Best Vacation Homes in Kailua-Kona
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Kailua-Kona Luxury Rentals
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Kailua-Kona Pet Friendly Vacation Rentals
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Kailua-Kona Large Vacation Homes
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Why Choose Rent By Owner for your Kailua-Kona Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Kailua-Kona Vacation Rentals
Where are the best neighborhoods to stay in Kailua-Kona?
When choosing where to stay in Kailua-Kona, Hawaii, you’ll find a variety of neighborhoods that cater to different preferences and experiences. Each area offers unique access to the best beaches, local dining, and scenic views, making it easy to find a location that suits your vacation style. Whether you're seeking a peaceful retreat or a lively atmosphere, exploring the diverse neighborhoods around Kailua-Kona ensures a memorable Hawaiian getaway. With reliable vacation rentals available in prime locations, your perfect stay is just a booking away in this beautiful part of Hawaii.
Kahaluu Bay
This area is renowned for its calm waters and scenic beauty, making it an ideal spot to relax and enjoy ocean views from your vacation rental. Staying here offers easy access to the region’s famous snorkeling spots and pristine beaches.
View 534+ Rentals in Kahaluu BayKona Palisades
Perched on elevated terrain, this neighborhood provides stunning panoramic views of the coast and lush landscapes, perfect for those seeking a peaceful retreat close to local amenities. It’s an excellent choice for travelers who want a blend of tranquility and convenience during their stay.
View 44+ Rentals in Kona PalisadesKeauhou Mauka
Nestled in the hills, this region offers a cool, breezy ambiance with breathtaking vistas of the surrounding mountains and ocean. Visitors choosing here can enjoy a quiet escape while remaining near popular sites along the coast.
View 1821+ Rentals in Keauhou MaukaAlii Heights Mauka
Set in a serene, hillside locale, this neighborhood grants spectacular views of Kailua-Kona and beyond, making it a favored spot for those wanting luxurious surroundings coupled with easy access to island adventures. It’s perfect for travelers looking for a high-end experience.
View 3507+ Rentals in Alii Heights MaukaPu'uanahulu
This area combines rural charm with proximity to key attractions, providing a unique opportunity to stay in a more laid-back setting while enjoying convenient access to the region's highlights. It’s ideal for visitors seeking an authentic and relaxed Hawaiian experience.
View 3110+ Rentals in Pu'uanahuluBest Times to Visit Kailua-Kona
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit ensures you enjoy this destination’s best weather and experiences, making your stay in Kailua-Kona perfect for relaxing and exploring at your own pace.
Peak Season Highlights
January to March
During these months, the area experiences its peak season, attracting visitors seeking warm weather and consistent sunshine for outdoor activities and relaxation.
June to August
This summer period marks the height of the high season, with many travelers enjoying the vibrant atmosphere and ideal conditions for exploring the region's natural beauty.
Off-Season Highlights
April to June
In this shoulder season, you'll find fewer crowds and more relaxed surroundings while still benefiting from warm temperatures and pleasant weather throughout this destination.
September to December
The region sees a quieter period as travelers tend to avoid the late summer and early winter, offering a peaceful environment with mild weather ideal for those seeking tranquility.
Weekly Weather Forecast for Kailua-Kona
How to Book Your Kailua-Kona Vacation Rental Home
What's our booking process?
Booking Steps
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Explore and book the perfect rental in Kailua-Kona
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 a private outdoor pool to relax and unwind under the tropical sun.
- Take advantage of spacious patios or decks perfect for al fresco dining and entertaining.
- Experience direct access to pristine beaches or stunning ocean views from your rental property.
- Make use of fully equipped barbecue grills for enjoying Hawaiian-style cookouts with family and friends.
- Relax in outdoor lounge areas designed for soaking up the warm island sunshine.
- Benefit from lush landscaped gardens that offer tranquility and privacy during your stay.
- Utilize outdoor showers that provide convenience after ocean excursions or beach days.
Top Attractions Around Kailua-Kona
What attractions are nearby?
In this vibrant region, you can enjoy a variety of outdoor activities such as snorkeling, hiking, and exploring local beaches, all just moments from your Kailua-Kona, Hawaii, vacation rental.
Family Activities
- Snorkeling at Kealakekua Bay: Experience vibrant marine life and crystal-clear waters just a short drive from your vacation rentals in this region.
