50 Best Waikoloa Vacation rentals on Holiday Lettings - Condos

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391 Vacation rentals

7

Vacation hotel apartment with shared pool in Waikoloa

Kohala Coast / Waikoloa

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Hilton’s presence on the famous Kohala Coast increases with the Kings’ Land resort. Located on an old lava field, Kings’ Land by HGVC is the crowning jewel of Hilton Grand Vacations Club resorts in Hawaii. Discover the resort’s many luxury features and browse the availa …see more

from $238 / night

$1,661 / week

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from $238 / night

25

Vacation condo in Waikoloa

Kohala Coast / Waikoloa

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach/lakeside relaxation
Welcome to Paradise! We invite you to enjoy your next vacation on the Big Island of Hawaii from the comfort of our spacious, well equipped, 2-bedroom, 2-bath condominium. This charming vacation rental is surrounded by the lush greens and fairways of the Beach Golf cours …see more

from $195 / night

$1,365 / week

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from $195 / night

(2) Excellent 

19

Home rental in Waikoloa with golf nearby

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
When you enter the front door, you'll realize you've arrived at a very special place. Please check over 40 excellent reviews on vacation rental by owner under Waikoloa Village 425793 Sleeps 6 Minimum stay 5 nights. Thank you, hope to see you soon!! Our 2,000 sq.ft. …see more

from $259 / night

$1,800 - $2,150 / week

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Responds fast!
avg. 3 hours 54 minutes

from $259 / night

14

Waikoloa Vacation villa rental

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to the beautiful Waikoloa Beach Resort, a tropical oasis amid the dramatic backdrop of virgin, black lava fields. Waikoloa Beach Villas are an easy to find, perfect island hideaway. The warm breezy courtyard complete with picturesque swaying palms and tropical f …see more

from $199 / night

$1,393 - $2,583 / week

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Responds fast!
avg. 22 minutes

from $199 / night

35

Vacation home with swimming pool in Waikoloa

Kohala Coast / Waikoloa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
1005 Waikoloa Colony Villa is the perfect place for creating family memories, and features three bedrooms, two full plus one half bathrooms, and accommodates up to six guests. You and your guests will enjoy the white sandy beaches of close by Anaehoomalu Bay (A-Bay), wh …see more

from $219 / night

$1,533 / week

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from $219 / night

55

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
Welcome to the newest home in our Hawaiian Luxury Collection. White Coral Villa at KaMilo is a wonderful newer 4 bedroom home. We pride ourselves on provide some of the most sought after homes on the Kohala Coast. We have now partnered with the wonderful homeowner …see more

from $469 / night

$3,283 / week

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from $469 / night

(10) Very Good 

30

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
The swimming pool and spa at the Waikoloa Fairway Villas will be closed Sep 14-21, 2015. Gorgeous sunset lake views close to the ocean in a perfect location immediately next to the pool and resort facilities overlooking the lights of the Kings Shops reflected off the …see more

from $179 / night

$1,253 / week

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from $179 / night

(5) Excellent 

35

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
This beautiful vacation rental is the perfect getaway for a small family or two couples and accommodates up to four guests. Just 25 minutes from Kona International Airport, Waikoloa Beach Villas is ideally located on the fabulous Waikoloa Beach resort and is surrounded …see more

from $169 / night

$1,183 / week

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from $169 / night

(7) Very Good 

30

Home rental in Waikoloa with swimming pool

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to the beautiful Waikoloa Beach Resort, a tropical oasis amid the dramatic backdrop of virgin, black lava fields. The Hilton Waikoloa Pool Package included for stays thru 2018. Please check out the “specials” page on our website for details and terms. Sense of t …see more

from $199 / night

$1,393 / week

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from $199 / night

(3) Excellent 

34

Condo rental in Waikoloa with shared pool, golf nearby

Kohala Coast / Waikoloa

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
(That’s the state fish of Hawai’i, if you didn’t know. I’ll teach you a couple more words so you don’t sound too haole when you get here.) This place is the reason my kids don’t want to stay in Canada for Christmas. It’s hard to trade all that snow-shoveling for trop …see more

