We found 2,810 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of Kailua Pier that provide the perfect home base for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you expect for your stay, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – Kailua Pier
Showing deals for:25 Dec - 1 Jan
Image gallery for Kaloko mountain cabin above Kona with hot tub and fireplace - rustic adventure!
1010 out of 10, Exceptional, (75 reviews)
Exceptional
(75 reviews)
Kaloko mountain cabin above Kona with hot tub and fireplace - rustic adventure!
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value
Frequently asked questions
What are the best holiday rentals near Kailua Pier?
The best holiday rentals near Kailua Pier are typically situated in the Historic Kailua Village, offering convenient access to the waterfront. You will find a wide array of options here, predominantly consisting of stylish condos with ocean views and charming private holiday houses. You can choose from properties directly in the village or slightly further afield, where you might find more expansive holiday rentals. You can easily find the best holiday rentals near Kailua Pier in this area.
Many of these properties come with desirable amenities so you can have a comfortable stay, such as private balconies to enjoy the Hawaiian breeze, shared pools for a refreshing dip, and spacious decks or patios for outdoor living. These homes are ideal for couples seeking a relaxing getaway or families looking for a comfortable base near the action.
What are the best pet-friendly holiday rentals near Kailua Pier?
There are over 40 pet-friendly holiday rentals available near Kailua Pier, primarily consisting of condos and private holiday houses. These properties are found in the Historic Kailua Village and surrounding areas, offering guests a comfortable stay with amenities often including DogsOnly, Pets:Permitted, ServiceAnimals, and DogsAndCats options. Many provide essential comforts like fully equipped kitchens and Wi-Fi, ensuring both guests and their furry companions have a pleasant experience.
When searching for the best pet-friendly holiday rentals near Kailua Pier, always review the specific house rules regarding pet size, breed restrictions, and any additional fees. Kailua Pier itself is a welcoming outdoor location where pets can accompany their owners and enjoy ample space for walking.
What are the top holiday rentals with pools near Kailua Pier?
There are over 1,299 holiday rentals near Kailua Pier that offer access to a swimming pool, with a wide variety of options including private backyard pools, shared community pools, and even some indoor selections. These properties are concentrated in the Historic Kailua Village and surrounding areas. Guests can select from condos or private holiday houses, many of which are fully equipped with kitchens, Wi-Fi, and outdoor decks, making them suitable for families or groups seeking comfort and convenience during their stay.
When selecting your ideal rental, consider the type of pool that best suits your needs. Private pools offer seclusion and are excellent for families, while shared pools often come with additional amenities such as fitness centres or hot tubs. For those visiting during cooler periods, looking for heated or indoor pool options will enhance your experience. Checking availability for peak summer dates is always advisable to secure your preferred property.
What are the best family holiday rentals near Kailua Pier?
There are over 1000 family-friendly holiday homes, primarily condos and private holiday houses, in the Historic Kailua Village region near Kailua Pier. These properties offer ample space with multiple bedrooms and living areas, ideal for groups. Families can expect well-equipped kitchens for meal preparation, and many homes feature outdoor areas such as gardens, patios, or secured yards superb for children to play. Entertainment options like WiFi and various games are also commonly available.
When selecting a family holiday rental, look for properties that provide separate spaces for adults and children to unwind, and prioritise homes with practical amenities like kitchens and laundry facilities to simplify your stay. Staying close to Kailua Pier means less travel time and more opportunities to enjoy local activities.
Are there any luxury holiday rentals near Kailua Pier?
There are several luxury holiday rentals near Kailua Pier that offer modern comfort. These properties often feature amenities such as private pools, private heated pools, deep soaking bathtubs, designer toiletries, and mountain views. Guests can also find properties with air conditioning, on-site golf, and on-site outdoor tennis.
These homes are ideal for families or larger groups, providing conveniences like premium bedding and climate control for a comfortable stay. Many of these top-tier stays are managed by highly rated Bookabach hosts, ensuring a professional and premium experience.
Where should I stay when visiting Kailua Pier?
When visiting Kailua Pier, several areas offer excellent holiday rental options. Historic Kailua Village is a prime choice, placing guests directly amidst the buzz of the town. Properties here offer immediate access to shops, restaurants, and the waterfront, making it great for those who enjoy being at the heart of the activity and close to Kailua Pier itself.
Further north, the Kona Coast area provides a more relaxed setting with beautiful coastal properties. This area is a short drive from Kailua Pier and offers stunning ocean views, ideal for those seeking a tranquil retreat with convenient access to the pier and other local attractions.
South of Kailua Pier, Keauhou offers a blend of upscale holiday rentals and access to golf courses and marine activities. Properties in Keauhou are a comfortable drive from Kailua Pier, providing a slightly more secluded feel while remaining well-connected to the area's highlights.
What is the cheapest month to stay near Kailua Pier?
The cheapest time to find holiday rentals near Kailua Pier is typically during the late Autumn and early Winter (September to early December), excluding the Christmas and New Year's weeks. September and December are frequently the months offering the best deals on holiday rentals and homes, often with rates up to 25% lower compared to peak season. Guests can often find various savings during these months, along with greater availability.
Are there any top beachfront holiday rentals near Kailua Pier
Beachfront holiday rentals near Kailua Pier are predominantly found along Alii Drive and the surrounding coastal areas of Historic Kailua Village, offering direct access to the sand. Many properties boast ocean-view balconies and are just steps from the water. Guests can easily walk to lively dining, nightlife, and shopping options in the village, while a short distance away, quieter spots provide a more relaxed setting.
Guests can often enjoy amenities such as beach chairs, beach umbrellas, and oceanfront pools, making every day by the water effortless. Accommodation types range from ocean-facing rooms and suites to multi-bedroom units with private terraces, suiting different group sizes and preferences.
Are there any monthly holiday rentals near Kailua Pier?
Bookabach offers excellent options for monthly holiday rentals near Kailua Pier, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer holiday with the family. With flexible monthly rental options, Bookabach is a convenient and comfortable choice for extended stays near Kailua Pier.
Are there any last-minute holiday rentals near Kailua Pier?
Bookabach makes it simple to find last-minute holiday rentals near Kailua Pier that blend comfort, style, and great value. Bookabach offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.
Finding these stays is easy. Just enter your destination and travel dates, then use Bookabach's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Bookabach's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
Are all fees included in the Kailua Pier holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any discounts for holiday homes near Kailua Pier?
You can find great discounts on holiday homes near Kailua Pier on Bookabach, 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 holiday homes near Kailua Pier with parking?
Bookabach offers a wide selection of holiday homes near Kailua Pier 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 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 change or cancel my Kailua Pier holiday home booking on Bookabach?
To find Kailua Pier holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes near Kailua Pier?
A long-stay holiday home near Kailua Pier 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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.
How early should I book a holiday home near Kailua Pier?
Book your Kailua Pier holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home near Kailua Pier?
Prices for holiday homes near Kailua Pier 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes near Kailua Pier to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.