Kailua-Kona Vacation Rentals

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Vacation Rentals in Kailua-Kona

Our top choices for Kailua-Kona vacation rentals

Castle Kanaloa at Kona

3.0 star property
7.6 out of 10, Good, (451)
"The view of this property was simply out of this world amazing. Every single morning we felt like we were in heaven! The room was lovely with plenty of space for everyone in our party. It almost felt like we were in a place outside of time. We will definitely be coming back here."
Castle Kanaloa at Kona

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1110)
"Good location "
The price is CA $211
CA $500 total
includes taxes & fees
Sep 26 - Sep 27
Aston Kona by the Sea

Kona Bali Kai

2.0 star property
8.8 out of 10, Excellent, (35)
"The views were stunning and the place was clean and had everything we needed and more. I would absolutely come back to this property again. "
The price is CA $316
CA $455 total
includes taxes & fees
Sep 2 - Sep 3
Kona Bali Kai

Kona Reef, A Raintree Vacation Club Resort

3.0 star property
8.6 out of 10, Excellent, (434)
"Loved the pool and perfect sunset view "
Kona Reef, A Raintree Vacation Club Resort

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (540)
"Very nice property, conveniently located beautiful sunsets and very quiet. "
Royal Sea Cliff Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (524)
"Beautiful property and view."
Kanaloa at Kona by OUTRIGGER

Sea Village

2.5 star property
8.8 out of 10, Excellent, (101)
"Check in was easy and quick. The room was very clean and had all thr things you would need while on vacation. The property was also very clean and we loved the location as well. Would highly recommend and return here for future vacations. "
The price is CA $284
CA $335 total
includes taxes & fees
Sep 11 - Sep 12
Sea Village

Kona Reef Resort

3.0 star property
8.6 out of 10, Excellent, (170)
"We stayed here for our wedding/honeymoon and the staff was very nice as well as the location was great for exploring "
Kona Reef Resort

Hale Kona Kai by Casago Kona

3.5 star property
7.6 out of 10, Good, (10)
"Everything was pretty good. The only issue that I had was that the place smelled like old cigarettes or cigars musty smell."
Hale Kona Kai by Casago Kona

Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

9.6 out of 10, Exceptional, (194)
"Great property for our family stay. "
The price is CA $207
CA $688 total
includes taxes & fees
Aug 31 - Sep 1
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

10.0 out of 10, Exceptional, (47)
"Our group of 10 loved our stay at the Ke-Alohi Kai house. It was walkable to Magic Sands beach, immaculately cleaned, and well-stocked. All elements appeared to be well cared for, and everything including the A/C worked well. Hosts had thought of everything - beach chairs, ample linens, and even some boogie boards. Plenty of space for both relaxing and eating, but also plenty of separate spaces for everyone to feel like they could retreat when they didn’t want to socialize. Gated community made...
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

9.8 out of 10, Exceptional, (46)
"This property was just right for our family of 10 ranging in age of 3-68! Pool/hot tub was a highlight for us all. Keiki beach a short walk away. House was just the right size for all to have privacy and togetherness."
🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

The Surf Hideaway is walking distance to everything Kona

9.4 out of 10, Exceptional, (69)
"I like everything Thank you"
The price is CA $119
CA $218 total
includes taxes & fees
Sep 5 - Sep 6
The Surf Hideaway is walking distance to everything Kona

The Flying Honu is located in the heart of Kona Town

9.8 out of 10, Exceptional, (75)
"Our second visit and will return soon for our third. We highly recommend this casual location. "
The price is CA $161
CA $269 total
includes taxes & fees
Sep 8 - Sep 9
The Flying Honu is located in the heart of Kona Town

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

10.0 out of 10, Exceptional, (157)
"Great stay. Great amenities. Be aware it is 2nd floor with only stair access. "
The price is CA $246
CA $557 total
includes taxes & fees
Sep 11 - Sep 12
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Experience luxury at Hale Ola

2.0 star property
10.0 out of 10, Exceptional, (2)
"great location and spectacular view!! super attentive host will come back again next gathering"
Experience luxury at Hale Ola

Beautiful Pool with Stunning Ocean and Sunset Views

9.4 out of 10, Exceptional, (68)
"We enjoyed our stay at the Kona Palisades. Good location near beaches and not too far from downtown."
Beautiful Pool with Stunning Ocean and Sunset Views

OCEAN Front Kona Studio - Spectacular view!

8.6 out of 10, Excellent, (28)
"Very nice, walk everywhere, great place to stay"
The price is CA $145
CA $338 total
includes taxes & fees
Sep 2 - Sep 3
OCEAN Front Kona Studio - Spectacular view!

Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-

10.0 out of 10, Exceptional, (100)
"The property was beautiful. Our family enjoyed our stay there. "
Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-

Apartment in town-walking distance to everything

9.8 out of 10, Exceptional, (77)
"Great property. Plenty of room and well stocked kitchen. Very convenient to shopping, restaurants, etc."
Apartment in town-walking distance to everything
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kailua-Kona Hotel Reviews

Price trends for vacation rentals in Kailua-Kona

Price trends for vacation rentals in Kailua-Kona

Less expensive
More expensive
Next month
August
March
CA $200
Month
Price
January
CA $299
February
CA $281
March
CA $304
April
CA $209
May
CA $194
June
CA $187
July
CA $243
August
CA $168
September
CA $200
October
CA $248
November
CA $238
December
CA $297
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Kailua-Kona. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Kailua-Kona

Find out more about Kailua-Kona

Everything you need to know about Kailua-Kona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua-Kona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kailua-Kona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kailua-Kona vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua-Kona. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kailua-Kona vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kailua-Kona vacation rentals we have selected for you start as low as CA $119 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kailua-Kona rentals

At Expedia, we put the best Kailua-Kona vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kailua-Kona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kailua-Kona vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kailua-Kona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Kailua-Kona?

Yes, we have vacation rentals in Kailua-Kona close to Kona Community Aquatic Center, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors like the array of shops and scenic seaside in Kailua-Kona. While you're here, grab a bite or have a drink at the top-notch restaurants and charming coffeehouses.

What are some of the best vacation home rentals that Kailua-Kona has to offer?

🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town: Visitors like this Kailua-Kona vacation home rental. It is located by the ocean and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Kailua-Kona include Kona Ocean View Home - Downtown, Fruit Trees, Sunset views and Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero.

How many vacation rentals will I find in Kailua-Kona?

With 662 Expedia vacation rentals, you're sure to find just the right place for your Kailua-Kona stay.

What can I see and do in Kailua-Kona?

Cultural attractions include Hulihee Palace and Haleo Luau, whereas Kamakahonu Beach and Old Kona Airport State Recreation Area are a couple of picturesque spots to enjoy the outdoors. While here, Kailua-Kona Wharf and Kailua Pier are other places worth a visit.

What are vacation rentals like in Kailua-Kona?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Kailua-Kona. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips.