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Condos in Island of Hawaii and Houses – Holiday Lettings - Holiday Rentals Island of Hawaii

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560 Holiday homes

Holiday home in Kailua-Kona

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Lovely Kona apartment by the sea.” My husband and I enjoyed our stay at this lovely apartment. It was decorated with the Hawaiian theme and has a wonderful location near White Sands Beach. It was the little extras that made it a cut above....boggie boards, chairs, beach towels, and bikes. We enjoyed the private patio with BBQ outside also. It was perfect for us!

from £82 / night

£570 / week

1 / 34

Apartment rental in Kailua-Kona

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Wonderful Location!” We have stayed several times in this unit and enjoyed just being able to walk across the street to the best beach on the island. Walk back and jump in the pool. Enjoyed the outdoor BBQ facilities. Well stocked apartment, clean and very comfortable. Love sitting on the lanai early morning and in the evening and taking in the ocean views. Easy to get to town as off the main street. Have fun!

from £139 / night

£909 - £988 / week

1 / 19

Captain Cook holiday cottage rental

Captain Cook cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“spectacular!!!” What a total dream this place is.. the owners are so wonderful and have thought of everything. the outdoor kitchen and living room and shower make the experience everything you hope for in a vacation rental! a little slice of paradise. mahalo iva and jerry peele

from £136 / night

£950 / week

1 / 23

Keaau holiday home rental

Keaau house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £113 / night

£792 / week

1 / 11

Holiday home in Kalapana

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £90 / night

£498 - £973 / week

1 / 35

Holiday home in Keauhou

Keauhou house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,175 / night

£8,225 / week

1 / 25

Holiday home in Honokaa

Honokaa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £113 / night

£747 - £873 / week

1 / 22

Holiday home in Honomu

Honomu house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £316 / night

£1,895 / week

1 / 23

Kalaoa holiday camper van rental

Kalaoa camper van

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £162 / night

£1,134 / week

1 / 20

Holiday condo in Kailua-Kona

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £385 / night

£2,691 / week

1 / 14

Holiday condo rental

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £226 / night

£1,682 - £1,809 / week

1 / 12

Condo rental in Waikoloa with shared pool

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £118 / night

£824 / week

1 / 28

Holiday bungalow rental

Naalehu bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £118 / night

£824 / week

1 / 5

Holiday lodge in Volcano

Volcano lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £113 / night

£792 / week

1 / 12

Holiday apartment in Honaunau

Honaunau apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £123 / night

£855 / week

1 / 92

Holiday tented camp in Naalehu

Naalehu tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £254 / night

£1,773 / week

1 / 19

Holiday home in Keaau

Keaau house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £143 / night

£1,001 / week

1 / 7

Condo accommodation in Kailua-Kona with shared pool

Kailua-Kona condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £123 / night

£855 / week

1 / 21

Kailua-Kona holiday home rental

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £448 / night

£3,135 / week

1 / 31

Kailua-Kona holiday home accommodation

Kailua-Kona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“"I must be dreaming!"” We were so lucky to come across this Gem! It was our first time on Kona and not sure where we should stay. I was searching online and came across Kona-Leilani. The interior & exterior is beautiful. I was impressed how efficient and helpful they were answering all my questions. The landscape is gorgeous the views are amazing and the location is perfect! It's within walking distance to a beautiful black pebble beach and lots of hiking trails. Let me add that as you scroll through the photos of this property online I'm sure you're thinking what a lovely home but wait until you drive up to the horseshoe driveway, it's stunning! I believe they put all their heart & soul into making sure your stay is one you will cherish forever! We enjoyed every minute of our stay at Kona-Leilani. Thank you! =) Mahalo!

