Family-friendly vacation rentals in Waianae

A scenic view of a paved road lined with tall palm trees swaying gently in the breeze. Lush greenery and colorful tropical flowers frame the roadway, enhancing the natural beauty of the surroundings. Soft sunlight filters through the clouds, casting a warm glow over the landscape.

4.93 out of 5 average rating, 121 reviews

Beautiful 4-BR Home| Near Beach| Mountain View

A tastefully designed 4 bed/2.5 bath home in a gated community (built in 2022), nestled in the beautiful Makaha Valley. Private back yard with breathtaking Wai’anae Mountain view and peek-a-boo oceanview. Enjoy quality time with your family and friends at this stylish, cozy home. Experience true taste of paradise on western side of Oahu, away from hustle and bustle of city. The endless beaches along the coastline, amazing sealife, and magnificent mountains will make your vacation memorable!

A private balcony is showcased with two light blue chairs positioned around a small table. The view highlights ocean waves and lush palm trees, creating a serene backdrop. The indoor-outdoor space invites relaxation with clear skies and gentle breezes.

4.79 out of 5 average rating, 112 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Gorgeous, Fully Furnished, Beachfront one-bedroom condo with over 740 square feet in Maile on Oahu. Maili Cove is a hidden gem and has easy access to golf courses, amusement parks, restaurants, shopping centers, financial and medical facilities and other services located on the west side of the island. Just 15 minutes down the road is the Disney Resort & Ko Olina. *This is a LEGAL vacation rental, so no stress! 90/TVU-0073 Owner a licensed real estate agent. Hawaii tax ID TA-147-153-1008-01

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.

4.97 out of 5 average rating, 288 reviews

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.

The living area features a comfortable teal sofa with decorative pillows, a coffee table, and a television against a backdrop of large windows. A lanai with chairs provides an ocean view, while light wood accents and a blue rug enhance the calm ambiance.

4.93 out of 5 average rating, 126 reviews

11D Hawaiian Princess - Mango Mele

This beautiful, one bedroom, one bath condo is located at the Hawaiian Princess in Makaha. It is absolutely beachfront and is on a higher floor with a breath-taking ocean-sunset view. One of the best on the planet. The unit is very well maintained. King bed in the bedroom, sofa sleeper in the living room, full kitchen, 2 TVs, beach equipment. Drop me a message (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available.

4.84 out of 5 average rating, 203 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

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

A private hot tub is situated beside a lush backyard, with a mountain view in the background. The yard features well-maintained landscaping, including plants and ornamental stones. In the distance, a dining table with chairs is set for outdoor gatherings under a clear blue sky.

4.96 out of 5 average rating, 106 reviews

Family Oceanview Oasis, Hot Tub, 5min to beach

🌺Repeat Visitors' Favorite: Experienced Oahu travelers return for the unmatched mountain & ocean views 🌺Spacious for Large Groups ♨️ Private 9-seat hot tub for relaxing soaks under the stars 🏊‍♀️ Pool & Spa: Brand new Ocean-view community pool in a quiet, gated neighborhood 🔥 Outdoor grill in private backyard and 10-seat dining table for family BBQ nights 🏖️ Beach: Only 5 min drive to the famous Makaha Beach 🏠 One-story, step-free, perfect for grandparents and kids

The image captures a serene beachfront scene framed by tall palm trees. Shades of blue from the ocean sky merge with the azure waters. A lush green lawn and vibrant vegetation are visible in the foreground, creating a peaceful coastal atmosphere.

4.93 out of 5 average rating, 134 reviews

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Our Villa is close to Aulani Disney Resort and Four Seasons Resort. Many positive reviews on Airbnb & other rental websites for this resort!One of the most reviews for this property! Sharing our Villa with renters since 2010. Rent with confidence and deal with owner directly to ensure a great experience and stay. Airbnb Superhost since 2018! The Beach Villas are a newer resort built in 2007. Unbelievable value at prices less than half of Aulani and Four Seasons!

A spacious outdoor seating area features a covered gazebo with a light wood frame. Comfortable plush cushions line the seating, with a central fire table creating a focal point. Lush greenery surrounds the area, offering a view of the distant mountains and garden landscaping.

