Family-friendly holiday rentals in Diamond Head

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Top-rated family-friendly rentals in Diamond Head

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A spacious balcony is featured, offering a direct view of the ocean and beach. A lounge chair and a round table are positioned for relaxation. A woman is seated, enjoying the scenery. The space is filled with natural light from the large sliding glass doors.
Condo in Honolulu
4.93 out of 5 average rating, 151 reviews

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. :-)

Guest favourite
A panoramic view showcases the coastline, with the ocean's vibrant blue waters meeting a sandy beach. Lush palm trees line the shore, while a road runs parallel to the beach. High-rise buildings are visible in the background, against a clear sky.
Condo in Honolulu
4.82 out of 5 average rating, 195 reviews

1/2 Block to Beach Kitchenette Balcony

Best location! Legal 243 sqft studio in the Waikiki Grand Hotel 100 steps to our world famous beach. Includes private balcony and kitchenette. Enjoy a view of the city lights as this studio is on quiet side of building or head up to the 10th level sundeck with panoramic views of Diamond head, the beach, zoo, and Kapiolani Park. Unit is perfect for solo travelers, couples, business, or romantic retreats. Keyed door knob makes an easy self check in. Rate includes GE and hotel tax, no resort fee.

Top Guest favourite
A panoramic view from a high balcony captures the vibrant blue ocean and lush greenery below. Diamond Head's iconic profile stands prominently in the distance, framed by a clear sky dotted with fluffy clouds. Nearby residential buildings add to the scenic landscape.
Apartment in Honolulu
4.99 out of 5 average rating, 110 reviews

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

Aloha and welcome to one of the most amazing complete remodels you will find in Waikiki - completed end of 2022. This one-of-a-kind 1 bedroom with free 1 parking stall, pool and gym boasts spectacular ocean & Diamond Head views and is only 0.2 miles (5 min walk) from Waikiki Beach and closer to endless restaurants, shopping & so much more. We would love to have you stay with us and create memories in this truly magical place that is centrally-located, well appointed, and with fabulous views!

Top Guest favourite
A panoramic view shows the ocean and Diamond Head from the sliding doors, framed by the open patio. The scene highlights lush greenery and the skyline of Waikiki against a bright blue sky with fluffy white clouds.
Condo in Honolulu
4.96 out of 5 average rating, 262 reviews

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

Location, Location, Location! Stunning penthouse just a block from Waikiki Beach. Top-floor at Waikiki Grand Hotel—2 studios combined into 1 spacious, renovated retreat! Enjoy breathtaking ocean & Diamond Head views from your suite. Sunrise & sunset magic awaits just outside on the sundeck. Kitchenette + beach gear included. FREE PARKING, though a car isn’t needed—walk to beach, shops & nightlife! Ideal for families, business, or solo stays. LEGAL VACATION RENTAL All Fees INCLUDED in rate

Guest favourite
A spacious balcony features two wooden chairs and a small table, offering a peaceful spot to enjoy ocean views. The bright blue sky and shimmering water enhance the outdoor experience, while the tall buildings of Waikiki are visible in the distance.
Condo in Honolulu
4.97 out of 5 average rating, 152 reviews

Waikiki Banyan Relaxing Ocean View Free Parking

Newly renovated one bed-room in Waikiki Banyan with clean and modern touches. This unit in 26th floor has 533 sq. ft., sleeps 4 adults. Steps from the beach with gorgeous ocean views from your own balcony. Features a king size memory foam bed in the bedroom and queen size pullout sofa bed in the living room. The unit has full kitchen, Wi-Fi, AC, beach supplies and on site FREE PARKING. The building has BBQ, pool, jacuzzi, sauna, kids’ playground, laundry machines and 24hr security.

Guest favourite
A spacious living area is arranged with a comfortable sofa and a coffee table, complemented by a dining table with seating for four. Large windows offer views of the surrounding landscape, while tropical-themed artwork enhances the decor. A subtle area rug adds warmth to the tile floor.
Condo in Honolulu
4.93 out of 5 average rating, 159 reviews

Waikiki Condo w/ VIEW! Full Kitchen Free Parking!