- Visit Hulihee Palace: Explore the historic residence that offers a glimpse into the area's royal past, perfect for family history outings.
- Kayaking along Kailua-Kona Coast: Enjoy a fun and active day paddling on calm waters with stunning coastal views surrounding your stay.
- Explore the Kona Coffee Living History Farm: Discover the story of Hawaii’s famous coffee industry, engaging for all ages interested in local agriculture and culture.
Adult Activities
- Snorkeling at Kealakekua Bay: You can explore vibrant marine life and pristine waters right in the region's most famous snorkeling spot.
- Visit a local coffee farm: Experience the rich flavors of Kona coffee firsthand by touring nearby farms and learning about its cultivation.
- Explore historic Kailua Village: Discover the area's cultural heritage through charming shops, local eateries, and historical sites that tell the story of this destination.
- Attend a traditional luau: Immerse yourself in Hawaiian culture with an authentic luau featuring live entertainment, local cuisine, and festive atmosphere here.
Other Places to Stay in Kailua-Kona, HI
Kailua-Kona Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Early: Book popular tours and excursions in advance to make the most of your time in this destination, especially during peak seasons.
- Explore Local Cuisine: Take the opportunity to dine at nearby restaurants and markets to experience authentic flavors unique to this region.
- Choose a Central Vacation Rental: Opt for properties close to key attractions and beaches to effortlessly enjoy everything here has to offer.
- Stay Flexible with Your Schedule: Allow room for spontaneous adventures and outdoor activities that showcase the natural beauty of this area.
Transportation Options
- Rental Car Services: Renting a vehicle here offers you the flexibility to explore the region at your own pace and visit all of its scenic spots with ease.
- Public Transit: Local buses provide an economical way to navigate the area, making it simple to access popular destinations from your vacation rentals.
- Taxi and Ride-Sharing: Convenient taxi and ride-sharing options are readily available for quick trips around the region or to specific attractions.
- Bicycle Rentals: Biking is an eco-friendly choice that allows you to enjoy the area's natural beauty while getting some exercise during your stay.
Local Customs Options
- Respect for Aloha Spirit: Embrace the welcoming and respectful attitude that is central to local culture here in Kailua-Kona, Hawaii, fostering genuine connections with residents and fellow visitors alike.
- Traditional Hawaiian Greetings: Engage with customary greetings such as "Aloha" and "Mahalo," which reflect gratitude and respect, enriching your experience in this destination.
- Offering of Lei: Participate in the tradition of exchanging leis as a symbol of aloha when meeting new friends or showing appreciation during your stay here in the region.
- Respect for Sacred Sites: Be mindful of the area's sacred locations and follow guidelines to preserve their spiritual significance while exploring Kailua-Kona’s cultural heritage.
Frequently Asked Questions About Kailua-Kona?
1. What are the top vacation rentals in Kailua-Kona?
There are a lot of options in Kailua-Kona. If you plan on staying in the Kailua-Kona area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kailua-Kona:
- Prime Oceanfront Kona Reef Vacation Condo - D Building
- Penthouse Unit built 2007, Across from Kahaluu Beach, Fantastic Ocean Views!
- Direct Oceanfront Condo: New Remodel, AC, Tidepools, Sunsets, Turtles & Surfers
- Oceanfront Penthouse - AC, Crashing Waves, Spectacular Sunsets, Surfers, Turtles
- 306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.
- Kona Reef Beachfront/Top Floor/Air Con/Free WiFi/Walk to Town
- Oceanfront Condo, 5G Wi-Fi, King Bed, Hot Tub/Pool, Free Parking
- Large Private Home with Heated Pool and Panoramic Views.
- Stunning, Romantic Cottage on Slope of Hualalai
- Oceanfront Luxury! - Affordable Oceanfront Condo Now with A/C!
2. How many vacation rentals have private pools in Kailua-Kona?
There are 433 vacation rentals with private pools near Kailua-Kona. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Kailua-Kona are best for families?
If you are looking for a family-friendly vacation home in Kailua-Kona, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kailua-Kona:
4. How many Rentbyowner vacation rentals are available in Kailua-Kona?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 4363 in the Kailua-Kona 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 Kailua-Kona.
Kailua-Kona Top Rated Vacation Rentals
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