Cottages Oahu

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31 cottages

Mauna Kea Cottage

Waimea cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

Match: Rental types Swing set or jungle gym

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Price per night from

$304

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Kona Coast Resort Unit 5-203

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 23 minutes

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$201

Large Family Friendly, Re-modeled Princeville Home

Princeville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$1,030

Cozy Maui Condo near Kaanapali!

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent Condo for the Money” When we reserved the condo we got three very informative emails in reply letting us know about check in-check out procedures, nearby restaurants, car rentals, activities in Maui, etc., so that was very helpful. When we got there we found the condo very clean with plenty of comfortable furnishings. There is no A/C but we found that if we opened the windows and turned on the fans in the evenings, the condo stayed very comfortable. It did not get too hot in the middle of the day. Kevin's policy of marking refrigerator items with the date of purchase is brilliant and renters to save on the cost of condiments and other little items. The pantry was full of staples too, so if you forgot to get something at the store, you will likely find it in the cupboard! Kevin keeps the bathroom medicine cabinet, linen closet and bedroom closets stocked with everything else you may need - boogie boards, sand toys, snorkel equipment, pool noodles, laundry detergent, bleach, bandages, antibacterial ointment, sunscreen, linens, beach towels, duct tape, you name it! The only thing we needed but couldn't find was a pair of scissors, but we got by! FYI, there is no dishwasher, so you will have to wash the dishes by hand. The location is very nice. It is in a part of town where you can walk to restaurants, a natural (but vegetarian) market, coffee shop, shave ice store, surf shop, etc. Plus it is a bout a 5-10 minute drive north of Lahaina if you need more in terms of shops and restaurants. Lahaina is also a prime spot for surf and paddleboard lessons and for hiring a boat for deep sea fishing, among other activities. The condo is also right across the street from a nice, well-used (by locals and tourists alike) park and beach. The surf doesn't get real big here, so it was a perfect boogie boarding location for our 10 year old, and a nice fishing location for our 14 year old. Plus, BONUS PART, a sea turtle hung out with us one afternoon, eating whatever grows on the rocks just off shore and swimming around our ankles.

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$211

Diamond Head Luxury Hawaiian Estate/ Your perfect place in Paradise!

Kahala house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$1,374

Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$409

Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$584

BAMBOO 2 at Tiki Moon Villas: 2 bdrm/2ba

Laie cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 42 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$498

Ocean Breeze at Tiki Moon Villas 1bd/1ba Ocean Front Bungalow

Laie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 42 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$473

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$618

Maui by the Sea cottage

Paia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Loved Maui by the Sea!” Valerie, We loved our stay at the cottage. Couldn't have been better! Tavares beach was our favorite, just watching turtles and hanging out. Paia is a great town. It really felt like home and we hope to be back soon. Thank you to you and Craig for the hospitality. Mahalo, Tom and Michelle

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$367

Nancy's Kailua Cottage Mauka

Kailua cottage

  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$224

Nancy's Kailua Cottage Makai

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$224

Private, Romantic Cottage, Panoramic Ocean View, King-Bed, Hot Tub

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Even better than expected” I stayed at this cottage for 11 nights. I felt so much at home that I did not want to leave, not even to go to the beach. The views are stunning. It is very private and quiet. I really liked the sound of the water fall in the gulch below. The cottage offers anything one can dream of... fully equipped kitchen, washer, dryer, towels, beach chairs, sun umbrellas, deck chairs, BBQ, outside showers, TV, DVD and a very fast and stable internet. Haiku town is only a few minutes by car (3 minutes to be precise) where you can find groceries, restaurants and a fitness centre (which offers weekly and daily passes for tourists). Paia town and beaches can easily be reached within 15 minutes, Makawao town is also around the corner. Barbara and Hank, the owners of this beautiful property, are very nice people and extremely helpful.

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$410

Star Lookout - Private Hottub + Access to 44ft Pool!

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$533

Haleakala Cottage - Beautiful Garden Views

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$453

Ocean Lookout - - Private Hottub + Access to 44ft Pool!

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$716

Palm Cottage

Paia cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$544

Responds fast! avg. 40 minutes

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$745

The Cottage - North Shore Paradise

Pupukea cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$315

Ocean/Mountain View Cottage. Private Island Retreat. Great Rates.

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$224

Rainbow Lookout - - Private Hottub + Access to 44ft Pool!

Haiku cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$602

Quiet, secluded 1-bd cottage retreat plus sleeping loft & work space

Makawao cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$258

Moloa'a Bay Cottage

Anahola cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Beautiful Guest House On a GREAT private beach” Wow, what a beautiful guest cottage. And a private beach worthy of a trip to Hawaii. We would stay again in a heartbeat.

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$431

Jungle Canopy

Kealakekua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$163

Adorable new Ohana house in a gated community

Makaha cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$258

Cottage on the Beach, Romantic, Oahu North Shore Mokuleia (Licensed!)

Waialua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“The sound of the waves, right outside your door, are like a lull” We had a "rough time" getting here (mechanical problems with the plane, canceled flight, etc.) but the cottage soothed our tired souls! We found the drum of the waves to be the best lullaby and the fresh air and abundant sunshine to renew our spirits. We appreciated the personal art on the walls and the large open space. For folks who enjoy cooking with local produce, the well stocked kitchen, the large number of pots/pans/utensils, and the full sized refrigerator are perfect. There was plenty of hot water in the shower (and good water pressure!), the furniture was comfortable (brought back memories of beach houses from our childhood), and the large counter surface in the "dressing room" was perfect for all of our "stuff". We used the outdoor patio table for several breakfasts and dinners, watched a neighbor vacationer fish from the sea wall, and took daily walks on the nearly deserted beach. There were many informative books in the cottage along with maps, Dvds, etc. We used the guide books but were too busy enjoying Oahu to need any other form of entertainment! Although we have traveled extensively in the past few years, this was our first trip to Hawaii. We have already recommended the cottage to family and friends - thank you, Peter, for sharing your wonderful home.

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$338

“Wonderful house” Garden Island Properties generously helped us find a very last minute vacation rental. We really enjoyed our stay at the Hibiscus Hula, even with the rain :) It's a really great house! We appreciated the character of the house, the cleanliness, the views, the hot tub, the location, the quiet, etc. We are grateful to have found an affordable, wonderful vacation house !

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$422

Hale Ko'olau Treehouse -Charming Getaway TVR#1018

Hanalei cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$500

*Beautiful and Cheerful Hale Mokolea in Lanikai*

Kailua cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$245

Unique Boathouse on the Bay

Kaneohe cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$142

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