
Vacation rentals in Diamond Head
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Top-rated vacation rentals in Diamond Head
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Sunny Waikiki 2Bd/2Bth Corner Unit, 1 Min to Beach
NOW w/ AIR CONDITIONING! Sunny, breezy 2 bed 2 bath condo in the heart of vibrant Waikiki. 8th fl corner unit w/ secure entrance. FREE PARKING +laundry in unit. 1 min walk to ocean. Endless options for activities, restaurants + entertainment surround in short walking distance. Mini-store w/ essentials, food drink + beach supplies right downstairs, coffee shops on the corner. Wake up and enjoy Diamond Head view from your private lanai, then take advantage of all the fun Waikiki has to offer!
4.87 out of 5 average rating, 113 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
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.
4.95 out of 5 average rating, 121 reviews
Waikiki Beach 1.5 blocks away! Free parking space!
Very comfortable 2 bedroom unit with their own attached bathrooms FREE parking space Super close to the beach Easy access in and out of Waikiki Full kitchen with dishwasher Washer and dryer in the unit 1 Main Bedroom with King Bed and bathroom attached 1 Guest Bedroom with Queen Bed and bathroom attached 1 NEW Queen Sleeper Sofa Surf Sun Relax Sunsets Diamond Head Dining Shopping Nightlife Honolulu Zoo Waikiki Aquarium Trash chute Scandia Tower 155 Paoakalani Ave #402 Honolulu HI 96815
4.86 out of 5 average rating, 244 reviews
Amazing Waikiki Beach Views!!
Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.
4.88 out of 5 average rating, 234 reviews
Contemporary Waikiki Studio - Steps to the Beach!
Contemporary boutique studio located steps from Waikiki beach, Kapiolani Park, Honolulu Zoo, family-friendly activities, restaurants, nightlife, & public transportation - all within walking distance. You’ll love my place because of the fully equipped kitchenette and comfy bed. Bed & sleeper futon sleeps up to 3 adults comfortably. Beach towels, chairs, boogie board, sand toys & snorkel gears provided. 6/21/26 - See Construction Notice below.
4.91 out of 5 average rating, 422 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, 339 reviews
Waikiki Bungalow
YOU WILL BE BLOWN AWAY BY GORGEOUS VIEWS OF WAIKIKI BEACH AND DIAMOND HEAD. THIS MODERN RESIDENCE IS NEWLY RENOVATED AND EXTREMELY CLEAN. LOCATED JUST A FEW STEPS AWAY FROM WAIKIKI BEACH, RESTAURANTS, AND ATTRACTIONS. Unit is located on the third floor of building, upstairs from Hula’s Bar & Lei Stand. There is a potential for bar noise. Unit is priced accordingly. All Taxes and Fees included in price.
4.9 out of 5 average rating, 364 reviews
Studio 2 blocks from Waikiki Beach!
This studio is nestled in the heart of Waikiki—just two blocks from the iconic Duke Kahanamoku Statue and the world-famous Waikiki Beach. Fully renovated in June 2025, the space is all yours to relax and enjoy. Surrounded by shops, restaurants, food trucks, and surf spots, it’s the perfect home base for beach days, surf lessons, exploring Oʻahu, or working remotely—with plenty of aloha.
4.83 out of 5 average rating, 240 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.
4.94 out of 5 average rating, 103 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.
4.96 out of 5 average rating, 182 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 vacation rentals
Diamond Head beach vacation rentals

🏄♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental
4.89 out of 5 average rating, 177 reviews
Gorgeous Upscale King Studio-5min to Waikiki Beach
4.87 out of 5 average rating, 149 reviews
Wild Wonderful Studio
4.8 out of 5 average rating, 207 reviews
Beachfront! Upgraded modern w Oceanview (WS1116)
4.9 out of 5 average rating, 137 reviews
*Remodeled Oceanfront in Waikiki - Ilikai Marina
4.95 out of 5 average rating, 124 reviews
Beachfront Condo Ilikai Collection # 11. Sleeps 6.
4.89 out of 5 average rating, 217 reviews
Dreamy Beachfront Home (Car & Parking Available)
4.9 out of 5 average rating, 107 reviews
Waikiki Banyan 3(Q)beds w/Parking, Wi-Fi
4.87 out of 5 average rating, 390 reviewsDiamond Head house rentals

Waikiki Gem, Stunning Ocean View, Parking Included
4.97 out of 5 average rating, 148 reviews
Niihau Lux
4.99 out of 5 average rating, 127 reviews
Fantastic View, Waikiki DiamondHead
4.86 out of 5 average rating, 231 reviews
Hale Malino Home with Fireworks & Diamond Head Vie
5.0 out of 5 average rating, 7 reviews
Beautiful Studio- Oahu Oasis; 1 King Bed
4.89 out of 5 average rating, 95 reviews
Honolulu Gem
4.55 out of 5 average rating, 11 reviews
@ Marbella Lane- Trendy Waikiki Oasis | Near Beach
4.67 out of 5 average rating, 3 reviews
Downtown Honolulu/great views!
5.0 out of 5 average rating, 4 reviewsBeach house rentals in Diamond Head

Honolulu Oasis for your Hawaiian retreat
4.94 out of 5 average rating, 18 reviews
Stunning 2BR/2BA *Near Waikiki Beach+Free Parking!
4.7 out of 5 average rating, 20 reviews
Fully Renovated 3 Bed 2 Bath, W Parking, Split AC
4.61 out of 5 average rating, 18 reviews
Waikiki Close To Ala Moana, Pool and Parking!
4.38 out of 5 average rating, 21 reviewsFrequently 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.
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