Kailua-Kona holiday rentals

We found 2,970 holiday rentals — enter your dates for availability
Select from 566 houses, 1887 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:11 Dec - 18 Dec

King sized memory foam mattress
Private hot tub for cabin
Exterior
Living room with wood burning stove for the cooler winter evenings
Exceptional
(75 reviews)

Kaloko mountain cabin above Kona with hot tub and fireplace - rustic adventure!

Kailua-Kona

7% off
S$1,801
for 7 nights, 1 cabin
S$257 per night
includes taxes & fees
Kaloko mountain cabin above Kona with hot tub and fireplace - rustic adventure!
Private kitchen
Terrace/patio
Dining
Room
Exceptional
(98 reviews)

Oceanfront Kona Beach House

Kailua-Kona

7% off
S$6,584
for 7 nights, 1 home
S$941 per night
includes taxes & fees
Oceanfront Kona Beach House
Outdoor dining
Property grounds
Room
Dining
Exceptional
(106 reviews)

Kona coast studio, great rates free HS-WIFI, Parking, Walk to Magics & Kahalu'u

Kailua-Kona

7% off
S$1,789
for 7 nights, 1 apartment
S$256 per night
includes taxes & fees
Kona coast studio, great rates free HS-WIFI, Parking, Walk to Magics & Kahalu'u
Property grounds
Living area
Living area
Room
Exceptional
(85 reviews)

King Palm, King bed Ocean views walk to Magics beach Kahalu'u Free WIFI parking

Kailua-Kona

7% off
S$2,626
for 7 nights, 1 home
S$375 per night
includes taxes & fees
King Palm, King bed Ocean views walk to Magics beach Kahalu'u Free WIFI parking
Spacious master bedroom with access to lanai and stunning ocean views
The best view of Kahaluu Bay from the private loft lanai!
Historical St. Peters Catholic church is right across the street
Living room, kitchen and stairs to loft bedroom
Exceptional
(50 reviews)

Ocean Front Beach House located only steps from the water!

Kailua-Kona

7% off
S$5,405
for 7 nights, 1 home
S$772 per night
includes taxes & fees
Ocean Front Beach House located only steps from the water!
Looking from the dining room into the kitchen
Sunset viewed from front door
Pool (salt water, heated)
Lanai
Exceptional
(137 reviews)

Ocean View Condo! Across from White Sands Beach! Remodeled bathroom showers!

Kailua-Kona

7% off
S$2,986
for 7 nights, 1 apartment
S$427 per night
includes taxes & fees
Ocean View Condo! Across from White Sands Beach! Remodeled bathroom showers!
Interior
Property grounds
Room
Room
Exceptional
(139 reviews)

Kona coast unit, Ocean side view Free PKG WIFI walk to Magics & Kahalu'u

Kailua-Kona

7% off
S$1,774
for 7 nights, 1 apartment
S$253 per night
includes taxes & fees
Kona coast unit, Ocean side view Free PKG WIFI walk to Magics & Kahalu'u
Interior
Living area
Living area
Living area
Exceptional
(19 reviews)

Beautiful conveniently located 2-bedroom ocean view home in Kailua-Kona.

Kailua-Kona

7% off
S$2,910
for 7 nights, 1 home
S$416 per night
includes taxes & fees
Beautiful conveniently located 2-bedroom ocean view home in Kailua-Kona.
Across the street! Minutes walk! Sky view. The fabulous Magic/White Sands Beach!
Revel in nature, garden & spectacular ocean side-view! Private lanai/ceiling fan
Hottub & heated saltwater pool @ White Sands Village! Swim, sun, enjoy the view!
Interior
Exceptional
(91 reviews)

Peaceful Kona Retreat—Steps to Magic Sands Beach · Ocean View · King Beds · AC!

Kailua-Kona

7% off
S$3,272
for 7 nights, 1 apartment
S$467 per night
includes taxes & fees
Peaceful Kona Retreat—Steps to Magic Sands Beach · Ocean View · King Beds · AC!
Historic Kona Magic Sands Resort
Beautiful ocean view
Ocean wave mural behind queen sofa sleeper
Turquoise water and pool
Exceptional
(144 reviews)

Boutique Luxury Ocean Front Paradise with AC steps from Magic Sands Beach

Kailua-Kona

7% off
S$3,361
for 7 nights, 1 apartment
S$480 per night
includes taxes & fees
Boutique Luxury Ocean Front Paradise with AC steps from Magic Sands Beach
Entire cottage for your stay
Gorgeous views
180 degree ocean view with sunsets
Reclining leather couch
Exceptional
(112 reviews)

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

Kailua-Kona

7% off
S$2,370
for 7 nights, 1 home
S$339 per night
includes taxes & fees
"Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.
ocean access from the pool area
view from lanai
 popular complex close to town
well equipped kitchen
Exceptional
(122 reviews)

Oceanfront Condo with Amazing View—King Bed, Lanai, Walk to Town, Free Parking

Kailua-Kona

7% off
S$3,523
for 7 nights, 1 apartment
S$503 per night
includes taxes & fees
Oceanfront Condo with Amazing View—King Bed, Lanai, Walk to Town, Free Parking
Kona Riviera Villa pool on the left and the shore view on the right.
Oceanfront!
Gardens include a reading bench.
Modern and sparkling clean.
Exceptional
(38 reviews)

OCEANFRONT; Stunning Corner Unit in Quiet Boutique Complex, Spacious, Pool, A/C!

