Family-friendly rentals near Kailua Beach

4.87 out of 5 average rating, 506 reviews

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.

Home in Kailua

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!

4.88 out of 5 average rating, 164 reviews

The image captures a sunset view over the ocean, framed by palm trees and a neighboring cottage's overhang. A grassy area leads to the water’s edge, where calm waves meet the shore. Light reflects off the water, creating a serene ambiance.

Cottage in North Shore

Best Kept Secret on Oahu! and WE ARE LICENSED!!!

Hawaii’s Best Kept Secret! The cottage is next to sandy coves, driftwood, shells, and Polo ponies in forested pastures. The ocean is excellent for snorkeling and fishing; there are 2 surf spots, & world-class windsurfing within 2 mile. Mountains behind us offer good hiking trails. The Colony has a nice pool, and a Pickle Ball court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021. Note: We have NO Air Conditioner, 3 ceiling fans, 2 desk fans & ocean

An inviting balcony space is visible, featuring a round, cushioned chair beside a small, white table. The ocean stretches out in the background, framed by palm trees and gentle waves lapping against the shore, creating a serene coastal view.

4.9 out of 5 average rating, 107 reviews

Dreamy 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. :-)

A bright and airy studio space is highlighted by large windows offering panoramic views of the city and ocean. A king bed with light bedding is paired with a bedside table and lamp. A small dining table with two chairs is positioned beside the window.

4.91 out of 5 average rating, 290 reviews

Panoramic Ocean View/ Full Kitchen/2603A

Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

4.87 out of 5 average rating, 128 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 Punaluu

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

Aloha & Welcome to Punaluu on Windward Oahu side! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Incredible view of the ocean & you will love amazing sunrises right out your window! This special studio condo has a great little kitchen & new king bed. There is access to free washer and dryer and FREE parking! Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool & gym! Just steps to the beach and ocean...You will love it!

4.97 out of 5 average rating, 344 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 Makaha

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.

4.88 out of 5 average rating, 274 reviews

A two-story building is framed by lush greenery and large windows. A white staircase leads to the upper level, while balconies are visible. The exterior showcases a light-colored facade that blends with the natural surroundings, creating a serene residential setting.

Apartment in Kawela Bay

Turtle Bay Corner Condo With A Fairway View!

Resort-style amenities at your doorstep, including snorkeling beach access, pool, tennis courts, & 2 world-class golf courses. East Side of Kuilima Estates, on the Fazio 17th with cool breezes, washer & dryer, and Split A/C in bedroom & living room for comfort. The unit is locally owned and operated by longtime North Shore residents. After you have experienced all of the attractions O’ahu has to offer, check out our place on Molokai. Relax and enjoy a true authentic Hawaiian experience!

An open studio layout showcases a spacious bedroom area with a king-size bed and a cozy seating arrangement featuring a dark sofa. Large glass doors frame stunning ocean and harbor views, while a TV is positioned for easy viewing from the living area.

4.94 out of 5 average rating, 101 reviews

Beautiful OceanView&Sunset @IlikaiResort w/Parking

🌴 BRAND NEW LISTING. NO RESORT FEES. FREE PARKING! 🌴 ✨ This ocean front condo is located at the iconic Ilikai Hotel & Luxury Suites. Your perfect getaway on the 9th floor offering beautiful ocean, sunset, & harbor views everyday! 💎 Immerse yourself in the beauty of Hawaii with just steps away from the pristine beach & lagoon. 🏝️ This inviting studio condo provides an exceptional experience surrounded by a vibrant neighborhood filled with shops, eateries, & fun filled activities!

A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.

4.88 out of 5 average rating, 234 reviews

Amazing Waikiki Beach Views!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

Condo in Downtown Honolulu

Modern 1 Bedroom Condo in Downtown Honolulu

Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

4.98 out of 5 average rating, 284 reviews

4.96 out of 5 average rating, 134 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.

4.88 out of 5 average rating, 465 reviews

A spacious sleeping area is highlighted by a king-size bed dressed in a white coverlet. A futon is positioned alongside, complemented by decorative pillows. Soft natural light enters through multiple windows, while indoor plants add a touch of greenery to the peaceful ambiance.

Guesthouse in Kailua

Kailua Palm Studio. Walk to Beach! PERMITTED

Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Kupono Services.

Popular amenities for family-friendly rentals near Kailua Beach

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.8 out of 5 average rating, 1124 reviews

A modern studio features a spacious bed with teal bedding, situated beside a large window offering city and ocean views. A glass desk and chair are positioned to the left, while a small kitchenette with retro appliances is visible in the corner.

Hotel room in Waikiki

Cute Private Studio in Waikiki

A cozy seating area is highlighted by a green sofa adorned with a decorative pillow featuring a flowered design. A small side table with a potted plant is positioned nearby, and wall art displaying a tropical motif adds visual interest to the space.

4.91 out of 5 average rating, 214 reviews

Fall Promos! 1.5 Blocks to the beach Pool+hot tub

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.

4.97 out of 5 average rating, 114 reviews

Makaha Hale - Serene 3 BR Home

A bright room features two spacious beds positioned beside a large window, offering an ocean view. A small dining table and chairs are adjacent to a desk with a television mounted on the wall, creating a functional workspace. Natural light enhances the inviting atmosphere.

