Holiday houses in Diamond Head

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Top-rated holiday rentals in Diamond Head

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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.
Apartment 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.

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Guest favourite
A panoramic view highlights the vibrant waters of Waikiki Beach, with golden sands and a lively shoreline filled with beachgoers. The iconic Royal Hawaiian Hotel is visible, along with several colorful umbrellas and lounge chairs along the beachfront. The serene ocean reflects a clear blue sky.
Condo in Waikiki
4.93 out of 5 average rating, 71 reviews

Ocean Front Spectacular Condo

Situated directly across from Waikiki beach, with direct panoramic views of the Pacific Ocean, sandy shores, gentle waves, popular surf spots, and the iconic Royal Hawaiian Hotel, this prestigious high-floor hotel condominium is a Hawaii retreat you don't want to miss. Beautifully renovated in 2022 with upgraded flooring, furnishings, high-end cabinetry, modern fixtures, stainless appliances and more. A spacious 2 bedroom, 2 bath, 1,092 sq.ft. floor plan opens up to a 171 sq.ft. covered lanai.

LocationFamilyCleanliness

Top Guest favourite
Condo 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.

ValueLocationAccuracy

Guest favourite
A modern living area features two leather sofas arranged around a wooden coffee table. Bright recessed lighting illuminates the space, highlighting colorful artwork on the walls. The kitchen is visible in the background, showcasing stainless steel appliances and a bar counter with stools.
Apartment in Waikiki
4.95 out of 5 average rating, 60 reviews

Spacious, so close to beach, washer dryer parking

Legal vacation rental (registration number 2211) at prime location in East Waikiki. HALF BLOCK TO BEACH, a stone throw from best part of Kuhio beach, across from Marriott hotel, walk to zoo and Kapiolani park. Spacious unit with a peekaboo ocean view. SPLIT AC in EVERY ROOM, WASHER DRYER in unit, & dishwasher. Ultra speed internet & WIFI, double pane windows. En-suite bathroom in each bedroom. One free parking onsite with car size restrictions. Beach essentials, and pack n play provided.

ValueFamilyComfort

Top Guest favourite
Condo 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!

ValueFamilyWi-Fi

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.
Apartment 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.

FamilyValueWalkability

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.
Apartment 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.

ValueFamilyAmenities

Superhost
A modern bathroom is showcased with a deep soaking tub positioned next to large windows, providing panoramic views of the sunset over the ocean. Natural stone accents are featured throughout, while a decorative vase with flowers adds a touch of elegance.
Condo in Waikiki
4.92 out of 5 average rating, 39 reviews

(Golden Week) Nr beach! Imperial Resort

Vacation Rental in Waikiki, Honolulu, Hawaii! This is a 2 bed/ 1.5 bath Penthouse suite on the Floor Rooftop of 205 Lewers Street. Spacious luxury with panoramic views of Ocean and Waikiki Resort area. With Ka Lai LXR resort, Sheraton Waikiki, Embassy Suites and Halekulani Hotel all in the same block..we wanted to match the Five Star appeal with Luxury accommodations. Parking is not included. Valet parking is available for $20/ day or $100/week.

ValueFamilyAmenities

Superhost
Apartment in Waikiki
4.65 out of 5 average rating, 17 reviews

2BR w/ Balcony | ~Walk to Beach & Shops

🌟 Welcome to your Waikiki getaway! 🌴 This modern 2-bedroom, 2-bath vacation rental condo is perfectly located on Kuhio Avenue, just steps from Waikiki Beach. Enjoy easy access to surfing, shopping, dining, and nightlife, all within walking distance. Relax in a spacious condo with a full kitchen, and all the comforts of home. Ideal for families, couples, or friends looking to experience the best of Honolulu and Oahu.🏄‍♀️

LocationFamilyAir conditioning

Superhost
A breathtaking aerial view captures a vibrant sky filled with colorful clouds above the calm ocean. The shoreline stretches along the coast, bordered by lush greenery and beach areas. Buildings line the foreground, showcasing the blend of natural beauty and urban landscape.
Apartment in Waikiki
4.9 out of 5 average rating, 41 reviews

*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*

Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora of amenities including an onsite gym, sauna, complimentary laundry, pool, and more, ensuring a luxurious and convenient stay. Valet parking available.

FamilyValueParking

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, 336 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

ValueFamilyComfort

Top Guest favourite
Apartment 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.

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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.