Holiday houses 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.
Condo 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.
Apartment in Honolulu
4.96 out of 5 average rating, 26 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.
Condo in Honolulu
4.9 out of 5 average rating, 145 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.
Condo in Honolulu
4.95 out of 5 average rating, 56 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
The living area features a large sectional sofa with soft cushions, complemented by a round coffee table. Natural light floods in through expansive floor-to-ceiling windows, revealing stunning mountain views. A dining table for six can also be seen, providing an inviting space for meals.
Apartment in Honolulu
4.97 out of 5 average rating, 31 reviews

34FL-Upscale Mountain View 1BR-Waikiki w/Parking

Soak in breathtaking mountain views from this high-floor (34th) 1BR- at the Waikiki Banyan! Boasting the building’s largest floor plan, this meticulously renovated space blends modern style with comfort, making it the perfect retreat for families and groups. Enjoy the rare convenience of 1 free parking space in Waikiki, making it easy to explore the island’s top attractions. With the beach just a short 5–10 min walk away, you’ll have the perfect home base for an unforgettable Hawaiian escape!

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.
Condo in Honolulu
4.89 out of 5 average rating, 133 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.
Condo 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.
Condo in Honolulu
4.97 out of 5 average rating, 146 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.
Condo in Honolulu
4.9 out of 5 average rating, 197 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
An expansive view showcases the city skyline alongside lush greenery and a winding river. In the distance, mountains add depth to the horizon under a clear blue sky, creating a tranquil scene from the high vantage point.
Condo in Honolulu
4.95 out of 5 average rating, 137 reviews

Relaxing amazing Ocean and Diamond Head View

Welcome to our unique Airbnb, where an unforgettable experience awaits! Step inside and be transported to a world of wonder. With vibrant colors, eclectic decor, and delightful surprises at every turn, this space is designed to awaken your senses and spark your imagination. Located just minutes from the International Market Place, Royal Hawaiian Center, and a short stroll to the iconic Waikiki Beach, you'll be in the heart of it all!

Guest favourite
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.
Condo in Honolulu
4.94 out of 5 average rating, 257 reviews

Penthouse - Top Floor Panoramic Ocean View

Top of Waikiki with PANORAMIC OCEAN VIEW! Enjoy this remodeled penthouse suite just steps from the beach in the Waikiki Banyan. Two queen beds (most units at Waikiki Banyan have full-size beds). Full kitchen and quiet, cold AC in both the living room and the bedroom. The building has free, secured garage parking and fast WiFi. Ultra comfortable beds with 600-thread-count sheets for the best night's sleep on your vacation.

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, 294 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 holiday rentals

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