Discover Your Ideal Wailua, Kapaa Vacation Rentals for a Relaxing Hawaiian Getaway
Discover Your Perfect Wailua Vacation Homes
Best Vacation Homes in Wailua
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Wailua Luxury Rentals
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Wailua Pet Friendly Vacation Rentals
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Wailua Large Vacation Homes
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Why Choose Rent By Owner for your Wailua Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Wailua Vacation Rentals
Where are the best neighborhoods to stay in Wailua?
When choosing where to stay in Wailua, Kapaa, Hawaii, you’ll find neighborhoods that provide both convenience and authentic island charm. Wailua offers a tranquil setting close to lush landscapes and scenic waterways, making it an ideal spot for those seeking peace and natural beauty. Meanwhile, Kapaa’s vibrant community and accessible beaches make it perfect for travelers looking to explore local culture while enjoying the comforts of nearby amenities. Both neighborhoods are well-suited for booking reliable vacation rentals that ensure a comfortable and memorable Hawaiian experience, all within easy reach of the area’s stunning surroundings.
Wailua Homesteads
This peaceful area offers a tranquil retreat with lush surroundings, making it an ideal spot to find comfortable vacation rentals that provide easy access to the natural beauty of the region. Here, you can enjoy a relaxing stay while being conveniently close to local attractions.
View 113+ Rentals in Wailua HomesteadsWailua House Lots
Known for its spacious properties and scenic views, this neighborhood provides a perfect setting for those seeking privacy and serenity in their Hawaii getaway. Staying here allows you to experience the laid-back atmosphere of the area while enjoying the comforts of well-appointed vacation rentals.
View 777+ Rentals in Wailua House LotsBest Times to Visit Wailua
When should you plan your Vacation Rentals stay?
Timing your visit to this destination can significantly enhance your experience, so consider planning your stay during the region’s optimal seasons when the weather is most favorable for relaxing and exploring.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the area.
Winter Holidays (December to February)
The winter season attracts visitors seeking a tropical escape, with pleasant temperatures and festive events that enhance your stay here.
Off-Season Highlights
Spring (March to May)
In spring, fewer travelers visit, offering a quieter experience while enjoying mild temperatures perfect for outdoor pursuits in the region.
Autumn (September to November)
Autumn offers a peaceful atmosphere with fewer crowds and stable weather conditions, ideal for discovering all that the area has to offer.
Weekly Weather Forecast for Wailua
How to Book Your Wailua Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Wailua
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to a private swimming pool, perfect for cooling off after exploring the scenic area.
- Relax in a lush, tropical garden or landscaped outdoor space that surrounds your rental.
- Take advantage of a barbecue grill or outdoor dining area to savor meals outdoors with family and friends.
- Make use of beachfront or ocean-view patios and lanai areas for panoramic views of the region’s stunning coastlines.
- Participate in outdoor activities such as kayaking or paddleboarding from nearby waterways.
- Utilize well-maintained walking trails or nature paths within the property or nearby parks.
- Benefit from convenient outdoor shower stations, ideal for rinsing off after beach days along this coastal destination.
Top Attractions Around Wailua
What attractions are nearby?
Within this beautiful region, you can explore serene beaches, hike scenic trails, and enjoy water activities that showcase the natural beauty of Wailua, Kapaa, Hawaii, USA, making it an ideal destination for your next getaway.

Family Activities
- Wailua River Kayaking Adventure: Experience a family-friendly kayaking trip along the scenic river, offering breathtaking views and a chance to explore lush surroundings.
- Fern Grotto Tour: Take a relaxing boat cruise to this historic fern-covered cave, where your family can enjoy cultural stories and picturesque scenery in the region.
- Smith's Tropical Paradise Garden Visit: Wander through beautifully maintained gardens featuring native plants and waterfalls, providing an educational and fun outing for all ages.
- Opaeka'a Falls Overlook: Enjoy stunning panoramic views of the cascading waterfall from a convenient viewpoint, perfect for family photos and appreciating the area's natural beauty.
