We found 2,537 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:3 July - 10 July
Image gallery for Kona coast unit, Ocean side view Free PKG WIFI walk to Magics & Kahalu'u
9.89.8 out of 10, Exceptional, (127 reviews)
Exceptional
(127 reviews)
Kona coast unit, Ocean side view Free PKG WIFI walk to Magics & Kahalu'u
Enjoyed my stay here - sound of surf is amazing! Pretty close to everything and easy walk to main shops etc. Pool area was great, parking area easy but still steps up or down, even with the lift. Found it hard on my own, being older, to lift suitcase up and down. Otherwise very nice unit.
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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 Stayz 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.
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.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.