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

4.77 out of 5 average rating, 168 reviews

A private lanai is seen through sliding glass doors, featuring two chairs and a small table overlooking the ocean. Lush palm trees are visible, with water glistening under the clear sky. The space has green turf flooring, providing a vibrant touch.

Condo in Punaluu

"Endless Summer" Beachfront Condo w/ Full Kitchen!

Welcome to the beach! Your little piece of paradise! 1 bed w/ king bed & queen bed in the living room too! Directly on a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped kitchen, washer/dryer in the condo & private lanai looking out at a spectacular beach with amazing ocean views! Enjoy incredible sunrises too! Pool, gym, BBQ area & WIFI. Close to may attractions like PCC, Kualoa Ranch & More!

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. :-)

4.77 out of 5 average rating, 279 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

Dream away in this romantic, sandy beachfront cottage. Perfect for couples and families! Enjoy life on the beach, in the water, or relax on the patio facing the ocean. This charming little cottage features a remodeled bathroom and galley-style kitchen. No A/C, but trade winds and ceiling fans keep you comfortable. Price temporarily reduced due to construction on the main condo complex. See spectacular sunrises, moonrises, and giant green-sea turtles sleep on this sandy beach at night until dawn.

4.79 out of 5 average rating, 126 reviews

Two lounge chairs are positioned on a manicured lawn, offering views of the turquoise ocean and clear blue sky. Lush greenery surrounds the area, and palm trees provide gentle shade, creating a serene outdoor setting.

Apartment in Punaluu

Blue Hawaii Sandy Beachfront Cottage

Peaceful, beachfront 2nd floor cottage. Ideal for 1-4 guests. Price Includes taxes, parking, resort, and wifi. Galley kitchen with marble countertops, 2-burner cooktop, and beach house charm. NO A/C, but trade-wind breezes and ceiling fans provide comfort in this tropical paradise. This upstairs unit is 1 part of a 2-story, 4-plex building. Amenities include: BBQ, pool, fitness room, and lawn chairs. Rates reduced due to construction onsite, but no construction in the unit or on the beachside.

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.

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, 100 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, 233 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.

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.

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.

4.86 out of 5 average rating, 118 reviews

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.

Home in Kailua

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.

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

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, 155 reviews

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

A bright living area offers a panoramic view of the ocean through large windows. The space includes a cozy sectional sleeper sofa, a 75-inch 4K Smart TV mounted on the wall, and twin bunk beds with light bedding, set against neutral decor.

4.92 out of 5 average rating, 102 reviews

40F-High-FL Ocean View-1 Bedroom-Waikiki Beach!

Condo in Downtown Honolulu

4.98 out of 5 average rating, 283 reviews

Modern 1 Bedroom Condo in Downtown Honolulu

4.99 out of 5 average rating, 133 reviews

Home in Makaha Valley

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

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)

4.8 out of 5 average rating, 1121 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

4.98 out of 5 average rating, 121 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

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

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, 339 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

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

4.86 out of 5 average rating, 122 reviews

Waikiki studio with balcony block from the beach

4.94 out of 5 average rating, 155 reviews

Private SPA, Sleep 12, Beach 5 min

4.95 out of 5 average rating, 148 reviews

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

4.8 out of 5 average rating, 111 reviews

Waikiki Magic

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

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, 248 reviews

♥ North Shore Paradise at Turtle Bay ♥

4.88 out of 5 average rating, 273 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 open layout features a kitchen with modern appliances and a dining area, complemented by bar seating. The loft area with a visible sleeping space is showcased above, while natural light floods through large windows, enhancing the airy atmosphere of the living space.

4.89 out of 5 average rating, 261 reviews

Legal STR: Aloha at Turtle Bay w/ Loft

4.89 out of 5 average rating, 246 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

An open living space showcases a dining area with a circular table and metal chairs, surrounded by natural wood accents. A large wall art piece features a world map. A sliding glass door leads to a private lanai offering views of the golf course.

4.92 out of 5 average rating, 519 reviews

RusticLuxe — Go Fully Custom at Turtle Bay

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, 290 reviews

SEArider TWO at Turtle Bay

4.81 out of 5 average rating, 263 reviews

A spacious living area features light grey walls and a wooden floor. A large L-shaped sofa sits on a plush area rug, complemented by decorative art on the wall. A staircase with wooden railings leads to the upper level, adding to the inviting layout.

Townhouse in Kapolei

Beautiful and Spacious.

4.98 out of 5 average rating, 117 reviews

Apartment in Kawela Bay

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

Family-friendly home rentals with Wi-Fi

4.76 out of 5 average rating, 130 reviews

Home in North Shore

North shore Studio with sauna! - Walk to beach!

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, 124 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, 5 reviews

Tiny home in Kailua

Disconnect Off Grid

Guest suite in Hawaii Kai

5.0 out of 5 average rating, 13 reviews

Private Studio in Hawaii Kai

4.92 out of 5 average rating, 75 reviews

Home in Kawela Bay

Cozy retreat w/golf views & beach

4.82 out of 5 average rating, 51 reviews

A spacious living area features a large sectional sofa adorned with colorful throw pillows. Large windows provide natural light and showcase ocean views, with tropical palm trees visible outside. Ceiling fans and light-colored walls create an airy atmosphere.

Condo in Punaluu

8P - Hale Ohana Ali

An open-concept living space features a modern kitchen with a large white island and sleek cabinetry. Natural light streams through expansive windows, illuminating a dining area with stylish chairs and a view of the ocean and city skyline. Decorative plants enhance the inviting atmosphere.