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, 505 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, 390 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, 274 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 Kawela Bay

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Come to escape to this newly renovated 1,150SF 2 bedrooms/2.5 bathroom townhouse for a soul comforting Northshore stay! Away from hustling downtown, Hale Lulu sits peacefully a few minutes away from iconic Turtle Bay Hotel and the most beautiful secluded beaches and trails! This unit is the biggest model in Kulima West. We offer 2 king size beds and 1 queen bed in three different bedrooms for your restful stay. The best cleaning crew was hired for your luxurious staying experience in Hawaii.

4.88 out of 5 average rating, 124 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, 343 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, 160 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 forested pastures filled with polo ponies. The ocean is excellent for snorkeling and fishing; there are two surf breaks within one mile, windsurfers get wind most afternoons, and the mountains behind us offer good hiking trails. The Colony has a nice pool and a large grass chipping green, and a tennis court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021.

5.0 out of 5 average rating, 119 reviews

Hula Hideout ~ Airbnb’s Favorite Home - Top 1%

Aloha and welcome to your ultimate Hawaiian retreat! Nestled just 2 miles from the world-famous Makaha Beach, our meticulously crafted hideout is a haven where luxury and nature harmoniously coexist. The warm, relaxing and spacious living areas are uniquely designed to immerse you in tranquility, with carefully selected furnishings that draw inspiration from our rich Island traditions. Experience the spirit of Hawaii while enjoying a seamless blend of luxury and nature's splendor.

4.84 out of 5 average rating, 261 reviews

The image captures the serene oceanfront view at dusk, with gentle waves lapping against the shoreline. A lush green landscape leads up to the modern home, which features a spacious deck. The sky is painted in soft shades of blue and pink as the sun sets.

Townhouse in Laie

Sea Cliff House 2 - Oceanfront Home - 30-day stays

Guests said: "Probably the BEST place I have ever stayed. Not a single downside." "This house is too beautiful for words." "Love love love the place!! Thank you!!" You'll love this oceanfront North Shore Oahu home, too. See the crystal-clear waters of Laie Bay from nearly everywhere in the house. Dine on the lanai with the ocean so close you feel like you can touch it. The Sea Cliff House is on beautiful Laie Point, a unique peninsula on the quiet side of Oahu.

Condo in Downtown Honolulu

4.98 out of 5 average rating, 282 reviews

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.

4.96 out of 5 average rating, 132 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.

A vibrant pink hibiscus flower stands prominently in the foreground, with lush green foliage surrounding it. In the background, a corner of the apartment is visible, featuring a light green exterior and a covered area, enhancing the tropical atmosphere of the property.

4.86 out of 5 average rating, 118 reviews

Tropical Hideaway Near the Beach

We live in a quiet neighborhood which is close to the beach, bus stop or shopping. It’s a mile walking to Kailua beach. The apartment has a bedroom, living room/kitchenette and bathroom which are part of the house but has a separate entrance and private yard with a gate. We must rent on a monthly basis according to Hawaii vacation rentals. If you need a different amount of time please contact me. No pets allowed.

4.91 out of 5 average rating, 162 reviews

Guest suite in Kailua

Kailua 2 minute drive 2 beach

2015 remodeled studio with private entrance. Clean and new cal king bed, spacious lanai, kitchenette and large contemporary bathroom. Air/conditioning, ceiling fan, wifi, 40" smart TV with lots of cable channels (HBO, NetFlix etc) Private parking. Also beach chairs, beach towels and boogie boards for the waves in Kailua!

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 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, 288 reviews

Panoramic Ocean View/ Full Kitchen/2603A

A spacious bedroom features a king-size bed with an elegant quilt and decorative pillows. Two nightstands with stylish lamps are positioned on either side. Floor-to-ceiling windows offer panoramic views of the ocean, filling the room with natural light.

4.91 out of 5 average rating, 154 reviews

#3103 2BR/2BA|Beachfront, Free Parking, Gym & Pool

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, 112 reviews

Makaha Hale - Serene 3 BR Home

4.81 out of 5 average rating, 1118 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 modern kitchen space with a stove and cooking area is visible, leading into a spacious living area. Large windows overlook the Pacific Ocean, providing sweeping views. A comfortable seating area includes a gray sofa and light rug, while a small dining space is also present.

4.87 out of 5 average rating, 104 reviews

Top FL-Grand Ocean View Suite-Waikiki Beach

4.99 out of 5 average rating, 130 reviews

Home in Makaha Valley

Beach 6 Min|BBQ|Community Pool+Gym|Peaceful+Gated

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, 179 reviews

Waikiki Studio • Canal View • Walk to Beach

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, 211 reviews

August Promo! 1.5 Blocks to the beach Pool+hot tub

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, 103 reviews

Spectacular Oceanview Cottage

4.85 out of 5 average rating, 336 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

4.94 out of 5 average rating, 152 reviews

Private SPA, Sleep 12, Beach 5 min

4.86 out of 5 average rating, 120 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, 125 reviews

Peaceful cozy comfortable apartment

4.8 out of 5 average rating, 111 reviews

Waikiki Magic

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

4.93 out of 5 average rating, 30 reviews

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

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 271 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!

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.

4.93 out of 5 average rating, 104 reviews

Dreamy Beachfront Home (Car & Parking Available)

4.89 out of 5 average rating, 245 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, 246 reviews

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.

Condo in Kawela Bay

♥ North Shore Paradise at Turtle Bay ♥

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, 230 reviews

Amazing Waikiki Beach Views!!

4.98 out of 5 average rating, 116 reviews

Apartment in Kawela Bay

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

4.93 out of 5 average rating, 115 reviews

Home in Kawela Bay

Condo near Turtle Bay w/pool, beach & BBQ

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, 119 reviews

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

Family-friendly home rentals with Wifi

4.77 out of 5 average rating, 277 reviews

Two individuals float in calm, clear ocean water, each using a brightly colored inflatable inner tube. The water appears inviting and tranquil, and the sandy bottom is visible beneath the surface.

Condo in Punaluu

Dreamy Beachfront Cottage with Breathtaking Views

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, 123 reviews

*Remodeled Oceanfront in Waikiki - Ilikai Marina

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.

4.86 out of 5 average rating, 81 reviews

Large Kailua Beach Home - Steps To The Beach!

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, 4 reviews

Tiny home in Kailua

Disconnect Off Grid

4.73 out of 5 average rating, 93 reviews

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

5.0 out of 5 average rating, 91 reviews

A serene pathway leads toward the cottage, bordered by lush greenery and a manicured lawn. The ocean glistens in the distance under a bright blue sky, with a palm tree gently swaying nearby. Large windows of the cottage offer views of the tranquil waters.

Cottage in North Shore

Island Jewel, North Shore Bliss

A private balcony lanai is showcased, featuring a table with two chairs overlooking an ocean view. The bedroom area is visible through large glass sliding doors, where a cozy bed is adorned with neutral-toned bedding. Lush palm trees can be seen framing the picturesque scenery.