Holiday rentals in Diamond Head

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Top-rated holiday rentals in Diamond Head

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Top guest favourite
Apartment in Honolulu
5 out of 5 average rating, 15 reviews

New! Renovated 17F Luxe Ocean View |Walk to Beach

🌺 Welcome to Your Waikīkī Getaway! 🌴 Experience a newly renovated private Waikīkī condo in the Pacific Monarch Hotel. Enjoy ocean, city, and Diamond Head views from your lanai. This bright studio features a full kitchenette, King bed, Queen sleeper sofa, and hotel amenities like Waikīkī's highest rooftop pool, all without resort fees. Just 2 blocks from Waikīkī Beach, with dining and shopping steps away. Comfortably sleeps 4, perfect for couples or small families seeking a prime Oahu getaway.

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

Top guest favourite
A spacious studio is presented with light wood flooring and bright walls. A king-size bed is positioned centrally, accompanied by two comfortable chairs and a round table. A well-equipped kitchenette is visible, featuring cabinets, a wine cellar, and a microwave, enhancing the functionality of the space.
Flat in Honolulu
4.96 out of 5 average rating, 54 reviews

Modern Unit with Stunning Waikiki View w/ Lanai

NEW! Waikiki City View Studio. This newly renovated studio offers 382 sq. ft. of stylish living space with a spacious lanai, where you can enjoy breathtaking city&Koolau mountain views and enjoy your meal. Sleeping Arrangements: • King-size bed for ultimate comfort • Two twin-size Japanese-style futons Kitchenette Amenities: • Electric kettle with complimentary ground coffee and hibiscus tea • Portable induction stovetop for light cooking • Dinner plates, bowls, microwave, and wine cellar

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.

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.

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
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 Honolulu
5 out of 5 average rating, 41 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 Honolulu
4.97 out of 5 average rating, 29 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
A bright studio features a spacious bed with a decorative ‘Aloha’ pillow. Large windows frame the view of the city and sky, and a small dining table with a chair is positioned near the window. The warm wood flooring complements the light decor.
Apartment in Honolulu
4.91 out of 5 average rating, 80 reviews

Oceanfront Diamond Head Beach Hotel

Diamond Head Beach Hotel featuring studio #1102 is what you expect in a Hawaii accommodation. Comfortable w awesome views! A hidden-gem get away! Enjoy the splendor of nature at Kapiolani Park featuring exotic trees and birds. Iconic Diamond Head Crater moments away.... A wonderful stroll along the shoreline path is breathtaking... No parking

Superhost
Home in Honolulu
5 out of 5 average rating, 6 reviews

Hale Hoomalie- Peaceful Manoa Valley Retreat near

Hale Hoomalie is a serene lower-level Manoa Valley home featuring spacious living areas, a cozy enclosed lanai and full kitchen. Located near UH, Manoa Marketplace, and popular hikes, it offers comfort and convenience in a beautiful valley setting.

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.