Kailua-Kona holiday rentals

We found 2,701 holiday rentals — enter your dates for availability
Select from 575 houses, 1850 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:6 Nov - 13 Nov

Master Bedroom
Pool
**Newly Renovated** Kitchen
Master Bedroom - View From Bed
Exceptional
(75 reviews)

Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning

Kailua-Kona

7% off
S$11,515
for 7 nights, 1 home
S$1,645 per night
includes taxes & fees
Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning
Outdoor dining
160-degree view of the ocean and amazing colorful sunsets, here at Lani hale.
Exterior
Interior
Exceptional
(68 reviews)

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

Kailua-Kona

8% off
S$12,751
for 7 nights, 1 home
S$1,822 per night
includes taxes & fees
Luxury Private Vacation | 180° Ocean View | AC | Pool | WiFi
Dining
Beach
Living area
Dining
Excellent
(12 reviews)

Newly Remodel Spacious New Split ACs, Private Pool/Spa next to Magic Sand beach

Kailua-Kona

6% off
S$9,808
for 7 nights, 1 home
S$1,401 per night
includes taxes & fees
Newly Remodel Spacious New Split ACs, Private Pool/Spa next to Magic Sand beach
Interior
Outdoor dining
Room
Living area
Exceptional
(122 reviews)

Romantic Penthouse Oceanfront Condo with AC and Fabulous Views

Kailua-Kona

7% off
S$4,018
for 7 nights, 1 apartment
S$574 per night
includes taxes & fees
Romantic Penthouse Oceanfront Condo with AC and Fabulous Views
Living area
Watch the cruise ship sail into the sunset while enjoying dinner on the lanai.
Private kitchen
Living area
Exceptional
(84 reviews)

Direct Oceanfront Condo - Beach- King Bed - Free WiFi

Kailua-Kona

7% off
S$3,324
for 7 nights, 1 apartment
S$475 per night
includes taxes & fees
Direct Oceanfront Condo - Beach- King Bed - Free WiFi
A quiet tropical garden where the day slows down—sunlight through the palms, the gentle hush of the ocean beyond, and just enough shade to sit, breathe, and let the island settle in.
Spacious covered lanai with dining and lounge seating, overlooking the garden—perfect for relaxing, reading, or enjoying Kona’s warm evenings.
Open layout connects the living area to the kitchen, making it easy to unwind, cook, or spend time together in a relaxed, airy setting.
Sun, water, and nowhere to be—just slip into the pool, stretch out under the palms, and let the day unfold at its own pace.
Exceptional
(18 reviews)

Walkable Kona Condo Oceanfront Pool Private Lanai

Kailua-Kona

7% off
S$2,975
for 7 nights, 1 apartment
S$425 per night
includes taxes & fees
Walkable Kona Condo Oceanfront Pool Private Lanai
180 degree ocean view with sunsets
Gorgeous views
Double sink in master bath with shower and door to toilet for privacy.
Entire cottage for your stay
Exceptional
(112 reviews)

"Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.

Kailua-Kona

7% off
S$2,600
for 7 nights, 1 home
S$371 per night
includes taxes & fees
"Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.
A rainbow over the common area
an amazing beach on the water
Private kitchen
Ocean front complex with special charm
Exceptional
(49 reviews)

Oceanfront Condo Complex on Alii 1 bdrm,, Salt,Freshwater Pools Newly renovated

Kailua-Kona

7% off
S$2,366
for 7 nights, 1 apartment
S$338 per night
includes taxes & fees
Oceanfront Condo Complex on Alii 1 bdrm,, Salt,Freshwater Pools Newly renovated
View from Open Living Area
Sunset from your lanai
Magic Sands Beach Park 2 miles south of Sea Village
View West
Exceptional
(168 reviews)

SUMMER PROMO! STUNNING OCEAN VIEW WITH SUNSETS, CITY LIGHTS and A/C

Kailua-Kona

6% off
S$3,031
for 7 nights, 1 apartment
S$433 per night
includes taxes & fees
SUMMER PROMO! STUNNING OCEAN VIEW WITH SUNSETS, CITY LIGHTS and A/C
Living area
View from Lanai.
Relax on the chaise sofa.
Pool
Exceptional
(181 reviews)

OCEAN VIEW from sofa & Lanai Oceanfront Complex close to town, dining & shopping

Kailua-Kona

7% off
S$2,116
for 7 nights, 1 apartment
S$302 per night
includes taxes & fees
OCEAN VIEW from sofa & Lanai Oceanfront Complex close to town, dining & shopping
Private kitchen
Dining
Outdoor dining
Pool
Wonderful
(90 reviews)

Kona Condo with all the comforts of home

Kailua-Kona

7% off
S$1,990
for 7 nights, 1 apartment
S$284 per night
includes taxes & fees
Kona Condo with all the comforts of home
Room
Property grounds
Private kitchen
Interior
Exceptional
(109 reviews)

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

Kailua-Kona

7% off
S$2,150
for 7 nights, 1 apartment
S$307 per night
includes taxes & fees
Immaculate; Air Cond; Ocean/Garden views; WiFi N
ENTERTAINING KITCHEN, BACK YARD OF OPEN AIR, OPEN SPACE. SNACKS ALL DAY, FUN!!
5'O CLOCK HIGH! GUEST RUSH HOME FOR THAT COCKTAIL AND AMAZING COLORFUL SUNSETS!!
FULL KITCHEN, LOTS OF FUN ENTERTAINING DISHES. LOVE TO EAT, LOVE TO COOK, ENJOY!
HAPPY PLACE,  HISTORIC RESIDENCE OF HAWAIIAN CHIEFS. CANOE LANDING, SURF.
Exceptional
(110 reviews)

FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.

Kailua-Kona

6% off
S$5,556
for 7 nights, 1 home
S$794 per night
includes taxes & fees
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
A full  kitchen including oils, spices, coffee, tea and more
Property grounds
Pool
Living area
Exceptional
(27 reviews)

Ocean Views & Extra Amenities – 2BR/2BA at Royal Sea Cliff

Kailua-Kona

7% off
S$3,481
for 7 nights, 1 apartment
S$497 per night
includes taxes & fees
Ocean Views & Extra Amenities – 2BR/2BA at Royal Sea Cliff
Pool and Hot Tub
Lanai
Interior
Living area
Exceptional
(160 reviews)

One Bedroom, First Floor, Fully Furnished Condo

Kailua-Kona

7% off
S$1,902
for 7 nights, 1 apartment
S$272 per night
includes taxes & fees
One Bedroom, First Floor, Fully Furnished Condo
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    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)
  • Kona Le'a Plantation (4.5 mi / 7.3 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)

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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