Hawaii Rentals with Pools

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1,910 house rentals in 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.

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$160

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

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$700

Direct Oceanfront 1 BR - Valley Isle Resort #1009

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Fabulous Sunsets and Whale Watching - Room 1009!” I had the great fortune to come to Maui during whale season and was able to see all of the action from my lanai in Room 1009. This room at the Valley Isle is just spectacular! It is private, beautifully decorated and stocked with everything we needed. There were beach chairs, a cooler, and boogie boards which saved us rental money. The view was unbelievable! Watched whales jumping and turtles swimming by. Watched the sunset every night and had magnificent views of Molokai. We will definitely book this room when we come back. Highly recommend it!

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$275

Amazing House w/ Pool, Cabana & More Kihei Wailea

Kihei house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

“Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and everything works. We didn't bother with a/c just opened the house up and used the ceiling fans. Plenty of living space and room for people to do their own thing if they wanted to. Close to most things but far enough away from noise and crowds. It helps that Maui is absolutely brilliant. Andrew leaves you alone but is readily available to help with any minor issues. The kids said it was the best family holiday they have been on in ages. We agree.

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$1,423

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

South Maui is open! Come see our brand new kitchen!!

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$223

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

“Kihei Stay” I would consider coming back. Very affordable pricing. The unit has been upgraded (except for the TV). We did spot one cockroach, but those are native to the island. Location isn't uber busy, which I recommend for a mellow/relaxing vacation. I would definitely consider coming back.

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$258

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

Ko Olina Beach Villa BT1003 - Ocean Views 10th Floor Sunset and Ocean Views

Kapolei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“First rate all the way” This location goes beyond all expectations. Everyone visiting Hawaii has preconceived ideas and expectations, this condo goes well beyond what you are expecting. I highly suggest this triple a location and enjoy the area! Fabulous

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$656

“Fantastic Kam Sands Condo!!!” We have stayed at Kamaole Sands a number of times now, and this is the best unit that we have found. The condo if very nicely upgraded, it has been very well maintained, and Joe and Gee have taken great care to make sure that it is fully stocked with all that you might need. Don't hesitate to book this one - you will be very impressed!!! Allen

Responds fast! avg. 1 hour 16 minutes

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$230

Milowai #204--Tropical Maui Oceanfront Condo

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Breathtakingly beautiful” From the morning sunrises with coffee on the lanai to the afternoon/evenings watching the turtles this place is simply amazing. It is very quiet away from the hustle and bustle of being near all the hotels yet very centrally located and easy to get anywhere on the island. We didn't want to leave and can't wait to come back. This will be our Maui home unless we do something crazy and invest in our own piece of paradise

Responds fast! avg. 30 minutes

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$228

Wailea Ekolu #201 Ground Floor Unit, Ocean View Condo, Near Beach, Wifi, A/C

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$1,323

Papakea Resort, Unit G-407

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great condo, Great Location!” Great condo, great location! ★ ★ ★ ★ ★ We recently returned home from a 10 day stay at Papakea G-407! I wish I could have stayed forever! The condo is in a great location convenient to several gorgeous beaches and a short drive to Lahaina town. We had all the conveniences needed to prepare meals in and enjoyed dinner on the lanai several evenings with a beautiful sunset! Anne provided a great deal of information on the area as well as helpful hints for shopping, sightseeing, etc. The grounds at Papakea are absolutely beautiful! There are two great pools as well as two large jacuzzis. We will definitely return to this condo on our next visit to beautiful Maui! Thank you, Anne and Wes for sharing your home with us! Tina and Bob

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$428

Kihei Bay Vista #C-106 Best Location, Garden View, Cal King Bed, Hot Tub

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$274

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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$250

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

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Amazing place!” We loved our stay at the Banyan Tree Condos. The highlight is, without a doubt, having breakfast on the deck watching the waves and the surfers. This condo has everything you'd possibly need for your stay and I highly recommend it. Next time we're on the Big Island, this is definitely where we'll be staying!