Kailua-Kona

7% off
S$3,941
for 7 nights, 1 apartment
S$563 per night
includes taxes & fees
OCEANFRONT; Stunning Corner Unit in Quiet Boutique Complex, Spacious, Pool, A/C!
Pool
Watch the cruise ship sail into the sunset while enjoying dinner on the lanai.
Living area
Private kitchen
Exceptional
(85 reviews)

Direct Oceanfront Condo - Beach- King Bed - Free WiFi

Kailua-Kona

7% off
S$3,302
for 7 nights, 1 apartment
S$472 per night
includes taxes & fees
Direct Oceanfront Condo - Beach- King Bed - Free WiFi
A rainbow over the common area
an amazing beach on the water
Ocean front complex with special charm
Private kitchen
Exceptional
(49 reviews)

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

Kailua-Kona

7% off
S$2,350
for 7 nights, 1 apartment
S$336 per night
includes taxes & fees
Oceanfront Condo Complex on Alii 1 bdrm,, Salt,Freshwater Pools Newly renovated
Property grounds
Property grounds
Private kitchen
Room
Exceptional
(84 reviews)

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

Kailua-Kona

6% off
S$1,989
for 7 nights, 1 apartment
S$284 per night
includes taxes & fees
Immaculate; Air Cond; Ocean/Garden views;GIG WiFi6 S
Enjoy the ocean view from the pool area
Private kitchen
We love to cook - the kitchen is pretty stocked
Relax for coffee or meals on the lanai - let the ocean waves relax you.
Exceptional
(7 reviews)

Enjoy our Big Island Home at desirable Kona Reef Oceanfront condos.

Kailua-Kona

7% off
S$2,934
for 7 nights, 1 apartment
S$419 per night
includes taxes & fees
Enjoy our Big Island Home at desirable Kona Reef Oceanfront condos.
The jacuzzi
View from lanai
Walkway by building #1
Building #1
Exceptional
(103 reviews)

Kona Makai Building #1

Kailua-Kona

5% off
S$3,130
for 7 nights, 1 apartment
S$447 per night
includes taxes & fees
Kona Makai Building #1
Property grounds
Waling to the BBQ and outdoor dinning Area
Morning Yoga
Pool at Sunset
Exceptional
(89 reviews)

Gorgeous Oceanfront Unit! Ground Floor! Greatly Updated!

Kailua-Kona

7% off
S$3,919
for 7 nights, 1 apartment
S$560 per night
includes taxes & fees
Gorgeous Oceanfront Unit! Ground Floor! Greatly Updated!
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$5,518
for 7 nights, 1 home
S$788 per night
includes taxes & fees
FABULOUS BEACH HOUSE!! OCEAN FRONT VIEW! 4 MINUTE WALK TO KAHALUU BEACH PARK!!
Kona Reef ocean front pool and spa
Outdoor dining
Interior
Living area
Exceptional
(134 reviews)

Panoramic Oceanfront! Central Air Conditioning! King Bed! Gorgeous Kitchen!

Kailua-Kona

7% off
S$4,911
for 7 nights, 1 apartment
S$702 per night
includes taxes & fees
Panoramic Oceanfront! Central Air Conditioning! King Bed! Gorgeous Kitchen!
Guest Room
Sunsets from the lanai
Panorama view.
Living room to Lanai
Exceptional
(129 reviews)

Spectacular Oceanfront Condo With Beautiful Sunsets

Kailua-Kona

7% off
S$3,803
for 7 nights, 1 apartment
S$543 per night
includes taxes & fees
Spectacular Oceanfront Condo With Beautiful Sunsets
Living Room
Ocean View from Living Room Lanai w surf coming in
Ocean Front Pool
Main Lanai off Living Room
Exceptional
(159 reviews)

Kanaloa Kona on a gorgeous ocean beach!

Kailua-Kona

6% off
S$3,630
for 7 nights, 1 apartment
S$519 per night
includes taxes & fees
Kanaloa Kona on a gorgeous ocean beach!
Living area
Interior
Room
Private kitchen
Exceptional
(166 reviews)

Kona coast studio, great rates free HS-WIFI, Parking, Walk to Magics & Kahalu'u

Kailua-Kona

7% off
S$1,731
for 7 nights, 1 apartment
S$247 per night
includes taxes & fees
Kona coast studio, great rates free HS-WIFI, Parking, Walk to Magics & Kahalu'u
  • Peace of mind

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    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)
  • 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' Course (20.9 mi / 33.7 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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