50 Best Waikoloa Vacation rentals on Holiday Lettings - Condos

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467 Vacation rentals

24

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
❤️PiH❤️ brought to you by Paradise in Hawaii Luxury Homes 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 Koh …see more

from $395 / night

$2,765 / week

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from $395 / night

(2) Very Good 

24

Vacation home accommodation

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
❤️PiH❤️ brought to you by Paradise in Hawaii Luxury Homes 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 Kula …see more

from $275 / night

$1,925 / week

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from $275 / night

27

Vacation home in Waikoloa

Kohala Coast / Waikoloa

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
❤️PiH❤️ brought to you by Paradise in Hawaii Luxury Homes Welcome to Hawaiian Destiny, part of our Hawaiian Luxury Collection. Hawaiian Destiny at KaMilo is a wonderful home that sleeps 12 with a stunning backyard oasis including private pool and spa with stunning view …see more

from $519 / night

$3,633 / week

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from $519 / night

(1) Excellent 

5

Vacation condo in Waikoloa

Kohala Coast / Waikoloa

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
Waikoloa Beach Villas is a 120 unit luxury villa development located in the heart of a world class resort destination, the Waikoloa Beach Resort, on Kohala’s sunny gold coast. Unit K3 is a lovely 2 bedroom / 2 bath unit on the garden level in the desirable “K” building, …see more

from $139 / night

$973 / week

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Responds fast!
avg. 33 minutes

from $139 / night

(2) 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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Responds fast!
avg. 3 hours 25 minutes

from $125 / night

23

Waikoloa Vacation apartment rental

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Our island home is located in a particularly picturesque and peaceful place. It is far enough away from the pool to be quiet yet convenient, in front of our lanai is a waterfall and the lagoon, vibrant flowers, green lawns that are well maintained and in the mornings an …see more

from $149 / night

$1,043 / week

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from $149 / night

9

Vacation apartment in Waikoloa

Kohala Coast / Waikoloa

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Most sought after condo in the Waikoloa Villas ~ Ocean view overlooking Kohala coast ~ Golf with discounts available. Waikoloa Villas is the premier condominium resort in Waikoloa. Located on 7 acres of a beautifuly landscaped tropical setting on the Big Island. Our v …see more

from $119 / night

$775 - $950 / week

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from $119 / night

24

Vacation home in Waikoloa

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
❤️PiH❤️ brought to you by Paradise in Hawaii Luxury Homes Welcome to Orchid Villa, part of our Hawaiian Luxury Collection. Orchid Villa at Fairways is a wonderfully exquisite high-end 3 bedroom home which is one of the best buildings for sunset and golf views - overlo …see more

from $275 / night

$1,925 / week

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from $275 / 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 2 minutes

from $235 / night

25

Vacation home accommodation

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
❤️PiH❤️ brought to you by Paradise in Hawaii Luxury Homes Welcome to Sunset Villa, a part of our Hawaiian Luxury Collection. Sunset Villa at Mauna Lani Villages is a wonderful 3 bedroom home with luxurious high end finishes in a premier resort community. This is one of …see more

from $319 / night

$2,233 / week

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from $319 / night

26

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
❤️PiH❤️ brought to you by Paradise in Hawaii Luxury Homes Welcome to White Coral Villa, a part of our Hawaiian Luxury Collection. White Coral Villa at KaMilo is a wonderful newer 4 bedroom home. ★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★ White Coral Villa provides a per …see more

from $395 / night

$2,765 / week

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from $395 / night

24

Vacation home in Waikoloa

Kohala Coast / Waikoloa

5 11 3 nights min

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min
  • Swimming pool
  • Child friendly
Explore the tropical beauty of Hawaii at this fantastic Waikoloa Village Home. With 5 bedrooms, plus an additional daybed tucked into a secluded corner of the downstairs library area, and 3 bathrooms, this villa accommodates up to 11 guests comfortably throughout the 2, …see more

from $199 / night

$1,393 / week

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Responds fast!
avg. 8 minutes

from $199 / night

24

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
❤️PiH❤️ brought to you by Paradise in Hawaii Luxury Homes. Welcome to Paradise Found Villa, a part of our Hawaiian Luxury Collection. Paradise Found Villa at Kulalani is a wonderful exquisite 2 bedroom home with excellent amenities. Located in Kulalani Building 8, it …see more

from $199 / night

$1,393 / week

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from $199 / night

(1) Excellent 

30

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. 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

