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Island of Hawaii Rentals with Pools

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369 condos in Island of Hawaii with pools

Ocean Front Kona Makai Perfect Sunset Views Furnished 1 bedroom Condo

Kailua-Kona condo

1 bedroom / 1 bathroom / sleeps 4

“Execellent and affordable place to stay in Kona.” We have stayed here five times in past seven years. It is definitely our favorite place to stay in Kona. We have visited every Hawaiian island except Lanai. The Big Island is our favorite and the Kona Makai is a wonderful, beautiful, quite and relaxing place to stay. Grills are located on the ocean front. Excellent sunsets with the occasional "green flash." Walk to town, restaurants, church, numerous beaches and stores. We highly recommend it to family and friends.

Responds fast! avg. 2 hours 10 minutes

Match: Swimming pool

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Price per night from

$149

Ono Hale: Gorgeous Home with pool. Breathtaking ocean views.

Kailua-Kona house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$650

VISTA WAIKOLOA E105 - Ground Floor Villa! Saline Pool and Near Beach!!

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Vista Wikolia” Great pool for lap swimming. Condo was renovated which made a big difference

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$269

Pahukoa Hale - Direct Ocean Front Hawaiian Style home in Kona Bay Estates.

Kailua-Kona house

3 bedrooms / 3 bathrooms / sleeps 8

“Some patina but well maintained and great location” The property is old (as we knew from the description) but in very good condition. We would suggest to add a water boiler since the antique stove is slow and inconvenient. But this is a minor issue, altogether the property is very nice, spacious, in good condition, we would definitely use it again and recommend it to others. Particularly the pool is just great - large and deep, made for diving.

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$700

KKSR#5104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED!, AC!!!

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Great location” We loved the location, clean , beds comfortable, views were wonderful! We were worried there was no air conditioner but we didn't need it.

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$600

KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great Location” We very much enjoyed our 6 nights in this condo, from morning breakfast on the balcony to watching the sunset. Location is superb - there are 2 beaches within walking distance and you can walk up a short hill to a great espresso and creperie shop. We will stay here again.

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$400

Kona Plaza#402 TOP FLOOR OCEAN VIEW IN HEART OF KONA TOWN! AC & Elevators!

Kailua-Kona condo

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$250

306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Trip to Paradise” The condo was amazing, no expense was spared. Great beds, furniture, cookware, everything. We watched surfers from the lanai nearly every day, and the sunsets were the most spectacular we've ever seen. A car is needed for this location - honestly like all locations on the island, a car is absolutely needed to be able to fully experience and appreciate the big island. We absolutely would love to stay again. Kyle was an amazing host, and the big island was like no place we've ever seen in our lives. Truly a paradise on earth!

Responds fast! avg. 56 minutes

Match: Swimming pool

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Price per night from

$287

Sunsets & Surfers - Kona Reef Ocean Front Unit

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

“great location and views” awesome location, views, and accommodations. book early because from that calendar on the owners link it fills up fast. just an fyi when you arrive there is underground parking that i have noticed people don't realize. as in any vrbo please leave some pass it forward things. i left some spices, boggie board and a large fan. aloha.

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$274

KKSR#3 DIRECT OCEANFRONT TOWNHOME! Walk to the Beach! Superb Location!

Keauhou house

2 bedrooms / 2 bathrooms / sleeps 4

“Kona townhouse” Great location...just need a little more of supply esp dish soap...otherwise the place is great...well supplied...Enjoyed the visit and the stay. It needs to have a big recycle bin next the trash bin...the only recycle bin we found is next to the pool/office. Also the property needs some upgrade...the window blinds at the other room is broken... bathtub upstairs needs more cleaning...sort of dirty... but downstairs shower is accessible and clean.

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Price per night from

$400

2 bdrm 2 ba condo across from White Sands Beach

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful Paradise” This immaculate well maintained condo came equipped with everything needed to snorkel, body board, picnic or just rest by the ocean. The view from the balcony was breathtaking. The condo grounds, pool area, hot tub and barbecue were very well maintained. The office staff, Kitty , welcomed us when we checked in and represented the condo owners with courtesy and kindness. The owners provided us with locations of stores to purchase groceries or whatever needed. Their personal touches on their condo made us feel like we were at home.