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$315

“Great Stay in Kihei” The property was excellent and well furnished. The provided accessories really made it worthwhile and could not have been better. The only thing we would have liked to see would have been a curtain or light blocking covering in the bedroom window to stop the early morning sunlight...not a negative for early risers, but for us sleep inners, a nice to have. Otherwise this is the best furnished and set up property we have rented...especially for the excellent price. We would definitely recommend this place to others and will use it again the next time we return to Maui..Mahalo and Aloha

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$278

Maui Sunset 502B, 1 BR, 2 BA with Partial Ocean View

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$300

The most Gorgeous 2bd2ba OV Villa in Kapalua!

Kapalua hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Every morning on the patio, with a cup of coffee, made us realiz” We had a wonderful time in Maui and your home was so comfortable and up to date. It had everything we needed, and the coffee table book you put together (with all the suggestions of things to do & where to eat) was so helpful. Before arriving, we were skeptical of being on the first floor but it was absolutely the best place to be. And the view... down the fairway right down to the waves crashing on the coast!!! Breathtaking!!! I will pass along your condo information to our friends who are looking to visit Maui.

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$573

Luxury at the Beach

Makaha apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$137

Renovated! Ocean views! New AC! 2 bedroom ,Top Floor!!

Lahaina condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$485

Direct Oceanfront Studio Unit 307 -Valley Isle Resort

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Great spot for a relaxing vacation.” This is our second visit to #307. We spent four weeks relaxing and unwinding. Jim and Sue made sure everything was perfect and kept in touch as the islands were in the path of Hurricanes Iselle and Julio, which fortunately didn't affect us at Kahana. We look forward to our next visit to Maui.

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$205

“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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$430

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 32 minutes

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$184

Kahana Sunset 2 BR Condo, Ocean View, Great Beach

Lahaina apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“A decision you won't regret!” We recently stayed in E-6 and absolutely loved it. From the ease of being able to book the condo to the great service we received from Mike. He was always willing to help with all and any questions I had with not only the condo, but our entire trip. The pictures do not do this unit justice, everything worked out better than could be expected! The beach is peaceful and only a short walk from the front door, full of beautiful fish and turtles. The condo is a very short drive from Lahaina and only a couple blocks from a grocery store. If you are looking for a great getaway with all the amenities of home, this is exactly what your looking for! Can't wait to go back and definitely will be staying at Kahana Sunset!!

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$342

Maui Vista’s biggest Tropical Paradise- 2Bd/2 Bath- Families welcome!!

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Comfortable, convenient and well stocked McCann's Maui Vista” McCann's Maui Vista is a home away from home! It has everything you need to prepare meals, go to the beach and relax in style. The unit is well decorated and comfortable. The beds and bedding were nice, the towels were fluffy and smelled clean. The kitchen had pots, pans, baking sheets, knives cutting boards juice jugs. You may think "big deal" but we have stayed in places where there have been a lack of these things and barring packing this stuff or buying it, it is nice to not have to worry! The multiple pool access is nice. We have small children so if there were an abundance of non children people at the closest pool, we just moved on to the next one. There were also times, more often than not, where we were the only ones at the pool. This may be because the non children people went somewhere else! Maui Vista is within a few minutes walk to the beach or shops and restaurants if one is so inclined. I would return to McCann's unit and I have recommended it to friends. It was a great experience!

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$516

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$137

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

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$249

Newly Remodeled! Unobstructed Ocean & Mount Makana Sunset Views

Princeville apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Just perfect.” Wonderful location and view. very good size. I miss it. We had an issue on our arrival and the property management company sprang into action and fixed it for us. A+ customer service.

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$375

Kona Bali Kai 317 Direct Oceanfront, Major Upgrade with Central Air

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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$249

Banyan Harbor Condo

Lihue condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 53 minutes

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$228

Leinaala Oceanfront #104 Ocean Front, A/C, Oceanfront views, Remodeled!

