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Vacation Rentals in Big Island

Find the perfect Cheap Vacation Rentals, Vacation Rental Deals and Luxury Villas in Florida, Colorado, California, Hawaii, South Carolina, Outerbanks and more! Get Last Minute Deals on Beach Houses, Ski cabins, Family Vacation Rentals and Pet Friendly Vacation Rentals now at How2Vacation.com!

Vacation Rentals in Big Island

Sea Ridge #S-1

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • This newer complex is located just 1 mile from Kailua town. It features a pool, spa, BBQ area, workout room,…
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Sea Ridge #J1

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • This newer complex is located just 1 mile from Kailua town. It features a pool, spa, BBQ area, workout room,…
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Sea Ridge #K4

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • This newer complex is located just 1 mile from Kailua town. It features a pool, spa, BBQ area, workout room,…
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Alii Lani

  • 3 Bedrooms, 2 Bathrooms, Sleeps 0
  • This newer complex is located just 1 mile from Kailua town. It features a pool, spa, BBQ area, work out…
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Alii Cove #D-1

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Alii Cove is located on the South edge of downtown Kailua Kona on Alii Drive, within walking distance to most…
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Alii Cove #Y-4

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Alii Cove is located on the South edge of downtown Kailua Kona on Alii Drive, within walking distance to most…
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Alii Cove #O-1

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • Alii Cove is located on the South edge of downtown Kailua Kona on Alii Drive, within walking distance to most…
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Kona Reef D32

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • Kona Reef D-32 is a private exclusive oceanfront, one bedroom condo located on the top floor at the Kona Reef.…
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Kona Mansions B217

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • Kona Mansions is located on the South edge of downtown Kailua Kona, just off of Alii Drive on Walua Road,…
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Kona Makai 3306

  • 1 Bedroom, 1 Bathroom, Sleeps 6
  • Kona Makai is an oceanfront complex located along Alii Drive, and approximately 1.5 miles South of downtown Kailua Kona. Offering…
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Kona Alii #510

  • 1 Bedroom, 2 Bathrooms, Sleeps 0
  • Across the street from the ocean, Kona Alii offers breathtaking sunset and ocean views from it's one and two bedroom…
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Kona Alii #506

  • 1 Bedroom, 2 Bathrooms, Sleeps 4
  • Kona Alii is a wonderful complex offering a large pool and barbecue area, secured elevators and assigned parking. This complex…
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Coconut Grove Tropical Villa

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Elegant beachfront residence in an exclusive gated community on Kapalua Bay, a sandy haven for sunning, snorkeling and water sports.…
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  • $1200
    weekly

 

Second Floor Penthouse at Ritz Residences

  • 3 Bedrooms, 3 Bathrooms, Sleeps 8
  • Here is one of the most beautiful vacation areas in Hawaii....overlooking Kapalua Bay, Maui, on the ocean's edge of a…
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  • $1250
    weekly

 

Ohia Ocean House

  • 4 Bedrooms, 4 Bathrooms, Sleeps 8
  • Enjoy all the 'Big Island" has to offer in this newly built, oceanfront, custom Polynesian-Style Pod home, loacted in a…
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  • $1250
    weekly

 

Halenani Estate

  • 7 Bedrooms, 6 Bathrooms, Sleeps 16
  • Aloha and welcome to Halenani, the premiere estate on Hawaii's sunlit Kohala Coast. Halenani is unique in its ability to…
  • from
  • $1950
    nightly

 

Hawaiian Elegance

  • 4 Bedrooms, 4 Bathrooms, Sleeps 8
  • Welcome to "Hawaiian Elegance", a tropical masterpiece located on Hawaii, also known as "The Big Island". Created and designed by…
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  • $2200
    nightly

 

Hualalai Estate

  • 5 Bedrooms, 5 Bathrooms, Sleeps 10
  • This magnificent island-inspired, custom home features over 6,300 sq. ft. of elegant living space with four bedrooms, each complete with…
  • from
  • $2500
    nightly

 

Kona Alii #405

  • 1 Bedroom, 2 Bathrooms, Sleeps 4
  • Kona Alii is a wonderful complex offering a large pool and barbecue area, secured elevators and assigned parking. This complex…
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Keauhou Resort #112

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • This lovely single level one bedroom, one bath fully furnished condominium offers a very spacious lanai & open floor plan.…
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Kalanikai #320

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • Kalani Kai is centrally located in downtown Kailua-Kona. This complex offers a pool & barbecue area and assigned parking. This…
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Kailua Bay #1206

  • 1 Bedroom, 1 Bathroom, Sleeps 0
  • Conveniently located in downtown, this complex features a pool, spa, bbq & covered parking. Situated just a walking distance to…
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Alii Villas 311

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • Alii Villas is an oceanfront complex located approx. 1.5 miles South of downtown Kailua Kona. This complex offers a pool…
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Makena Surf Condos

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Enjoy your visit to Maui in Luxury..This unit in Makena Surf has been completely redone and has all the ammenities…
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  • $750
    weekly

 

Hoolei at Grand Waile

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Ho'olei at the Grand Wailea Resort is the latest addition in fine vacation homes available in the resort of Wailea.…
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Villas at Wailea Beach

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Experience the highest level of luxury at this magnificent resort. Opened in the Spring of 2006 amidst lush tropical gardens…
  • from
  • $1100
    weekly