Responds fast! avg. 1 hour 45 minutes

Match: Swimming pool

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Price per night from

$175

Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$195

Kona Bali Kai 317 Direct Oceanfront

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 4

“#317 needs help” Over all thhe place was clean. But the tile floors need to be steam cleaned they are very DIRTY my feet on the bottom looked like I had been walking in mud from the first day on.

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$229

SV4205 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEW.

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Always a good experience” We have been using Knutson's services for many years and it has always been a pleasure doing business with them. Any calls for service have been promptly and cheerfully answered.

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Price per night from

$400

Kona Isle A4 Beautifully appointed condo. Ground Floor, Wifi, AC!

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

“Stay” We enjoyed our stay. The place was well equipped and had a nice Hawaian vibe. We have stayed at Kona Isle for many years and we enjoyed A4 very much. Thank you. Dodie

Match: Swimming pool

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Price per night from

$200

Keauhou Gardens 3104, 1 BR.Garden view

Kailua-Kona condo

1 bedroom / 1 bathroom / sleeps 2

“Love the No Smoking, No Pets Rules” Condo is very relaxing and convenient. Since Keauhou Gardens is a No Smoking Resort, we did not have to put up with smoke drifting in from other condos or lanais and if we did Security would put a stop to it. Also, not having to listen to barking dogs is another huge plus. Combine this with a Quiet Pool just across the street, and you have complete bliss!

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Price per night from

$125

Surf and Racquet 1201 2/2 Oceanfront

Kailua-Kona condo

2 bedrooms / 2 bathrooms / sleeps 4

“sitting on the huge lanai on the ocean listening to the waves crash was wonderful” Kim of Keauhou Property Management impressed me the most. He answered my calls and questions promptly. When we left as did not need 2 bedroom and moved to another rental it was awful, Called Kim and he managed to find me a couple of rentals that covered our stay. He is my hero and highly recommend him and his company for their GREAT customer service. The property was great too, nice amenities and prefer this area now verses up the road closer to the hustle bustle but close enough to go.

Match: Swimming pool

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Price per night from

$195

Waikoloa Beach Villas O2 - Tropical 2 Bedroom Villa with Golf Front Views!!

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Awesome!” This is a perfect location and the condo is very well appointed and cozy. We had a wonderful time there relaxing and enjoying the amenities. The pool is very close by and the fitness room convenient. This is a lovely condo,close to restaurant, shopping and beaches. Can't wait to return!

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Price per night from

$199

Alii Villas# 340 Gorgeous Top floor Condo. Wifi! Great price!

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

“Great place for a great price” For the price, and for pretty low maintenance people like myself, this was a great place to stay! It seems like all the points made in negative reviews were fixed or either posted by people who had too high of expectations

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Price per night from

$250

Sea Village 2nd floor Direct Oceanfront unit with extensive upgrades

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$209

Surf and Racquet 5102 2/2 oceanfront

Kailua-Kona condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$165

Lovely Fairway Villas Penthouse unit. Mountain views

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 6

“One of the Best decision we made for our first trip to Hawaii” I was nervous to rent couple of phone chat we booked the vacation rental (Home). Gated and family friendly the rental night are quite and smoke free. This rental was on the 3rd floor with full privacy. It came with a fully equipped kitchen, WiFi and nice Patio facing the Golf Course. This renatl made our stay pleasant and gave feel of coming home after long day exploring Big Hawaii The Grocery stores in Queens shopping center is a rip off so recommend Costco, KTA , Foodland you will save a lot and worth drive. BTW: There are beach towels (Good Quality), Beach Chair, Ice Box and Snorkeling Gear (This was surprise)

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Price per night from

$275

Kahaluu Bay Across from Snorkel Beach - Ocean View

Kailua-Kona condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 0 minutes

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Price per night from

$287

Golf Villas at Mauna Lani Resort

Kohala Coast house

3 bedrooms / 3 bathrooms / sleeps 6

“Mauna Lani perfection!” We've stayed in a number of units at the Golf Villas and G2 is now our absolute favorite. There are so many great extras for a family with children (paddle boards, bikes, beach toys, pack 'n' play, high chair, etc ...), plus a spectacular sunset view. We will be back!

Match: Swimming pool

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Price per night from

$429

Colony Villas Waikoloa 2204 - Private Island Getaway Town Home!!!

