Holiday rentals in Diamond Head

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Top-rated holiday rentals in Diamond Head

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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
4.9 out of 5 average rating, 123 reviews

32nd Floor Penthouse. 3min walk to Waikiki Beach

Welcome to HaleHinano Penthouse, Waikiki Beach. Enjoy this rarely find 1BR Penthouse on the 32nd floor with panoramic ocean views of the crisp Hawaiian waters. This condo is fully renovated with modern furnishings and decor. Just a few steps away, you’ll be at beach fronts of Waikiki beach. You’ll be surrounded with local favorite fine dining, shopping plazas. -In unit washer and dryer. -Top roof Pool, Jacuzzi, BBQ -3 min walk to the Waikiki beach. -$35/day parking attached to the building.

Top guest favourite
A private lanai features two dark wicker chairs paired with a glass table, providing a space for relaxation. Lush greenery and ocean views are visible in the background, with the outline of Diamond Head framed by clouds under a clear blue sky.
Flat in Honolulu
4.97 out of 5 average rating, 29 reviews

Ocean View Studio with private balcony

This bright and breezy studio offers the perfect island escape, with ocean and park views to enjoy from your private lanai. Located 3 min. walk to the beach and restaurants. Anything you need is within walking distance and Diamond Head view is just wow! The studio is fully equipped with kitchen and beach gear. *NOVEMBER, DECEMBER & JANUARY SPECIAL - FREE PARKING* Parking upon request - needs to be booked ahead, $35 per day. * Please note that street noise is common in this vibrant neighborhood.

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, 147 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!

Top 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
4.95 out of 5 average rating, 60 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 modern studio room is presented with a spacious bed adorned with neutral-toned linens. A small dining table with two chairs is positioned near the window, which offers views of greenery. A wall-mounted television adds convenience, while natural light enhances the airy atmosphere.
Flat in Honolulu
4.85 out of 5 average rating, 113 reviews

Cozy Studio, Close to the Beach, Wi-fi

Enjoy the ultimate home base with easy access to a paradise of swimming, surfing, and snorkeling. Experience a vibrant tropical climate filled with activities for all ages. You're just a short walk from lively Hawaiian bars, clubs, and entertainment, or enjoy a peaceful evening stroll along Waikiki Beach, listening to the soothing waves. Please note that a transient accommodation tax (TAT) of 10.25%, a general excise tax (GET) of 4%, and a cleaning fee will be applied at the time of booking.

Superhost
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.
Apartment in Honolulu
4.88 out of 5 average rating, 134 reviews

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

This luxurious 1BD corner unit condo is in the heart of Waikiki and few minute walk to the beach, featuring panoramic ocean views of the crisp Hawaiian waters. This suite is beautifully designed and fully renovated with modern furnishings and decor. Just a few steps away from the famous Waikiki Beach, you'll be surrounded with authentic Hawaiian culture, local favorite eateries, fine dining, shopping plazas and beach access. This apartment is perfect for couples and small group travelling.

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
4.97 out of 5 average rating, 149 reviews

[Rare] Premier Ocean and Diamond Head Views 33 FL

Celebrating the 2025 Festive Season with: • Complimentary Early Check-in and Late Check-out* • Complimentary Parking included * 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 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.
Apartment in Honolulu
4.97 out of 5 average rating, 147 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.
Apartment in Honolulu
4.9 out of 5 average rating, 198 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.

Top 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.
Flat in Honolulu
4.96 out of 5 average rating, 85 reviews

32FL-Upscale Luxury Penthouse Ocean View Studio~

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.

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, 296 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

Superhost
A cozy sleeping area features a spacious bed adorned with a light blue bed skirt and white linens. A tropical green accent wall adds a vibrant touch, while a bedside lamp and a small wicker basket are positioned nearby. A framed artwork of palm trees hangs above the bed.
Apartment in Honolulu
4.83 out of 5 average rating, 346 reviews

Islander's Beachside - ONE block to beach!

Come stay at the Islander's Beachside! This legal vacation rental condo, only 1 block from the beach, is the perfect way to enjoy Hawaii living! Centrally located in famous Waikiki Beach, you are steps away from great local food trucks, restaurants, entertainment, nightlife and island activities. Entire unit to yourself. Read about the paid parking options on this listing under "The Space". Aloha!

Popular amenities for Diamond Head holiday rentals

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