Holiday rentals near Diamond Head

We found 4,706 holiday rentals — enter your dates for availability
Select the perfect private holiday rental within easy reach of Diamond Head. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and cable TV. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Diamond Head

Showing deals for:30 Oct - 6 Nov

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Find out more about Diamond Head

Why visit Diamond Head

  • Stunning volcanic crater: Experience the iconic Diamond Head Crater, a remarkable geological formation that offers a glimpse into Hawaii's volcanic history.
  • Scenic hiking trails: Embark on the popular hike to the summit, where you can enjoy breathtaking panoramic views of the Pacific Ocean and Honolulu.
  • Cultural significance: Discover the rich history of Diamond Head, from its military past to its importance in Hawaiian culture.
  • Beautiful beaches: Relax on pristine beaches located nearby, perfect for sunbathing and swimming.
  • Family-friendly atmosphere: Enjoy a welcoming environment that caters to families, couples, and solo travellers alike.

Popular types of accommodation around Diamond Head

Nestled on the stunning coastline of Honolulu, Diamond Head is a captivating destination known for its iconic volcanic crater and breathtaking views. Visitors can explore the enchanting hiking trails that lead to the summit, offering panoramic vistas of the Pacific Ocean. The area boasts a variety of attractions, including pristine beaches and historical sites. When it comes to accommodation, popular options include condos, private holiday homes, and apartments, ensuring a comfortable stay amidst this natural wonder.

  • Condos: This is the most sought-after choice for visitors, offering a blend of comfort and convenience with various amenities.
  • Private Holiday Homes: A popular second option, these homes provide a more secluded and personalised experience for families and groups.
  • Apartments: A versatile choice ideal for solo travellers or couples, offering a home-like atmosphere in the heart of the area.
  • Villas: Luxurious and spacious, villas are perfect for those looking for an upscale retreat with stunning views.
  • Cottages: Quaint and charming, cottages provide a cosy stay, ideal for those seeking a peaceful getaway.**

Top attractions near Diamond Head

Diamond Head in Honolulu, Hawaii, is a stunning natural landmark offering a blend of outdoor adventures and cultural experiences. Visitors can enjoy the picturesque Diamond Head Crater, embark on the popular Diamond Head hike to reach its summit, and explore the surrounding urban park and beach areas. This iconic destination caters to those seeking both relaxation and exploration, making it a must-visit for tourists looking to immerse themselves in Hawaii's natural beauty.

  • Waikiki Beach: A stunning stretch of golden sand, offering vibrant beach vibes and crystal-clear waters, perfect for sunbathing, swimming, and surfing.
  • Waikiki Beach Walk: An enchanting esplanade filled with outdoor dining, shopping, and entertainment options, ideal for a romantic stroll or family outing.
  • Queen Kapiʻolani Regional Park: A sprawling urban park featuring lush greenery, picnic areas, and breathtaking views of Diamond Head, perfect for family picnics and outdoor activities.

Things to do recommended for couples

For a romantic getaway near Diamond Head, enjoy a sunset picnic at the beach, explore the scenic hiking trails together, or take a leisurely stroll through the lush Kapiolani Park. Don't forget to indulge in a candlelit dinner at a local restaurant with stunning ocean views.

Things to do recommended for families

Families visiting Diamond Head can explore the scenic hiking trails and enjoy a picnic with stunning views, while kids delight in interactive exhibits at the nearby Waikiki Aquarium.

Things to do recommended for groups

Explore the stunning Diamond Head State Monument with a group hike to the summit for breathtaking views. Engage in a cultural experience at the nearby Kapiolani Park or enjoy a picnic on the beach while soaking up the sun and local atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Diamond Head

Whether you’re travelling with a group, as a family, with your pets, or seeking extended stays, ensure you select the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Diamond Head with a group: Consider how many bedrooms you require, as well as features like a complete kitchen or an outdoor area for social gatherings. Fortunately, you can refine your search for all these, and more, on Stayz.
  • Traveling to Diamond Head with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Diamond Head: For many families, a getaway wouldn’t feel complete without their furry companions. If this resonates with you, consider exploring Stayz properties that welcome pets. The majority of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Diamond Head: If you're seeking holiday lets offering discounts for extended stays of a month or more, you've come to the right place. With the appropriate filter, you can effortlessly discover and save on monthly rentals. Think about including options such as a parking space, a well-equipped kitchen, or a private pool in your search too.

