Kaaawa Rentals

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63 Houses

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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Price per night from

$682

Nancy's Kailua Cottage Makai

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$225

Kolea Palms Guesthouse

Ewa Beach guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$149

Sheffield Studio Walk to Kailua Beach or Town

Kailua b&b

  • 1 bathroom
  • sleeps 2

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Price per night from

$275

Hale M

Kahuku house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect Location... The "Real" Hawaii” Being from New Hampshire, Hale Malaekahana reminded me of a Lake House dropped on a perfect stretch of Hawaiian beach, close to the North Shore of Oahu. If you're looking for marble floors and granite counters, stay in Waikiki...if you want a true feel for the "Country" of Hawaii, grab a week or more at Hale Malaekahana!! The house and kitchen were very well equipped for anything that you would need, including surf boards, life jackets, beach chairs/mats, snorkel gear and a Webber Grill for grilling up some of the fresh caught fish that you can get from the locals. Forget about the pricey restaurants in Honolulu, experience the local garlic shrimp and Huli chicken along the route, you'll be glad you stayed up here!! Nothing more relaxing than falling asleep to the sound of the waves and waking early to an awesome sunrise and coffee on the beach. Stan and Marcia ( although we didn't meet them personally) were very responsive to e-mails and calls during the booking process and our rental went off without a hitch. They even graciously accommodated our request for a late check-out on departure day as we had a late flight and we wanted to soak up every minute of Sun we could out front on the beach!!

Match: Garden

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Price per night from

$403

Nancy's Kailua Cottage Mauka

Kailua cottage

  • 1 bathroom
  • sleeps 2

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Price per night from

$225

Sheffield Suite Walk to Kailua Beach or Town

Kailua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$321

Incredible Secluded Beachfront in Heart of Oahu's North Shore

Pupukea house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 47 minutes

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Price per night from

$403

Surf HQ in Pupukea / Northshore paradise

Pupukea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

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Price per night from

$776

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Price per night from

$592

Executive Luxurious Home in The Gated Community

Kapolei house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 5 minutes

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Price per night from

$317

Relaxed Home in Oahu's best neighborhood

Honolulu house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 26 minutes

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Price per night from

$2,242

“"Lovely"” We stayed at Suite Aloha in September for 11 days. The room was spacious, airy and very comfortable. There was a huge ceiling fan to cool the entire room throughout the day and night. We were awakened by the sweet fragrance of plumeria as it floated through the windows every morning. Lovely! Sabine thought of everything to make our stay comfortable. We were welcomed with fresh fruit and a Beautiful arrangement of fresh Hawaiian flowers. There were beach items available for us to use including a beach umbrella, chairs, mats and beach bag. The location was ideal. We could easily walk to Kailua Beach or to Kailua town. Kailua town has plenty of upscale shops and restaurants. There was even a brand new Target there. We would definitely stay there again. It was lovely!

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Price per night from

$108

Newly Renovated Turtle Bay Condo

Kahuku condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 26 minutes

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Price per night from

$343

Diamond Head Ocean front crown jewel

Kahala house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

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Price per night from

$5,174

Lokelani Villa - 403

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$748

Spacious Waterfront with Gorgeous Views & Private Pool

Kaneohe villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$2,012

NEW Luxury Rental! Kahala Oceanside-6bed/6bath - Sleeps 14

Honolulu house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$4,024

7BD 3.5BA Free PKG Waikiki Beach!

Honolulu house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$344

North Shore Studio Farm View

Waialua studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$138

Healani Villa - 705

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$782

Kaneohe Bay's Best BnB, Bayfront with views galore!❤️

Kaneohe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 42 minutes

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Price per night from

$633

North shore beachfront home

Haleiwa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,150

7 Bedroom House 300 feet to the beach/ Ocean view on Hawaii North Shore

Hauula house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 16

“Home away From Home” If anyone is looking for a relaxing retreat, this is the place for you. The location of this property is quiet and yet is within close proximity of places such as Turtle Bay Resort (excellent golfing) and North Shore Sunset Beach and Haleiwa. The Bus even stops right in front on both sides of the street allowing one a cheap ride ($2.50) in either direction. Everything I needed was provided and the owner was quite approachable regarding any concerns or questions that I had. I would recommend this property to anyone that is looking less for luxury but more for a home away from home getaway.

Responds fast! avg. 2 hours 37 minutes

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Price per night from

$773

Ko Olina Beach Villas, Beach Tower, Corner Unit B-402, Private Ocean Views

Kapolei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 51 minutes

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Price per night from

$742

Kakela Kai, Beachfront Kailua, Centeral A/C

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$843

Super Host Listing-Modern CityScape Ilikai Hotel

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$377

Super Host Listing-Ilikai Marina Artistic Waikiki

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$343

Home in a Safe Gated-Community

Kapolei house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 5 minutes

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Price per night from

$202

1BR+Den Apartment with Beautiful Ocean View

Waianae house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$171

Responds fast! avg. 2 hours 20 minutes

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Price per night from

$225

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Price per night from

$459

Adorable new Ohana house in a gated community

Makaha cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$259

*Marbella Lane- Idyllic Getaway in Makaha Paradise

Makaha house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 10 minutes

Match: Garden

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Price per night from

$401

Super Host Listing-Ilikai Marina Elegant Waikiki

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$343

Hale Akaka Falls-O-121

Ko Olina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,093

* Marbella Lane - Stunning Gem w/ MT & Ocean Views

Makaha house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 10 minutes

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Price per night from

$401

Responds fast! avg. 42 minutes

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Price per night from

$2,327

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rentals in Kaaawa

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