4.98 out of 5 average rating, 103 reviews

Kalo Homes ~ Tropical Makaha Sanctuary

Imagine waking up to breathtaking views of the ocean, mountains, and valley, while surrounded by lush tropical landscaping. You can unwind in the Jacuzzi or fire up the Traeger grill for a tasty BBQ. We've got you covered with all the beach amenities you'll need to enjoy the crystal-clear waters and white sandy beaches. Whether you're looking for a romantic escape or a fun-filled family vacation, our property has everything you need to create unforgettable memories.

4.88 out of 5 average rating, 204 reviews

Aerial view captures the resort complex positioned along the shoreline, featuring three distinct buildings surrounded by lush landscaping. The calm lagoon reflects the pastel colors of the sunset, with a sandy beach and rocky outcrops enhancing the coastal scenery.

Villa in Ewa

Studio Suite Ko Olina and MARRIOTT Beach Club

Feel free to message me a request to book and the times you are looking for. The least expensive option is the Mountain View Studio w/kitchenette that sleeps 4. Price is MORE THAN HALF the cost if you book direct with the hotel. Also includes free parking where hotel charges $45/day. The most beautiful resort and Guestroom in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

4.94 out of 5 average rating, 145 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 2 as 4

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

4.94 out of 5 average rating, 114 reviews

A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.

Guesthouse in Waianae

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

A modern living area is furnished with a sectional sofa, accent chairs, and a coffee table. A spacious dining table is surrounded by white chairs. A ceiling fan and artwork decorate the room, while natural light streams in through the windows.

4.94 out of 5 average rating, 125 reviews

Large family home 5 min from beach- newly built

A true taste of Hawaii - You'll find a coastline of endless beaches, limited crowds, and amazing sea life. Makaha beach can be seen from the windows of this new four bedroom home, providing plenty of room for large families to come together and relax after days playing in the sun surfing, snorkeling, and swimming. Nestled in the Makaha Valley, experience the lush mountains out the backdoor and tropical beaches out the front.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Waianae family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious backyard is showcased, featuring two cornhole game boards set on vibrant green grass. A cooler is positioned nearby, with the lush backdrop of greenery and a mountain visible in the distance under a blue sky.

4.93 out of 5 average rating, 15 reviews

Ocean Views Serene Vacation Escape Home Near Beach

A private lanai features a round glass table set with breakfast items, surrounded by four metal chairs. Expansive ocean views are visible, with a distant mountain providing a scenic backdrop. The serene atmosphere is enhanced by blue skies and fluffy clouds.

4.93 out of 5 average rating, 43 reviews

Beach Front HawaiianPrincessCorner Unit

Condo in Downtown Honolulu

A spacious living area contains a comfortable sofa, accent chairs, and a coffee table, all arranged on light-colored flooring. Two pieces of wall art adorn the walls, while large glass doors lead to a balcony offering views of the surrounding area.

4.95 out of 5 average rating, 147 reviews

Luxury Condo with Ocean Views & FREE Parking!

A serene pool area is surrounded by lush tropical landscaping, featuring palm trees and colorful flowers. Lounge chairs are placed around the pool, which is framed by natural stone accents. A calm, inviting atmosphere is created by the clear blue water and sunny skies.

4.84 out of 5 average rating, 100 reviews

Ko Olina Beach Villas ★Ocean View★Free Parking★

4.88 out of 5 average rating, 32 reviews

A sandy beach stretches along the shoreline, with gentle waves lapping at the shore. A few beachgoers can be seen scattered along the coastline, enjoying the sun. Lush greenery and distant mountains frame the scene under a partly cloudy sky.

Apartment in Waianae

Makaha Sunset Haven

A private lanai offers a table and several lounge chairs with ocean views. The tropical landscape includes a palm tree, and the vibrant blue ocean extends seamlessly to the horizon. Natural light illuminates the space, enhancing the outdoor atmosphere.

4.86 out of 5 average rating, 66 reviews

Legal BEACHfront Condo, free pkg, pool, hot tub! 2

A modern studio is featured with light wood flooring and a bright, airy atmosphere. The spacious king bed is positioned beside a comfortable twin-size sofa sleeper. A 65-inch smart TV is mounted on the wall, and a dedicated work area with a desk is visible.