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 5

“A wonderful home away home!” The condo was beautifully decorated, had lots of high end features (appliances, computer, tv's) and was squeaky clean! Just a wonderful place on a beautiful island. Would highly recommend.

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Price per night from

$279

Kona Makai 3-203 2nd Flr, Ocean View, Remodeled Bathroom w/ Walk in Shower!

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

“Great location” A great time in a real real real good place. Very clean, close to everywhere, peaceful, calm... Really amazing

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$225

Waikoloa Beach Villas E32 - Gorgeous Villa with partial Ocean Views!!

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$269

Kona Makai 1-301 DIRECT OCEANFRONT, TOP FLOOR, BEST CORNER IN KONA MAKAI!

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$500

The Pineapple Palace

Milolii house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$1,002

Kona Reef One Bedroom Oceanview Condo End Unit

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

“Always, Look forward to returning each year ...made alot of frie” I've know Ken and Dia for over 6 years, I've stayed in all their Kona Reef Units, and planning another 1 month stay Feb 2013 ... the units are well equipped, very well maintained, the staff at Kona Reef are wonderful, grounds well kept, pool area, BBQ area, best place to stay while in Kona... the ease of walking into Kona Village, don't need a car, parking isn't easy ! ... car only for daily sightseeing trips !!

Responds fast! avg. 56 minutes

Match: Swimming pool

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Price per night from

$171

Black Sand Beach (Big Island of Hawaii)Sea Mountain Condos Naalehu, HI

Pahala condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 20 minutes

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Price per night from

$126

Great Ocean Views! 2007 Built Penthouse at Kahaluu

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$228

Oceanview Beach Villa, 2 bedroom, 2 bath, Sleeps 5

Kailua-Kona villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 46 minutes

Match: Swimming pool

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Price per night from

$258

KONA REEF D-32: Absolute Oceanfront, Top Floor, Private

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

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$198

Luxury Villa Estate with Pool, Hottub & Oceanview! Must love Cat.

Kailua-Kona villa

5 bedrooms / 5 bathrooms / sleeps 15

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Price per night from

$1,300

Kona Bay Seaclusion-Oceanfront with Pool

Kailua-Kona house

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful oceanfront home with pool!” This house was just what we had hoped for - and oceanfront home near town - and the bonus is it had a pool! The house had plenty of room for our family, and the kitchen was recently updated and more the adequate for our needs. The little pool was perfect for our daughter who just wanted somewhere to splash around. We even saw dolphins one morning while sitting in the pool! The only interesting part is that there is no interior way to get to the second bedroom from the house - you have to go back out the front door or out the back deck to its separate entrance. I would definitely recommend this house to others and would look to stay here again on our return to the Big Island.

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Price per night from

$549

Charming Tropical Hideaway, Pool, Hot Tub, Snorkel

Captain Cook apartment

/ 1 bathroom / sleeps 4

“We wanna go back!” The name, Tropical Hideway, is perfect. If you want fancy, go elsewhere. The cabin has all the basics plus Kathleen Carr's fabulous photos on the wall. The gardens complete with delicious fruit are wonderful. Quiet, peaceful. We would get up, get the morning's fruit, eat a fun breakfast (we would be joined by a little gecko that liked the honey in my tea apparently), then off to snorkel a few miles away - how much better does it get? then back to the cabin, shower in the great outdoor shower, then into the hot tub. Rest awhile, to go lunch at some of the wonderful nearby cafes, then maybe to the farmer's market. You get the drift - life is hard eh? This was absolutely a perfect place for us - back as soon as possible for us!

Match: Swimming pool

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Price per night from

$149

Oceanview 2Br Halii Kai Condo12A-Golf Course & Ocean View & Hilton Passes Incl

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Best Vacation Condo Ever!” This was the most well-equipped, clean, bright & shiny vacation condo we've stayed in. Excellent location near pool, beach, and activities. Condo had new snorkel gear, boogie boards, sand toys, tennis equipment - all fresh and new. Kitchen was fully stocked with all the tools we needed to make Thanksgiving dinner. Comfy beds, fresh clean linens. We enjoyed the Ocean Club daily. Plenty of nearby activities - beach, volcano, kayaking/snorkeling, fishing. Our family of four (including 5 and 7 year old boys) had a blast!

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Price per night from

$487

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