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Match: Private outdoor pool (unheated) Staffed property Tennis in town

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Price per night from

$263

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Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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$345

K B M Resorts: Whaler WH1-1211, 1 Bdm, Rental Car!

Ka'anapali apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Staffed property, Tennis in town, Private outdoor pool (unheated)

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$427

K B M Resorts: The Whaler WH1-1218, Beautifully Remodeled, Stunning Sunset

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Staffed property, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$424

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$179

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$689

Renovated Studio Steps from the Beach & Pool - A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$229

Club Wyndham Mauna Loa Village 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$287

Renovated Kona Mansion infinity pool & ocean views

Kailua-Kona villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 13

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$3,441

Ground Floor Garden Getaway at Ka'anapali Shores 141

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$431

Ocean View Getaway at Aston Ka'anapali Shores 428

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$431

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$351

Iron man Raceweek 2bdrm 2bath Condo Oct.8-15 2017

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$242

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$689

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$411

Hale Kamaole #309 -Spacious 2+ bdrm Kihei Condo

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Hale Kameole #309 - A great find!!” We ust returned from a glorious holiday to Maui (10 days) and the Molokai (4 days). This is our 7th trip to the Islands, and I fall more in love every time! Maui had last been a destination in 1995 and although we found a lot of changes - much has stayed the same. We stayed, for the first time, in #309 (Hale Kamaole) - a 3rd story condo with an ocean view - renting the unit through Vrbo. This was a very clean and well appointed condo and allowed the four of us (2 couples) ample room and comfotable surroundings. The owner (Brenda) was easy to deal with and always helpful and honest. We loved so much about this location - it's proximitiy to Kamaole 3 Beach (right across the road, and a really great beach in it's own), shopping, dining and, of course, the beaches in Wailea (Ulua and Big Beach). The condo was extremely clean and...well, comfortable - the kind of place that you're anxious to return to after a long and tough day of beaching or shopping. Do not think we missed having cocktails on the lanai one day, watching the sun go down to the tunes of other residents performing their "conch" ceremony (not to be missed). We all loved this place, and would not hesitate to stay here again.

Responds fast! avg. 3 hours 34 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$454

Hale Kawehi B&B Guesthouse in downtown Hilo.

Hilo house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Authentic, laid-back, non-touristy Hawaiian experience.” My husband and I just spent a week at Hale Kawehi. We loved every minute of it. Full disclosure: we both love cats and this charming Hawaiian home came with an especially loving tabby cat who greeted us every time we returned from an outing as soon as he discovered he was welcome. The house is much larger than the average guest house. It is charming and homey. It has a fully equipped kitchen and two covered patios where breakfast is a treat. Its location is central and easy to find as well as having easy access to local shops and restaurants. We were looking for a relaxed, non-touristy visit to get a sense of every day Hawaiian life and we achieved that goal well beyond what we might have hoped. Kawehi is a kind, generous and knowledgeable hostess. Lucky are those who choose Hale Kawehi. Anne Kass

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$190

Club Wyndham Mauna Loa Village

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$299

Renovated; Clean Ground Floor Unit; Walk to Top Rated Kihei Beach!

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$401

Wailea Ekolu 2/2 - Elegant, Spacious, Modern, Ocean View!

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$446

Recently Remodeled - KONA REEF- Ocean Front!!!

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$218

“This studio is perfect!” This studio is perfect! The location of this studio is great, can't ask for much more in Waikiki. The beach is just down the street, a lot of shopping, restaurants and general tourist attractions. Plus if you're renting a car parking is free! Niko was great in working with us and he's done an awesome job at accommodating guests by providing many things to make anyones stay a pleasant one. Niko even provides accessories for going to the beach, which was very helpful. I'd recommend this studio to anyone visiting Waikiki. August 2013

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$281

Hilo Private Luxury Suite

Hilo studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$207

Hale Ohana, Pool, Ocean View Home/Hawaii Kai, Oahu 3+BD/3Bath

Hawaii Kai house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Staffed property, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$912

“A Maui trip to remember” What a great birthday getaway!!! The condominium, its location and proximity to the beach, and its overall amenities exceeded all of my and my mate’s expectations. I would positively jump at the chance to stay there again. A great place for both relaxation and celebration. So a mahalo nui loa to the renters and to Flip Key for making this holiday one for the ages.