4.96 out of 5 average rating, 114 reviews

43FL-Gorgeous High-FL Studio w/Ocean & City Views

Condo in Downtown Honolulu

This image features an open-plan kitchen and living area, showcasing modern stainless steel appliances and a dark countertop. Natural light floods through large floor-to-ceiling windows, highlighting a comfortable seating area with a couch, a dining table, and a television across the room.

4.9 out of 5 average rating, 214 reviews

Downtown Luxury Condo Honolulu & FREE Parking!

Show all

Family- and pet-friendly home rentals

5 out of 5 average rating, 100 reviews

A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.

Place to stay in Kailua

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

4.8 out of 5 average rating, 115 reviews

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.

Apartment in Waikiki

FLASH DEALS: Free Parking, WiFi, AC, & Comfy Beds

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.

4.84 out of 5 average rating, 136 reviews

* Newly Renovated * Waikiki Beachside Retreat

4.84 out of 5 average rating, 274 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 cozy studio bedroom is furnished with a spacious bed adorned with towels. A small kitchen area is visible, featuring a retro-styled refrigerator and a coffee maker. Large curtains frame the window, while a TV is mounted on the wall, complementing the vibrant wall art.

4.82 out of 5 average rating, 108 reviews

Steps to Waikiki Beach&Surf. In the Heart of Town.

5 out of 5 average rating, 6 reviews

A studio space features a queen bed with blue linens and two comfortable chairs positioned nearby. The kitchenette showcases wooden cabinetry, a microwave, and a stainless steel refrigerator. Two large windows are adorned with blue curtains, allowing light to filter into the room.

Apartment in Waikiki

Central Waikiki! Location X3!

A clear view through multiple windows displays the majestic Diamond Head mountain, characterized by its green slopes and rocky formations. The sky above is bright and clear, enhancing the natural beauty of the surrounding landscape.

5 out of 5 average rating, 10 reviews

YAMA 1 BR SUITE | Diamond Head View + Ocean Peek

A spacious studio unit features a king-sized bed with crisp linens, complemented by tropical wallpaper. A balcony area includes a small table and chair, offering views of the ocean and palm trees. Natural light pours in through the sliding glass doors, enhancing the inviting atmosphere.

4.76 out of 5 average rating, 561 reviews

King Bed | Ocean View | Steps to Waikiki Beach

Show all

Family-friendly home rentals with a pool

The exterior of a modern two-story home is depicted, featuring a welcoming porch and a well-maintained driveway. Lush green landscaping complements the home, with a backdrop of majestic mountains partially shrouded in mist, adding to the serene environment.

5 out of 5 average rating, 29 reviews

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

A panoramic view showcases the turquoise ocean and sandy beach, framed by tropical palm trees. The lush green landscape extends to the edge of the water, creating a harmonious blend of nature and relaxation. Soft clouds drift across the vibrant blue sky.

5 out of 5 average rating, 19 reviews

Spectacular Ocean View Suite at Beach Villas B802

5 out of 5 average rating, 12 reviews

A balcony view presents expansive ocean vistas, framed by a blue sky with soft clouds. A small wooden table is visible, adorned with a potted plant. The serene beach and lush palm trees below add to the tranquil atmosphere.

Apartment in Waikiki

Ocean Breeze Retreat: Luxe High-Rise 21F

4.93 out of 5 average rating, 236 reviews

Condo in Kahuku

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

The kitchen features a spacious island with seating for four, complemented by modern appliances. Large sliding glass doors open to a balcony, showcasing views of the surrounding area. Pendant lighting provides warm illumination over the counter, enhancing functionality and style.

5 out of 5 average rating, 15 reviews

Hale Healani B-705 Stunning Views of the ocean

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.

4.97 out of 5 average rating, 37 reviews

NEW Elegant Luxury OceanView @IlikaiResort w/Parking

A large swimming pool is surrounded by lush palm trees and colorful landscaping. Loungers offer ample seating options, and umbrellas provide shade. The pool reflects the clear blue sky, inviting relaxation in this peaceful outdoor setting.

4.95 out of 5 average rating, 73 reviews

Beach Villas at KoOlina (((oceanviews)))