from $235 / night

$1,645 / week

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Responds fast!
avg. 3 hours 44 minutes

from $235 / night

(4) Very Good 

35

Vacation home accommodation

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
The swimming pool and spa at the Waikoloa Fairway Villas will be closed Sep 14-21, 2015. This 3 bedroom, 3 bath condo is beautiful, inside and out. With full wraparound lanai overlooking the golf course with electric grill, you can entertain your whole family here. Hi …see more

from $229 / night

$1,603 / week

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from $229 / night

31

Home rental in Waikoloa with swimming pool

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This tropically inspired Waikoloa Beach Villa is designed to maximize the 1,2009 square feet of luxury living spaces and features two bedrooms, two bathrooms and accommodates up to six guests. The Waikoloa Beach Villas is a low-density community of 120 units on approxim …see more

from $179 / night

$1,253 / week

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from $179 / night

23

Vacation home with shared pool in Waikoloa

Kohala Coast / Waikoloa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
The swimming pool and spa at the Waikoloa Fairway Villas will be closed Sep 14-21, 2015. This 3 bedroom, 3 bath townhouse style condo is beautiful, inside and out. Ideally located at the front of the community for easy access to shops and beach. The end unit, two story …see more

from $229 / night

$1,603 / week

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from $229 / night

(18) Very Good 

34

Vacation home with shared pool in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Aloha! This stunning Waikoloa Beach Villa is surrounded by the sights, sounds and feel of the ocean, and features two bedrooms, two full bathrooms and accommodates up to six guests. Also included in your stay is the Hilton Waikoloa Pool Pass for stays thru December 31, …see more

from $199 / night

$1,393 / week

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from $199 / night

(1) Excellent 

15

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Whatever your pace. Whatever you desire in a vacation destination. Waikoloa Village Villas has all that you can ask for and more! Guests will have access to the Waikoloa Village Tennis Club and the Waikoloa Village Golf Club, discounts are available via the owners Waiko …see more

from $149 / night

$1,043 / week

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from $149 / night

42

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
Welcome to one of the newest homes in our Hawaiian Luxury Collection. Hawaiian Jewel at KaMilo is a wonderful newer 4 bedroom home. We pride ourselves on providing some of the most sought after homes on the Kohala Coast and are thrilled to add Hawaiian Jewel Villa to …see more

from $469 / night

$3,283 / week

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from $469 / night

(2) Very Good 

46

Vacation home accommodation

Kohala Coast / Waikoloa

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Hawaiiana Escape at Kulalauni on the Big Island of Hawaii. Welcome to the newest home in our Hawaiian Luxury Collection. Hawaiiana Escape is a wonderful new exquisite 3 bedroom home in the gated Kulalani community with high end finishes and golf course v …see more

from $299 / night

$2,093 / week

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from $299 / night

14

Vacation home accommodation

Kohala Coast / Waikoloa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
The beauty and serenity of Maui can be found at the oceanfront Island Sands Resort. Across the street and walking distance from Kamaole Beach Park III, next door to Maui Kamaole, approximately 6 miles from the entrance to Kihei, just before Wailea. Surrounded by beautif …see more

from $247 / night

$1,729 / week

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from $247 / night

(16) Excellent 

35

Vacation home with swimming pool in Waikoloa

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Relax in the peaceful surroundings of Waikoloa Beach Villa B4 that features three bedrooms, three full bathrooms, and accommodates up to eight guests. Cool off in one of the two community swimming pools and in the evening, enjoy a soak under the stars in the outdoor hot …see more

from $303 / night

$2,121 / week

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from $303 / night

55

Vacation home in Waikoloa

Kohala Coast / Waikoloa

3 12 4 nights min

  • 3 bedrooms
  • Sleeps 12
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
Welcome to the newest home in our Hawaiian Luxury Collection. Hawaiian Destiny at KaMilo is a wonderful, newly completed home (summer 2016) that sleeps 12 with a stunning backyard oasis including private pool and spa with stunning views of the golf course and suns …see more