(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. 2 hours 23 minutes

from $259 / night

(43) Excellent 

Certificate of Excellence

26

Vacation apartment in Waikoloa

Kohala Coast / Waikoloa

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
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

24

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
❤️PiH❤️ brought to you by Paradise in Hawaii Luxury Homes Welcome to Hawaiian Dream Villa, part of our Hawaiian Luxury Collection. Hawaiian Dream Villa at KaMilo is a wonderful 3-bedroom home. We know our Guests look forward to an exceptional experience from the momen …see more

from $295 / night

$2,065 / week

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from $295 / night

(7) Excellent 

11

Waikoloa Vacation apartment rental

Kohala Coast / Waikoloa

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 0.3 mi
  • Swimming pool
  • Child friendly
Our contemporary condo is 5 minutes from the beach (Anaeho'omalu Bay: A-Bay), restaurants and shops - it's the perfect place for your stay in Hawaii. It is a short walk to the world-class Hilton Waikoloa and Marriott Waikoloa Beach Hotels. Our quiet 3rd floor condo (un …see more

from $159 / night

$1,100 / week

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from $159 / night

(17) 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

21

Waikoloa Vacation apartment rental

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Idyllic Waikoloa Retreat with Ocean View You will fall in love with this end unit condo because of the comfortable living space, panoramic view and MANY UPDATES!   The kitchen and baths have been renovated, with new appliances in the kitchen to channel your inner cook …see more

from $108 / night

$756 / week

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from $108 / 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 $139 / night

$973 / week

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from $139 / night

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
Every guest can sit back and enjoy their time together in this magnificent Hali’I Kai vacation villa that includes the Hilton Waikoloa Pool Pass for up to 6 guests at a time for stays thru 2018. Hilton Pool Pass Information •Maximum 6 persons per pass (including adults/ …see more

from $259 / night

$1,813 / week

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from $259 / night

10

Vacation condo in Waikoloa

Kohala Coast / Waikoloa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Spectacular Kohala Coast resort on the Big Island of Hawaii. Fully equipped, 2 bedroom/2 bathroom villa with full kitchen, spacious wrap-around private lanai, king bed and soaking tub in master suite, one queen or two full beds in second bedroom, and queen sofa bed in l …see more

from $300 / night

$2,100 / week

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from $300 / night

38

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 21 mi
  • Swimming pool
Enjoy this fabulous newer home with an ocean view. Sitting in a unique West Hawaii neighborhood that offers its guests the convenience of nearby shopping, restaurants, stables, community pool, tennis courts, and golf course play at special rates. Yours to enjoy, some of …see more

from $395 / night

$2,765 / week

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from $395 / 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 $139 / night

$973 / week

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from $139 / 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

27

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
❤️PiH❤️ brought to you by Paradise in Hawaii Luxury Homes. Welcome to Sea Glass House, a part of 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. I …see more

from $519 / night

$3,633 / week

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from $519 / night

(6) Very Good 

6

Vacation b&b in Waikoloa

Kohala Coast / Waikoloa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Beautiful home in wonderful neighborhood with big screen TV and ocean view from both bedrooms. I have two bedrooms for rent, 2 people per room. Queen size pillow top, large dresser for your cloths, wall mount TV and lanai out your window for reading, dining or just en …see more

from $75 / night

$495 / week

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Responds fast!
avg. 3 hours 0 minutes

from $75 / 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

(11) Excellent 

22

Vacation condo with golf nearby in Waikoloa

Kohala Coast / Waikoloa

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This is an amazing 1 bedroom 1 bath ground floor unit with plenty of space.It has been fully renovated with beautiful furnishings inside and out.Its has lots of windows that lead out to a spacious patio.It has central air if the cool Hawaiian breeze is not enough.It has …see more