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$327

SPECIAL SPRING RATE FOR AN "ALOHA" OCEAN VIEW AT MAUI KAMAOLE G-212

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$316

Stunning and Spacious! Premier and Oceanfront 1 bed/1 bath Suite Sleeps 4

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$373

Charming 3-Bedroom On The Golf Course Steps Away from Ko Olina Lagoons

Ko Olina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$264

Healani Villa - 705

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$781

Cozy Quiet Garden View Condo, Kihei Kai Nani, Maui

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Near the action yet quiet.” It was a short walk to a beautiful beach and quite a lot of traffic before there but the condo was quiet with the sounds of birds and a cool breeze passing through so AC wasn't needed even in the heat of summer.

Responds fast! avg. 3 hours 23 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$207

Seaside Zen Cottage on the Beach in Kailua Kona

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great for family vacation. Awesome setting.” I was worried about this Beach House before renting but we would up loving it. The reviews seemed to range. There are some comments that the beach in front of house is small, yes the beach is small but it is also quite perfect for snorkeling, looking at or a quick dip. It was great sleeping to the sound of the ocean, the view is so nice you don't want to stop looking at it. One important note which it is hard to discover unless you stay here. The beach in front of the house is NOT your personal private beach, Visitors mostly locals and other renters visit the beach pretty much every day via a public walkway. There is a short wall separating you from the beach which is nice. It was never crowded it just has probably at most I have seen 10 people. The only issue with this is that it feels like your beach, but people keep coming to it. I got over this after the first day. The mornings and evenings the beach was usually empty and all to ourselves. The turtles come near you non stop at this beach which is really cool. The House upstairs is basically one giant room with 2 bathrooms, the rooms separate via closable walls which was convenient for us and well designed. The downstairs has a living area, kitchen and another bathroom. For our family this house was perfect. Something to note: There were lizards and occasional insects which appeared to be some kind of roach, however this did not bother us as a tropical hawaiian roach is not nearly as bad as a NYC roach. The furnishings of the house are in good shape, there are no frills in this house it is basically an older beach cottage. The house had beach gear and snorkeling gear available which was great. If you rent it, we left one of our little girls life jackets so you may see that there LOL. The place was clean with clean linens and towels. There is a property manager who lives on the grounds. She was very helpful. I would stay here again and would also recommend this house. I attached 3 pics. One is of the beach, There is sand you just can't see from the shot, two is from one of the rocks outside - house is on right, and 3 is of the sunset. Side note if you don't know anything about big island: Kona is where you want to be on the Big Island if you like nice weather. I did not realize there are basically two sides to stay. Kona side and Hilo Side. Luckily this is on Kona side. Hilo has a bunch of stuff to do and hikes, waterfalls, museums etc, also closer to volcanos but its the "rainy" side. I would rather be on the sunny side and travel to the other side.

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$918

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$493

Robertson's Beach House - Kailua Kona

Kailua-Kona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Kinda Beach House” The house was well supplied for our group of eight. Everyone enjoyed the yard and access to the ocean. The turtles were a special hit. We appreciated the spacious lanai. Great sunset views. Neighborhood and road were busy, but not intrusively so. The downstairs bathroom off the kitchen could use a better privacy curtain.

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$1,312

Maui oceanfront with Lanai and Molokai island view and spectacular sunsets

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$229

MS1210 - 7MIN FROM THE BEACH *~FREE PARKING~* PERFECT LOCATION & FAST WIFI

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

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Price per night from

$281

Ocean Front Condo "Beach Villas" in Ko Olina Resort OT312

Ko Olina condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

2 of 3 filters match

Price per night from

$859

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

2 of 3 filters match

Price per night from

$281

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Staffed property

2 of 3 filters match

Price per night from

$281

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