
Vacation rentals in Diamond Head
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Diamond Head
Guests agree: these stays are highly rated for location, cleanliness, and more.

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, 122 reviews
Take-It-Easy Waikiki Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with dining area, full kitchen, beach gear, kids accessories and a washing machine/dryer. Find an ABC Store downstairs and great shopping, restaurants and bars nearby - like Tiki's, Lulu’s, Hula’s and Deck. Hosted by Hawaiian Keliʻi and Aussie Ash of Waikīkī Beach Stays. Registration Number: STR #2302
4.96 out of 5 average rating, 158 reviews
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!
4.93 out of 5 average rating, 191 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
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.
4.95 out of 5 average rating, 184 reviews
Breathtaking Ocean view, free 1 parking
Enjoy easy access to everything from this perfect located home base. High floor w. Beautiful ocean view. Kitchen is fully equipped to prep meals. Walking distance to the famous Waikiki beach, restaurants, shops, Kapiolani park, zoo , diamond head crater etc. 1 king bed, pullout couch, central AC, big TV, WiFi, 1 free parking.
4.9 out of 5 average rating, 153 reviews
THE GRAND EXPERIENCE
This is the largest ocean view space in a newly renovated building, upgraded kitchen, bathroom & mirror closet. It has two lanai-like settings that doubles the fabulous view. Extremely close to the beach. Artistically designed with colorful accents to refresh & relax!!!
4.95 out of 5 average rating, 360 reviewsPopular amenities for Diamond Head vacation rentals
Diamond Head beach vacation rentals

Gorgeous Upscale King Studio-5min to Waikiki Beach
4.87 out of 5 average rating, 149 reviews
🏄♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental
4.89 out of 5 average rating, 178 reviews
Wild Wonderful Studio
4.8 out of 5 average rating, 207 reviews
Amazing Waikiki Beach Views!!
4.88 out of 5 average rating, 234 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
Dreamy Beachfront Home (Car & Parking Available)
4.9 out of 5 average rating, 107 reviews
Oceanfront Home (Beautiful Sunset View Every Day)
4.97 out of 5 average rating, 226 reviewsDiamond Head house rentals

Waikiki Gem, Stunning Ocean View, Parking Included
4.97 out of 5 average rating, 148 reviews
Nine Thousand Waves
4.99 out of 5 average rating, 208 reviews
Fantastic View, Waikiki DiamondHead
4.86 out of 5 average rating, 231 reviews
Hale Hoomalie- Peaceful Manoa Valley Retreat near
5.0 out of 5 average rating, 8 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
4.58 out of 5 average rating, 19 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.
Destinations to explore
- Honolulu Vacation rentals
- Kauai Vacation rentals
- Oahu Vacation rentals
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Wailea Vacation rentals
- Kihei Vacation rentals
- Hilo Vacation rentals
- Waikīkī Beach Vacation rentals
- Princeville Vacation rentals
- Kailua Vacation rentals
- Kaanapali Vacation rentals
- 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





