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Island of Hawaii Rentals with Pools

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755 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. 1 hour 57 minutes

Match: Swimming pool

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Price per night from

$134

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

$500

VISTA WAIKOLOA #E105 - Ground floor 2 Bedroom, 2 Bath Villa with Saline Pool!

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 5

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

Responds fast! avg. 3 minutes

Match: Swimming pool

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Price per night from

$189

Oceanfront Luxury, Private Pool and Hot Tub

Keaau house

3 bedrooms / 2 bathrooms / sleeps 7

“Beautiful House located in a quiet setting” We loved the house. The sights and sounds of the ocean were spectacular. The rooms were spacious and the kitchen was well stocked. My daughter loved the lap pool and jacuzzi. We were also surprised to come home and find our deposit waiting for us. That was a nice surprise. We would highly recommend this property.

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$399

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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$493

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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$389

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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Price per night from

$300

Charming Top Floor Condo with Mountain Views

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$160

Private 1-Bedroom Penthouse with Gourmet Kitchen

Waikoloa condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 9 minutes

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$160

Oceanfront Beach House w/ Pool and Spa!

Pahoa house

1 bedroom / 1 bathroom / sleeps 2

“Great house with a wonderful view!” We were making out third trip to the Big Island and decided to see another part of the island other than the Kona resort area. The beach house is located in Highway 137 which provides some the most gorgeous scenery on the island. The town do Pāhoa makes you feel like your back in time and totally off the grid. It does however have some wonderful places to eat and stores for groceries and alcohol. The house itself is wonderful and provides everything you need for a relaxing, private stay. The two decks are perched over the ocean and the waves provide plenty of background sound. The private pool is awesome and the swimmer can get plenty of work in. Jogging in the morning along 137/Red road provides some great views of the shoreline, ocean and local vegetation. We would gladly go back as the owners and managers provide a great retreat and a very relaxing vacation!

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$418

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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$174

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

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

“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. 1 hour 27 minutes

Travelers’ Choice award

Match: Swimming pool

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Price per night from

$115

Halii Kai Oceanview 12C-Cleaning & Resort incl in weekly rentals

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 51 minutes

Travelers’ Choice award

Match: Swimming pool

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Price per night from

$476

Keauhou Gardens 11-303 1 BR, 1.5 BA Oceanview

Kailua-Kona condo

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 51 minutes

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Price per night from

$135

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.

Responds fast! avg. 52 minutes

Match: Swimming pool

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Price per night from

$168

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.

Match: Swimming pool

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Price per night from

$300

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. 2 hours 39 minutes

Match: Swimming pool

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Price per night from

$161

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

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$149

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.

Match: Swimming pool

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Price per night from

$149

Luxury Top Floor Space near Pool, Tennis, Beach

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$170

Absolute Beachfront 2BD 2BA

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Amazing!” What a wonderful place to stay on the Big Island. This condo is as nicely appointed as any place we have ever rented. The recently upgraded kitchen was particularly nice. The oceanfront location is truly wonderful. We watched turtles daily foraging in the tide pools below the lanai. We watched whales daily swimming close enough to view them with or without binoculars and we watched very skilled surfers riding the waves at Banyons. We enjoyed all this from the privacy of the spacious lanai. The owner, Ron, and the property manager, Julie, are both very pleasant and answered all our inquiries promptly and courteously.

Responds fast! avg. 3 hours 11 minutes

Match: Swimming pool

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Price per night from

$161

Holualoa Bay Villas: 106 Beautiful Oceanview, AC, Elevators, Wifi!

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Loved it!” The unit was very comfortable. It was very clean. All the comforts of home was included. The office staff of Knutsen Realtors very easy to work with. The unit has central air conditioning. It was very hot 93 degrees and humid out. Easy to throw the trash as we left the garage which is under the building. Lots of guest parking. Awesome view of the ocean right across. My grandson enjoyed the weight room, pool and jacuzzi.

Match: Swimming pool

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Price per night from

$279

Hawaiian 4 bedroom Ocean Retreat

Keaau apartment

4 bedrooms / 4 bathrooms / sleeps 8

“Awesome Retreat in Big island!” Bhudda's Ocean Retreat was awesome !! Like the 5 stars Hotel!! I stayed with my wife 1 week. We were so happy to stay this retreat and to meet Owner Sumiko & Dan. We love this place! Kitchen, Bathroom, Bedroom, Pool , Zen garden, Spa, Everything was great and Clean,Your privacy will be protected. and you can use the BBQ grill. This Keaau area is nice place. You can go to many place soon. We would like to come back here again. Thank you Sumiko and Dan.We are very glad to meet you. ???????????????????????????????????????????????????????????????????????????? ???????????????????????????????????????????????????????????????????????????????????????????????????????? ?????????????????????????? ??????????????????????????????? ????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????????

