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Holiday Rentals in Waikoloa

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271 rentals in Waikoloa.
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Kolea Condo 11K - Newly renovated with a peak a boo view, holiday rental in Waikoloa

Kolea Condo 11K - Newly renovated with a peak a boo view

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Spectacular Ground Floor Condo on Resort, holiday rental in Waikoloa

Spectacular Ground Floor Condo on Resort

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Kolea 'ALWAYS-ON-MY-MIIIND' DIRECT BEACH ACCESS - Beach gear Best value, holiday rental in Waikoloa

Kolea 'ALWAYS-ON-MY-MIIIND' DIRECT BEACH ACCESS - Beach gear Best value

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waikoloa Beach Villas J32-LUXURY PENTHOUSE VILLA w/GOLF DISCOUNT/GOLF CLUBS!!, holiday rental in Waikoloa

Waikoloa Beach Villas J32-LUXURY PENTHOUSE VILLA w/GOLF DISCOUNT/GOLF CLUBS!!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Oceanfrt 2br Condo-Halii Kai 14C-50% OFF MARCH 6 TO 13TH, holiday rental in Waikoloa

Oceanfrt 2br Condo-Halii Kai 14C-50% OFF MARCH 6 TO 13TH

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Oceanview 2Br Halii Kai Condo12A-50% OFF RETURN TO HAWAII SPECIAL(CLEAN XTRA), holiday rental in Waikoloa

Oceanview 2Br Halii Kai Condo12A-50% OFF RETURN TO HAWAII SPECIAL(CLEAN XTRA)

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Kolea Condo 9E-Partial Ocean View & Newly Renovated, holiday rental in Waikoloa

Kolea Condo 9E-Partial Ocean View & Newly Renovated

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Fairway Villas Waikoloa O21- Beautiful 2 bedroom - Lake View, Close to Beach!, holiday rental in Waikoloa

Fairway Villas Waikoloa O21- Beautiful 2 bedroom - Lake View, Close to Beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hali'i Kai - Outstanding Ocean View 3BD/2BA Condo (7E), holiday rental in Waikoloa

Hali'i Kai - Outstanding Ocean View 3BD/2BA Condo (7E)

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Comfortable, Intimate, Luxurious, & Convenient! Great for families of all sizes!, holiday rental in Waikoloa

Comfortable, Intimate, Luxurious, & Convenient! Great for families of all sizes!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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*Waikoloa Beach Villas O4 - 3 Bedroom 3 Bath Townhouse with loft! BBQ kitchen, holiday rental in Waikoloa

*Waikoloa Beach Villas O4 - 3 Bedroom 3 Bath Townhouse with loft! BBQ kitchen

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Colony Villas Waikoloa 2204 - Private 2 Bedroom 2 Bath Island Getaway!!!, holiday rental in Waikoloa

Colony Villas Waikoloa 2204 - Private 2 Bedroom 2 Bath Island Getaway!!!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Affordable Luxury, Beautiful & Peaceful Ground Floor Unit, holiday rental in Waikoloa

Affordable Luxury, Beautiful & Peaceful Ground Floor Unit

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waikoloa Colony Villas quiet private end unit. Remodeled, great views + $50 golf, holiday rental in Waikoloa

Waikoloa Colony Villas quiet private end unit. Remodeled, great views + $50 golf

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Location, Location. Ocean view and beach cruisers, holiday rental in Waikoloa

Location, Location. Ocean view and beach cruisers

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful Penthouse Villa ! Best View!  $50 Golf + Everything you need. 2BR 2BA, holiday rental in Waikoloa

Beautiful Penthouse Villa ! Best View! $50 Golf + Everything you need. 2BR 2BA

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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� Ocean View � Wrap-Around Lanai  � Over 100 5 Star Reviews!  �, holiday rental in Waikoloa

� Ocean View � Wrap-Around Lanai � Over 100 5 Star Reviews! �

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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7H - Hawaiian Elegance –  Luxurious Deluxe Ocean View Villa (6+), holiday rental in Waikoloa

7H - Hawaiian Elegance – Luxurious Deluxe Ocean View Villa (6+)

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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5 Star Luxury Beach Villa ~ Beautifully Decorated, Perfect Location!, holiday rental in Waikoloa

5 Star Luxury Beach Villa ~ Beautifully Decorated, Perfect Location!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Updated 2 Bedroom Condo Walk to the Beach & Shops., holiday rental in Waikoloa

Updated 2 Bedroom Condo Walk to the Beach & Shops.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Villa just steps from Pool. Senior/Long Stay Discounts Available, holiday rental in Waikoloa

Beautiful Villa just steps from Pool. Senior/Long Stay Discounts Available

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Big Island Travel Opens October 15th - Come Visit the Best Beaches, holiday rental in Waikoloa

Big Island Travel Opens October 15th - Come Visit the Best Beaches

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waikoloa Beach Villas I3  BBQ Grill on the Lanai!, holiday rental in Waikoloa

Waikoloa Beach Villas I3 BBQ Grill on the Lanai!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury with Beach Access Kolea 15-L. $229 Spring Special + No Fees!, holiday rental in Waikoloa

Luxury with Beach Access Kolea 15-L. $229 Spring Special + No Fees!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2020 upgrades Halii Kai rental/Kings’ Club Golf Gold Member near the Ocean Club, holiday rental in Waikoloa

2020 upgrades Halii Kai rental/Kings’ Club Golf Gold Member near the Ocean Club

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Peace Be With You .. in this newly remodeled unit!   20% discount for U.S. Vets!, holiday rental in Waikoloa

Peace Be With You .. in this newly remodeled unit! 20% discount for U.S. Vets!

