Holiday houses in Diamond Head

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Top-rated holiday rentals in Diamond Head

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Top Guest favourite
A breathtaking ocean view is framed by large windows, showcasing vibrant colors of the sunset reflecting on the water. The horizon extends into the distance, where boats can be seen navigating the tranquil sea, alongside nearby high-rise buildings.
Condo in Waikiki
5.0 out of 5 average rating, 90 reviews

*RARE* Nami 1BR SUITE | Luxurious Ocean View

Nami, meaning "waves" in Japanese, symbolizing resilience and the ever-changing nature of life, is an integral part of the vibrant Hawaiian and Japanese culture surrounding Waikiki Beach. Our Nami Suite with breathtaking ocean view is 1 block away from Waikiki Beach. The renovated interior and upscale accommodations include a full kitchen in a spacious 600 sq ft one bedroom, beach equipment, and FREE parking. Book your stay with us and create unforgettable memories by the ocean's edge in Oahu

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Superhost
Apartment in Waikiki
5.0 out of 5 average rating, 4 reviews

Beautiful Ilikai 2BR/2BTH Corner Suite-Waikiki

Welcome to your perfect Waikiki getaway! This bright and beautifully refreshed 2-bedroom, 2-bath corner residence at the iconic Ilikai offers the ideal mix of comfort, style, and island living. Enjoy 1000 Sqft of interior space, a fully equipped kitchen with island seating, a welcoming dining area for gathering together, and two private balconies showcasing beautiful ocean and city views. Just moments from the beach, Ala Moana Center, world-class dining, shopping, and endless island adventures!

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Top Guest favourite
A balcony view features a small round table set for breakfast, with fresh fruit and pastries arranged on plates. The ocean can be seen in the distance, along with tall buildings of the Honolulu skyline. Natural light brightens the space.
Apartment in Waikiki
4.95 out of 5 average rating, 115 reviews

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen

Whether you are planning a perfect romantic getaway or a much deserved quality family time vacay for FOUR, this high floor apartment w/ocean views checks all the boxes. The 1 bedroom with the KING BED is ideal for the parents, while the kids share the QUEEN SLEEPER SOFA in the living room. The kitchen is fully stocked w/everything you will need to prepare meals, drinks and snacks. It's a 4 minute walk to the beach. There is 1 FREE PARKING spot and there's NO RESORT FEES. Close to shops & food.

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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.
Apartment in Waikiki
4.99 out of 5 average rating, 130 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!

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Superhost
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 Waikiki
4.88 out of 5 average rating, 229 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! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

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Top Guest favourite
Apartment in Waikiki
5.0 out of 5 average rating, 23 reviews

Corner Condo | Near Waikiki Beach | Free Parking

High-floor corner condo just steps from Waikiki Beach! Enjoy cool island breezes in this corner unit with a private lanai (balcony) and ocean view. Includes free parking, a fully equipped kitchen, Queen-size bed, and full-size sofa bed. Stay connected with free high-speed Wi-Fi, plus coin-operated laundry on every floor. Located in the popular Waikiki Banyan, close to beaches, dining, and shopping. Instant Book available — perfect for a relaxing Waikiki getaway! 🌴

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Top Guest favourite
A lanai provides a scenic view of Diamond Head and the ocean. Glass doors allow natural light into the space. Outdoor seating is available for relaxation, with a light-colored chair positioned near the railing. The surrounding high-rise buildings contribute to the urban backdrop.
Apartment in Waikiki
5.0 out of 5 average rating, 82 reviews

Diamond View from Waikiki Banyan

Nestled steps away from world-famous Waikiki Beach, this newly renovated condo offers sweeping panoramic views of Diamond Head. Enjoy morning coffee in bed or evening cocktails on the lanai with some of the most stunning views Waikiki has to offer! The Waikiki Banyan is one of Honolulu’s most sought after addresses and offers a quieter side of Waikiki while still withinwalking distance to the beach, Kapiolani Park, and Kalakaua Avenue. Free parking space included!

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Top Guest favourite
The living area features large glass windows that offer breathtaking views of Diamond Head and the ocean. A queen-size sofa bed is positioned near a sleek entertainment center, which houses a 75-inch smart TV. Natural light fills the space, creating a bright and open atmosphere.
Apartment in Waikiki
5.0 out of 5 average rating, 39 reviews

27F-Diamond Head & Ocean-View 1BR Condo w/Parking

Experience Waikiki from new heights in this stunning 27th-floor 1-bedroom condo with sweeping views of Diamond-Head and ocean views. Fully renovated with designer touches, the space features a modern full kitchen, sleek finishes, and flexible sleeping options for families or groups. Wake up to panoramic sunrises, unwind in comfort, and enjoy the rare bonus of free parking—a true gem in Waikiki. Stylish, spacious, and unforgettable—your island escape starts here!

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Top Guest favourite
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.
Condo in Waikiki
4.97 out of 5 average rating, 202 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.

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Top 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
4.84 out of 5 average rating, 332 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

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Top Guest favourite
Apartment in Waikiki
4.96 out of 5 average rating, 26 reviews

Wake Up to Ocean Views! 2queen Apt w/ Free Parking

Experience absolute luxury in this newly renovated, impeccably designed 1BR residence. Every element has been meticulously crafted to offer guests an unparalleled experience. Positioned on the 15th floor, the panoramic ocean views overlooking Waikiki will leave you spellbound. Plus, enjoy the added convenience of complimentary parking in an unassigned stall, ensuring a hassle-free stay.

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Top Guest favourite
Apartment in Waikiki
5.0 out of 5 average rating, 37 reviews

Best Location | Renovated Studio | 2 Lanais

Welcome to the Hale Lanai. Location beats!! Stay in the heart of Waikiki, just a 5-minute walk to the world-famous beach and minutes from some of the island’s best food trucks and local eateries. Whether it’s sunrise surf sessions or late-night poke runs, this studio gives you the best of Oahu right outside your door. Perfect for Solo Trips, Couples, or a Small Family of 3!

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Popular amenities for Diamond Head holiday rentals

Frequently Asked Questions

  • Where is Diamond Head located?

    Diamond Head rises along the south shore of O‘ahu, near the eastern edge of Waikiki. Its volcanic crater and surrounding parks are easily recognized as part of Honolulu’s coastline.

  • When is the best time to visit Diamond Head?

    Visitors often suggest late spring through early fall for lighter rainfall and warm temperatures around 73–85°F (23–30°C). Morning hikes are frequently recommended to experience cooler breezes and gentler sunlight.

  • What are some things to do near Diamond Head?

    You can explore scenic coastal parks, visit Waikiki Beach, or enjoy local markets and eateries around the area. The neighborhood also has walking trails, viewpoints, and spaces for outdoor recreation.

  • How is the weather near Diamond Head?

    Diamond Head is surrounded by a warm, tropical climate, with daytime highs ranging from 78–85°F (26–30°C) for most of the year and cooler winter lows around 65–68°F (18–20°C). Rain is more frequent in winter, while summer months feature sunnier and drier conditions. Lightweight, sun-protective clothing is often suggested year-round.