50 Best Waikoloa Vacation rentals on Holiday Lettings - Condos

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172 Vacation rentals

9

Vacation townhouse with shared pool in Waikoloa

Kohala Coast / Waikoloa

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
3 Bed/3 Bath, gated, on golf course, tennis, lagoon pool, fitness center The Waikoloa Beach Resort is one of the most popular vacation destinations on the Big Island of Hawaii. Our Townhome offers everything you would need to enjoy your vacation directly within the res …see more

from $189 / night

$1225 - $1400 / week

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from $189 / night

38

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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

$2765 / week

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from $395 / night

(6) Excellent 

11

Waikoloa Vacation apartment rental

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

$1100 - $1500 / week

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from $159 / night

(2) Excellent 

22

Waikoloa Vacation villa rental

Kohala Coast / Waikoloa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Stunning Ground Floor Ocean Front 3 bedroom, 2 full bathroom Villa conveniently located only a few steps away from the pool, restaurant, and spa. Listen to the sounds of the ocean while watching sunsets 365 days a year. The opportunity to be this close to the ocean in a …see more

from $319 / night

$2233 / week

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from $319 / night

(4) Excellent 

Certificate of Excellence

24

Apartment rental in Waikoloa with shared pool, golf nearby

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
Fairway Villas F3 is located in the beautiful Waikoloa Beach Resort and is only a short walk away from the pristine clear waters of ANAEHOOMALU BAY (A-BAY) Beach. Fairway Villas F3 is perfect for couples traveling together, honeymooners, or families with kids. The …see more

Certificate of Excellence

from $109 / night

$763 / week

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Responds fast!
avg. 2 hours 13 minutes

from $109 / night

(36) Excellent 

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

from $225 / night

$2300 - $3800 / week

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Responds fast!
avg. 3 hours 36 minutes

from $225 / night

55

Vacation home in Waikoloa

Kohala Coast / Waikoloa

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • 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 $495 / night

$3465 / week

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Responds fast!
avg. 3 hours 27 minutes

from $495 / night

(5) Excellent 

32

Vacation apartment accommodation

Kohala Coast / Waikoloa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
A great spot in Waikoloa Resort just across the pond from the Kings Shops. This Fairways Villas condo is upscale with everything you will need for a wonderful holiday. This condo will accomodate your needs and offers beds for 6 people, central air, granite countertops, …see more

from $200 / night

$1400 - $1750 / week

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from $200 / night

10

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
A 10-minute drive to Kona International Airport., Kai Malino Estates 147 is a beautiful three bedroom three bathroom home in the Award Winning Resort Community of the Hualalai Four Seasons. With gorgeous ocean views, the home is located on #9 of the Nicklaus golf course …see more

from $1800 / night

$12600 - $13650 / week

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from $1800 / night

46

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
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 $269 / night

$1883 / week

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Responds fast!
avg. 3 hours 27 minutes

from $269 / night

(3) 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 $328 / night

$2191 - $3745 / week

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Responds fast!
avg. 1 hour 33 minutes

from $328 / night

30

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

$1183 / week

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from $169 / night

(4) Excellent 

27

Vacation home rental

Kohala Coast / Waikoloa

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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 $170 / night

$1190 / week

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Responds fast!
avg. 1 hour 45 minutes

from $170 / night

(3) Excellent 

22

Condo rental in Waikoloa with shared pool, golf nearby

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Aloha! Come enjoy our spectacular villa at Hali'i Kai. An oceanfront gated community conveniently located on the sunny Kohala Coast at the Big Island's Waikoloa Resort. Hali'i Kai is just minutes away from beautiful sandy beaches, world class golf, shopping, restauran …see more

from $235 / night

$1645 / week

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from $235 / night

(1) Very Good 

24

Waikoloa Vacation apartment rental

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Located in the world famous Waikoloa Beach Resort our private modern Hawaii resort home offers panoramic views of the golf course and mountains and is walking distance to the beach, shopping, restaurants and world class hotels. With modern island style Tommy Bahama déco …see more

from $219 / night

$1534 - $2794 / week

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Responds fast!
avg. 3 hours 26 minutes

from $219 / night

(4) Very Good 

Certificate of Excellence

26

Vacation home with shared pool, golf nearby in Waikoloa

Kohala Coast / Waikoloa

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
Our beautifully furnished house is the perfect spot for 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. 2300s …see more

Certificate of Excellence

from $195 / night

$1365 / week

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Responds fast!
avg. 1 hour 35 minutes

from $195 / night

39

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $290 / night

$2030 / week

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Responds fast!
avg. 3 hours 27 minutes

from $290 / night

(11) Excellent 

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

from $200 / night

$2300 - $3800 / week

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Responds fast!
avg. 3 hours 36 minutes

from $200 / night

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. 1 hour 46 minutes

from $139 / night

(2) Very Good 

17

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 $109 / night

$724 / week

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Responds fast!
avg. 1 hour 43 minutes

from $109 / 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 $174 / night

$1218 / week

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Responds fast!
avg. 3 hours 28 minutes

from $174 / night

(26) Excellent 

28

Home rental in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Waikoloa Beach Villas K2 will include the Hilton Waikoloa Pool Pass for stays thru December 31, 2016. Every item in this unit spells quality, from the art, to the furniture, to the eating utensils and cookware.Cool, satin tile floors in the living/dining/kitchen areas a …see more

