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, 95 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 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.

Guest favourite
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
4.77 out of 5 average rating, 94 reviews

Charming diamond head studio on famous Gold coast

Escape to the Islands! Charming studio at Diamond head beach hotel, an oceanfront building with spectacular oceanview, direct ocean access on one side, while boarding beautiful Kapiolani park on the other side. The unit is tastefully decorated. It's a quiet end unit with a large wrap-around lanai. Steps from diamond head fountain, Waikiki aquarium and zoo & Kaimana beach. Either take short stroll into Waikiki for entertainment and action or simply kick back and retreat to your island oasis.

Top guest favourite
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.
Apartment in Waikiki
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!

Guest favourite
An open layout features a modern kitchen area with a curved wooden counter and two stools. Natural light fills the space through large windows, revealing city views. A spacious bed is positioned in the corner, complemented by neutral-toned decor. A cozy seating area is visible to the right.
Flat in Waikiki
4.93 out of 5 average rating, 44 reviews

23FL 2BED Ocean/Mountain Views 1BR Central Waikīkī

Stylish One-Bedroom Condotel at the Pacific Monarch Hotel. Enjoy the breathtaking views of the Pacific Ocean and the O'ahu Mountains! Your Vacation Home in the Heart of Waikīkī! - 0.1 mi to the iconic Waikīkī Beach - 0.2 mi to Target (a general merchandise retailer that includes grocery items) - 0.5 mi to Honolulu Zoo - 0.7 mi to Waikīkī Aquarium - 1 mi to Diamond Head State Monument - 1.3 mi to Ala Wai Golf Course - 2 mi to Ala Moana Center - 10 mi to Honolulu International Airport

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 Waikiki
4.94 out of 5 average rating, 87 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.

A well-appointed studio featuring a Queen bed with colorful bedding. A cozy seating area includes a sofa and armchair, complemented by a wooden coffee table. Large windows allow natural light into the space, enhancing the inviting ambiance.
Apartment in Honolulu
4.83 out of 5 average rating, 87 reviews

DHBH 502 Studio at The Diamond Head Beach Hotel

Legal Vacation Rental 🍍2947 Kalakaua Ave #502 🍍 A delightful well loved studio on Honolulu's Gold Coast nestled under Diamond Head. A comfortable Queen bed and a separate sleeper sofa in case it's needed await in this beautiful Diamond Head Beach Hotel property. ⛩ Relax in our Oceanfront gardens during the day away from the hustle and bustle of Waikiki knowing that it is only a 15 min walk along the footpath through Kapiolani Park when desired. Tax ID: TA-078-102-3744-01

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
4.86 out of 5 average rating, 106 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
The living area features a spacious sectional sofa facing a coffee table. Large windows allow natural light to fill the space, complemented by sheer white curtains. A tropical plant adds a touch of greenery, while a framed ocean print adorns one wall.
Flat in Waikiki
4.88 out of 5 average rating, 69 reviews

Remodeled Waikiki 1BR • Free Parking • Pool

Freshly remodeled 1BR just steps from Waikiki Beach with FREE garage parking, a rarity here. Two plush queen beds sleep 4, and the Waikiki Banyan's pool deck, hot tub, and BBQ area are an elevator ride away. A dedicated spot to work remotely, with high-speed wifi, perfect for combining a Hawaii trip with a few work days. The two-queen layout also makes this ideal for two couples or a group of friends traveling together, not just families.

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
4.85 out of 5 average rating, 337 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, 34 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

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.