Hawaii Kai holiday lettings

We found 4,812 holiday rentals — enter your dates for availability

Discover a selection of 60 homes and other holiday rentals in Hawaii Kai that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Hawaii Kai

Showing deals for:6 Mar - 13 Mar

Why visit Hawaii Kai

  • Stunning beaches: Enjoy the exceptional sandy shores and crystal-clear waters perfect for relaxation and family fun.
  • Outdoor adventures: Engage in a plethora of activities such as hiking, kayaking, and snorkelling amidst Hawaii Kai's natural beauty.
  • Scenic bays: Explore picturesque waterfronts that offer breathtaking views and opportunities for water sports.
  • Family-friendly atmosphere: Discover a welcoming community with activities suitable for all ages, ensuring everyone has a memorable time.
  • Diverse accommodation options: Choose from a range of holiday rentals, including condos and private homes to suit your needs.

Popular types of accommodation around Hawaii Kai

You’ve chosen the stunning Hawaii Kai for your holiday, and now it’s time to select the perfect accommodation. Explore a variety of enticing options, including condos, apartments, and private holiday homes. Whether you’re searching for Hawaii Kai holiday rentals or specific apartment listings, you'll find the ideal place to relax and enjoy this beautiful destination. Start your adventure by discovering the best vacation rentals in Hawaii Kai today!

  • Condos: The top choice for holidaymakers in Hawaii Kai, offering modern amenities and stunning views.
  • Apartments: A close second, these self-contained units are perfect for those seeking convenience and comfort.
  • Houses: Ideal for families or groups, these homes provide a home-away-from-home experience.
  • Villas: Luxurious and spacious, villas offer an upscale retreat with plenty of privacy.
  • Cottages: Quaint and charming, cottages provide a delightful escape for those looking for a cosy stay.**

Top attractions near Hawaii Kai

Hawaii Kai is a fantastic destination for outdoor and beach family holidays, offering a variety of attractions such as stunning beaches, scenic bays, and modern educational institutions. Visitors can enjoy numerous activities that highlight the area's natural beauty and cultural experiences. Whether you're looking for relaxation or adventure, Hawaii Kai has something for everyone, making it an ideal spot for a memorable getaway.

  • Hanauma Bay Nature Preserve: A stunning marine reserve, Hanauma Bay is renowned for its vibrant coral reefs and diverse marine life. Enjoy snorkelling in crystal-clear waters while surrounded by friendly locals who share a passion for conservation.
  • Diamond Head: This iconic volcanic crater offers breathtaking panoramic views after a moderately challenging hike. Embrace the outdoor adventure amidst lush landscapes and dramatic scenery, perfect for nature enthusiasts.
  • University of Hawaii at Manoa: A prestigious modern university set in an urban environment, it features beautiful gardens and cultural events, providing an enriching experience of local education and community life.

Things to do recommended for couples

For a romantic getaway in Hawaii Kai, don't miss an enchanting evening at the Waikiki Shell, located 4.3km away. Enjoy the lively atmosphere while listening to captivating music under the stars, creating unforgettable memories with your partner.

Things to do recommended for families

Families can unwind at Kaiona Beach Park, a picturesque recreation area 1.9km from Hawaii Kai, or explore the serene Kalopa State Recreation Area, just 1.2km away. For sports enthusiasts, the Stan Sheriff Center, located 4.3km away, offers exciting events and activities.

Things to do recommended for groups

Explore the vibrant Ala Moana Center for shopping and entertainment, enjoy a round of golf at the scenic Ala Wai Golf Course, or immerse yourselves in culture at the historic Hawaii Theater, perfect for a memorable group experience in Hawaii Kai.

What do I need to keep in mind when booking a vacation around Hawaii Kai

When travelling with a group, family, pets, or seeking extended stays, it's essential to prioritise your preferences during your search. Here are some helpful booking tips for using Vrbo.

  • Traveling to Hawaii Kai with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. The good news is that you can easily filter for these options and much more on Vrbo.
  • Traveling to Hawaii Kai with young kids: Travelling with young children can pose some challenges. It's important to prioritise their comfort and safety, along with suitable amenities, 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 Hawaii Kai: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hawaii Kai: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Hawaii Kai

Hawaii Kai, a picturesque neighbourhood in Honolulu, offers a delightful blend of outdoor adventures and family-friendly activities. Visitors can explore waterfront getaways, relax on stunning beaches, and enjoy the warm, welcoming atmosphere. Nearby attractions provide opportunities for romantic escapes and luxurious experiences, making it an ideal destination for all types of travellers seeking a memorable Hawaiian holiday.