Where to stay near Diamond Head

Diamond Head, Honolulu, Hawaii, is a stunning natural landmark that offers breathtaking views and a rich history. Visitors can hike to the summit for panoramic vistas, explore the unique volcanic crater, and enjoy the vibrant atmosphere of the surrounding area. With its friendly people and family-friendly environment, Diamond Head is perfect for a romantic getaway or a luxurious Hawaiian escape. Experience the natural beauty and cultural significance of this iconic destination in the heart of Honolulu.

  • Honolulu: Honolulu is a vibrant city in which the iconic Diamond Head is nestled. It offers a superb blend of scenic natural beauty and urban delights. Travellers can enjoy a range of outdoor and family-friendly activities, including visits to expansive beach areas and bustling shopping districts. With its close proximity to well-loved family beaches and tourist precincts, Honolulu promises a dynamic travel experience, whether exploring its cultural heritage or engaging in leisurely seaside pursuits.
  • Waikiki: Waikiki is a celebrated neighbourhood located only 3km from Diamond Head. Known for its inviting outdoor and family attractions, Waikiki boasts beautiful beach settings and a lively shopping scene. This area is ideal for visitors seeking a coastal retreat with ample opportunities for leisure and retail exploration. The renowned family beach and tourist precinct add to its charm, making it a preferred destination for those desiring both relaxation and adventure.
  • Diamond Head - Kapahulu - St. Louis: This distinctive neighbourhood encompasses the famed Diamond Head and offers an appealing mix of outdoor, family, and scenic experiences. It is characterised by its educational venues and vibrant shopping centres, which complement the natural allure of nearby beaches and family-friendly tourist spots. The area's scenic vistas and cultural landmarks provide visitors with a comprehensive travel experience, blending leisure with an appreciation of local heritage.

Best time to go to Diamond Head

If you're planning a trip to Diamond Head, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in March and June to July, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January72.7°F (22.6°C)No Rain (Dry)Mostly SunnyAverageAverage
February72.0°F (22.2°C)No Rain (Dry)Mostly SunnyAverageAverage
March72.5°F (22.5°C)Light RainMostly SunnySlightly HighAverage
April73.8°F (23.2°C)No Rain (Dry)Mostly SunnyAverageAverage
May75.4°F (24.1°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
June76.6°F (24.8°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
July77.5°F (25.3°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
August78.1°F (25.6°C)No Rain (Dry)Mostly SunnySlightly LowAverage
September78.3°F (25.7°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
October77.5°F (25.3°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
November75.7°F (24.3°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High

Booking with Stayz is a breeze

Are you hoping to save on your next holiday? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Stayz property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up where you left off, or manage your itinerary effortlessly. You can easily find properties you've previously saved or booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best holiday rentals near Diamond Head?
The best holiday rentals near Diamond Head are typically located in the immediate Diamond Head neighbourhood of Honolulu. You will find a wide array of options here, predominantly consisting of stylish condos with ocean views and comfortable apartments, great for enjoying the Hawaiian sunshine. If you are willing to drive a bit further, renting in nearby areas can be an affordable option, however the best holiday rentals near Diamond Head are usually found right in the vicinity.

Many of these properties come with fantastic amenities such as private balconies for enjoying the sea breeze, access to a shared pool, and convenient laundry facilities. These homes are ideal for couples or small families seeking a relaxing beach holiday.
Are there any cheap holiday rentals near Diamond Head?
There are several affordable holiday rentals near Diamond Head, especially if you are flexible with location and travel dates. Budget-friendly stays typically start around AU$260 per night. Some stays even drop lower in November during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi, toiletries, and self-parking, providing a clean, comfortable base for discovery.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. You can find cosy condos or efficient apartments offering great value, so you can have a comfortable stay near Diamond Head without breaking the bank.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Diamond Head?
Over 100 pet-friendly holiday rentals are available near Diamond Head, primarily consisting of apartments and condos in the Honolulu area. These properties are ideal for guests travelling with pets and often feature essential amenities such as fully equipped kitchens, Wi-Fi, and comfortable living spaces. Many of these rentals specifically cater to guests with dogs and/or cats, ensuring a pleasant stay for all.

