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Holiday rentals in Diamond Head

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Top-rated holiday rentals in Diamond Head

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

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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

*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

FamilyValueAir conditioning

5.0 out of 5 average rating, 97 reviews
Top guest favourite
A private lanai is shown, featuring a sleek outdoor dining table with two lanterns. The view captures the ocean with sailboats in the distance, alongside lush greenery and palm trees, creating a serene backdrop against the clear blue sky.
Apartment in Waikiki

Ocean View w/ 2 private balconies; Steps to Beach

BEST LOCATION & OCEAN VIEWS! Steps to Waikiki Beach & all the action! No car needed Newly renovated condo 1/2 block to the beach on 9th floor of Waikiki Grand Hotel. Across from the Zoo in Kapiʻolani Park. Enjoy 2 private balconieswith Ocean/Diamond Head views. 1 Queen bed & 1 Queen Pull Out. Dividers provided to convert into 1 bedroom if needed. See photos of Full Kitchenette & beach gear included LEGAL VACATION RENTAL All taxes/fees included—your family or solo dream vacation starts here!

FamilyValueLaundry

4.92 out of 5 average rating, 177 reviews
Guest favourite
A spacious living room features a large modular sectional sofa, thoughtfully arranged for comfort. Floor-to-ceiling windows provide abundant natural light and showcase panoramic views of the ocean. A coffee table sits in the center, with decorative items adding to the modern design.
Flat in Waikiki

37F-Ultra Upscale Ocean View-Modern 1BR W/Parking!

Perched high on the 37th floor, this stunning one-of-a kind property boasts breathtaking, endless ocean views are nothing short of spectacular. From the massive floor to ceiling windows, it provides a daily spectacle that never fails to leave you awestruck every time you step foot inside. The sheer beauty of the endless ocean, viewed from such an impressive height, it's not just visually mesmerizing, but also promises to create an extraordinary living experience that is surely unforgettable.

LocationValueBathroom

4.88 out of 5 average rating, 75 reviews
Top guest favourite
Flat in Waikiki

Island-Luxe Studio w/ Free Parking @ Marine Surf

Located in heart of Waikiki. Just a stones throw away to all of the best that Waikiki has to offer, from white sand beaches to world class restaurants, shopping & more. Immaculately renovated in 2025 with the island lifestyle in mind. A comfy queen size bed, full sized pullout sofa, 65 inch smart TV, speedy Wi-Fi, split AC, and more. Other amenities offered through the building are paid washers and dryers, a pool, and one assigned parking stall. **Parking only fits cars up to 6’2” tall.**

FamilyLocationSleep quality

5.0 out of 5 average rating, 23 reviews
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

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.

LocationValueLayout

4.94 out of 5 average rating, 87 reviews
Guest favourite
A vibrant beach scene is captured, featuring gentle ocean waves and lush palm trees swaying in the breeze. A stage is set up on the sandy beach, with visitors enjoying the surroundings. The colorful foliage adds to the lively atmosphere.
Apartment in Waikiki

ENCHANTED BAMBOO FOREST

As the sun dances through the cool breeze and lush green trees, the bamboo motif surrounds you with Aloha! Just a minute walk to the beach! Look to your right of the beach, and you will experience the lively exciting activities, exotic foods, merry song, hula shows and shopping! Look to your left of the beach and you will find the Honolulu Zoo, Aquarium, tennis courts, parks and how about an adventurous Diamond Head hike!

FamilyLocationCondition

4.93 out of 5 average rating, 191 reviews
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

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

ValueLocationAccess

4.85 out of 5 average rating, 340 reviewsA 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

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.

LocationValueAccuracy

4.81 out of 5 average rating, 52 reviews
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

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.

LocationValueLaundry

5.0 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Waikiki

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.

ValueLocationLayout

4.97 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Waikiki

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!

ValueFamilyCheck-in

5.0 out of 5 average rating, 43 reviewsA well-lit sleeping area is presented with a spacious bed covered in a blue and white patterned blanket. A large window offers views of the city and mountains, with sunlight casting gentle shadows. Abstract wall art adds a touch of color above the nightstand.
Apartment in Honolulu

High 36th Floor Waikiki condo for 2

Renovated Unit is on 36th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, full bath, microwave, sink, refrigerator and one burner stove. Note that the location shown on the AirBnB location map is inaccurate. We are on the west side of Waikiki in the Hawaiian Monarch building close to the Hilton Hawaiian Village. The address is 444 Niu Street.

FamilyValueQuiet

4.76 out of 5 average rating, 205 reviews

Popular amenities for Diamond Head holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Diamond Head

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

Charming diamond head studio on famous Gold coast

LocationValueHiking

4.77 out of 5 average rating, 95 reviews
Guest favourite
Flat in Waikiki

38th Fl Waikiki Banyan | King | AC | Parking

FamilyLocationAccuracy

4.86 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Waikiki

Waikiki Modern Studio with Diamond Head View

ValueLocationAmenities

5.0 out of 5 average rating, 6 reviews
Hotel room in Waikiki

'Alohilani Resort Waikiki Beach, Diamond head oce.

LocationViewBeach

5.0 out of 5 average rating, 3 reviews
Hotel room in Waikiki

Premier Oceanfront Club 1 King

HospitalityIndoor spacesPool

5.0 out of 5 average rating, 6 reviewsA bright guest room features a spacious bed with a neutral coverlet, complemented by a decorative throw pillow. A private balcony showcases partial ocean views, while two chairs and a small table are positioned outdoors. Natural light enters through sliding glass doors, creating a fresh atmosphere.
Hotel room in Honolulu

Partial Ocean View Room at Diamond Head

LocationValueBathroom

4.88 out of 5 average rating, 16 reviews
Hotel room in Waikiki

Across from Waikiki Beach + Rooftop Pool & Bar

LocationValueHot tub

4.69 out of 5 average rating, 55 reviews
Hotel room in Waikiki

Luana Waikiki Hotel & Suites, City view queen bed.

FamilyLocationLaundry

4.6 out of 5 average rating, 257 reviews

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.

Destinations to explore