from £212 / night

£1,484 / week

1 / 49

Holiday apartment in Captain Cook

Captain Cook apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £111 / night

£775 / week

1 / 27

Holiday home in Volcano

Volcano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £81 / night

£564 / week

1 / 19

Condo rental in Kailua-Kona with shared pool

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £178 / night

£1,120 - £1,245 / week

1 / 11

Pahoa holiday home rental

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £123 / night

£855 / week

1 / 12

Holiday condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £453 / night

£3,166 / week

1 / 11

Holiday cottage in Ocean View

Ocean View cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £54 / night

£317 / week

1 / 19

Home accommodation in Kalapana

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £121 / night

£843 / week

1 / 27

Holiday home in Kalapana

Kalapana house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £135 / night

£944 / week

1 / 30

Holiday cottage in Pahoa

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £59 / night

£412 / week

1 / 8

Pahoa holiday home rental

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £136 / night

£950 / week

1 / 4

Holiday condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £154 / night

£1,046 - £1,561 / week

1 / 17

Holiday lodge in Honokaa

Honokaa lodge

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 16

from £814 / night

£5,699 / week

1 / 25

Holiday condo in Kailua-Kona

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £452 / night

£3,160 / week

1 / 26

Pahoa holiday home rental

Pahoa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £141 / night

£900 / week

1 / 30

Holiday condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £316 / night

£2,210 / week

1 / 59

Holiday condo with shared pool in Pahala

Pahala condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £109 / night

£760 / week

1 / 6

Kailua-Kona holiday home rental

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £222 / night

£1,474 - £1,917 / week

1 / 20

B&b rental in Kealakekua

Kealakekua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £140 / night

£976 / week

1 / 15

Kalaoa holiday camper van let

Kalaoa camper van

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £168 / night

£1,172 / week

1 / 18

Home rental in Kailua-Kona

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £199 / night

£1,393 / week

1 / 14

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Island of Hawaii holidays

Hawaii's name sake island, also the largest of the chain, has some of the most unique sights for visitors. The island is made up of five separate volcanoes, of which three are active and one has been continually erupting since the late 1980s. The red hot lava that pours from the Kilauea volcano is a fascinating natural occurrence and a rarity to witness. As a result of the lava that is constantly being added to the area, the beaches on the Big Island are a Hawaiian dream! Visit the pure white ribbons of coastal Kailua-Kona, the emerald sands of the Puna region, or the black beaches of Punalu'u, each a drop of paradise.

The Big Island is more than just sandy perfection. For nature enthusiasts and adventure seekers, Hawaii offers an unparallelled mixture of elements. There is endless opportunity to explore, from the deep thickets of the rainforest to the blustery summit of the volcano peaks. The Big Island also houses the second largest waterfall in the world: Akaka Falls, a graceful giant that is simply spectacular.

Here are a few additional suggestions for your trip:

  • Go scuba diving: The reef ecosystems around the big island are fantastic places to encounter colourful fish, sea turtles, and a bewildering variety of marine life.
  • Take a surfing lesson: The glassy waves of Hawaii make this one of the most beautiful surfing destinations in the world. There are plenty of surf schools here with patient, knowledgeable instructors who can help you get started.
  • Visit Volcanoes National Park: Hike with an experienced guide and explore lava tube trails through a tropical jungle paradise of gigantic ferns and tropical flowers.
  • Stroll historic Kailua Village: Go shopping, experience the nightlife and see some of the Big Island's important historic sites in this charming seaside village.
  • Take a whale watching tour: The Big Island is a great place to charter a boat trip and have close encounters with grey whales or humpbacks depending on the season.

-Play a round of golf: Big Island Hawaii golf courses are truly champion calibre. Professional golfers come from around the world to tee off on these emerald green fairways.

For unforgettable family reunions, honeymoons, and weddings, Big Island Hawaii makes an ideal tropical destination. Make the most of your holiday in paradise by staying in your own private holiday rental. Find a trendy condo in the heart of downtown Hilo, close to the shopping and nightlife, or stay in a luxury rental home with beautiful views of the ocean. While you're planning your getaway to Big Island Hawaii, consider scheduling some time on the other beautiful islands in the chain like Oahu and Maui.

Top Destination reviews

Alii Magic Sands Vacation Rental 3 min walk to Beach
A great experience!

My wife and I came here on our honeymoon, and it was such an awesome experience. The hosts of this rental are super friendly and kind, and it was a joy renting from them. The location was better than we could have asked for, and the value for the price was great. If you and your significant other are looking for a place to relax and enjoy quality time together this is the perfect place.see more
LOLIA Eco-Village | Eco-Garden Room in Paradise
Truly a room in paradise

We had a wonderful time staying at the Eco-Village! It's a beautiful spot on Big Island with a lot of Papayatrees. The People were very friendly and open minded. Breakfast was delicious! Beds a very comfy! A Must-Do or Must-stay when you are on Big Island. … see more

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