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

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 bright studio room features a spacious bed with decorative elements and a natural wood bed frame. Large glass doors open to a lanai, with soft natural light flooding the space. A small seating area is visible on the balcony, accompanied by greenery outside.
Apartment in Honolulu
4.76 out of 5 average rating, 93 reviews

Charming diamond head studio on famous Gold coast

Escape to the Islands! Charming studio at Diamond head beach hotel, an oceanfront building with spectacular oceanview, direct ocean access on one side, while boarding beautiful Kapiolani park on the other side. The unit is tastefully decorated. It's a quiet end unit with a large wrap-around lanai. Steps from diamond head fountain, Waikiki aquarium and zoo & Kaimana beach. Either take short stroll into Waikiki for entertainment and action or simply kick back and retreat to your island oasis.

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, 86 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.

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
4.87 out of 5 average rating, 104 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.

Guest favourite
A modern kitchen and dining area features warm wood tones and sleek appliances. A spacious table with bench seating invites communal meals, while a lounging area is complemented by plush furniture. Two pendant lights provide soft illumination over the space, enhancing a welcoming ambiance.
Flat in Waikiki
4.97 out of 5 average rating, 36 reviews

Fully Renovated 1bdrm @ Waikiki Banyan w/parking

Fully renovated 1bdrm unit at the Waikiki Banyan with Parking. Enjoy a stylish experience at this newly designed condo. Located in Waikiki only a block from the beach. Its a fully renovated 1 bedroom, 1 bath unit with beautiful designs, and furniture. It features 2 Queen size beds. A kitchen that is fully equipped with cookware, dishes, utensils, rice cooker, coffee maker etc. This unit has all the modern charm for your perfect vacation on our beautiful island of Oahu.

Superhost
Flat in Waikiki
4.67 out of 5 average rating, 18 reviews

2BR w/ Balcony | ~Walk to Beach & Shops

🌟 Welcome to your Waikiki getaway! 🌴 This modern 2-bedroom, 2-bath vacation rental condo is perfectly located on Kuhio Avenue, just steps from Waikiki Beach. Enjoy easy access to surfing, shopping, dining, and nightlife, all within walking distance. Relax in a spacious condo with a full kitchen, and all the comforts of home. Ideal for families, couples, or friends looking to experience the best of Honolulu and Oahu.🏄‍♀️

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

A spacious studio bedroom features a king bed dressed with crisp white linens and a colorful decorative runner. Large windows provide views of the ocean and allow natural light to fill the room. A wooden desk and comfortable chair are positioned nearby for workspace.
Flat in Honolulu
4.8 out of 5 average rating, 49 reviews

DHBH PH02 -King Bed, Gold Coast Penthouse Paradise

🌈 Legally Permitted Rental 🌈 Diamond Head Beach Hotel 2947 Kalakaua Ave, Penthouse 2 Stunning Gold Coast Penthouse at Diamond Head Beach Hotel & Residences (Penthouse #2) Studio Condo King Bed Sleeps 2 comfortably Full Kitchen Desk/ Dedicated workspace Perfectly situated on Hawaii's Gold Coast, this beautiful home has been treated to nothing but the best with care and attention to every detail.

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.