Holiday rentals in Diamond Head

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.

5.0 out of 5 average rating, 94 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

A light-filled living area features a spacious white sectional sofa adorned with blue throw pillows. A wooden coffee table sits atop a patterned area rug. Large glass doors open to reveal a stunning ocean view, enhancing the inviting environment.

4.99 out of 5 average rating, 67 reviews

3-Minute Walk to Beach, Free Parking/Pool/Wi-Fi

The Bamboo penthouse is centrally located in the heart of Waikiki, just a 3-minute stroll from the beach. This ideal home base provides convenient access to a variety of attractions. Nearby, you'll discover numerous excellent dining options, both upscale and casual, grocery stores, and extensive shopping opportunities, including the renowned International Marketplace. Whether your preference is unwinding on the beach or indulging in the vibrant nightlife, everything is readily available to you.

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.

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.

A bright studio apartment features large windows with views of the ocean and city. A plush queen bed is positioned alongside a sofa bed and a dining table with chairs. Soft curtains frame the windows, while a ceiling fan adds comfort to the airy space.

4.93 out of 5 average rating, 179 reviews

Cozy Ocean View Retreat Steps from Waikiki Beach

Book in the heart of Waikiki on a high floor with ocean views, a TWO MINUTE walk to the main beach & shops! Paradise is calling! Enjoy a cup of coffee while taking in the sweeping partial ocean, mountain, and city views. Our private and airy studio boasts a plush queen bed, firm twin sofa bed (recommended for a guest 5'9 or under), full bath & kitchenette. High-speed internet for streaming your favorite movies or catching up on remote work life. Reserve now before we're fully booked!

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.

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.

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.

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.

Luxe

4.89 out of 5 average rating, 37 reviews

30th Floor Luxury | Largest Lanai | Ocean Views

Designer-renovated in 2025, this exceptional 1,300 sq ft residence is the most premium Airbnb unit in Waikiki Beach Tower. Located on the 30th floor with free valet parking, the condo offers sweeping views of Waikiki Beach, the city skyline, and the mountains beyond. Featuring the largest private lanai in the building with an outdoor dining table for six, this rare condo offers space rarely found in Waikiki. Relax above the beach watching surfers and city lights.

Superhost

4.65 out of 5 average rating, 17 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.🏄‍♀️

Superhost

A breathtaking aerial view captures a vibrant sky filled with colorful clouds above the calm ocean. The shoreline stretches along the coast, bordered by lush greenery and beach areas. Buildings line the foreground, showcasing the blend of natural beauty and urban landscape.

4.9 out of 5 average rating, 41 reviews

*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*

Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora of amenities including an onsite gym, sauna, complimentary laundry, pool, and more, ensuring a luxurious and convenient stay. Valet parking available.

4.85 out of 5 average rating, 336 reviews

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

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

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.

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.

4.97 out of 5 average rating, 32 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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Diamond Head

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.

4.94 out of 5 average rating, 86 reviews

Penthouse Upscale Oceanview King Studio Near Beach

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

DHBH PH02 -King Bed, Gold Coast Penthouse Paradise

4.8 out of 5 average rating, 49 reviews

4.76 out of 5 average rating, 93 reviews

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

Charming diamond head studio on famous Gold coast

The living area features a spacious sofa with a pull-out bed, accompanied by a coffee table and an armchair. Track lighting enhances the room, which is filled with natural light from large windows covered with sheer drapes. A flat-screen TV sits on a console against the wall.

Apartment in Honolulu

Makai Suite- 2 Bed 1 Bath on Hawaii's Gold Coast!

4.63 out of 5 average rating, 141 reviews

5.0 out of 5 average rating, 38 reviews

Oceanfront Views | Aston Waikiki Beach Tower

4.88 out of 5 average rating, 26 reviews

Brand New Listing Waikiki OceanView + Free Parking

The living area features a modern sofa positioned around a circular coffee table. A large 75-inch smart television is mounted on the wall, surrounded by stylish shelving. Natural light fills the space through a window, which overlooks a landscaped area outside.