Vacation Rentals & Apartments in Kailua

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Magical Lava Temple on Big Island, Hawaii

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 38 minutes

Match: Climbing frame Water sports

All filters match

Price per night from

$114

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Laguna Surf

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$344

Responds fast! avg. 31 minutes

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$351

Oceanfront 1BR Papakea Resort

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$344

Hale Pikake O-406

Ko Olina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$802

Kona Palm House 3 Bed/2.5 Bath with Pool

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$453

Responds fast! avg. 42 minutes

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$479

The Pineapple Palace

Milolii house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 28 minutes

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$544

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$281

Menehune Shores #507 Beach front, 2bdrm Sleeps 6

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$332

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$344

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$1,203

AINA NALU 2BR | WALK TO FRONT ST AND BEACH | 2 POOLS | HOT TUB

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$373

7BD 3.5BA Free PKG Waikiki Beach!

Honolulu house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$343

Home of Aloha, 5 Bedroom, 4 Bath, Sleeps 14

Hawaii Kai house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$573

Kehena Makai

Kaimu house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Water sports, Climbing frame

1 of 2 filters match

Price per night from

$297

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: Water sports, Climbing frame

1 of 2 filters match

Price per night from

$338

Gorgeous Ocean front view from your balcony! - Kihei Surfside #608

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$381

Christmas in Maui!

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$296

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: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$259

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$689

The Heavenly Valley Retreat

Kahala apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$81

Oasis in Paradise

Aiea house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$345

Lahaina Gem, 2 blks to Front St. New Remodel, 2 bedroom, Sleeps 6!

Lahaina condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$341

Kona Beach Bungalows- Two Private Oceanfront Homes on the coast of Kona, Hawaii

Kailua-Kona house

  • 13 bedrooms
  • 9 bathrooms
  • sleeps 22

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$5,450

Celebrate Christmas and New Year’s in Maui!

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$803

Boutique hotel- great location in Waikiki!!

Kahala studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$172

Oceanfront 27-Foot Panoramic Ocean Views w/ Double Ensuite & Luxurious Upgrades!

Napili-Honokowai condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$889

Renovated 1BR at Maui Banyan - Pool, Hot Tub, A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$286

Ohia: A zen 3-bedroom retreat with treehouse vibes

Honolulu house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$400

Family friendly home in Hauula; steps from beach; AC in each bedroom

Hauula house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$659

1BR Suite at HGVC Bay Club

Waikoloa villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$264

* NEW! Sweet Seaview Sanctuary near Ocean! *

Pahoa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$148

The Ohana House, Amazing Tiny Home on A Volcanic Lava Field

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 38 minutes

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$194

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$457

Beach Front -Steps Away From the Ocean ! - Sugar Beach #319

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$229

Stunning Beach Front Views!! - Sugar Beach #PH27

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$249

Recent Renovation - Oceanfront Location -Kihei Beach #406

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Climbing frame, Water sports

1 of 2 filters match

Price per night from

$249

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