Vacation Rentals & Apartments in Kailua

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937 apartments

Magical Lava Temple on Big Island, Hawaii

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 38 minutes

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Price per night from

$114

Kehena Makai

Kaimu house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$297

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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.

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Price per night from

$338

Jungle Canopy

Kealakekua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$163

Kehena Honey House

Pahoa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$129

HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8

Kalapana house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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$173

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

Napili-Honokowai condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$886

Unrivaled S Kihei Maui location! Walk to it all!

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$223

WAIKIKI BANYAN CONDO -19 TH FLOOR -WALK TO BEACH

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$212

Honomu Inn Gate way to Akaka Falls, Big Island 11 miles from Hilo

Honomu hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$172

hawaiianjourneys, vacation yurt

Ocean View yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful Stay” Hawaiian Journeys is an excellent eco-friendly, economical option for vacationing on the Big Island! We enjoyed are stay and had a great time experiencing staying in the yurt. We would stay there again in a heartbeat!!!

Responds fast! avg. 3 hours 4 minutes

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$98

Big Island tropical Victorian on 3 acres /Events

Hilo house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 36 minutes

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$400

Oliana Cottage - Allergy Friendly - Near Kalapana

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Cozy retreat in paradise!” Oliana Cottage is a cozy retreat in paradise! Great place to stay and explore the parks and beaches of Puna. The cottage is secluded, quiet and just a minute or two walk to Kehena Black Sands Beach.

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$148

904PP Central Waikiki Penthouse, Kitchen

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$114

Princeville, Kauai Hawaii Budget Studio Cottage

Princeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Amazing” My wife and I used the cottage for our honeymoon. Our stay was perfect, the cottage was well located on the best side of the island with shopping, food, gas and beaches nearby. The cottage had all the appliances and amenities we needed for our week stay. There are many places to stay on the island but this cottage is amazing it is your own little place away from the bustling overcrowded homogenized resorts. Our favorite town, Hanalei, was just down the road where the views, bay, beach, shopping and eats were all top notch. Reserving and booking the cottage was a breeze with Val and Bruce, ensuring a worry free trip. I would highly recommend the cottage to any couple wanting to get away, but not be trapped in a resort! My wife and I certainly plan on visiting again. Mahalo Val and Bruce for the amazing getaway!

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Price per night from

$172

Dolphin Cottage @ Kehena Beach, Hawaii

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 17 minutes

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Price per night from

$166

Convenient affordable house close to Waikiki

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 35 minutes

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$103

Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua

Lahaina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,192

Eco- Retreat Center on the Hamakua Coast

Honokaa lodge

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 16

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$1,031

The Mystery Machine

Kapaa camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$144

URBAN OASIS in the HEART OF WAIKIKI!

Kahala apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$148

Modern Luxury in Waikoloa Fairways!

Waikoloa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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$310

Waikiki Renovated Modern Studio

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$126

Halawai Haven by Green Sands Beach

Naalehu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$144

Newly Built Home Away From Home

Kapolei apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 11 minutes

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$235

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$102

Private 2 Floor Home w/BBQ Deck -W/D In Unit - Free Parking

Kahala house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$184

Modern Chic Studio at Marine Surf Waikiki with Parking

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$178

Heavenly Hale Moi Near Hideaways Beach Side A

Princeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 41 minutes

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Price per night from

$241

The Lookout - King Bed

Holualoa studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$178

Pure blue water front condo- the west of world oahu-the old Hawaii life

Waianae apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$95

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$258

#2 ✔Cozy Vacation Hideaway ★ Self CheckIn

Hilo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$91

#1 ★NEW! Couples Getaway★ Self CheckIn★

Hilo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$91

Off-Grid Paradise w Ocean Views

Leilani Estates house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$217

New Naalehu Studio Apartment

Naalehu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$182

Kona Alii 707 Stunning Top Floor Penthouse w/ Roof Top Deck, AC, & Elevators

Kailua-Kona condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$400

#4 ✴Executive★Safe Private Apt! ★

Keaau studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$91

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