Family-friendly holiday rentals in Pearl City

4.88 out of 5 average rating, 231 reviews

Stunning Ocean SunsetViews/Next to Beach/Park Free

Breathtaking ocean/sunset/city skyline and Firework views from the 37th floor! Enjoy walking distance to Waikiki Beach with the best location in Waikiki! The fraction of the price of Waikiki hotels! Newly renovated condo with granite countertops and custom cabinetry. Spectacularly comfortable beds with high quality linen along with all new kitchen, bathroom and living room essentials. Parking/pool/hot tub/BBQ/cabe/STARZ movie package with high speed WI-FI and much more included with your stay!

4.97 out of 5 average rating, 330 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 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.

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.

4.96 out of 5 average rating, 176 reviews

Luxury Condo with Ocean Views & FREE Parking!

Experience all that Hawaii has to offer in this beautifully renovated condo. This high floor unit boasts expansive ocean & harbor views with gorgeous daily sunsets. Conveniently located in central downtown, guests are welcomed to share the many amenities in the same building managed by the Aqua Aston Hotel. Tasty eateries, 24 hour fitness, department stores and open markets are all within walking distance. Whether you're here for business or on vacation, this is a stay you won't forget.

4.97 out of 5 average rating, 110 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

Modern luxury meets valley tranquility. Built in 2022, this spacious 3-bed, 2.5-bath cottage hosts up to 8. Enjoy an airy living room with 14ft ceilings, premium furniture, and smart TVs. Step outside to a fully landscaped tropical yard with the best mountain views in the community, perfect for morning coffee or evening stargazing. Enjoy community pool, jacuzzi, and gym, all while being minutes away from world-class west-side beaches and hiking trails. Guaranteed cancellation in 48 hrs.

Flat in Downtown Honolulu

A spacious room is highlighted by large windows, offering views of downtown Honolulu. A comfortable king size bed is positioned alongside a seating area featuring a round table and two chairs. Soft blue carpet complements the neutral tones of the furnishings.

4.88 out of 5 average rating, 106 reviews

Spacious Downtown 1-Bedroom Condo - FREE Parking

Spacious 1 BR/1 BA apartment, approx. 525 sf. Conveniently located in the business district of downtown Honolulu. Walk to shops, convenient stores, gym, & bus lines. About 3.5 miles (25 min-30 min drive) to Waikiki. Full kitchen w/ stainless steel appliances. Very comfy king size bed & a 20" thick queen size self inflating air bed. Jacuzzi tub, washer/dryer, a desk for work space. Whether by bus or in a rental car, if you're plan is to explore the island, this is the perfect location!

A spacious bedroom showcases a large bed with white bedding against a turquoise wall. Floor-to-ceiling windows offer expansive views of the cityscape. A minimalist desk is positioned nearby, and a full-length mirror reflects the warm wooden floor.

4.95 out of 5 average rating, 105 reviews

Spacious 1BR Ocean/Sunset View w/Parking

Enjoy breathtaking views of sunset, ocean, mountain, city from this spacious 1BR condo at high floor with floor to ceiling windows. Save $40 a night with secured free parking in the building plus free wifi and fully equipped kitchen. Walk to the best restaurants and bars, China town, and visit historic Iolani Palace. Building has great amenities including a lap pool and hot tub 7 days a week, 24-hour security. Starbucks/711/Paris Baguette/UPS on the ground floor for your daily needs.

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.

4.91 out of 5 average rating, 221 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.

4.94 out of 5 average rating, 111 reviews

Ocean views at the Ilikai - Free Parking!

Dive into your dream beach vacation! Enjoy amazing sunsets and gorgeous unobstructed oceanview from your balcony and floor to celling windows. Completely redesigned Luxurious Unit with a gourmet kitchen. It is located in a Beachfront property 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. Enjoy your vacation in a happy place :-)

4.98 out of 5 average rating, 269 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.

A spacious bedroom offers floor-to-ceiling windows with city views. The neutral-toned bedding is paired with a decorative pillow that includes the word 'love.' A stylish red lamp provides subtle lighting, and a decorative bench sits at the foot of the bed.

4.88 out of 5 average rating, 118 reviews

2BR High Floor Free Parking

Conveniently located in Downtown Honolulu; central AC, 650 sqft/61 sqm at high floor with floor to ceiling windows. Save $40 a night with secured free parking in the building plus free wifi and a fully equipped kitchen. Walk to the best restaurants and bars, Chinatown, and visit historic Iolani Palace. The building has great amenities including a lap pool and hot tub, 24/7 security. Starbucks/711/Paris Baguette/UPS on the ground floor for your daily needs.

4.88 out of 5 average rating, 115 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.

