Family-friendly holiday rentals in Oahu

4.87 out of 5 average rating, 473 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!

Superhost

A spacious living area features large windows offering panoramic ocean views. Modern furnishings include a soft sofa adorned with decorative pillows, a stylish armchair, and a wooden dining table. Natural light brightens the room, enhancing the fresh coastal ambiance.

4.91 out of 5 average rating, 132 reviews

32nd Floor Penthouse. 3min walk to Waikiki Beach

Welcome to HaleHinano Penthouse, Waikiki Beach. Enjoy this rarely find 1BR Penthouse on the 32nd floor with panoramic ocean views of the crisp Hawaiian waters. This condo is fully renovated with modern furnishings and decor. Just a few steps away, you’ll be at beach fronts of Waikiki beach. You’ll be surrounded with local favorite fine dining, shopping plazas. -In unit washer and dryer. -Top roof Pool, Jacuzzi, BBQ -3 min walk to the Waikiki beach. -$35/day parking attached to the building.

4.92 out of 5 average rating, 368 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.

4.99 out of 5 average rating, 317 reviews

A modern kitchen and living area are depicted in the image. The kitchen features sleek white cabinets and a spacious island. A stainless steel refrigerator and stove are visible. Natural light fills the area through large sliding glass doors, overlooking a green landscape.

Apartment in Kahuku

Modern & Contemporary North Shore Oahu Condo

Welcome to our beautiful condo nestled in the dreamy North Shore of O‘ahu. Our home is located in the gated community of Kuilima Estates West, within the renowned Turtle Bay Resort. You'll be just a 5–10 minute walk from breathtaking shorelines, world-class surf spots, romantic dining experiences, and endless adventures by land and sea. Kuilima Estates is also the only area on the North Shore where vacation rentals are legally permitted—offering you a unique and worry-free island escape.

4.97 out of 5 average rating, 320 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.

Apartment 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.

4.94 out of 5 average rating, 109 reviews

A comfortable living space features a cozy grey sofa adorned with decorative pillows, alongside a spacious bed with a wooden headboard. Artwork depicting ocean scenes enhances the room, while a neutral color palette and a plush area rug contribute to a serene atmosphere.

Hotel room in Honolulu

Spacious Waikiki Retreat w/ Kitchen*Easy Comforts

Aloha! Welcome to your perfect getaway,fully equipped accommodation with kitchenette.Everything you need to enjoy your time on the island. Exceptional Amenities, NO resort fees! Elevated views, picturesque cityscape backdrop+ Beach Gear. The ideal condotel offering for extended stays, travelling professionals or a quick vacation.A blended space of traditional Hawaiiana and contemporary furnishings and hand-curated local artwork.Comfortably accommodates 3-4 people.Your home, away from home.

4.96 out of 5 average rating, 163 reviews

Home in Makaha Valley

3BR, Near Beach, Game RM, Private Spa, Pool, Gym

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

4.92 out of 5 average rating, 113 reviews

26F-Gorgeous Double Queen Studio-Waikiki Beach!

Enjoy a beautifully renovated studio suite on the 26th floor! Centrally located with just steps away from Waikiki Beach, International Market Place and the Royal Hawaiian Shopping Center. This GORGEOUS studio is fully furnished with 2 queen size beds, 65in HD4K smart TV, quiet split AC system and a large private patio overlooking the Waikiki Skyline. This stunning studio is perfect for couples, small groups and family travel! Welcome to your home away from home!~ Aloha!

4.93 out of 5 average rating, 176 reviews

A modern sleeping area features a king-sized bed with crisp white linens and accent pillows. A full-sized sofa bed sits adjacent, providing additional seating. Large windows offer natural light and views of the surrounding greenery and buildings, enhancing the bright and airy ambiance.

Flat in Honolulu

Waikiki Hideout

KICK BACK AND RELAX IN THIS CALM, STYLISH SPACE. THIS MODERN RESIDENCE IS NEWLY RENOVATED AND EXTREMELY CLEAN. LOCATED JUST A FEW STEPS AWAY FROM WAIKIKI BEACH, ZOO, RESTAURANTS, AND ATTRACTIONS. TAKE ADVANTAGE OF AN UNBELIEVABLE 10TH FLOOR VIEWING DECK OPEN TO ALL GUESTS FROM SUNRISE TO 10PM! ENJOY MORNING COFFEE AT SUNRISE OR EVENING MEALS/DRINKS AT SUNSET KING SIZED BED, FULL SIZED SOFA BED, WORK STATION AND FULL KITCHEN *ALL TAXES AND FEES INCLUDED IN PRICE

4.9 out of 5 average rating, 118 reviews

An aerial view captures the resort buildings set against a pastel sunset, bordered by a calm lagoon. Palm trees and landscaped grounds are featured alongside the sandy beach, with rocky outcrops visible in the foreground, creating a serene coastal environment.

Apartment in Kapolei

Studio Suite @ Ko Olina Marriott Vacation Club : D

If you don't see the dates you are looking for, please message me. The price shown is for the Mountain View Studio w/kitchenette that sleeps 4, 1 King and a Sofa Bed. Stay at a 4 Star hotel at a fraction of the cost than booking direct. I also include FREE parking ($45/day value). 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.

A spacious room is highlighted by a comfortable bed with colorful accent pillows. A mirrored wall reflects light, and wooden flooring adds warmth. A kitchenette with granite countertop, bar seating, and modern appliances is visible in the background. Soft lighting creates a welcoming ambiance.

4.9 out of 5 average rating, 432 reviews

Boutique Style Studio Just Steps to Waikiki Beach

Boutique studio steps from Waikiki beach, restaurants, Honolulu Zoo, family-friendly activities, nightlife, & public transportation - all within walking distance. You’ll love my place because of the modern decor, equipped kitchen & comfy queen bed. Bed & futon sleeps up to 3 adults. Double pane windows keep the noises out while you rest. Beach towels, chairs, boogie board, sand toys, cooler bag & snorkel gear is provided.

A spacious balcony is accessed from the suite, featuring a table and chairs with a view of the Waikiki Marina. The scene includes boats in the water and distant ocean views against a backdrop of blue skies and scattered clouds.