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

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4,522 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 £75 / night

£522 / week

1 / 24

Holiday condo rental

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £218 / night

£1,628 / week

1 / 12

Holiday home in Kailua-Kona

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £84 / night

£582 - £888 / week

1 / 22

Holiday apartment with shared pool in Kailua-Kona

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £105 / night

£736 / week

1 / 10

Holiday condo in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £120 / night

£841 / week

1 / 15

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 £142 / night

£881 - £995 / week

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Apartment rental in Kailua-Kona with shared pool

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £175 / night

£1,220 / week

1 / 42

Holiday apartment rental

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £146 / night

£1,017 / week

1 / 20

Holiday apartment with shared pool in Kailua-Kona

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £167 / night

£1,165 / week

1 / 10

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 £132 / night

£921 / week

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Holiday apartment with shared pool in Kailua-Kona

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £218 / night

£1,526 / week

1 / 61

Home rental in Keaau

Keaau house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“I'll see you in my dreams” I couldn't find anything to complain about this place if I tried. Sure it rained, but it's in a rainforest! It's quite relaxing listening to it on the roof at night and now that we've gone, I really missed hearing it. The hideaway is exactly that -- a hideaway. Quiet, secluded and peaceful. Stock up on food and you'll be tempted never to leave the property. But as tempting as that is, there are just too many great places to go nearby. It's an easy day trip to anywhere on the island. We went on all kinds of beach and hiking adventures everyday, and it was always such a pleasure to come back to the cottage at night, have a nice hot outdoor shower (even better in the rain) cook some dinner, have a cup of tea, and let the frogs lull you to sleep. There are so many places to see in this world, I don't know if we'll ever get a chance to go back there again, but even if we don't, I know one thing: we'll be going back again and again in our daydreams.

from £119 / night

£802 - £893 / week

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Holiday condo in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £132 / night

£920 / week

1 / 27

Holiday home in Kailua-Kona

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £536 / night

£3,751 / week

1 / 41

Holiday cottage in Pahoa

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £122 / night

£701 / week

1 / 30

Kailua-Kona holiday apartment rental

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £192 / night

£1,340 / week

1 / 24

Holiday apartment in Kailua-Kona

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Dan and Adelle C.'s review of Casa De Emdeko 330 - 1/1 DELUXE i” Time to replace couch pads, clean carpets and replace deck loungers that are torn and falling apart!

from £192 / night

£1,340 / week

1 / 27

Holiday apartment rental

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £251 / night

£1,756 / week

1 / 36

Holiday home in Hilo

Hilo house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Quiet accessible neighborhood” Kawahi is a very gracious, knowledgeable, and friendly host. She provided us with much information about local shopping, culture, geography, and activities. Her home is in a quiet residential area with room to park your vehicle off the street. We didn't spend much daytime there as there is so much to do and experience in the Hilo area. The inside of the unit is as pictured with lots of dishes and a good gas range. Kewahi introduced us to lau lau, which is a specially cooked pork dish that I would kill for. She also explained lots of little tidbits about local cultural traits of the people and historical accounts of the area which was very helpful as we traveled around the island. Yes, we would stay with her again.

from £145 / night

£1,012 / week

1 / 36

Holiday home in Kalapana

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £87 / night

£482 - £942 / week

1 / 35

Holiday cottage rental

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £131 / night

£745 / week

1 / 24

Holiday studio in Kailua-Kona

Kailua-Kona studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £104 / night

£723 / week

1 / 19

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 £206 / night

£1,441 / week

1 / 49

Captain Cook holiday apartment rental

Captain Cook apartment

  • 1 bathroom
  • sleeps 3

“Just great” We enjoyed our 7 days here very much. So lively close to nature without closed windows and the outside shower made it to the paradies. Kathleen's help from booking to our leaving day was a great help. It is everything here what you need. Beachtowels and snorkeling facilities and a lot more. There is everything in the kitchen. Have a look at here Homepage which describes every detail. If we ever come to Hawai again we will stay here. Sorry for my limited English. I'm Swiss.

from £127 / night

£801 - £893 / week

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Holiday condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“wonderful vacation” I recently stayed for a week in condo # 216 , which is a privately owned condo and I loved it. I found their place to be clean and comfortable with nice furnishings, well equipped kitchenette, very comfy bed, and a fantastic pool view lit up with tiki torches at night. Their condo is in the perfect location in Kailua Kona with lots to do and within walking distance to shopping, restaurants, and beaches. The pool was clean and inviting and I would return to #216 in the Kona Islander without hesitation and recommend it to family and friends...

from £148 / night

£1,037 / week

1 / 31

Yurt rental in Ocean View

Ocean View yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Peaceful” Really enjoyed my stay! Living in a yurt was an interesting experience that was on my bucket list. I would have given it a 5 rating except there was no working wireless and I needed it to deal with some items from work while I was away.

from £75 / night

£521 / week

1 / 29

Holiday b&b with swimming pool in Kailua-Kona

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £110 / night

£767 / week

1 / 15

Holiday home in Hilo

Hilo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Fabulous!” As retired school teachers, we give Lopaka's, Bev and Samson an a+++. Cleanliness, friendliness, centrally located for our interests which varied from hiking to events at the University. Excellent views. Loved the fresh fruit. Well-equipped kitchen and laundry. Bev went above and beyond our needs. Can't wait to return.

from £119 / night

£740 / week

1 / 23

Holiday apartment rental

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £134 / night

£938 - £1,313 / week

1 / 26

Holiday apartment accommodation

Kailua-Kona apartment

  • 1 bathroom
  • sleeps 2

from £123 / night

£858 / week

1 / 23

Holiday apartment in Kailua-Kona

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £192 / night

£1,340 / week

1 / 25

Guest house letting in Kailua-Kona with shared pool

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

from £127 / night

£889 / week

1 / 11

Holiday home in Hilo

Hilo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £127 / night

£745 / week

1 / 15

Holiday home in Kailua-Kona

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“A comfortable welcoming place to stay.” Our stay at Bears' Place Guest House was very nice. Nanette and anne were very attentive to our needs, checking in daily to be sure everything was going well for our stay. Anne and Nanette were both happy to share the local places to go and things to do. The house itself was kept very clean. Everything you needed of a beach vacation was available for use. Boogie Boards, beach chairs, ice chests, anything we needed was provided. The house is located directly above the airport, but there was no plane noise as we are up the hill at an elevation of about 1500 ft. The ocean view from the Lanai was spectacular, nice sunsets each night.

from £96 / night

£1,102 - £1,531 / week

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B&b rental in Kealakekua

Kealakekua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £135 / night

£945 / week

1 / 15

Holiday cottage in Volcano

Volcano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £127 / night

£710 - £924 / week

1 / 12

Holiday home in Hilo

Hilo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £193 / night

£1,349 / week

1 / 21

Volcano holiday home let

Volcano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £123 / night

£739 / week

1 / 15

Kailua-Kona holiday condo rental

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £192 / night

£2,679 / week

1 / 21

Holiday apartment with shared pool in Kailua-Kona

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £171 / night

£1,196 / week

1 / 13

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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

Great location-Magic Sands Beach 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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