4.85 out of 5 average rating, 141 reviews

Ocean View Studio/Steps to Beach/Mall/Free Parking

A warm living space features a comfortable sectional sofa adorned with decorative pillows, facing a flat-screen TV. Natural light fills the room through large windows, with views of the city skyline. A doorway leads to a separate bedroom, enhancing its spacious layout.

4.9 out of 5 average rating, 159 reviews

Waikiki Amazing Views 1/1 Beachfront Tropical Home

An open dining area is highlighted by a large wooden table with seating for six, complemented by natural light from sliding glass doors. The adjacent kitchen features modern appliances and a spacious island with bar seating, creating a welcoming atmosphere for gatherings.

4.96 out of 5 average rating, 138 reviews

Hawaiian Pakele (escape)

A corner studio offers large windows with panoramic views of the city and mountains, allowing natural light to fill the space. A spacious bed is positioned near the window, complemented by a modern desk area with stylish chairs. Soft blue curtains frame the windows.

4.89 out of 5 average rating, 382 reviews

Renovated Cozy Home in Waikiki

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.

4.97 out of 5 average rating, 181 reviews

Waikiki Studio • Canal View • Walk to Beach

Family- and pet-friendly home rentals

A landscaped yard is visible, featuring lush green grass and a variety of tropical plants. The sun sets in the background, casting warm light over the space. A paved walkway leads toward the house, which is partially seen on the right side.

4.9 out of 5 average rating, 105 reviews

Spectacular Oceanview Cottage

4.85 out of 5 average rating, 340 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

4.86 out of 5 average rating, 122 reviews

Waikiki studio with balcony block from the beach

A view of the shoreline featuring a mountainous landscape, partially covered by green vegetation. The calm water reflects the bright blue sky, with a few white clouds gently drifting overhead. The natural scenery suggests a peaceful coastal environment.

4.87 out of 5 average rating, 127 reviews

Peaceful cozy comfortable apartment

4.94 out of 5 average rating, 155 reviews

Private SPA, Sleep 12, Beach 5 min

4.95 out of 5 average rating, 149 reviews

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

A spacious living area is visible, featuring a comfortable couch with decorative pillows. Two queen-size beds are arranged in the background, complemented by large windows offering mountain and canal views. A cozy armchair is positioned nearby, and soft natural light illuminates the space.

4.81 out of 5 average rating, 134 reviews

Pool, Jacuzzi, Parking, AC, WiFi, Cozy Beds & View

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.

4.82 out of 5 average rating, 164 reviews

Newly Renovated * Waikiki Beachside Retreat

Family-friendly home rentals with a pool

A modern kitchen is featured with light wood cabinetry and natural stone countertops. Three rattan bar stools are positioned at the breakfast bar. Pendant lights with woven shades hang above. Fresh greenery is placed on the counter, enhancing the spacious and airy feel of the room.

4.94 out of 5 average rating, 250 reviews

♥ North Shore Paradise at Turtle Bay ♥

4.89 out of 5 average rating, 247 reviews

A multistory beach cottage is viewed from the shoreline, showcasing its white and turquoise façade. Lush palm trees line the beachfront, complementing the soft sand. The clear turquoise waters reflect the building, creating a serene coastal scene.

Apartment in Punaluu

Aloha Beach Front Cottage

4.93 out of 5 average rating, 116 reviews

Home in Kawela Bay

Condo near Turtle Bay w/pool, beach & BBQ

4.98 out of 5 average rating, 117 reviews

Apartment in Kawela Bay

37 West 1 Bedroom + Murphy Bed TA-104-613-6320-01

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, 122 reviews

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

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.

4.94 out of 5 average rating, 291 reviews

SEArider TWO at Turtle Bay

A modern living space is arranged with a comfortable sofa and a sleek coffee table. A large wall-mounted TV displays a marine scene. The kitchen area features white cabinetry and bar stools, while light wood flooring complements the decor. Natural light highlights the room's openness.

4.91 out of 5 average rating, 357 reviews

NEWLY RENOVATED (2021) Turtle Bay Haven!

4.71 out of 5 average rating, 94 reviews

Home in Kailua

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Family-friendly home rentals with Wi-Fi

A spacious bed is centered against a green accent wall, dressed in a neutral-colored coverlet with assorted decorative pillows. Two wooden nightstands flank the bed, each accompanied by a light source, providing a soft glow to the room, while gray curtains frame a window.

4.83 out of 5 average rating, 324 reviews

Sunshine Waikiki

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.

4.95 out of 5 average rating, 125 reviews

*Remodeled Oceanfront in Waikiki - Ilikai Marina

5.0 out of 5 average rating, 30 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!

5.0 out of 5 average rating, 6 reviews

Tiny home in Kailua

Disconnect Off Grid

4.97 out of 5 average rating, 33 reviews

New Listing OceanView & Fireworks Waikiki Resort

5.0 out of 5 average rating, 15 reviews

~New Listing~ Hoomaluhia - Luxury Coastal

5.0 out of 5 average rating, 30 reviews

Apartment in Kawela Bay

North Shore Hideaway