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, 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

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.

Top guest favourite
Apartment in Waikiki
4.95 out of 5 average rating, 39 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
4.9 out of 5 average rating, 108 reviews

23FL- Modern 1 Bedroom Close to Beach w/Parking

Step into a beautiful mid-century modern 1BR condo situated on the 23rd floor - boasting views of the ocean and mountains. With modern interiors and thoughtful design, this 590 sq ft space creates an inviting retreat after a long day of exploring. Located just a short 5-10 minute walk from Waikiki Beach. From shopping, dining to cultural attractions, this property offers easy access to the best of Waikiki. Secure on-site parking included, you’ll enjoy peace of mind while exploring.

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.

Guest favourite
A serene bedroom features a spacious bed layered with decorative pillows and a light throw blanket. Natural light fills the room, enhanced by floor-to-ceiling windows offering mountain views. A large mirror reflects the tasteful décor, while a comfortable chair and a small table are positioned on the private balcony.
Flat in Waikiki
4.96 out of 5 average rating, 116 reviews

Cozy & Modern Coastal-King Bed 1BR w/Parking

Welcome to our charming beach coastal retreat at Aston Waikiki Sunset! Immerse yourself in the soothing ambiance of ocean vibes with the tasteful décor inspired by the coastal beauty and breathtaking scenic views from your private balcony. Take a short stroll to the pristine beach, indulge in water sports, or relax by the pool. Our cozy unit offers all the modern amenities for a comfortable stay. Book now and experience the perfect beach getaway!

Top guest favourite
Flat in Waikiki
4.98 out of 5 average rating, 45 reviews

Newly Remodeled, Ocean Views, Free Parking

Welcome to our Ali'i Suite, a chic, tropical oasis located in Waikiki Banyan, where every element has been carefully designed with our guests in mind to ensure a relaxing and enjoyable stay. Located on the 18th floor, the suite offers ocean and city views and is a short distance to the beach as well as numerous Waikiki shops and tasty restaurants. Complimentary free parking is included. No hotel resort fees.

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

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 modern bedroom features a spacious plush bed with a textured white duvet, accentuated by soft, ambient lighting. A large wall-mounted TV is visible. A sleek white sofa and a round side table complement the contemporary furnishings, set against a light-toned wood floor.
Flat in Waikiki
4.94 out of 5 average rating, 102 reviews

Top FL-Luxury Ocean View King Suite-Waikiki Beach~

Elevate your stay experience with this unparalleled luxury coastal oasis - the Ocean View King Suite, perched on the top floor of the Pacific Monarch condos, mere steps from the heart of Waikiki Beach. Every detail of this meticulously renovated, ultra-chic condo has been carefully curated to offer a one-of-a-kind experience, perfect for romantic getaways and special celebrations.

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.