Kailua-Kona holiday rentals

We found 2,910 holiday rentals — enter your dates for availability
Select from 561 houses, 1915 flats and other holiday rentals to find the perfect place for your stay in Kailua-Kona. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Kailua-Kona

Showing deals for:15 Jan - 22 Jan

Enormous Pool
King Suite Views
King with a view
Living area
Exceptional
(7 reviews)

Grand Hawaiian Villa Private Pool, Stunning Ocean Views

Kailua-Kona

7% off
S$14,831
for 7 nights, 1 home
S$2,119 per night
includes taxes & fees
Grand Hawaiian Villa Private Pool, Stunning Ocean Views
Interior
160-degree view of the ocean and amazing colorful sunsets, here at Lani hale.
Aqua blue waters from Kua Bay, a local beach 30mins from town.
Outdoor dining
Exceptional
(68 reviews)

Luxury Private Vacation | 180° Ocean View | AC | Pool | WiFi

Kailua-Kona

8% off
S$12,884
for 7 nights, 1 home
S$1,841 per night
includes taxes & fees
Luxury Private Vacation | 180° Ocean View | AC | Pool | WiFi
Bed Room again
This can be your getaway Too
living room
View from Lani
Wonderful
(36 reviews)

Oceanfront Condo Near Kona's Banyan Surf

Kailua-Kona

10% off
S$2,341
for 7 nights, 1 apartment
S$334 per night
includes taxes & fees
Oceanfront Condo Near Kona's Banyan Surf
Kitchen & Living Room
Spacious Living Room with Vaulted Ceiling
Kona Country Club Golf Course adjacent to Condo
Ocean View from Lanai
Exceptional
(176 reviews)

Amazing Ocean View 2BR 2Bath with Modern AC. Beautifully Upgraded. KKSR 9-305

Kailua-Kona

7% off
S$4,187
for 7 nights, 1 apartment
S$598 per night
includes taxes & fees
Amazing Ocean View 2BR 2Bath with Modern AC. Beautifully Upgraded. KKSR 9-305
Lanai
Sunset over Family pool and cabana area taken from the Master lanai.
Complex waterfalls
Living Room
Exceptional
(50 reviews)

Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.

Kailua-Kona

11% off
S$10,814
for 7 nights, 1 villa
S$1,545 per night
includes taxes & fees
Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.
Living area
Living area
FABULOUS OCEAN VIEW FROM DINING/KITCHEN/LIVING ROOM/OUTDOOR DINING LANAI
Private kitchen
Exceptional
(5 reviews)

LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!

Kailua-Kona

7% off
S$8,760
for 7 nights, 1 home
S$1,251 per night
includes taxes & fees
LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!
Well-equipped kitchen with utensils, pots, pans, dishes, glasses, knives, spices
Dining on the lanai above the crashing waves; it just doesn't get any better.
The mini-split AC unit cools the entire unit; queen hide-a-bed, recliner, rocker
The large tide pool in front of the condo complex with fish, eels & turtles
Exceptional
(288 reviews)

Kona Oceanfront Penthouse Condo: Remodeled, AC, Crashing Waves, Sunsets, Turtles

Kailua-Kona

8% off
S$4,911
for 7 nights, 1 apartment
S$702 per night
includes taxes & fees
Kona Oceanfront Penthouse Condo: Remodeled, AC, Crashing Waves, Sunsets, Turtles
Interior
Property grounds
Living area
Property grounds
Exceptional
(34 reviews)

Hale He'e - Octocondo at Alii Drive

Kailua-Kona

6% off
S$2,669
for 7 nights, 1 apartment
S$381 per night
includes taxes & fees
Hale He'e - Octocondo at Alii Drive
Sitting area with sliding door to private lanai
Lanai at dusk
Orchid garden inside carport
Queen size bed, looking toward sitting and dining area
Exceptional
(27 reviews)

Kona Garden Studio Ohana - Private sunset lanai & garden views!