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful Stay in Maui” We had a wonderful stay at this condo. It is nice to stay on first floor and so near to the pool. The condo is located in south Kehei, but just north enough to be out of the busy shopping area.

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$391

“Wonderful accommodations” We stayed at Jean's condo for 2 weeks in Feb/March 2014. The condo was outstanding on the quiet end of Kihei Rd. This is a very nice condo with an island color scheme. The furnishings were comfortable both inside and on the lanai. There is air conditioning but you can get a nice breeze moving if you use the ceiling fans and keep the windows open. Everything was there for our use. The only thing you need to bring is a change of clothes, perishable groceries and a toothbrush. The cupboards were well stocked with almost everything imaginable including aloe vera for my husbands nasty sunburn. Having a washer and dryer in the unit is a great advantage. The laundry detergent & fabric softener were provided. The kitchen has all kinds of stuff you might need including a mix master, food processor etc. We have made several trips to Maui and have never stayed somewhere that was so well stocked. The condo was very well cleaned without a speck of dust anywhere. The floors shined. The gardeners are meticulous. Not a single blade of grass was out of place. The area around the pool has several bbq's and an outdoor kitchen. The pool and hot tub were nice and didn't have excessive chemicals used. Jean was very attentive to our needs. She answered phone calls and replied to all emails within minutes. She provided a lovely gift basket for us filled with coffee, potato chips, chocolates plus other goodies. She has a book of information in the condo with recommendations for restaurants, activities, etc. I would highly recommend this condo for anybody that needs a two bedroom. I wish there was a way to leave more than 5 stars because this place is a 10. Thank you again Jean for sharing your lovely condo with us. I cannot wait to go back. We will most certainly rent from you again on our next trip.

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Price per night from

$428

Kepuhi Beach Resort

Maunaloa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$121

“Wonderful Time” We loved the condo, the only problem we had with the unit is it was too hot. The sun came in from 8 am till sunset. We love sitting on the Lanai but there is no sun screen to block full sun. The entire A building has this problem. We will only stay on B side from now on. Other than that it was wonderful.

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$331

Pu'u Poa #305: 2 Bdrm/2 bath Direct Ocean & Sunset Views. Whale Watching!

Princeville apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Princeville gem” We stayed here for a week and enjoyed every minute. The condo was perfect, very spacious, amazing views, lovely lanai.

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$328

MAUI KIHEI BEST KEPT SECRET-

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“In the Top 3!” We have been coming to Maui for over 30 years. In that time, we have stayed in many different condos and Ohanas(private cottages). This unit was definitely in our top 3. The location was perfect! We could easily walk out our door to grocery stores & post office or restaurants. The unit was a little more spacious than most. They have upgraded the kitchen & bathroom, doing an excellent job on the nice big shower. Being located on the ground floor, with a spacious lanai, & near the BBQs, offered us the opportunity to host a couple of gatherings for 10-12 people. The unit is pretty well stocked with almost anything you"ll need. We loved the king size bed and and the matching furnishings. Having a safe for our valuables was an added & well appreciated bonus.The grounds are well kept, with an excellent swimming pool and outdoor kitchen area. The beach is only a block away. The owners are very responsive to any problem that we had. There were only 2 negatives that we found but which we managed to work around. The w/d are not in the unit. Luckily, they are located right outside the door and there was a change machine at the pool, which helped immensely. The laundry so close, made it less of an inconvenience than we thought it would be & we were there for 6 wks, so we did do laundry. The most negative thing is that this complex bills itself as a nonsmoking complex but has no bylaws to enforce No Smoking on residents who choose to smoke on their lanais. All guests seem to follow the rules and restricted their smoking to the designated Smoking Areas. Unfortunately, the owner/neighbor next to us, even after implored by both the owners and ourselves to please not smoke because it drifted directly into our unit, persisted in doing so and was not reasonable when approached. Luckily, this will not deter us from returning to this unit. We had a mostly wonderful stay and sincerely look forward to more stays in the near future and for years to come.

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Price per night from

$205

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