from $145 / night

$985 - $1,100 / week

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Responds fast!
avg. 37 minutes

from $145 / night

35

Vacation home in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
You’ll love the energy of this 1,082-square-foot retreat! Relax to beautiful Pacific vistas on your private lanai while enjoying meals from your gourmet kitchen. Other touches include a laundry room with full washer/dryer, high-speed Internet, cable TV, central air, and …see more

from $345 / night

$2,415 / week

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from $345 / night

(4) Excellent 

14

Vacation apartment in Waikoloa

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
If you are looking for the best unit in the best resort, look no further. Hali'i Kai is a 30-acre gated oceanfront complex on the Big Island of Hawaii with unbeatable amenities. Our villa #11D has the best 2 bedroom ocean view location in the complex. Our spacious sec …see more

from $330 / night

$2,171 - $3,850 / week

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Responds fast!
avg. 2 hours 12 minutes

from $330 / night

(3) Excellent 

20

Vacation apartment in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
Beautiful condo in a GREAT LOCATION. Five to eight minute walk to the beach at A-Bay, or the Hilton Waikoloa Hotel. Also within easy walking distance to the Kings Shops, the Marriott and the Queens Marketplace. You will find great dining and shopping all within easy …see more

from $200 / night

$1,365 - $1,750 / week

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from $200 / night

14

Vacation townhouse rental

Kohala Coast / Waikoloa

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
RESORT AMENITIES WITH ALL THE COMFORTS OF HOME... 2 Bedrooms, 2 Baths 1 King Bed in Master Bedroom with TV 2 twin beds in second bedroom (can be converted to King Bed) 1 Queen convertible Sofabed in Living Room Common Jacuzzi, Pool, Tennis Court, Fitness Facility just …see more

from $175 / night

$1,225 / week

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from $175 / night

6

Vacation condo 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
Reserved for week of March 2-9, 2017. Preferred rates for golf at the King's and Beach Courses. Spacious 2-bedroom suite with private lanai. Full kitchen, dining room, living room and washer/dryer. BBQ's available. Three swimming pools to choose from plus access to …see more

from $260 / night

$1,820 / week

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from $260 / night

24

Vacation apartment in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Take the ultimate escape to Waikoloa when you book this 2-bedroom, 2.5-bathroom vacation rental condo that comfortably sleeps 6. Situated in a beautiful complex, this condo features 2 community pools, a tennis court, and fitness center, guaranteeing endless fun during a …see more

from $175 / night

$1,225 / week

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Responds fast!
avg. 7 minutes

from $175 / night

25

Vacation apartment rental

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Welcome to our beautiful 2 bedroom and 2.5 bathroom townhouse with 1,440 ft2 of indoor living space and 2 outdoor lanais. Our townhouse villa offers the largest 2 bedroom square footage space at Waikoloa Colony Villas and feels more like a home as there is no one living …see more

from $159 / night

$1,113 / week

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from $159 / night

31

Vacation condo with shared pool in Waikoloa

Kohala Coast / Waikoloa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Located at The Shores #306 at Waikoloa Beach Resort, enjoy this beautiful 2 Bedroom 2 Bathroom Penthouse Condo! Occupying the highly desirable top floor with a lanai that wraps around its corner location, this home contains all the features and amenities you are looking …see more

from $179 / night

$1,253 - $2,450 / week

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from $179 / night

34

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
On the luminous Kohala Coast, Kulalani at Mauna Lani is truly a paradise. Spread over 25 lush acres along the fairways of the Championship Francis H. I'i Brown North Course, Kulalani offers resort-style living that is unparalleled. Our guests have unlimited private acce …see more

from $235 / night

$1,645 / week

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from $235 / night

24

Vacation apartment in Waikoloa

Kohala Coast / Waikoloa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
** Please note that there is another vacation rental unit on the premises, and there may be other travelers present during your stay ** Book the ultimate tropical escape at this ground-level vacation rental studio. This quaint unit is the perfect home base for 4 gues …see more

from $85 / night

$595 / week

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Responds fast!
avg. 7 minutes

from $85 / night