When searching for the best pet-friendly holiday rentals near Diamond Head, remember to review individual property policies regarding pet size restrictions or additional fees.
What are the top holiday rentals with pools near Diamond Head?
There are over 2,200 holiday rentals near Diamond Head that include access to swimming pools, with both private and shared options available. Properties are concentrated in the Diamond Head area and nearby Honolulu, offering a variety of types from condos to apartments. Many of these homes come fully equipped with amenities such as full kitchens, Wi-Fi, and outdoor spaces, making them ideal for families or groups looking for a comfortable stay.

When selecting your ideal property, consider the benefits of different pool types. Private pools offer seclusion and are great for families desiring personal space, while shared pools often include access to additional community features like fitness centres or hot tubs. For cooler months, look for heated or indoor options to ensure year-round enjoyment.
What are the best family holiday rentals near Diamond Head?
There are over 2060 family-friendly holiday homes in the broader Diamond Head region, offering ample space and comfort for groups of all sizes. These rentals often boast multiple bedrooms and bathrooms, full kitchens, and generous living areas, all designed with families in mind. With such a wide selection, you can find stays with outdoor play areas, gardens, or yards where kids can play, and washer/dryers to handle laundry during the trip.

When choosing the best fit for your family, focus on properties where adults and kids each have space to unwind, and look for homes with practical amenities like well-equipped kitchens to save on dining out. Staying nearby can mean less travel each day and more time enjoying the surroundings.
Are there any luxury holiday rentals near Diamond Head?
There are several luxury holiday rentals near Diamond Head that combine stunning scenery with modern comfort. These properties often feature amenities such as private pools, rainfall showerheads, climate control, premium bedding, and breathtaking sea or mountain views. Many also offer additional indulgences like private chefs, designer toiletries, and even evening entertainment.

These homes are ideal for families or larger groups, providing essential comforts like high-speed WiFi. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Diamond Head?
Holiday rentals near Diamond Head offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties, such as simple apartments, typically start around AU$260 per night, providing an affordable way to experience the area. Mid-range rentals, including private homes with standard amenities, are generally around AU$360 per night, offering more comfort and privacy. For those seeking a more luxurious experience, upscale options can cost AU$415 or more per night, especially during peak seasons.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Diamond Head?
When visiting Diamond Head, several excellent neighbourhoods offer a range of experiences for your stay. The immediate Diamond Head area provides properties with stunning views and convenient access to the iconic hiking trail. This location is great for guests who wish to be close to nature and enjoy coastal scenery.

Just a short drive away, the Kahala neighbourhood offers a more secluded and upscale experience. Properties here often boast spacious grounds and are ideal for those seeking a tranquil retreat with easy access to Diamond Head and nearby beaches.

For those desiring a blend of beach proximity and access to amenities, the eastern end of Waikiki, near Kapiʻolani Park, is a fantastic option. Here, you'll find a variety of holiday rentals within a pleasant distance of Diamond Head, offering the convenience of local shops and dining.
What is the cheapest month to stay near Diamond Head?
The cheapest time to find holiday rentals near Diamond Head is typically during the autumn shoulder season (September to November), excluding any major local festivals. November is frequently the single cheapest month to stay, often providing various savings on properties and better deals compared to peak season. Rates for holiday rentals can often be 15-25% lower during this period.
Are there any top beachfront holiday rentals near Diamond Head
Beachfront holiday rentals near Diamond Head offer direct access to the sand, often with ocean-view balconies providing stunning panoramas. Properties are typically found along the coastline stretching from Waikiki towards Diamond Head itself, placing guests steps from the water. While many spots provide a relaxed environment great for unwinding, some locations offer walkability to lively dining and shopping areas further into Waikiki.

Guests staying near Diamond Head can enjoy amenities such as beach chairs, umbrellas, and in some cases, oceanfront pools. Accommodation types range from ocean-facing rooms and suites to multi-bedroom units, many featuring private terraces or extra living space.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

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