Family-friendly holiday rentals in Diamond Head

A private lanai is shown, featuring a sleek outdoor dining table with two lanterns. The view captures the ocean with sailboats in the distance, alongside lush greenery and palm trees, creating a serene backdrop against the clear blue sky.

4.91 out of 5 average rating, 163 reviews

Ocean View w/ 2 private balconies; Steps to Beach

BEST LOCATION & OCEAN VIEWS! Steps to Waikiki Beach & all the action! No car needed Newly renovated condo 1/2 block to the beach on 9th floor of Waikiki Grand Hotel. Across from the Zoo in Kapiʻolani Park. Enjoy 2 private balconieswith Ocean/Diamond Head views. 1 Queen bed & 1 Queen Pull Out. Dividers provided to convert into 1 bedroom if needed. See photos of Full Kitchenette & beach gear included LEGAL VACATION RENTAL All taxes/fees included—your family or solo dream vacation starts here!

4.99 out of 5 average rating, 119 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!

The spacious living area features two queen beds with plush memory foam mattresses. A soft blanket is draped across the bed. The walls are adorned with a tropical design, enhancing the modern aesthetic. Large windows allow natural light to fill the room.

4.96 out of 5 average rating, 160 reviews

Amazing Central Waikiki Wonder

Welcome and Aloha- Recently renovated Gorgeous Mountain View A few minutes of a quick stroll Waikiki Beach,Shops and Restaurants. Find yourself situated on the 14floor, Whether you're traveling with family or a group of friends, you'll appreciate the spaciousness of the balcony, which includes a dining area, perfect for soaking in the stunning views. The building is situated in central Waikiki, with so much to see and do in the area, you'll be able to enjoy all that Waikiki has to offer.

Guest favourite

A serene pool area is surrounded by lush tropical foliage. The water is clear, reflecting the natural surroundings, with a thatched-roof cabana visible in the background offering shaded seating. The name 'Bamboo' is subtly integrated into the pool's design.

4.79 out of 5 average rating, 375 reviews

Large Corner Unit at Bamboo with Full Kitchen

Our recently acquired Bamboo corner unit condo is located on the 7th floor with 3 private lanais (balcony) & partial view of the ocean & also a view of the City & the mountains. The studio features a vibrant, clean, decor & signature bath amenities, Queen bed, in room free Wi-Fi, 50" TV & a FULL Kitchen complete with a full size fridge, microwave, gas range/oven, coffee maker, blender & more! There are chairs & tables on the lanais to enjoy your morning coffee & afternoon/sunset cocktails.

A person is seen standing on a balcony, gazing out towards Diamond Head and the lush landscape below. The warm hues of the evening sky create a serene backdrop, enhancing the sense of tranquility in this elevated retreat.

4.98 out of 5 average rating, 166 reviews

Signature Suite | Diamond Head Ocean Views 33FL

Enjoy an Aloha Spring with: • Complimentary Early Check-in and Late Check-out* • Complimentary Parking included ($50-75/day benefit) * Ask for detail. The Honu Suite is a serene, design-forward retreat in the heart of Waikiki - just one block from the beach. Enjoy panoramic Diamond Head and ocean views from the 33rd floor, curated amenities, and five-star touches throughout. Rooted in Hawaiian heritage, it's perfect for discerning couples seeking comfort, style, and a sense of escape.

A bright bedroom features a queen memory foam bed with crisp white linens and an illuminated live edge headboard. A striking blue surfboard is mounted on the wall, and natural light filters through sheer curtains, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 440 reviews

Six Thousand Waves

I put a lot of heart & soul into designing this place, I hope you like it :-) - 3 min walk to Waikiki beach - Central location - minutes to food/booze/stores - 1G Internet + Top of the line router (fastest internet you can get!) - Powerful Split-unit AC - Epic wood art + Hawaiian shaped surfboards - Top-of the line modern appliances - 55inch 4K TV + 4K Chromecast + SNES classic I welcome ALL with open arms. All religions, nationalities, genders. You won't regret booking here! -Take

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.

4.97 out of 5 average rating, 159 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 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, 217 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 bedroom is illuminated by natural light, showcasing a beautifully designed king-size bed with crisp white linens and a soft headboard. A large flat-screen TV is mounted on a wooden accent wall. The room features a cozy seating area and direct access to the patio.

4.95 out of 5 average rating, 108 reviews

32F-Penthouse Pacific Monarch Studio-Ocean View

Experience the epitome of luxury with this stunning, spacious ocean view studio situated on the 32nd Penthouse floor right in the heart of Waikiki. Boasting breathtaking views of the ocean and Diamond Head, this upscale studio goes above and beyond to exceed all expectations. Indulge in the ultimate comfort and elegance while enjoying the convenience of being in the center of Waikiki, surrounded by the vibrant energy and beauty of this renowned beach destination.

4.94 out of 5 average rating, 108 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 :-)

A dining area features a large wooden table surrounded by six grey upholstered chairs. Large windows provide a view of the ocean and city skyline, allowing natural light to fill the space. A decorative piece sits on a nearby sideboard.

4.97 out of 5 average rating, 194 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 panoramic ocean view is captured from a balcony, showcasing the vibrant blue sea and sky. The landscape features a mix of high-rise buildings and lush greenery, along with hints of distant sailing boats under a bright, sunny atmosphere.