from $209 / night

$1463 / week

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from $209 / night

(1) 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
TOP FLOOR PENTHOUSE WITH OCEAN VIEWS, UPGRADED AND REMODELED This newly remodeled top floor penthouse has everything you need for a fantastic vacation. Ideally situated off Waikoloa Beach Drive this unit offers ocean views from the wrap around lanai without direct traff …see more

from $189 / night

$1323 / week

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from $189 / night

33

Waikoloa Vacation apartment rental

Kohala Coast / Waikoloa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
The Waikoloa Fairway Villas are located in an exquisite setting on the pristine private shores of King's Lake on the Waikoloa Beach Course. This luxurious villa provides a quiet and convenient location where you can enjoy swimming pool, hot tub, onsite fitness facilitie …see more

from $150 / night

$1050 / week

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from $150 / 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. 2 hours 56 minutes

from $75 / night

(5) Excellent 

31

Vacation home with shared pool in Waikoloa

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
This home is impeccably maintained and decorated in the “Island Style” with artwork of local artisans prominently displayed. The first level living room features a Bose surround audio system, TV and DVD/VCR. There is interactive digital cable television service with pre …see more

from $179 / night

$1253 / week

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from $179 / night

(1) Excellent 

30

Vacation apartment with shared pool, golf nearby in Waikoloa

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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

$1365 / week

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from $195 / night

(8) Excellent 

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

from $400 / night

$2500 - $5000 / week

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Responds fast!
avg. 3 hours 36 minutes

from $400 / night

30

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. Everything needed to achieve ultimate relaxation can be found here, including a soothing sauna! Upon arrival, you’ll be amazed by …see more

from $349 / night

$2094 - $2906 / week

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Responds fast!
avg. 20 minutes

from $349 / night

(3) Excellent 

29

Home rental in Waikoloa with swimming pool

Kohala Coast / Waikoloa

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
THE ONLY WAIKOLOA VACATION RENTAL WITH A PRIVATE POOL! Stunning 4 bedroom 2 bath home with views of Kohala, Mauna Kea and the Sea. Private yard with beautifully maintained mature landscaping and PRIVATE POOL. Each room has it’s own entrance through French Doors which …see more

from $399 / night

$2793 / week

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from $399 / night

(1) Excellent 

35

Vacation home in Waikoloa

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
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 $159 / night

$1113 / week

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from $159 / night

19

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This beautiful updated house has everything you could need on a vacation, inluding 180 degree ocean views complete with unobstructed sunsets. There are three very comfortable bedrooms, inclduding a master suite that has a pull out sofa bed. This house has a two car gara …see more

from $205 / night

$1435 - $1505 / week

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Responds fast!
avg. 2 hours 11 minutes

from $205 / night

(30) Very Good 

23

Vacation apartment rental

Kohala Coast / Waikoloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Experience the pleasures of paradise at this beautiful tropical 2-story villa in the luxury gated community at the heart of Waikoloa Beach Resort. Nestled at the end of the complex, our villa is closest to the ocean. It is walking distance to world-class golf, extravaga …see more

from $149 / night

$1043 / week

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from $149 / 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
  • Suitable for children age 5+
  • 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 $165 / night

$990 - $1495 / week

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Responds fast!
avg. 28 minutes

from $165 / night

(14) Excellent 

35

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
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 $219 / night

$1533 / week

Inquire View

from $219 / night

(1) Excellent 

35

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
Gorgeous Tropical Retreat on golf course. Waikoloa Colony Villas 1005 will include the Hilton Waikoloa Pool Pass for stays thru 2017 Your condo is decorated in the “Hawaii Island” style. The main level includes the kitchen, dining room, living room, and lanai just off t …see more

from $219 / night

$1533 / week

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from $219 / night

24

Vacation apartment in Waikoloa

Kohala Coast / Waikoloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Welcome to Waikoloa Fairways - Join us in thinking that Waikoloa Fairways is the best place to stay on the Big Island - enjoy the quiet surroundings in this premier gated community. WE ARE LOCATED IN THE VILLAGE OF WAIKOLOA (not the Beach Resort Area), but we're only a …see more

from $125 / night

$875 / week

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from $125 / night

(5) Excellent 

33

Apartment rental 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
Beautifully decorated condo in a great location. NEW KITCHEN - with koa cabinets, granite countertops, stainless appliances and even an espresso machine. We include a full spectrum of spices for cooking. We have tried to include anything you might need to make your …see more

from $215 / night

$1450 - $1855 / week

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from $215 / night

31

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
Kulalani #2405 in beautiful Mauna Lani Resort, Family Friendly, Discount Golf and Free Private Access to the luxurious Mauna Lani Beach Club On the luminous Kohala Coast, Kulalani at Mauna Lani is truly a paradise. Spread over 25 lush acres along the fairways of the Cha …see more

from $219 / night

$1533 / week

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from $219 / night

23

Waikoloa Vacation home rental

Kohala Coast / Waikoloa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Kila Kila House - 3 bed, 2 bath in Waikoloa Village with Amazing Views! Brand new home with all the features you need to have the perfect Hawaiian vacation! This home features a spacious covered lanai perfect for enjoying the beautiful ocean views, outdoor dining and wa …see more

from $170 / night

$1190 / week

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from $170 / night