Adult Activities
- Kayaking in Wailua River: Explore the scenic waters of this region by kayaking along the calm, lush river, enjoying a peaceful escape into nature.
- Hiking to Secret Falls: Embark on a memorable hike through tropical landscapes to discover a stunning waterfall tucked away in the area’s lush rainforest.
- Snorkeling at Lydgate Beach Park: Dive into vibrant underwater life and colorful coral reefs just moments from your vacation rental in this popular coastal spot.
- Taking a Sunset Cruise: Experience breathtaking sunsets over the water while relaxing on a boat tour that showcases the natural beauty of the surrounding region.
Other Places to Stay in Wailua, HI
Wailua Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local beaches: Take advantage of the region's stunning coastline by spending your days relaxing or engaging in water activities along the area’s renowned shores.
- Visit nearby outdoor attractions: Discover the natural beauty of this destination by exploring lush trails and scenic points that highlight the region's tropical landscape.
- Savor authentic Hawaiian cuisine: Enjoy the flavors of the local culinary scene at nearby eateries or prepare meals in your vacation rental to experience a taste of the region firsthand.
- Plan your adventures wisely: Consider the area's best times for outdoor excursions and book your activities early to make the most of your stay here.
Transportation Options
- Car Rentals: Renting a car provides the flexibility to explore the scenic spots and hidden gems throughout the region at your own pace.
- Public Transit: Local bus services offer an economical and convenient way to get around, connecting you to key destinations in this area.
- Shuttle Services: Airport shuttles and private transfer options simplify your arrival and departure, ensuring a stress-free experience here.
- Taxis and Rideshare: Taxis and rideshare services like Uber and Lyft provide quick, on-demand transportation for short trips within the region.
Local Customs Options
- Respecting the Sacred Sites: Visitors are encouraged to honor and observe local customs when visiting sacred Hawaiian sites, ensuring they show respect for the spiritual significance of these locations.
- Traditional Hawaiian Greetings: Greeting others with a friendly aloha spirit, including a smile and respectful words, is an important part of engaging with the community here.
- Environmental Respect and Conservation: It is customary to practice sustainable habits by avoiding littering and protecting the natural beauty that makes this area unique.
- Celebrating Local Festivals: Participating or observing traditional Hawaiian festivals and events provides a meaningful way to connect with the rich cultural heritage of the region.
Wailua Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Wailua?
There are a lot of options in Wailua. If you plan on staying in the Wailua area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wailua:
- Romantic & Breathtaking Oceanfront Kauai Condo
- Summer/Fall Specials!, Weekly Disc. 5 star Reviews! F403 Top Floor 2 BR/3 BA
- Top Floor Penthouse Ocean & Pool View 2 Cal King Beds Best Reviews In Waipouli
- Waipouli Beach Resort Exquisite Oceanview Overlooking the Fantasy Pool
- Just renovated and right on the ocean! No hidden fees.
- Waipouli Beach D-303 2 Heavenly Cal King Beds We Pay Resort Fee's - Best Reviews
- Lae Nani 535 - Spectacular Beach Front - Quiet and Private with Bedroom AC & WD
- Beautiful Spacious Oceanfront Condo on Wailua Bay
- Waipouli Beach Resort Extra Large Unit! Luxurious Decor! Sleeps up to 8*
- DIRECT OCEAN FRONT W/BIG VIEWS. Kapaa Sands
2. How many vacation rentals have private pools in Wailua?
There are 57 vacation rentals with private pools near Wailua. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Wailua are best for families?
If you are looking for a family-friendly vacation home in Wailua, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wailua:
4. How many Rentbyowner vacation rentals are available in Wailua?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1029 in the Wailua area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wailua.
5. What is the cancellation policy for vacation rentals in this area?
6. How do I ensure my booking is secure and reliable?
7. Are there any additional fees I should be aware of when booking here?
8. Can I get assistance if I have questions before or during my stay?
9. What amenities can I expect in vacation rentals in this destination?
Wailua Top Rated Vacation Rentals
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