Kailua-Kona

7% off
S$1,785
for 7 nights, 1 apartment
S$255 per night
includes taxes & fees
Kona Garden Studio Ohana - Private sunset lanai & garden views!
Exterior
Property grounds
Room
Terrace/patio
Exceptional
(13 reviews)

Upscale Kona home in peaceful setting, ready for family gatherings.

Kailua-Kona

7% off
S$6,869
for 7 nights, 1 home
S$981 per night
includes taxes & fees
Upscale Kona home in peaceful setting, ready for family gatherings.
Private kitchen
Living area
Pool
Room
Exceptional
(7 reviews)

Oceanside King Bed, Private Beach Access, Pool & Lanai in Kona

Kailua-Kona

7% off
S$3,064
for 7 nights, 1 apartment
S$438 per night
includes taxes & fees
Oceanside King Bed, Private Beach Access, Pool & Lanai in Kona
Master Bedroom & Lanai
living room with fold-out sofa bed couch & TV
Living area
Private kitchen
Exceptional
(27 reviews)

Beach house with ocean view and large deck, walking distance to Magic Sands!

Kailua-Kona

7% off
S$3,889
for 7 nights, 1 home
S$556 per night
includes taxes & fees
Beach house with ocean view and large deck, walking distance to Magic Sands!
Property grounds
Property grounds
Living area
Room
Exceptional
(84 reviews)

Immaculate; Air Cond; Ocean/Garden views;GIG WiFi6 S

Kailua-Kona

7% off
S$3,121
for 7 nights, 1 apartment
S$446 per night
includes taxes & fees
Immaculate; Air Cond; Ocean/Garden views;GIG WiFi6 S
HUGE LANAI,  OPEN SPACE, ONE OF THE FAVORITE SPOTS. FIRST IMPRESSION IS WOW!!!
HISTORICAL DISTRICT OF KAHALU'U. PLACE. SURF, CANOEING, AGRICULTURAL OF CHIEFS.!
HAPPY PLACE,  HISTORIC RESIDENCE OF HAWAIIAN CHIEFS. CANOE LANDING, SURF.
Palm Tree lined 15 yards, driveway. Sits atop the hill for Privacy. Breezy!!
Exceptional
(110 reviews)

FABULOUS BEACH HOUSE!! OCEAN FRONT VIEW! 4 MINUTE WALK TO KAHALUU BEACH PARK!!

Kailua-Kona

6% off
S$5,377
for 7 nights, 1 home
S$768 per night
includes taxes & fees
FABULOUS BEACH HOUSE!! OCEAN FRONT VIEW! 4 MINUTE WALK TO KAHALUU BEACH PARK!!
Exterior
Beach
Pool
Outdoor dining
Exceptional
(93 reviews)

Ocean Views/Mountain Views!! HUGE LANAI Directly across the road from the BEACH!

Kailua-Kona

7% off
S$4,435
for 7 nights, 1 apartment
S$634 per night
includes taxes & fees
Ocean Views/Mountain Views!! HUGE LANAI Directly across the road from the BEACH!
Room
Property grounds
Property grounds
Interior
Exceptional
(109 reviews)

Immaculate; Air Cond; Ocean/Garden views; WiFi N

Kailua-Kona

7% off
S$2,927
for 7 nights, 1 apartment
S$418 per night
includes taxes & fees
Immaculate; Air Cond; Ocean/Garden views; WiFi N
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    Enjoy full kitchens, laundry, pools, gardens and more
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    More space, more privacy, more amenities — more value

Delight in the oceanfront landscape of Kailua-Kona

The ocean views and other outdoor surroundings create an inviting atmosphere in Kailua-Kona. Renowned for its snorkelling, shopping and coffee shops, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Kailua-Kona

