Holiday rentals in Diamond Head

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Diamond Head

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
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.
Flat in Waikiki
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.

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.

Top guest favourite
Apartment in Waikiki
4.95 out of 5 average rating, 41 reviews

Stunning Diamond Head Views, Free Parking, Pool

Welcome to our Ke'lani Suite, a stylish condo that offers a traditional feel and look of old Hawaii, along with the most modern amenities. Offering sweeping vistas of Diamond Head, our condo comes with fast Wi-Fi, 65" Roku TV, central A/C, and a fully stocked kitchen. Relax in comfort while soaking in the stunning scenery and enjoy being just a short distance to famous Waikiki Beach, Honolulu Zoo, as well as numerous restaurants and boutique shops. Perfect for families, groups, or couples.

Top guest favourite
Apartment in Waikiki
4.96 out of 5 average rating, 175 reviews

26-F Waikiki Banyan Ocean View Free Parking

Ocean view one-bedroom condo on the 26th floor of Waikiki Banyan with stunning Pacific Ocean views from your private balcony. This clean and modern 533 sq. ft. unit sleeps up to 4 adults and is steps from Waikiki Beach. Enjoy a king memory foam bed, queen sofa bed, full kitchen, Wi-Fi, AC, beach supplies, and FREE on-site parking. Building amenities include BBQ areas, pool, jacuzzi, sauna, kids’ playground, laundry facilities, and 24-hour security. Your perfect Waikiki getaway awaits!

Guest favourite
Flat in Waikiki
4.94 out of 5 average rating, 33 reviews

Cute 1bdr Waikiki Banyan with Free Parking!

Fully renovated 1bdrm unit at the Waikiki Banyan with 1 free unassigned parking. Enjoy a stylish experience at this newly renovated condo. Located in Waikiki only a block from the beach. A fully renovated 1 bedroom, 1 bath unit with beautiful, cute designs, and furniture. It features 2 Queen size beds in the bedroom, and a sofa bed in the living room. A fully equipped kitchen for your cooking needs. This unit has all the modern touches for your perfect vacation in Waikiki.

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.

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, 335 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, 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.

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, 82 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

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.