50 Best Waikoloa Vacation rentals on Holiday Lettings - Condos

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421 Vacation rentals

33

Vacation home in Waikoloa

Kohala Coast / Waikoloa

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
Welcome to the newest home in 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 - overlooking tee to green. Our specific locations provides excepti …see more

from $289 / night

$2,023 / week

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from $289 / 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

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

(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

39

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
Welcome to the newest home in our Hawaiian Luxury Collection. Hawaiian Dream Villa at KaMilo is a wonderful new 3 bedroom home. ★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★★ Hawaiian Dream Villa provides a perfect setting for your Hawaii getaway and is designed for large grou …see more

from $359 / night

$2,513 / week

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from $359 / 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 0 minutes

from $259 / 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

24

Vacation apartment with shared pool 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 - $1,813 / week

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Responds fast!
avg. 8 minutes

from $175 / 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 $525 / night

$3,675 / week

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from $525 / 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

(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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from $125 / 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 57 minutes

from $235 / night

28

Apartment accommodation in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Beautifully furnished 2 bedroom 2.5 bath townhome located at Waikoloa Colony Villas.  Condo offers central AC with ceiling fans located throughout.  The main level includes a comfortable living area with a sofa sleeper, lanai, fully equipped kitchen and half bath. Upsta …see more

from $169 / night

$1,183 / week

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from $169 / 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

(5) Excellent 

23

Apartment accommodation 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 - close to the beach and has great views of the golf course, King's Ponds and mountains. The condo is decorated in a fun Hawaiian theme with beautiful artwork and furnishings. The gourmet kitchen has new appliances, Fiesta Ware dishes, and top of the …see more

from $200 / night

$1,400 - $2,093 / week

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from $200 / night

(40) 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

(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

34

Vacation home in Waikoloa

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
Majestic ocean views define this 1,403-square-foot air-conditioned “home away from home.” With full kitchen and laundry room, your villa also provides a private lanai, ceiling fans, large screen TV and high-speed Internet. Unplug and tuck into hotel quality linens for a …see more

from $429 / night

$3,003 / week

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from $429 / night

(4) Excellent 

27

Vacation home rental

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
Our beautifully furnished house is the prefect spot to base yourself for exploring all that Big Island has to offer. The best beaches are within minutes of drives! Home is next to Waikoloa Village Golf and walking distance to market and restaurants. This home is app. …see more

from $160 / night

$1,120 / week

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Responds fast!
avg. 1 hour 48 minutes

from $160 / night

35

Vacation home in Waikoloa

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
A family favorite for its spacious 1,403-square-foot design, this three-bedroom villa features a gourmet kitchen, full laundry room, cable TV, stereo, ceiling fans and central air. Stay connected with high-speed Internet, and enjoy dreamy tropical weather on the furnish …see more

from $325 / night

$2,275 / week

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from $325 / night

(2) Very Good 

5

Vacation apartment with golf nearby in Waikoloa

Kohala Coast / Waikoloa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 11 mi
  • Swimming pool
  • Child friendly
This 2 bedroom/ 2 bath, ground floor, end unit condo with a large Lanai is a short walk across the grass to the pool/hot tub and BBQ hangout area. It is situated on nicely manicured grounds with tropical trees and colorful flowers. With 1140 Sq Ft of living space and 24 …see more

from $119 / night

$783 / week

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from $119 / 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. 36 minutes

from $145 / night

(1) Excellent 

23

Waikoloa Vacation apartment rental

Kohala Coast / Waikoloa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
ROMANTIC WAIKOLOA COLONY VILLAS - IN WAIKOLOA BEACH RESORT, A PRESTIGIOUS DESTINATION RESORT Hale Wailele, #2004, Hawaiian Waterfall House, is named for its beautiful view and soothing sounds of Waikoloa Colony Villas' unique pool with lava rock waterfall. Our luxury p …see more

from $159 / night

$1,250 / week

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from $159 / night

21

Vacation home rental

Kohala Coast / Waikoloa

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
The whitest sand beach, the bluest ocean, and the greenest gardens with the ever-present sweet fragrance of exotic flowers inspiring relaxation. Views of open lawn with tropical flowers and foliage, including coconut, palm, bread fruit (ulu), and banana and mango trees …see more

from $399 / night

$2,793 / week

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from $399 / night

(1) Excellent 

13

Villa rental in Waikoloa

Kohala Coast / Waikoloa

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Our lanai is completely protected from the winds providing a calm dining experience even when the trade winds are blowing strong. Comfortable beds and ample space for eight to enjoy. Our private garage, deeded, dedicated parking space and cul-de-sac location allows fo …see more

from $215 / night

$1,505 / week

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from $215 / 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

(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 $169 / night

$1,183 / week

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from $169 / night

(1) Excellent 

25

Vacation home rental

Kohala Coast / Waikoloa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful three bedroom townhome style property is in the prime location of Hali‘i Kai and has a million dollar view that only a select few condos or homes in the Waikola Resort area can claim. The entire Hali'i Kai development is arranged in a corridor fashion (se …see more

from $199 / night

$1,393 / week

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from $199 / 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

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

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

(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

(51) Excellent 

Certificate of Excellence

23

Vacation apartment in Waikoloa

Kohala Coast / Waikoloa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • 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

(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 for up to 6 guests at a …see more

from $303 / night

$2,121 / week

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from $303 / night

(1) Excellent 

30

Vacation apartment with shared pool, golf nearby in Waikoloa

Kohala Coast / Waikoloa

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
VillaOne is a new luxurious ground floor apartment with beautiful oversized lanai overlooking the Beach Golf Course and the Pacific--walk two blocks to beach, shopping, dining. Two Master Suites with equal views, equal size, orthopedic mattresses, Sony TV, private bat …see more

from $195 / night

$1,365 / week

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from $195 / 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. A tremendous retreat for friends and family, this impeccable home sleeps up …see more

from $259 / night

$1,813 / week

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from $259 / night

(11) Excellent 

Certificate of Excellence

39

Vacation apartment in Waikoloa

Kohala Coast / Waikoloa

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • 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 $400 / night

$2,500 - $5,000 / week

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from $400 / night

(22) Excellent 

48

Waikoloa Vacation home accommodation

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
RELAXING, QUIET TOWNHOME ON THE GOLF COURSE CLOSE TO A-BAY. FROM ONLY $149/NIGHT! Hale A Ka La (House of the Sun) is a special villa that offers peace and privacy with home comforts and convenience in a beautiful tropical setting! It fronts directly on the Waikoloa Bea …see more

from $139 / night

$973 / week

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from $139 / 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

(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