Do you want to find things to do while you're in the area? Travellers enjoy fun activities like snorkelling and swimming. Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Kailua-Kona a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Hula Daddy Kona Coffee Plantation (3.3 mi / 5.3 km)
  • Four Seasons Resort Hualalai Golf Course (13 mi / 20.8 km)
  • Makani Golf Club (15.9 mi / 25.7 km)
  • Waikoloa Beach Golf Course (20.8 mi / 33.5 km)
  • Waikoloa Kings Golf Course (21.4 mi / 34.5 km)
  • Mauna Lani Resort Golf Course (22.8 mi / 36.7 km)

Exploring the beaches and other natural features in Kailua-Kona

Beautiful ocean views, volcano viewpoints and breathtaking sunsets are a few of the stunning natural features that Kailua-Kona boasts. Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Kailua-Kona. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Hawaii Volcanoes National Park (28.4 mi / 45.8 km)
  • Kamakahonu Beach (0.1 mi / 0.1 km)
  • Old Kona Airport State Recreation Area (0.8 mi / 1.3 km)
  • Kaloko-Honokohau National Historical Park (3.5 mi / 5.6 km)
  • Magic Sands Beach (3.6 mi / 5.7 km)
  • Kahalu'u Beach Park (4.6 mi / 7.4 km)

Seasonal weather in Kailua-Kona

Travellers speak highly of Kailua-Kona for its snorkelling. If you're planning a holiday around the weather, August, September, October and July are the hottest months to visit, when temperatures average 24°C.

Travelling to and around Kailua-Kona

Fly into Kailua-Kona, HI (KOA-Kona Intl.), the closest airport, located 7.2 mi (11.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Kamuela, HI (MUE-Waimea-Kohala), which is 32.5 mi (52.3 km) away.

Frequently asked questions

What is the best area to stay in Kailua-Kona when booking a holiday rental?
Kahaluu-Keauhou is among the most popular locations to book a holiday property in Kailua-Kona. Looking for some awesome things to see and do in this destination? Take time to visit Magic Sands Beach and Kahaluu Beach Park.
What is the most popular type of holiday rental accommodation in Kailua-Kona?
According to our research, condos are considered the most popular type of holiday rental in Kailua-Kona. But having said that, everyone's idea of the perfect trip isn't going to be the same. Vrbo has holiday rentals of all sizes and shapes, so you're bound to find the perfect match.
How much does it cost to rent a holiday rental in Kailua-Kona?
Season, length of stay and property type are some things that can influence the price of a holiday home. Simply add your travel dates to find your ideal match. From cosy country cottages to plush villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in Kailua-Kona?
Prices for beach houses in Kailua-Kona differ depending on the size and type of the property and when you plan to travel. All you need to do is enter your travel dates into Vrbo and how many guests to view your rental options and prices. From there you can use the filters to narrow down your search by ratings, nearby activities, amenities and more.
What are popular rental amenities in Kailua-Kona?
When it comes to rental amenities that guests are searching for in Kailua-Kona, an electric car charging station, a sauna and a beach view are at the top of the list. With Vrbo holiday homes, there are choices to suit your taste and style, whether you're planning to get away with your partner, your friends or even pets.
What are the top attractions for families in Kailua-Kona?
Keep the kids happy at these awesome family-friendly attractions in Kailua-Kona:
  • Kailua Pier
  • Magic Sands Beach
  • Kahaluu Beach Park
Can I find two-bedroom holiday rentals in Kailua-Kona?
Gather your nearest and dearest and experience complete comfort and privacy in one of the 441 two-bedroom holiday homes Kailua-Kona has to offer.
Are there holiday rentals with WiFi in Kailua-Kona?
You'll find 491 holiday rentals with WiFi in Kailua-Kona. If you want to disconnect from the world while on holiday, but still need to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a holiday rental in Kailua-Kona?
We advise checking with the Kailua-Kona holiday home you're looking at on Vrbo as the age limit varies. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental in Kailua-Kona for?
The length of time you can rent a holiday rental in Kailua-Kona differs according to the property. Just enter your chosen dates to look at a list of options offering extended stays. With many amenities such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get the perfect place to call your home away from home in Kailua-Kona.

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