No hidden fees (TAX INCLUDED) ---------- Aloha! Only steps away from Waikiki Beach, we welcome you to our newly remodeled condo for your vacation getaway. Waking up to a beautiful Mountain View from the 31st floor isn’t too shabby either! Enjoy your stay in comfort in our thoughtfully updated space -- full kitchen, central cold AC, secured free parking, Chromecast, and W/D just a few doors down the hall. We hope our condo will be perfect for your next vacation in Hawaii! Mahalo!

Guest favourite
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.
Apartment in Honolulu
4.93 out of 5 average rating, 176 reviews

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

Top Guest favourite
A modern dining area features a large wooden table surrounded by eight upholstered chairs. Natural light fills the space through expansive sliding glass doors, which provide scenic ocean views. A decorative plant adds a touch of greenery, while an artwork piece complements the contemporary decor.
Condo in Honolulu
4.97 out of 5 average rating, 191 reviews

Penthouse, 2-Minute Walk to Beach/Free Parking

1700+ SQ. FT., FREE GARAGE PARKING AND WIFI. TWO-MINUTE WALK TO THE BEACH. Located in the hotel zone and in compliance with short-term rental laws, this gorgeous, remodeled Penthouse with Diamond Head and Ocean Views, located just 1.5 blocks from Waikiki Beach and the Honolulu Zoo, this 1,700+ s.f. (153.93 square meters) condo offers the style and comfort of a luxury hotel with a huge luxurious lanai, a large chef's kitchen, and a full-size washer and dryer.

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.
Condo in Honolulu
4.91 out of 5 average rating, 134 reviews

32nd Floor Penthouse. 3min walk to Waikiki Beach

Welcome to HaleHinano Penthouse – Waikiki Beach. This rarely available 1-bedroom penthouse on the 32nd floor offers panoramic ocean views and modern renovated interiors. Located just a 3-minute walk to the center of Waikiki Beach, the location is everything—and so are the views! The unit includes an in-unit washer and dryer, and guests can enjoy the rooftop pool, jacuzzi, and BBQ area. On-site parking is available for $35 per day.

Guest favourite
A vibrant beach scene is captured, featuring gentle ocean waves and lush palm trees swaying in the breeze. A stage is set up on the sandy beach, with visitors enjoying the surroundings. The colorful foliage adds to the lively atmosphere.
Condo in Honolulu
4.93 out of 5 average rating, 183 reviews

ENCHANTED BAMBOO FOREST

As the sun dances through the cool breeze and lush green trees, the bamboo motif surrounds you with Aloha! Just a minute walk to the beach! Look to your right of the beach, and you will experience the lively exciting activities, exotic foods, merry song, hula shows and shopping! Look to your left of the beach and you will find the Honolulu Zoo, Aquarium, tennis courts, parks and how about an adventurous Diamond Head hike!

Top Guest favourite
A contemporary studio is revealed, featuring a spacious bed with neutral bedding and accent pillows. A kitchenette with wooden cabinets, microwave, and countertop is visible, along with a small dining area with two bar stools. The room is complemented by warm-toned walls and a ceiling fan.
Condo in Honolulu
4.92 out of 5 average rating, 411 reviews

Contemporary Waikiki Studio - Steps to the Beach!

Contemporary boutique studio located steps from Waikiki beach, Kapiolani Park, Honolulu Zoo, family-friendly activities, restaurants, nightlife, & public transportation - all within walking distance. You’ll love my place because of the fully equipped kitchenette and comfy bed. Bed & sleeper futon sleeps up to 3 adults comfortably. Beach towels, chairs, boogie board, sand toys & snorkel gears provided for guests.

Superhost
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
4.83 out of 5 average rating, 308 reviews

DIAMOND ON DIAMOND HEAD

Located on the slope of Diamond Head, our apartment is at a walking distance of Waikiki beach, restaurants, nightlife, public transport. You’ll love my place because of the coziness, the location. I put a special attention on having the mattress spray monthly for bugs and also the apartment for insects. It is very important for me to offer a super clean, cozy, comfy and secure apartment. TA-182-790-8096-01

Popular amenities for Diamond Head family-friendly rentals