266 reviews

A spacious bed is centered against a vibrant mural featuring tropical leaves and abstract shapes. Soft lighting is provided by two pendant lights on either side, accentuating the warm wooden nightstands. Neutral tones create a serene atmosphere in this inviting bedroom.

Condo in Kahuku

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Family-friendly home rentals with Wifi

A panoramic view captures the marina bustling with boats, with clear blue waters reflecting the sky. Lush palm trees line the area, and a sandy beach is visible in the distance, framed by the vibrant horizon and scattered clouds.

4.96 out of 5 average rating, 115 reviews

*Remodeled Oceanfront in Waikiki - Ilikai Marina

5 out of 5 average rating, 29 reviews

This inviting living area features bamboo furniture with vibrant tropical cushions, complemented by natural wood flooring. A ceiling fan provides air circulation, while large windows allow for abundant natural light. A floral arrangement adds a touch of color, enhancing the calm coastal atmosphere.

Guest suite in Kailua

Licensed Lanikai Tree House - Since 1985!

A spacious studio is presented with light wood flooring and bright walls. A king-size bed is positioned centrally, accompanied by two comfortable chairs and a round table. A well-equipped kitchenette is visible, featuring cabinets, a wine cellar, and a microwave, enhancing the functionality of the space.

4.96 out of 5 average rating, 45 reviews

Modern Unit with Stunning Waikiki View w/ Lanai

5 out of 5 average rating, 34 reviews

Home in Waialua

Hibiscus Hale on Gated Estate + Walk to the Beach

The image captures a wide sandy beach bordered by tranquil turquoise waters, with gentle waves lapping at the shore. Lush greenery and palm trees line the background, while distant islands are visible on the horizon under a bright, partly cloudy sky.

4.85 out of 5 average rating, 75 reviews

Large Kailua Beach Home - Steps To The Beach!

5 out of 5 average rating, 27 reviews

Home in Kahuku

Newly Renovated Villa Walk to Beach + Pool

4.97 out of 5 average rating, 60 reviews

A beach cottage is nestled among palm trees, with large windows reflecting the warm hues of a sunset. The grassy area leads toward the ocean, enhancing the serene coastal atmosphere. The horizon showcases the fading light over tranquil waters.

Townhouse in Waialua

Sunset Hale