 

Ironwoods Villa

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Welcome to the island of "Maui". What better way to enjoy your stay than from this beautiful beachfront unit at…
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  • $1100
    weekly

 

Kona Bay Retreat

  • 4 Bedrooms, 4 Bathrooms, Sleeps 10
  • This fabulous "Kona Bay Estates" property is perfect for the larger family and is located just steps from the blue…
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  • $1100
    weekly

 

Ironwoods Oceanview

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Enjoy the views, amenities and location of this prime luxury villa. "Oceanview at Ironwoods" is a spectacular, 2nd floor "Ironwoods"…
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  • $1200
    weekly

 

Captain Cook House

  • 3 Bedrooms, 1 Bathroom, Sleeps 0
  • This unique Hawaiian plantation home, built in the early 1900's offers phenomenal oceanfront views overlooking the Captain Cook monument at…
  • from
  • $149
    weekly

 

Captain Cook Cottage

  • 1 Bedroom, 1 Bathroom, Sleeps 3
  • This unique Hawaiian plantation home, built in the early 1900's offers phenomenal oceanfront views overlooking the Captain Cook monument at…
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Sea Village 3302

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • 1 Bedroom, 1 Bath fully furnished condo located on the third floor. Bedding includes a Cal-King bed and an extra…
  • from
  • $132.5
    weekly

 

Kona Pacific B510

  • 1 Bedroom, 2 Bathrooms, Sleeps 4
  • Kona Pacific is located on the South edge of downtown Kailua Kona, just off of Alii Drive. This complex is…
  • from
  • $133
    weekly

 

Alii Cove Y-4

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Alii Cove is located on the South edge of downtown Kailua Kona on Alii Drive, within walking distance to most…
  • from
  • $3480
    monthly

 

Keauhou Punahele D302

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Keauhou Punahele is located approx. 7 miles south from downtown Kona at the end of Alii Drive. This compelx is…
  • from
  • $139
    weekly

 

Kona Alii #606

  • 1 Bedroom, 2 Bathrooms, Sleeps 4
  • Kona Alii is a wonderful complex offering a large pool and barbecue area, secured elevators and assigned parking. This complex…
  • from
  • $139
    weekly

 

Sea Village 1102

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This complex offers an oceanfront pool, spa, tennis courts and BBQ area. Wireless internet access available throughout complex. Located one…
  • from
  • $164
    weekly

 

Kona Pacific D624

  • 2 Bedrooms, 3 Bathrooms, Sleeps 6
  • This complex is located on the south edge of downtown Kailua-Kona, elevators, pool and BBQ area. Smoking is strictly prohibited…
  • from
  • $223
    weekly

 

Kona Pacific E632

  • 1 Bedroom, 2 Bathrooms, Sleeps 4
  • This complex is located on the south edge of downtown Kailua-Kona, elevators, pool and BBQ area. Smoking is strictly prohibited…
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  • $111.3
    weekly

 

Kona Alii #711

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Kona Alii is a wonderful complex offering a large pool and barbecue area, secured elevators and assigned parking. This complex…
  • from
  • $132.5
    weekly

 

Kona Makai 2101

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Kona Makai offers one bedroom, one bedroom plus loft and two bedroom condos with oceanviews. The complex is located one…
  • from
  • $143
    weekly

 

Kona Makai 3105

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • Offers one bedroom, one bedroom plus loft and two bedroom condos with oceanviews. The complex is located one mile south…
  • from
  • $101
    weekly

 

Sea Village 3309

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This complex offers an oceanfront pool, spa, and BBQ area. Wireless internet access available throughout complex. Located one mile from…
  • from
  • $164
    weekly

 

Kona Makai 5204

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • Offers one bedroom, one bedroom plus loft and two bedroom condos with oceanviews. The complex is located one mile south…
  • from
  • $111
    weekly

 

Kona Pacific D622

  • 2 Bedrooms, 3 Bathrooms, Sleeps 5
  • This complex is located on the south edge of downtown Kailua-Kona, elevators, pool and BBQ area. Smoking is strictly prohibited…
  • from
  • $145
    weekly

 

Kona Pacific C616

  • 1 Bedroom, 2 Bathrooms, Sleeps 6
  • This complex is located on the south edge of downtown Kailua-Kona, elevators, pool and BBQ area. Smoking is strictly prohibited…
  • from
  • $132.5
    weekly

 

Kona Bali Kai #312

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Kona Bali Kai is an oceanfront complex, located approx. 3 miles South of downtown Kailua Kona along Alii Drive. The…
  • from
  • $143
    weekly

 

Keauhou Punahele E307

  • 3 Bedrooms, 3 Bathrooms, Sleeps 7
  • Keauhou Punahele is located approx. 7 miles south from downtown Kona at the end of Alii Drive. This compelx is…
  • from
  • $139
    weekly

 

Alii Cove X21

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • New gated complex located within walking distance of down town. Featuring a pool, spa, BBQ area and work out room.…
  • from
  • $2592
    monthly

 

Kona Pacific B309

  • 2 Bedrooms, 3 Bathrooms, Sleeps 6
  • Kona Pacific is located on the South edge of downtown Kailua Kona, just off of Alii Drive. This complex is…
  • from
  • $95
    weekly

 
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