
Holiday rentals in Diamond Head Crater
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Top-rated holiday rentals in Diamond Head Crater
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxury Waikiki Condo w/ Retro Charm & FREE Parking
Welcome to this renovated 20th-floor condo in the iconic Marine Surf, a former 1960s Waikiki hotel. Enjoy vintage charm with modern luxury, including a partial ocean view, FREE underground parking, ultra-fast 1-gigabit internet, AC and a 65" smart TV with Apple TV. Relax in the pool or explore nearby world-class shopping, dining & beaches. With a queen bed and sofa bed, it’s perfect for couples or families. Reserve your slice of paradise today and discover the essence of Waikiki’s island luxury.
4.98 out of 5 average rating, 116 reviews
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!
4.92 out of 5 average rating, 177 reviews
39FL-Chic Modern in Waikiki-Upgraded King Studio
With high-end finishes and a newly renovated interior, this studio in Waikiki is picture-perfect. Located on the 39th floor, it boasts partial ocean views and views of the Waikiki skyline. The building is surrounded by amazing dining and shopping options. The world-famous Waikiki beach is only a few minutes' walk away. Whether you're traveling as a couple or a small family, this unique experience is perfect for you. You'll feel right at home with all the essential amenities provided.
4.95 out of 5 average rating, 137 reviews
32F-Penthouse Pacific Monarch Studio-Ocean View
Experience the epitome of luxury with this stunning, spacious ocean view studio situated on the 32nd Penthouse floor right in the heart of Waikiki. Boasting breathtaking views of the ocean and Diamond Head, this upscale studio goes above and beyond to exceed all expectations. Indulge in the ultimate comfort and elegance while enjoying the convenience of being in the center of Waikiki, surrounded by the vibrant energy and beauty of this renowned beach destination.
4.96 out of 5 average rating, 131 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
4.85 out of 5 average rating, 340 reviews
Cozy & Chic Island King Studio-Central Waikiki.
Beautifully renovated King studio suite in the heart of Waikiki! Located in central Waikiki, you’ll be surrounded by many favorite local eateries, shopping and the world famous Waikiki Beach! We've prepared all the necessary essentials for you during your stay including fresh linens and towels, kitchen cookware and beach supplies. This condo is perfect for couples and small traveling groups.
4.91 out of 5 average rating, 109 reviews
43FL-Modern High-FL Studio w/Ocean & City Views
Experience the breathtaking view from the 43rd floor of one of the tallest buildings in Waikiki. This unparalleled vantage point offers panoramic vistas of the city, mountains, and ocean during the day. At night, witness the mesmerizing transformation of the cityscape as it comes alive with a dazzling display of lights. Prepare to be in awe as this unobstructed view leaves you speechless.
4.95 out of 5 average rating, 115 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.
4.97 out of 5 average rating, 36 reviews
High FL-Upscale Ocean View w/ Easy Beach Access~
Situated in one of the most vibrant neighborhoods in all of Waikiki, you'll be within steps away from many local restaurants, and shopping plazas. Most importantly, a quick 2 min walk to Waikiki beach, surrounded by cultural activities such as surf lessons and rentals. This stunning apartment is truly one of a kind, and it's the perfect choice for couples & memorable occasions.
4.95 out of 5 average rating, 184 reviews
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!
5.0 out of 5 average rating, 42 reviews
1187 Ilikai Marina | Walk to Beach & Ala Moana
Stay just a short walk to Waikiki Beach, Ala Moana Center, and the Hilton Friday fireworks. This bright, renovated studio is a comfortable home base with a full kitchen, fast Wi-Fi, and a private lanai with city and mountain views. ✨ What Guests Love • Walk to Waikiki Beach & Ala Moana • City & mountain view lanai • Fast 400 Mbps Wi-Fi + Smart TV • Fully equipped kitchen
4.84 out of 5 average rating, 220 reviews
Fall Promos! 1.5 Blocks to the beach Pool+hot tub
✔ 1.5 Blocks to the Beach front ✔ Located on Kuhio Ave. surrounded by shops + restaurants ✔ Pool + Hot Tub + Ko Tiki Terrace Restaurant in the Condo ✔ New AC ✔ Fully outfitted Kitchenette ✔ Free Fast Wifi ✔ Flat Screen TV with Cable TV ✔ Queen Bed ✔ Beach Towels ✔ On site parking (paid)
4.91 out of 5 average rating, 214 reviewsPopular amenities for Diamond Head Crater holiday rentals
Other great holiday rentals in Diamond Head Crater

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Island-Luxe Studio w/ Free Parking @ Marine Surf
5.0 out of 5 average rating, 23 reviews
[NEW] Ocean View Guest Favorite 1BR in Waikiki
5.0 out of 5 average rating, 28 reviews
Home away from home!
5.0 out of 5 average rating, 53 reviewsDestinations to explore
- Waikiki Beach
- Lanikai Beach
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Kapiolani Park Beach
- Honolulu Zoo
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Kalama Beach Park
- Kepuhi Beach
- Ko Olina Golf Club
- Wet 'n' Wild Hawaii
- Waimea Valley
- Bishop Museum
- Hanauma Bay Nature Preserve
- Sharks Cove
- Hawaii Convention Center
- Ala Moana Center
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf





