Vacation Rentals with Pool in Waikoloa

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Filtering by: Swimming pool

365 vacation rentals

(1) Excellent 

22

VISTA WAIKOLOA #E105 - SPECIAL FALL RATE!!

Kohala Coast / Waikoloa

Waikoloa apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Vista Wikolia” Great pool for lap swimming. Condo was renovated which made a big difference
…see more

Price per night from

$139

Responds fast!
avg. 3 minutes

Price per night from

$139

(1) Excellent 

21

Stylish Shores Retreat with Garden Views

Kohala Coast / Waikoloa

Waikoloa apartment

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$154

Price per night from

$154

19

Charming Top Floor Condo with Mountain Views

Kohala Coast / Waikoloa

Waikoloa apartment

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$145

Price per night from

$145

(12) Excellent 

13

Ocean View, Discount Golf, Clean, Central located

Kohala Coast / Waikoloa

Waikoloa apartment

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 21 mi
  • Swimming pool
  • Child Friendly
“Spectacular!” This facility was absolutely magnificant. It was very clean and had every amenity you could ask for. It was quiet, relaxing and enjoyable. The facility has everything from the gorgeous clean and warm pool, hot tub, a poolside grille a
…see more

Price per night from

$115

Responds fast!
avg. 1 hour 22 minutes

Price per night from

$115

(12) Excellent 

24

Lovely Fairway Villas Penthouse unit. Mountain views

Kohala Coast / Waikoloa

Waikoloa apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Amazing!” I can’t say enough nice things about this place! We arrived in the evening and we were so surprised at how it easy it was to find and that it was so clean and spacious. I loved the vaulted ceilings and the Hawaiian décor, not overdone and cl
…see more

Price per night from

$159

Price per night from

$159

19

Waikoloa Villas #H-104

Kohala Coast / Waikoloa

Waikoloa villa

1 4 6 nights min

  • 1 bedroom
  • sleeps 4
  • 6 nights min
  • Swimming pool
  • Car not necessary

Price per night from

$134

Responds fast!
avg. 1 hour 40 minutes

Price per night from

$134

17

Luxury Top Floor One Bedroom Suite

Kohala Coast / Waikoloa

Waikoloa condo

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

(20) Excellent 

24

BEACH VILLAS D1 - 3 Bedroom, 3 Bath Poolside Villa - SPECIAL FALL RATE!!

Kohala Coast / Waikoloa

Waikoloa apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“A great stay in a great condo” A well equipped condo, a very pleasant surrounding with shops very close, a quiet environment and the great location near beautiful beaches and natural beauty sites. Our party of seven have highly appreciated this very w
…see more

Price per night from

$269

Responds fast!
avg. 3 minutes

Price per night from

$269

(11) Excellent 

30

Beach Villas O2 - SPECIAL FALL RATE!!

Kohala Coast / Waikoloa

Waikoloa apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“First Timer to Big Island” Excellent property with everything that one would need including beach gear! Great response from management staff Very clean modern unit. Only minor problem was previous renter had broken master bedroom door handle so we cou
…see more

Price per night from

$169

Responds fast!
avg. 3 minutes

Price per night from

$169

(20) Excellent 

Certificate of Excellence

39

Halii Kai Oceanview 12C-50% OFF SPECIAL DEC 1-11TH

Kohala Coast / Waikoloa

Waikoloa apartment

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$375

Price per night from

$375

(5) Excellent 

21

9th Fairway, Sunset, Garden and Ocean Views

Kohala Coast / Waikoloa

Waikoloa apartment

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Nearest beach 16 mi
  • Swimming pool
  • Child Friendly
“A real home away from home” The condo has been equipped with anything one needs for a pleasant stay. I would unequivocally stay there again. August is hot but the trade winds and the fans were great. The owners are ready to help if you have any
…see more

Price per night from

$135

Price per night from

$135

(3) Excellent 

20

Ocean View Condo 2 BDRM 3 Bath - New Spa Bathrooms

Kohala Coast / Waikoloa

Waikoloa apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
“A charming place and great location” This is a lovely condo overlooking the ocean. The sunsets are amazing, and eating on the lanai at night with the view is fantastic. This beautiful place is really close to the beach, shopping, and the Hilton with
…see more

Price per night from

$188

Price per night from

$188

22

Fairway Terrace #F-203

Kohala Coast / Waikoloa

Waikoloa apartment

2 5 6 nights min

  • 2 bedrooms
  • sleeps 5
  • 6 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$152

Responds fast!
avg. 1 hour 55 minutes

Price per night from

$152

33

NEW-Resort Townhome on Golf Course w/Lanai & Views

Kohala Coast / Waikoloa

Waikoloa townhouse

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$110

Responds fast!
avg. 12 minutes

Price per night from

$110

(3) Excellent 

19

'Private Heated Pool' 2 Master suites Perfect for 2 couples Sunsets, Ocean View

Kohala Coast / Waikoloa

Waikoloa house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children

Price per night from

$259

Responds fast!
avg. 1 hour 49 minutes

Price per night from

$259

(7) Excellent 

11

Clean beautiful condo walkable to Ocean and beach!

