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 Honolulu
5 out of 5 average rating, 92 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 Honolulu
4.97 out of 5 average rating, 64 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 Honolulu
4.95 out of 5 average rating, 116 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
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 Honolulu
4.94 out of 5 average rating, 84 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
Flat in Honolulu
5 out of 5 average rating, 9 reviews

12th Floor Ocean View - 5 min to Waikiki Beach

✨Ocean View Lanai in the Heart of Waikiki! Welcome to this beautifully furnished 1-bedroom suite at Pacific Monarch, just one block from Waikiki Beach! Perfect for couples, small families, and remote workers, this island retreat offers stunning ocean views, resort-style amenities, and unbeatable walkability to Waikiki’s best dining, shopping, and attractions. Relax, recharge, and experience paradise in one of Oahu’s most vibrant locations, right in the heart of it all. ✨

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 Honolulu
4.87 out of 5 average rating, 103 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 Honolulu
4.97 out of 5 average rating, 35 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.

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.
Flat in Honolulu
5 out of 5 average rating, 85 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!

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, 333 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
Flat in Honolulu
4.97 out of 5 average rating, 31 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.

Top guest favourite
Flat in Honolulu
5 out of 5 average rating, 38 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!

Guest favourite
Home in Honolulu
5 out of 5 average rating, 6 reviews

Hale Malino Home with Fireworks & Diamond Head Vie

Charming Manoa Valley home with Diamond Head views and Friday night fireworks from the lanai. Three bedrooms, 2.5 baths, spacious living areas, and outdoor BBQ space. Minutes to UH Manoa, Manoa Marketplace, Manoa Falls, Waikiki, and Ala Moana.

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.