Apartment in Punaluu

"Coconut Cottage by the Sea" Steps to the beach!

Aloha & Welcome to Punaluu! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Important! Please keep reading for information about the renovations going on at the property. Incredible view of the ocean & you will love amazing sunrises right out your window! This special condo has a great little kitchen & new king bed. Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool, gym & security.

4.96 out of 5 average rating, 129 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.

Popular amenities for Pearl City family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.81 out of 5 average rating, 329 reviews

Spacious Hotel/Apartment in Downtown with Parking

4.97 out of 5 average rating, 104 reviews

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.

Home in Waianae

Makaha Hale - Serene 3 BR Home

A spacious studio is presented with large windows offering sweeping views of the cityscape. The hardwood floor complements a bright area, featuring a plush red chair and a small side table. A floral-patterned blanket covers the bed, enhancing the room's inviting ambiance.

4.83 out of 5 average rating, 394 reviews

Large Studio in Downtown Honolulu near Waikiki

4.97 out of 5 average rating, 218 reviews

An ocean view from a balcony captures the landscape of palm trees gracefully swaying beside a sandy beach. The calm blue ocean stretches toward the horizon, blending seamlessly with the sky. Amenities such as pools and lush greenery are visible in the foreground.

Villa in Ko Olina

Ko Olina Oceanfront | Disney | Next Avail 07/24

4.84 out of 5 average rating, 229 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.

Flat in Makaha

Beach Beauty and Comfort in remote Oahu Paradise

4.94 out of 5 average rating, 189 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 4 as 2

A spacious bedroom area features a large bed with a white quilt and decorative pillows against a light-colored wall. Two bedside lamps are positioned on white nightstands. Floor-to-ceiling windows allow natural light, showcasing views of the surrounding cityscape.

4.92 out of 5 average rating, 119 reviews

1BR Downtown Partial Ocean View w/Free Parking

The open-concept kitchen features modern appliances, including a refrigerator, and a large island with seating for four. Natural light fills the space through sliding glass doors that lead to the lanai, showcasing a relaxing area with a tent and views of the surrounding area.

4.89 out of 5 average rating, 152 reviews

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

Family- and pet-friendly home rentals

5 out of 5 average rating, 30 reviews

Home in Waianae

Top 1% Family-Friendly Home By Beach -Honu Hideout

4.94 out of 5 average rating, 142 reviews

Home in Waianae

Hot Tub, Beach 5 min | Oahu West Side

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, 160 reviews

Newly Renovated * Waikiki Beachside Retreat

A bright bedroom is showcased with large windows offering panoramic views of the city and ocean. The spacious bed with a white quilted coverlet is positioned toward the windows, enhancing the open and airy feel of the space.

4.91 out of 5 average rating, 53 reviews

Ocean View Luxury w/ Free Parking + Washer & Dryer

4.84 out of 5 average rating, 322 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

4.82 out of 5 average rating, 147 reviews

Waikiki Walkable Escape~Mins to Beach~Surf & Dine

4.86 out of 5 average rating, 112 reviews

Waikiki studio with balcony block from the beach

A breathtaking ocean view is framed by large windows, showcasing vibrant colors of the sunset reflecting on the water. The horizon extends into the distance, where boats can be seen navigating the tranquil sea, alongside nearby high-rise buildings.

5 out of 5 average rating, 83 reviews

*RARE* Nami 1BR SUITE | Luxurious Ocean View

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 42 reviews

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

A spacious studio is presented with light wood flooring and bright walls. A king-size bed is positioned centrally, accompanied by two comfortable chairs and a round table. A well-equipped kitchenette is visible, featuring cabinets, a wine cellar, and a microwave, enhancing the functionality of the space.

4.96 out of 5 average rating, 45 reviews

Modern Unit with Stunning Waikiki View w/ Lanai

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.

4.98 out of 5 average rating, 216 reviews

★Panoramic OCEAN VIEW Studio Suite + FREE Parking

4.73 out of 5 average rating, 15 reviews

Home in Hawaii Kai

Hawaii Kai 7-Bedroom Pool Home with Views!

4.99 out of 5 average rating, 123 reviews

Ocean View Sunset, Free Parking, Pool, 5m to Beach

Flat in Downtown Honolulu

5 out of 5 average rating, 5 reviews

Honolulu Ocean/Mountain View Stay-Parking/Laundry

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.

4.98 out of 5 average rating, 83 reviews

Elegant Luxury OceanView&Fireworks@IlikaiResort+Park

A modern studio space features a queen-sized bed with a soft aqua throw. Light wood accents and a wooden feature wall complement the decor. An open kitchen area is equipped with appliances, including a blue stove, while a small dining table with two stools is visible nearby.