Kohala Coast / Waikoloa

Waikoloa apartment

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Nearest beach 0.3 mi
  • Swimming pool
  • Child Friendly
“Ideal location for exploring the Big Island” My wife and I stayed here for a week while on the Big Island. The condo was spacious, clean, and was well-stocked with kitchen items, sheets, towels, and beach gear. The beds and furniture were comfortable,
…see more

Price per night from

$159

Price per night from

$159

(3) Excellent 

34

Get to The Ocean Faster Than You Can Say, “Humuhumunukunukuapua’a"

Kohala Coast / Waikoloa

Waikoloa condo

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool

Price per night from

$235

Responds fast!
avg. 3 hours 18 minutes

Price per night from

$235

17

WAIKOLOA BEACH VILLAS E32 - SPECIAL FALL RATE!!

Kohala Coast / Waikoloa

Waikoloa apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$139

Responds fast!
avg. 3 minutes

Price per night from

$139

24

Spacious Golf Villa with Ocean Views

Kohala Coast / Waikoloa

Waikoloa apartment

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$170

Price per night from

$170

24

Waikoloa Fairways C118

Kohala Coast / Waikoloa

Waikoloa apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$110

Price per night from

$110

(4) Excellent 

27

Waikoloa 3 bedroom Villa close to golf and beaches

Kohala Coast / Waikoloa

Waikoloa house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child Friendly

Price per night from

$175

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$175

(19) Excellent 

23

Colony Villas at Waikoloa Beach Resort 2204 - SPECIAL FALL RATE!!

Kohala Coast / Waikoloa

Waikoloa apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“davatrip” Would do this again. Like being at home. Great beds.
…see more

Price per night from

$149

Responds fast!
avg. 3 minutes

Price per night from

$149

(14) Excellent 

22

Spectacular Ground Floor Condo on Resort

Kohala Coast / Waikoloa

Waikoloa condo

1 5 3 nights min

  • 1 bedroom
  • sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$150

Responds fast!
avg. 43 minutes

Price per night from

$150

12

Waikoloa Villas # C-103

Kohala Coast / Waikoloa

Waikoloa house

2 4 6 nights min

  • 2 bedrooms
  • sleeps 4
  • 6 nights min
  • Swimming pool
  • Car not necessary

Price per night from

$164

Responds fast!
avg. 1 hour 55 minutes

Price per night from

$164

38

1.2 Acre, Resort-like hidden private retreat.

Kohala Coast / Waikoloa

Waikoloa house

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 21 mi
  • Swimming pool

Price per night from

$395

Price per night from

$395

26

Waikoloa Condo on Golf Course w/Complex Amenities!

Kohala Coast / Waikoloa

Waikoloa apartment

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$119

Responds fast!
avg. 9 minutes

Price per night from

$119

23

The Shores at Waikoloa 124

Kohala Coast / Waikoloa

Waikoloa apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$149

Price per night from

$149

24

Modern Waikoloa Studio Apt. w/Pool Access & Lanai!

Kohala Coast / Waikoloa

Waikoloa apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$85

Responds fast!
avg. 3 hours 35 minutes

Price per night from

$85

23

Waikoloa Fairways C119

Kohala Coast / Waikoloa

Waikoloa apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$110

Price per night from

$110

31

Waikoloa Fairways A208

Kohala Coast / Waikoloa

Waikoloa apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$125

Price per night from

$125

(44) Excellent 

Certificate of Excellence

26

Oceanview 2Br Halii Kai Condo12A- 50% OFF WINTER SPECIAL DEC 13-21

Kohala Coast / Waikoloa

Waikoloa apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
“Wonderful Vacation Condo” What more could you ask for? This condo has everything you could possibly need for an extended vacation. We spent the month of February in 12a and had an amazing time. From the lanai you can watch the whales playing offshore
…see more

Certificate of Excellence

Price per night from

$199

Price per night from

$199

(6) Excellent 

21

Luxurious Hawaiian Home

Kohala Coast / Waikoloa

Waikoloa villa

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
“Fantastic vacation!” Kolea 11A far exceeded my expectations. The condo is huge and very well decorated and equipped. I went running every morning and managed to see most of the other complexes in Waikoloa. Kolea by far has the best location. I wouldn'
…see more

Price per night from

$300

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$300

29

Waikoloa Fairways A310

Kohala Coast / Waikoloa

Waikoloa apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$125

Price per night from

$125

(1) Excellent 

27

Fairway Villas Waikoloa L32

Kohala Coast / Waikoloa

Waikoloa apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

24

Waikoloa Village Home w/Mtn Views-9 Miles to Beach

Kohala Coast / Waikoloa

Waikoloa house

5 11 3 nights min

  • 5 bedrooms
  • sleeps 11
  • 3 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$198

Responds fast!
avg. 9 minutes

Price per night from

$198

22

The Blue Wave Kolea Estate

Kohala Coast / Waikoloa

Waikoloa house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$2,200

Responds fast!
avg. 2 hours 37 minutes

Price per night from

$2,200

(3) Very Good 

28

BREATHTAKING TRUE OCEANFRONT LUXURY VILLA SPECIAL

Kohala Coast / Waikoloa

Waikoloa villa

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Price per night from

$373

Responds fast!
avg. 2 hours 33 minutes

Price per night from

$373

24

2BR Waikoloa Condo w/Balcony & Community Pool!

Kohala Coast / Waikoloa

Waikoloa apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$175

Responds fast!
avg. 9 minutes

Price per night from

$175