Holiday rentals 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.
Apartment in Waikiki
5.0 out of 5 average rating, 95 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

Guest favourite
Flat in Waikiki
4.97 out of 5 average rating, 67 reviews

Waikiki Beach & Diamond Head View | 18F Luxe 1B

This newly renovated 18th-floor 1-bedroom apartment is a perfect retreat for up to 4 guests, featuring breathtaking ocean views and iconic Diamond Head vistas in the heart of Waikiki. • 3-minute walk to the beach and ocean • Dining, coffee shops, nightlife, and convenience stores right downstairs • On-site gated parking: $45/day with electric car charging stations • Coin-operated laundry facilities on the 3rd floor • 34th-floor rooftop with pool, hot tub, sauna, bbq grill & stunning views

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.
Flat in Waikiki
4.95 out of 5 average rating, 119 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.

Guest favourite
A modern living area features two leather sofas arranged around a wooden coffee table. Bright recessed lighting illuminates the space, highlighting colorful artwork on the walls. The kitchen is visible in the background, showcasing stainless steel appliances and a bar counter with stools.
Flat in Waikiki
4.95 out of 5 average rating, 60 reviews

Spacious, so close to beach, washer dryer parking

Legal vacation rental (registration number 2211) at prime location in East Waikiki. HALF BLOCK TO BEACH, a stone throw from best part of Kuhio beach, across from Marriott hotel, walk to zoo and Kapiolani park. Spacious unit with a peekaboo ocean view. SPLIT AC in EVERY ROOM, WASHER DRYER in unit, & dishwasher. Ultra speed internet & WIFI, double pane windows. En-suite bathroom in each bedroom. One free parking onsite with car size restrictions. Beach essentials, and pack n play provided.

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 Waikiki
4.94 out of 5 average rating, 87 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 Waikiki
4.89 out of 5 average rating, 127 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!

A well-appointed studio featuring a Queen bed with colorful bedding. A cozy seating area includes a sofa and armchair, complemented by a wooden coffee table. Large windows allow natural light into the space, enhancing the inviting ambiance.
Apartment in Honolulu
4.83 out of 5 average rating, 87 reviews

DHBH 502 Studio at The Diamond Head Beach Hotel

Legal Vacation Rental 🍍2947 Kalakaua Ave #502 🍍 A delightful well loved studio on Honolulu's Gold Coast nestled under Diamond Head. A comfortable Queen bed and a separate sleeper sofa in case it's needed await in this beautiful Diamond Head Beach Hotel property. ⛩ Relax in our Oceanfront gardens during the day away from the hustle and bustle of Waikiki knowing that it is only a 15 min walk along the footpath through Kapiolani Park when desired. Tax ID: TA-078-102-3744-01

Superhost
A modern kitchen space with a stove and cooking area is visible, leading into a spacious living area. Large windows overlook the Pacific Ocean, providing sweeping views. A comfortable seating area includes a gray sofa and light rug, while a small dining space is also present.
Flat in Waikiki
4.86 out of 5 average rating, 106 reviews

Top FL-Grand Ocean View Suite-Waikiki Beach

This fully upgraded ocean view suite boasts a sophisticated and modern design with top-of-the-line finishes. Up on the 31st floor, you'll enjoy breathtaking views of the Pacific Ocean and Diamond Head from the expansive windows throughout the unit. The Pacific Monarch building is well-known for its unbeatable central location. From here, you'll be minutes away from all of Waikiki's top attractions, including world-class restaurants, high-end shopping, and pristine beaches.

Superhost
Flat in Waikiki
4.9 out of 5 average rating, 51 reviews

2b2b Spacious Apartment central waikiki parking

This apartment is located in the heart of Honolulu, just a block walk from the world-famous Waikiki Beach, offering stunning views of the sand and ocean. Popular attractions like the International Market and Ala Moana Center are within walking distance. The apartment is close to public transport and major roads, making it easy to explore Pearl Harbor and Diamond Head. The quiet and friendly neighborhood ensures a comfortable stay

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
4.85 out of 5 average rating, 336 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

Top guest favourite
The modern living space features a sleek kitchen with stainless steel appliances and a dining area with a wooden table. A cozy seating area is present, highlighting a white coffee table. The bedroom area is separated by sliding doors, showcasing a king bed and wall-mounted TV.
Flat in Waikiki
5.0 out of 5 average rating, 43 reviews

Cozy 1 Bed in Waikiki w/ Parking

This cozy and newly renovated 1 bedroom apartment is centrally located in Waikiki at the Waikiki Banyan Hotel. Nightly rates include parking for one (1) regular sized vehicle. Wake up and watch the streets come alive on your private lanai. Unit has partial ocean views and is just a 5 minute walk from the famous beaches of Waikiki and steps from world class shopping, dining, and entertainment.

Top guest favourite
Flat in Waikiki
4.97 out of 5 average rating, 34 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.

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.