from $695 / night

$4,865 / week

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from $695 / night

(7) Very Good 

35

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Every guest can sit back and enjoy their time together in this magnificent Villa with features such as; 1,209 square feet of luxurious living space, two bedroom suites, two full bathrooms, and can accommodate up to six guests which is a tremendous retreat for friends an …see more

from $179 / night

$1,253 / week

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from $179 / night

(6) Very Good 

32

Vacation home with shared pool in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to the beautiful Waikoloa Beach Resort, a tropical oasis amid the dramatic backdrop of virgin, black lava fields. Our mission at ******************* is to provide you with the perfect vacation destination and all the comforts of home, so sit back, relax, and cho …see more

from $199 / night

$1,393 / week

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from $199 / night

(14) Excellent 

35

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to the beautiful Waikoloa Beach Resort, a tropical oasis amid the dramatic backdrop of virgin, black lava fields. This beautiful unit comprises of three bedrooms, three full bathrooms, and accommodates up to eight guests. The interior has a relaxed vibe and is t …see more

from $239 / night

$1,673 / week

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from $239 / night

27

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
E Komo Mai! Welcome to beautiful Hali’i Kai Luxury Resort Living at its finest. Privacy, exclusivity and luxury are the coveted attributes of this beautiful two-bedroom villa, which offers approximately 1,300 square feet of lavish living space and accommodates up to six …see more

from $219 / night

$1,533 / week

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from $219 / night

(22) Excellent 

32

Vacation home with swimming pool in Waikoloa

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Luxury Living for the entertainer can be found at this Waikoloa Beach Villa that features three bedrooms, three full bathrooms, and accommodates up to eight guests. Included in your stay for bookings in 2018 includes the Hilton Pool Pass package. There is an uninterrupt …see more

from $303 / night

$2,121 / week

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from $303 / night

(22) Excellent 

31

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Sense of tranquility and escape is total at Waikoloa Beach Resort Villa that features two bedrooms plus loft, two full bathrooms and accommodates up to six guests. Cool off in one of the two community swimming pools and in the evening, enjoy a soak under the stars in th …see more

from $189 / night

$1,323 / week

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from $189 / night

60

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Sea Glass House, the newest home in our Hawaiian Luxury Collection. Sea Glass House at KaMilo is the pinnacle of luxury at KaMilo. Sea Glass House was built on the best lot in KaMilo for privacy and views. It is surrounded by the golf course, majestic vi …see more

from $695 / night

$4,865 / week

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from $695 / night

27

Vacation home with shared pool in Waikoloa

Kohala Coast / Waikoloa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
328 Shores at Waikoloa Beach Resort top-floor villa provides visitors with a truly unique Hawaii vacation experience. 328 Shores features one bedroom suite, one full plus one half bathrooms and plenty of room for as many as four guests. Shores at Waikolola Beach offers …see more

from $189 / night

$1,323 / week

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from $189 / night

(8) Very Good 

26

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Plenty of room to entertain family and friends at this beautiful Waikoloa Beach Villa that features two bedrooms, two bathrooms and comfortably accommodates up to six guests. Hilton Pool Pass included for stays between April 1-December 31, 2018. An inviting living room …see more

from $169 / night

$1,183 / week

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from $169 / night

(15) Excellent 

Certificate of Excellence

39

Waikoloa Vacation apartment rental

Kohala Coast / Waikoloa

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
My property may show available but please allow me to confirm these dates prior to a reservation request or organizing your flights since your desired dates may create gaps of less than a week on either side of your stay that are difficult to fill.. This is a magnificen …see more

