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 bright studio features a spacious bed with a decorative ‘Aloha’ pillow. Large windows frame the view of the city and sky, and a small dining table with a chair is positioned near the window. The warm wood flooring complements the light decor.
Condo in Honolulu
4.94 out of 5 average rating, 65 reviews

Oceanfront Diamond Head Beach Hotel

Diamond Head Beach Hotel featuring studio #1102 is what you expect in a Hawaii accommodation. Comfortable w awesome views! A hidden-gem get away! Enjoy the splendor of nature at Kapiolani Park featuring exotic trees and birds. Iconic Diamond Head Crater moments away.... Swim/Snorkel/Surf there on the oceanside of the hotel! Biki Bike is accessible for enjoyable rides through the park...to the shops and eateries! A wonderful stroll along the shoreline path is breathtaking... No parking

Guest favourite
A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.
Home in Honolulu
4.98 out of 5 average rating, 128 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

Wake up to breathtaking ocean views from our newly renovated 1BR, 1BA condo. Relax on the lanai, let in the gentle breezes, and soak in the picturesque surroundings. With enough space for up to 4 guests, this retreat is perfect for couples, small families, or close friends seeking solace and tranquility. Immerse yourself in the calming ambiance of modern furnishings and a soothing color palette. Convenient parking included. Discover a blissful sanctuary where serenity and relaxation harmonize.

Superhost
A spacious living room features a large modular sectional sofa, thoughtfully arranged for comfort. Floor-to-ceiling windows provide abundant natural light and showcase panoramic views of the ocean. A coffee table sits in the center, with decorative items adding to the modern design.
Apartment in Honolulu
4.86 out of 5 average rating, 56 reviews

37FL-Luxury Upscale Ocean View-Modern 1BR/Parking~

Perched high on the 37th floor, this stunning one-of-a kind property boasts breathtaking, endless ocean views are nothing short of spectacular. From the massive floor to ceiling windows, it provides a daily spectacle that never fails to leave you awestruck every time you step foot inside. The sheer beauty of the endless ocean, viewed from such an impressive height, it's not just visually mesmerizing, but also promises to create an extraordinary living experience that is surely unforgettable.

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, 256 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 bedroom is illuminated with natural light, featuring a large bed adorned with a patterned blanket. A wall decorated with palm leaf designs complements the beach view visible through expansive glass doors, which open onto a private balcony with an outdoor seating area.
Condo in Honolulu
4.94 out of 5 average rating, 99 reviews

Floor-to-Ceiling Oceanfront Home (Car Available)

* Aloha! Welcome to the happiest place in the world. * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. This beachfront home is 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 so happy. I hope our place can bring you some happiness too. :-)

Guest favourite
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.
Condo in Honolulu
4.9 out of 5 average rating, 203 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! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

Guest favourite
A spacious living room features modern furnishings, including a light-colored sectional sofa and a large entertainment unit with a flat-screen TV displaying a black-and-white image of leaping dolphins. Natural light floods the space through large windows, complemented by a decorative plant and a round coffee table.
Condo in Honolulu
5 out of 5 average rating, 31 reviews

*The Maeva* Upscale with Views and Free Parking

Our clean, modern, and centrally located suite boasts luxurious accommodations, meticulously designed with your comfort in mind. Immerse yourself in the unparalleled beauty of Waikiki from our prime location, just a 5mn walk from the golden sands Enjoy the convenience and savings of the free on site provided with your stay. ($50+/day saving) Your perfect stay begins at The Maeva, where comfort, style, and Hawaii's allure merge to create an unforgettable experience

Top Guest favourite
A cozy studio space features a queen size bed with a light blue quilt. A decorative wall art displaying pineapples is hung above. A TV is mounted on the wall, and natural light comes through large windows. A small table supports a decorative plant.
Apartment in Honolulu
4.82 out of 5 average rating, 236 reviews

Simple room in Waikiki

Small and cozy apartment with 236 sq ft. Located at the beginning of Waikiki, it is about 10min walking distance from the beach, and the heart of Waikiki. Across the bridge is the Convention Center and 15min walk to Ala Moana mall. Studio is fully furnished - queen size bed,TV, Wifi, mid size fridge, full bath, microwave, coffee maker, induction hot plate. Building has laundry, pool, jacuzzi and BBQ area; for additional fee you may use the gym and parking.

Guest favourite
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, 304 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

Guest favourite
A private balcony features two aqua-colored chairs overlooking a landscaped park dotted with palm trees. A clear sky adds brightness to the scene, while a glimpse of the ocean can be seen in the distance, providing an inviting setting for relaxation.
Apartment in Honolulu
4.9 out of 5 average rating, 330 reviews

Waikiki Bungalow

YOU WILL BE BLOWN AWAY BY GORGEOUS VIEWS OF WAIKIKI BEACH AND DIAMOND HEAD. THIS MODERN RESIDENCE IS NEWLY RENOVATED AND EXTREMELY CLEAN. LOCATED JUST A FEW STEPS AWAY FROM WAIKIKI BEACH, RESTAURANTS, AND ATTRACTIONS. Unit is located on the third floor of building, upstairs from Hula’s Bar & Lei Stand. There is a potential for bar noise. Unit is priced accordingly. All Taxes and Fees included in price.

Top Guest favourite
A balcony offers a view of the beach and ocean, framed by palm trees swaying in the breeze. The distant mountains create a serene backdrop. A round table and a chair are positioned on the balcony, providing a space to relax and enjoy the scenery.
Condo in Honolulu
4.92 out of 5 average rating, 217 reviews

Ocean View Beach Condo with private lanai

The only on-the-beach oceanfront condominium building in Waikiki! This spacious studio features a private lanai with stunning ocean and mountains view. Ocean breeze and breathtaking sunsets are guaranteed! King size bed, split AC, fully equipped kitchen, beach gear, and unbeatable walking distance to top Waikiki attractions, shops, and restaurants. Your perfect beachfront getaway awaits! STR#294

Superhost
A modern King studio suite features a spacious bed with white linens and plush pillows. A large flat-screen TV is mounted on the wall, and a dedicated work area includes a desk and chair. Subtle decor elements add to the contemporary feel.
Condo in Honolulu
4.93 out of 5 average rating, 123 reviews

Cozy & Modern King Studio-Newly Renovated-Waikiki

Enjoy a cozy, beautifully renovated King studio suite in the heart of Waikiki. Centrally located just minutes away from the world famous Waikiki beach, shopping plazas and fine dining. Fully furnished with stylish and contemporary decor, designed for the modern day traveler. This apartment is equipped with a large King size bed and a twin sofa sleeper, perfect for couples and small groups.

Popular amenities for Diamond Head family-friendly rentals