Holiday rentals in Diamond Head

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Top-rated holiday rentals in Diamond Head

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Top guest favourite
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.
Flat in Honolulu
4.99 out of 5 average rating, 88 reviews

Luxury Waikiki Condo w/ Retro Charm & FREE Parking

Welcome to this renovated 20th-floor condo in the iconic Marine Surf, a former 1960s Waikiki hotel. Enjoy vintage charm with modern luxury, including a partial ocean view, FREE underground parking, ultra-fast 1-gigabit internet, AC and a 65" smart TV with Apple TV. Relax in the pool or explore nearby world-class shopping, dining & beaches. With a queen bed and sofa bed, it’s perfect for couples or families. Reserve your slice of paradise today and discover the essence of Waikiki’s island luxury.

Top guest favourite
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.
Flat in Honolulu
4.95 out of 5 average rating, 37 reviews

Modern Unit with Stunning Waikiki View w/ Lanai

NEW! Waikiki City View Studio. This newly renovated studio offers 382 sq. ft. of stylish living space with a spacious lanai, where you can enjoy breathtaking city&Koolau mountain views and enjoy your meal. Sleeping Arrangements: • King-size bed for ultimate comfort • Two twin-size Japanese-style futons Kitchenette Amenities: • Electric kettle with complimentary ground coffee and hibiscus tea • Portable induction stovetop for light cooking • Dinner plates, bowls, microwave, and wine cellar

Top guest favourite
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.
Apartment in Honolulu
4.98 out of 5 average rating, 162 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) * Based on availability. 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.

Top guest favourite
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.
Apartment in Honolulu
4.9 out of 5 average rating, 156 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!

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.
Apartment in Honolulu
4.91 out of 5 average rating, 76 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

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.
Flat 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
The spacious sleeping area features a king-size bed with ambient lighting, complemented by a plush area rug. Large glass doors lead to a balcony, offering unobstructed views of the ocean and sky, allowing natural light to fill the room.
Flat in Honolulu
4.97 out of 5 average rating, 70 reviews

Penthouse Upscale Oceanview King Studio Near Beach

This luxurious studio features an extraordinary ambiance that has been recently renovated with the most exquisite finishes, making it the ultimate getaway for couples & special occasions. Located on the penthouse floor, you will be able to enjoy unobstructed views of the surrounding area, as well as ocean views that will leave you in awe. In addition, this suite is located just a 5-min walk away from the beach, providing you with easy access to the crystal-clear waters of Waikiki Beach.

Guest favourite
A spacious bedroom is highlighted by a large bed with soft white bedding. Natural light enters through glass sliding doors, leading to a balcony with views of the mountains. Wooden accent walls complement the minimalist decor, and bedside tables feature small green plants.
Apartment in Honolulu
4.89 out of 5 average rating, 114 reviews

Newly Renovated | Low-Toxic Waikiki Airbnb

At Kind Legacy Properties, we understand the importance of reducing exposure to harmful chemicals, toxins, and heavy metals for optimal health. Our newly renovated 1 bed | 1 bath Low-toxic Airbnb features Organic bedding, Organic tea + coffee, along with air + water + shower filters, as well as low-toxic household and kitchen items! Enjoy the convenience of FREE parking and a short walk (0.3 miles) to the beach. Book your stay now and experience the ultimate wellness retreat!

Guest favourite
A spacious balcony features wicker seating arrangements, overlooking a sandy beach and the ocean in the distance. Gentle waves can be seen lapping at the shore, under a sky filled with soft clouds and sunlight reflecting on the water.
Flat in Honolulu
4.87 out of 5 average rating, 125 reviews

Large Studio by Waikiki Zoo

Large, private studio by the beach. Location offers restaurants, bars, cafes, and shopping within a 2-minute walk. Easy self-check-in and check-out. Queen-size bed, one single folding bed, clean bathroom with bathtub, and well-equipped kitchen. Window unit AC and ceiling fan. No balcony. No private patio *PARKING available on request (parking fee is $35 per day, needs to be reserved ahead).* Please note that street noise is common in this vibrant neighborhood.

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.
Apartment in Honolulu
4.97 out of 5 average rating, 192 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.

Guest favourite
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.
Apartment in Honolulu
4.91 out of 5 average rating, 135 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.
Apartment 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!

Popular amenities for Diamond Head holiday rentals

  1. Airbnb
  2. United States
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  4. Honolulu County
  5. Honolulu
  6. Diamond Head