Certificate of Excellence

from $375 / night

$2,300 - $3,800 / week

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from $375 / night

(12) Very Good 

35

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
Aloha! Welcome to the beautiful Waikoloa Beach Resort, a tropical oasis amid the dramatic backdrop of virgin, black lava fields. Waikoloa Beach Resort Villa is just as spectacular as the scenery and offers the utmost in luxurious living. This poolside villa is perfect f …see more

from $189 / night

$1,323 / week

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from $189 / night

(1) Very Good 

23

Vacation private room with golf nearby in Waikoloa

Kohala Coast / Waikoloa

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
THE WAIKOLOA OASIS!!! Have your very own private resort! Comes complete with your own private solar heated pool, 2 person Hot Springs spa, Tiki Bar kitchen and putting green. Just 8 miles from the beautiful beaches of the Kohala Coast. A-Bay, Waialea Bay, and Hapuna Bea …see more

from $125 / night

$800 / week

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from $125 / night

(19) Very Good 

29

Vacation home in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
Welcome to the beautiful Waikoloa Beach Resort, a tropical oasis amid the dramatic backdrop of virgin, black lava fields. This superbly positioned villa is surrounded by the most enchanting scenery and features two bedrooms (plus loft), two bathrooms, and can accommodat …see more

from $199 / night

$1,393 / week

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from $199 / night

(1) Very Good 

22

Vacation home in Waikoloa

Kohala Coast / Waikoloa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
BIG ISLAND OF HAWAII 1-Bedroom / 2-Bath Garden View Villa Overlooks the fairways of the Waikoloa Beach Golf Course. The villa comes with a fully equipped gourmet kitchen, high-speed Internet, large screen cable TV, fully equipped laundry room with full-size washer and d …see more

from $339 / night

$2,373 / week

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from $339 / night

15

Waikoloa Vacation villa rental

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Whatever your pace. Whatever you desire in a vacation destination. Waikoloa Village Villas has all that you can ask for and more! Guests will have access to the Waikoloa Village Tennis Club and the Waikoloa Village Golf Club, discounts are available via the owners Waiko …see more

from $149 / night

$1,043 / week

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from $149 / night

36

Vacation home in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
_________________________ ABOUT THE SPACE ¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯ At 1,800 square feet, this extremely spacious two bedroom, Ohana, suite can accommodate 4 guests. The suite provides luxurious amenities. From the master bedroom with a king bed, to the guest bedroom wi …see more

from $150 / night

$1,052 - $1,934 / week

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from $150 / night

(1) Very Good 

35

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Aloha! The idyllic setting of this amazing top-floor penthouse offers breathtaking views of the ocean and is the perfect getaway for two couples or friends who family traveling together. The unit comprises of two bedrooms, two full bathrooms and comfortably accommodates …see more

from $199 / night

$1,393 / week

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from $199 / night

(1) Very Good 

23

Vacation home rental

Kohala Coast / Waikoloa

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Child friendly
  • Pet friendly
Spend your next Hawaiian family retreat at this outstanding 6-bedroom, 4-bathroom Waikoloa house with room to comfortably sleep 18 guests. Upon arrival, you'll be amazed by the stunning beauty of this home, along with its wonderful surroundings. Marvelous views can be f …see more

from $349 / night

$2,094 - $3,045 / week

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Responds fast!
avg. 13 minutes

from $349 / night

25

Waikoloa Vacation villa accommodation

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful 3-bedroom 2.5 bathroom unit is located right on the 15th fairway of the picturesque Waikoloa Beach Course. This unit has been completely updated with new paint throughout, new living room sofa sleeper, reupholstered furniture, new smart TV's in the living …see more

from $219 / night

$1,533 - $4,193 / week

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Responds fast!
avg. 22 minutes

from $219 / night

(15) Excellent 

17

Vacation condo with shared pool, golf nearby in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
LOCATION: Waikoloa Beach Villas, Waikoloa Beach Resort, Kohala Coast, Big Island, Hawaii, USA Accommodations: Condo, 2 Bedrooms + Sleeper Sofa, 2 Baths (Sleeps 6) 69-180 Waikoloa Beach rd Brand new unit in the best area to vacation on the Big Island. This luxury cond …see more

from $175 / night

$1,225 / week

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Responds fast!
avg. 1 hour 52 minutes

from $175 / night