Match: Swimming pool

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Price per night from

$498

House of Love by the Sea/ Oceanfront & Salt Pool

Keaau house

2 bedrooms / 3 bathrooms / sleeps 8

“I never want to leave!!!” Every morning I"d wake up and sit on the cliff watching the waves crash against the rocks. Sometimes I'd see a turtle. Then I'd go for a swim in the pool before joining my family for our day's adventure. The peace and beauty that this house provides is incomparable. We plan on coming back every year. It feeds the soul.

Responds fast! avg. 1 hour 45 minutes

Travelers’ Choice award

Match: Swimming pool

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Price per night from

$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

$300

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

$140

2BR/2BA - Pool, Spa & Ocean View, Steps to Prime Snorkeling at Kahalu'u Beach

Kailua-Kona condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$189

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!

Responds fast! avg. 51 minutes

Match: Swimming pool

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Price per night from

$104

The Grand Melemele Home with mineral pool!

Hakalau house

4 bedrooms / 3 bathrooms / sleeps 10

“Great house - weather not so much” No owner can control the weather, so we’re not holding the torrential rain against anyone. Glad we were there for the whole month because we did have a few good weather days. The Melemele House was very nicely appointed, spacious and in good repair. The beds were super comfortable. There were plenty of bath towels, beach towels and bedding. The Hawaiian decor was beautiful and tasteful. The kitchen was fairly well equipped. We like to eat at home a lot on vacation, so a few minor purchases had to be made. We loved the pantry, laundry room and chute (we have none of these at home). The house was well stocked with staples upon arrival. Sharla responded quickly to our requests and needs. We were able to use the pool a few times before the rains came, but they didn’t diminish our time on and love for the front porch. The only improvements we suggest for the house are for more pieces of comfortable furniture in the living room and a working television in every bedroom. Despite the rain we were able to do a lot of exploring and activities on Hawaii. There was a lot of helpful tour guide books in the house. We enjoyed dining at the Hilo Bay Club, Jackie-Rays and Ken’s. We also did several rides to Kona for special adventures for the grandkids. Thanks to Sharla for the attention and aloha gifts.

Responds fast! avg. 2 hours 2 minutes

Travelers’ Choice award

Match: Swimming pool

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Price per night from

$471

Sea Village 2 BR / 2 BA Oceanview corner unit

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$129

Surf & 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.

Responds fast! avg. 51 minutes

Match: Swimming pool

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Price per night from

$175

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

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 4

“First Timer to Big Island” Excellent property with everything that one would need including beach gear! Great response from management staff Very clean modern unit. Only minor problem was previous renter had broken master bedroom door handle so we couldn't close door properly but staff had it on order. Also needed to get more laundry detergent and a new battery for a fan remote but Alesia was great about it and got it by the next day for us. Great location next to shopping. Will be looking for this unit next time we visit Hawaii

Responds fast! avg. 3 minutes

Match: Swimming pool

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Price per night from

$189

Oceanfront Kailua-Kona Condo w/Resort Amenities!

Kailua-Kona apartment

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 6 minutes

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Price per night from

$266

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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$169

Ocean front condo next to Reeds Bay in Hilo, HI

Hilo apartment

1 bedroom / 1 bathroom / sleeps 4

“A totally excellent surprise!!!” Well, the reviews were not very inspiring -- but I had spoken with the owner and been assured there had been a bit of "sprucing up", new coffee maker, etc. . What an understatement!! It was clean,, comfortable, appealing decor, very well stocked and perfectly safe. It is a corner unit with fabulous views of a private little lagoon, the cruise ship landing and the open ocean. Saw whales!! Yes, it's an old building in the tropics, but with all you get for the $, it is a 5 star deal! It is also one of the best locations in Hilo. Really nice staff--helpful and friendly, oceanfront pool, too! Book now because this is a secret that won't stay secret long!

Responds fast! avg. 2 hours 28 minutes

Match: Swimming pool

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Price per night from

$89

KKSR5304 !! DIRECT OCEAN FRONT, TOP FLOOR, W/LOFT! BEST CORNER IN COMPLEX!

Kailua-Kona apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Kona Hawaii Stay” The bad: no air conditioning or elevator. Billed as a three bedroom was actually only two with fold out. A toilet was leaking a little as well as bath room faucet- no big deal really. The good- absolute priceless ocean view with great privacy and superb lanai. Very nice furnishings, art work and flat screen. Private gated condos with excellent landscaping. The unit was also very large for the money. Would we stay here again? - absolutely!

Match: Swimming pool

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Price per night from

$500

Breezy, updated home w/shared pools lanai, ocean view - walk to golf

Waikoloa house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$267

Resort Townhome on Golf Course w/ Lanai & Views!

Waikoloa townhouse

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 6 minutes

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Price per night from

$131

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