  • Portlock: Located a mere 311m from Hawaii Kai, Portlock is a picturesque neighbourhood known for its stunning outdoor experiences and beautiful beaches. Visitors flock here for the breathtaking scenery and a variety of activities, including hiking trails that offer panoramic views of the coastline. Families can enjoy a day at the arcade adventure zone or relax at the local family beach. With its tranquil atmosphere and proximity to other attractions, Portlock is the perfect spot for a leisurely day out.
  • Eastern Honolulu: Situated 1.2km away from Hawaii Kai, Eastern Honolulu is a vibrant neighbourhood that combines outdoor fun with family-friendly activities. This area is ideal for those looking to enjoy the beach and local shopping. With a range of shopping centres and malls, visitors can indulge in retail therapy while also enjoying the nearby beaches. Eastern Honolulu is a great place for families to explore, with its welcoming atmosphere and numerous attractions, including the popular family beach.
  • Kamehame Ridge: Also located 1.2km from Hawaii Kai, Kamehame Ridge is an outdoor enthusiast's paradise. Known for its family-oriented atmosphere, this neighbourhood offers exciting adventure activities and underwater sports, making it perfect for thrill-seekers. The nearby beaches provide opportunities for relaxation and fun in the sun. Kamehame Ridge's stunning views and recreational options ensure a memorable visit for everyone, from families to adventure lovers.

Best time to go to Hawaii Kai

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February72.0°F (22.2°C)No Rain (Dry)Mostly SunnyAverageAverage
March72.5°F (22.5°C)Light RainMostly SunnyAverageAverage
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 SunnyAverageAverage
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 SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you keen to save on your upcoming holiday? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking for a longer duration, as this can lead to considerable savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for you to plan new holidays, resume your previous arrangements, or manage your existing itineraries. You can easily find properties you've saved or reserved, organised into sections for Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

Are there any beach house rentals in Hawaii Kai?
In Hawaii Kai, there are several beach house rentals available, situated in picturesque neighbourhoods that offer stunning views of the ocean and nearby mountains. These beach houses typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and expansive living areas designed for relaxation. Many properties also come with outdoor spaces, such as private decks or patios, great for enjoying the warm Hawaiian evenings. With proximity to local attractions like Hanauma Bay and the beautiful beaches along the coast, these rentals provide an ideal base for exploring the natural beauty of the area while enjoying a comfortable and inviting stay. Find your rental near the beach in Hawaii Kai.
How much does it cost to rent a holiday home in Hawaii Kai?
Prices for holiday rentals in Hawaii Kai vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Hawaii Kai to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Hawaii Kai holiday house rentals?
You can find great discounts on house rentals in Hawaii Kai on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Hawaii Kai holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Hawaii Kai with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Hawaii Kai?
A long-stay holiday rental in Hawaii Kai is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Hawaii Kai for a holiday rental?
The best time to visit Hawaii Kai for a holiday rental is during the peak season from January to March. This period is particularly popular as it draws visitors seeking to escape colder climates and enjoy Hawaii's stunning beaches, vibrant culture, and an array of outdoor activities. With average daytime temperatures hovering around 24-27°C, you can expect pleasant weather great for swimming, snorkelling, and hiking.

January is especially appealing, as the New Year celebrations bring an energetic vibe to the area. Visitors can indulge in water sports or take leisurely strolls along the picturesque coastline, surrounded by lush landscapes and breathtaking ocean views. The inviting climate ensures comfort whether you're lounging on the beach or exploring the local attractions.

For those looking to travel on a budget, November offers a quieter alternative to the busier months. This time of year allows you to appreciate the natural beauty of Hawaii Kai without the crowds, making it ideal for peaceful hikes or serene beach days. The temperatures remain mild, providing a lovely backdrop for outdoor exploration.
How early should I book a Hawaii Kai holiday rental?
Book your Hawaii Kai holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Hawaii Kai?
In Hawaii Kai, visitors can enjoy a blend of natural beauty and local attractions. The neighbourhood is known for its stunning beaches, including Hanauma Bay, a protected marine life conservation area superb for snorkelling and swimming. Holiday rentals in this area often provide easy access to the bay's crystal-clear waters and vibrant coral reefs.

Nearby, the Koko Crater Trail offers a challenging hike with rewarding panoramic views of the eastern coast of Oahu at the summit. Properties in the vicinity may also feature spacious outdoor areas, ideal for soaking up the sun after a day of exploration. For those interested in water sports, the marina in Hawaii Kai provides opportunities for kayaking, paddleboarding, and boat rentals, making it a vibrant hub for outdoor activities.
Can I change or cancel my Hawaii Kai home rental booking on Vrbo?
To find Hawaii Kai holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Hawaii Kai holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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 Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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 Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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