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Affordable Rates, Upscale 2BR in Oceanside Complex!, holiday rental in Waikoloa

Affordable Rates, Upscale 2BR in Oceanside Complex!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Awesome for couples or families. Right on the Golf Course., holiday rental in Waikoloa

Awesome for couples or families. Right on the Golf Course.

2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Tropical Heaven - Poolside & Views! Exclusive Hilton Pool Pass for 2021!, holiday rental in Waikoloa

Tropical Heaven - Poolside & Views! Exclusive Hilton Pool Pass for 2021!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Best Kohala Coast views in Waikoloa Village, holiday rental in Waikoloa

Best Kohala Coast views in Waikoloa Village

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Spacious Quiet 3 BR/2.5 BA Golf Course Villa Just Steps From Pool, holiday rental in Waikoloa

Beautiful Spacious Quiet 3 BR/2.5 BA Golf Course Villa Just Steps From Pool

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Island Home With Ocean Views and Plenty of Out Door Space!, holiday rental in Waikoloa

Beautiful Island Home With Ocean Views and Plenty of Out Door Space!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ground Floor Villa, Great Views!, holiday rental in Waikoloa

Ground Floor Villa, Great Views!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious  Town Home in Convenient  Location at Waikoloa Beach Resort, Big Island, holiday rental in Waikoloa

Spacious Town Home in Convenient Location at Waikoloa Beach Resort, Big Island

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Top Level 180° Ocean View Condo, State-of-the-Art Appliances, holiday rental in Waikoloa

Luxury Top Level 180° Ocean View Condo, State-of-the-Art Appliances

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waikoloa Beach Villas O2 - Tropical 2 Bedroom Villa with Golf Front Views!!, holiday rental in Waikoloa

Waikoloa Beach Villas O2 - Tropical 2 Bedroom Villa with Golf Front Views!!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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ViSTA A201 HAWAIIAN PARADISE! Luxury/Ocean View- Fully remodeled -walk to beach!, holiday rental in Waikoloa

ViSTA A201 HAWAIIAN PARADISE! Luxury/Ocean View- Fully remodeled -walk to beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Penthouse Getaway in Paradise Waikoloa Beach Resort, holiday rental in Waikoloa

Private Penthouse Getaway in Paradise Waikoloa Beach Resort

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Family Fun!  Poolside, Pool Table, and Exclusive Hilton Pool Pass for 2021!, holiday rental in Waikoloa

Family Fun! Poolside, Pool Table, and Exclusive Hilton Pool Pass for 2021!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Sunsets. Secluded Lanai. Tranquillity found!, holiday rental in Waikoloa

Beautiful Sunsets. Secluded Lanai. Tranquillity found!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Walk to the Beach, Shops, Golf, Restaurants and Hilton Hotel, holiday rental in Waikoloa

Walk to the Beach, Shops, Golf, Restaurants and Hilton Hotel

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Golf, Ocean and Sunset Views, holiday rental in Waikoloa

Golf, Ocean and Sunset Views

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Large Family or Traveling with Friends?, holiday rental in Waikoloa

Large Family or Traveling with Friends?

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Fairway Villas Waikoloa O21 - 2 Bedroom Villa - 7th NIGHT FREE FOR APRIL!!, holiday rental in Waikoloa

Fairway Villas Waikoloa O21 - 2 Bedroom Villa - 7th NIGHT FREE FOR APRIL!!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Paradise Found - The Shores at Waikoloa Beach Resort, holiday rental in Waikoloa

Paradise Found - The Shores at Waikoloa Beach Resort

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous Hali’i Kai “Surf’s Up” Tranquil, Cheerful Ambience, Families welcome, holiday rental in Waikoloa

Gorgeous Hali’i Kai “Surf’s Up” Tranquil, Cheerful Ambience, Families welcome

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet & Peaceful Condo - Spring Specials, holiday rental in Waikoloa

Quiet & Peaceful Condo - Spring Specials

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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SEABREEZE RETREAT-RECENTLY REMODELED-5 STAR REVIEWS, holiday rental in Waikoloa

SEABREEZE RETREAT-RECENTLY REMODELED-5 STAR REVIEWS

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Oceanfront Villa in Hali'I Kai- Unit 15c tax id # W********-01., holiday rental in Waikoloa

Beautiful Oceanfront Villa in Hali'I Kai- Unit 15c tax id # W********-01.

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Ocean Front 3 Bedroom at Hali'i Kai  Best Location in Resort, holiday rental in Waikoloa

Ocean Front 3 Bedroom at Hali'i Kai Best Location in Resort

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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