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, 123 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.

4.8 out of 5 average rating, 113 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 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.

4.93 out of 5 average rating, 233 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!

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, 291 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, 127 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.

4.96 out of 5 average rating, 140 reviews

A private hot tub is positioned in the foreground, surrounded by lush tropical landscaping. The two-story home stands in the background, framed by picturesque mountain views. The outdoor space offers a well-maintained lawn and a patio area, inviting relaxation in a tranquil setting.

Home in Makaha Valley

Kalo Homes - Makaha's Hidden Gem

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!

A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.

4.95 out of 5 average rating, 106 reviews

Oahu Perfect Vacation •Pool, Near Beach, Sleeps 14

Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous Mākaha Beach - you got it all. From the mountains of Yosemite to the beaches of Gulf Shores, my family and I will provide you with the best experience for any vacation and occasion! (Pool available May 7th, 2025)

4.84 out of 5 average rating, 204 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, 108 reviews

Family Oceanview Oasis, Hot Tub, 5min to beach

Why guests LOVE our home? Why guests find it such a great VALUE? - Free parking for 5 cars (save $40–$100/car nightly) - Private SPA & BBQ, full kitchen to cut dining costs, - Spacious single-story for large family with senior and kids, 3 bedroom, 9 beds and 2 bathroom - Repeat guest favourite, peaceful spot near beaches & away from Waikiki crowds. - Gated community with Oceanview pool, gym & mountain views, - Filtered water (no bottled runs), - Washer/dryer to travel light

4.94 out of 5 average rating, 148 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, 117 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, 127 reviews

Large family home 5 min from beach- with pool

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

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Stylish accommodations with great services 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

Condo in Downtown Honolulu

A bright living space features large windows that offer views of the city skyline. A wooden dining table is set for four, while a comfortable sofa faces a television. Neutral tones and decorative wall art enhance the inviting ambiance of the room.

4.79 out of 5 average rating, 281 reviews

Spacious Hotel/Apartment in Downtown with Parking

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!

4.94 out of 5 average rating, 121 reviews

A serene bedroom setting is presented, featuring a spacious bed covered with a textured blue blanket. Large windows frame a panoramic view of the Ko'olau mountain range and urban scenery, allowing natural light to illuminate the space.

Apartment in Waikiki

Waikiki Studio, Panoramic View, Walk to Beach!

Apartment in Downtown Honolulu

A panoramic view of Downtown Honolulu from the 4th floor, capturing city streets below. Sidewalks bustle with pedestrians, bicycles, and vehicles. Reflective glass buildings line the streets, while green trees add a touch of nature to the urban landscape.

4.89 out of 5 average rating, 221 reviews

Free Parking Chic Studio Suite

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.

4.97 out of 5 average rating, 115 reviews

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

A scenic view is captured from the 15th floor, showcasing the vibrant blue Pacific Ocean and palm trees below. The image includes buildings of various heights, with a distinctive green-roofed structure in the foreground, framed by a clear blue sky dotted with a few clouds.

4.98 out of 5 average rating, 128 reviews

15F OHANA Deluxe Ocean View Suite • FREE Parking

5 out of 5 average rating, 31 reviews

The studio features a queen bed with a textured white coverlet, positioned near a large window offering expansive views of the ocean and Diamond Head. A small dining table and chairs are present, along with a cozy pull-out sofa, enhancing the welcoming atmosphere.

Apartment in Waikiki

Ocean & Mtn View Studio 33rd Fl

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, 216 reviews

Downtown Luxury Condo Honolulu & FREE Parking!

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Family- and pet-friendly home rentals

A community pool area features clear blue water reflecting the sky, surrounded by lounge chairs. Lush palm trees provide shade, and a striking mountain backdrop complements the tranquil setting. The pool is designed for relaxation, with steps leading into the water and a calming atmosphere.

4.81 out of 5 average rating, 52 reviews

@Marbella Lane - Blissful Studio in Makaha

5 out of 5 average rating, 102 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

4.72 out of 5 average rating, 144 reviews

Tall palm trees frame a serene ocean view, showcasing turquoise waters gently lapping against a sandy beach. A clear blue sky provides a bright backdrop, enhancing the tranquil atmosphere of this beachfront location.

Condo in Hauula

Tropical Beach Vibes Waterfront Condo!

A spacious living area features a light-toned sectional sofa and a wooden coffee table. A large 65" 4K SMART TV displays an underwater scene with a sea turtle. Floor-to-ceiling windows offer views of the ocean and mountains beyond.

4.98 out of 5 average rating, 142 reviews

[Rare] Premier Ocean and Diamond Head Views 33 FL

4.84 out of 5 average rating, 276 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

5 out of 5 average rating, 13 reviews

A spacious bedroom is featured, showcasing a King bed with soft, muted linens. Natural wood accents create a warm environment, complemented by shelving and artwork on the walls. Soft lighting is provided by a lamp next to the bed, enhancing the cozy ambiance.

Condo in Kahuku

Aloha Surf Condo - Private Deck - Pool

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.

4.92 out of 5 average rating, 74 reviews

Spectacular Oceanview Cottage

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Family-friendly home rentals with a pool

4.84 out of 5 average rating, 101 reviews

An inviting pool area is surrounded by lush landscaping and lounge chairs. The clear water reflects the sunlight, with a distinctive design at the bottom. The multi-story building provides a backdrop, enhancing the serene atmosphere of the space.

Condo in Ewa

Ko Olina Beach Villas ★Ocean View★Free Parking★

4.88 out of 5 average rating, 33 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

5 out of 5 average rating, 18 reviews

A panoramic view captures the sun setting over the ocean, illuminating the sky with warm hues. The scene includes gentle waves lapping at the shore and palm trees lining the beach, framed by the resort's architecture on the left.

Condo in Ewa

Marriott's Ko'Olina Beach Club- Studio-LAGOONS

A swimming pool is surrounded by lush greenery, featuring a partially submerged hot tub. Several lounge chairs are arranged along the poolside, offering ample space for relaxation. Clear blue skies and sunlight enhance the inviting atmosphere of the pool area.

4.87 out of 5 average rating, 67 reviews

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

4.96 out of 5 average rating, 118 reviews

A well-maintained octagonal pool is surrounded by a spacious patio, featuring a shaded seating area and lounge chairs. Lush greenery and palm trees enhance the tranquil environment. The pool's clear blue water is inviting under the sunlight, creating a refreshing space for relaxation.

Condo in Kahuku

Hale Soleil

4.88 out of 5 average rating, 141 reviews

A softly colored bedroom features a spacious bed adorned with a light blue and white quilt. Window shutters allow natural light to filter in, while two bedside tables hold lamps. A tropical-themed wall hanging adds a decorative touch, complementing the inviting atmosphere.

Condo in Kahuku

The Coloradoan

A clear swimming pool is seen surrounded by a tiled deck. Several lounge chairs are arranged around the pool, accompanied by green umbrellas. A tall palm tree casts a shadow on the water, emphasizing the tropical setting.

4.91 out of 5 average rating, 191 reviews

Amazing Waikiki Beach Views!!

A spacious balcony features a light-colored outdoor sofa paired with contemporary round side tables. Lush palm trees frame the ocean view, where the blue water meets the sandy beach. The scene is brightened by sunlight reflecting off the ocean.