
Holiday houses in Diamond Head
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Top-rated holiday 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!
LocationValueLaundry
4.87 out of 5 average rating, 113 reviews
DHBH PH01 Penthouse over the Pacific
Legal Vacation Rental 🗿2947 Kalakaua Ave PH1🗿 Our Penthouse over the Pacific 💎A true gem that sleeps 4 and is lovingly cared for to ensure your stay is the best it can be When it comes to the perfect place to call home for your vacation in Hawaii, our 2 bedroom penthouse will hopefully be the one you long for year after year With 240° views of the Ocean and the beautiful Diamond Head crater behind us, there really is no better spot The hotel gardens below us offer additional space to relax
FamilyValueAir conditioning
4.89 out of 5 average rating, 93 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!
FamilyLocationAccuracy
4.92 out of 5 average rating, 177 reviews
~NEW~ Oceanfront Luxury at Waikiki Beach Tower
New listing in our portfolio, be the first to review this 5-star guest favorite property! Waikiki Beach Tower Unit 901 - 9th floor Relax in this beautifully renovated 2 bed 2 bath unit with ocean views of Waikiki Beach. Entertain with family and friends where the views from the kitchen and living room have you feeling like you're on the beach. Enjoy your coffee or sunset drink overlooking the heart of Waikiki Beach. Comfort, ocean views, and style are the focus of this hidden gem in paradise.
FamilyLocationAmenities
4.97 out of 5 average rating, 36 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.
FamilyLocationBeach
4.95 out of 5 average rating, 121 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.
ValueFamilyPool
4.93 out of 5 average rating, 40 reviews
2b2b Spacious Apartment central waikiki parking
This apartment is located in the heart of Honolulu, just a block walk from the world-famous Waikiki Beach, offering stunning views of the sand and ocean. Popular attractions like the International Market and Ala Moana Center are within walking distance. The apartment is close to public transport and major roads, making it easy to explore Pearl Harbor and Diamond Head. The quiet and friendly neighborhood ensures a comfortable stay
LocationValueHospitality
4.89 out of 5 average rating, 53 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
FamilyValueComfort
4.85 out of 5 average rating, 339 reviews
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.
LocationFamilyTV
5.0 out of 5 average rating, 43 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.
LocationValueAccuracy
4.97 out of 5 average rating, 36 reviews
Chic&Cozy 1BR - Stunning Oceanview Suite @Waikiki
Welcome to your cozy 1-bedroom luxury suite, just a 2-minute walk to the world-famous Waikiki Beach! Our place offers a stunning oceanfront view. Enjoy the breathtaking scenery from your room, and with Waikiki Beach just steps away, endless beach excitement awaits. This is our home in Hawaii, and we hope you love it as much as we do :)
LocationValueCheckout
4.98 out of 5 average rating, 87 reviews
Hale Malino Home with Fireworks & Diamond Head Vie
Charming Manoa Valley home with Diamond Head views and Friday night fireworks from the lanai. Three bedrooms, 2.5 baths, spacious living areas, and outdoor BBQ space. Minutes to UH Manoa, Manoa Marketplace, Manoa Falls, Waikiki, and Ala Moana.
FamilyLocationView
5.0 out of 5 average rating, 7 reviewsPopular amenities for Diamond Head holiday rentals
Other great holiday rentals in Diamond Head

Charming diamond head studio on famous Gold coast
LocationValueBackyard
4.77 out of 5 average rating, 95 reviews
Makai Suite- 2 Bed 1 Bath on Hawaii's Gold Coast!
LocationFamilyAir conditioning
4.63 out of 5 average rating, 142 reviews
Waikiki OceanView 32nd floor | Pool + Free Parking
ValueFamilyCondition
4.9 out of 5 average rating, 30 reviews
17th Fl Waikiki Banyan | Parking | AC | Pool
LocationValueNearby
4.89 out of 5 average rating, 9 reviews
Waikiki Shore condo w/ lanai & beach access
FamilyLocationOutdoor spaces
4.76 out of 5 average rating, 58 reviews
Partial Ocean View Room at Diamond Head
ValueLocationWalkability
4.88 out of 5 average rating, 16 reviews
Steps to the Beach + On-site Dining, Pool & Gym
ValueLocationCondition
4.86 out of 5 average rating, 29 reviews
Oceanfront Diamond Head Beach Hotel
ValueFamilyCheck-in
4.91 out of 5 average rating, 82 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
- 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





