Beach Home Rentals in Island Sails, HI: Compare 10+ Sites & Save

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  6.  Island Sails

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1024 Beach Home Rentals in Island Sails (Starting from $206)

1Br Princeville Sands Condo with Pool and Hot Tub (137-A)
1Br Princeville Sands Condo with Pool and Hot Tub (137-A)
House
HI, USA
0.1k from Island Sails center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$206
Average price / night
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Nihilani 34C - Beautiful Hawaiian Townhouse
Nihilani 34C - Beautiful Hawaiian Townhouse
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

88 reviews

$618
Average price / night
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Pualani Villa
Pualani Villa
Apartment
Princeville, HI, USA
0.1k from Island Sails center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Hot tubs, Places to stay

1 Bedroom8 Guests
New to Booking
$918
Average price / night
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Light and Airy North Shore Condo. Owner hosted w/on site Co-host!
Light and Airy North Shore Condo. Owner hosted w/on site Co-host!
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.4

Superb

33 reviews

$474
Average price / night
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3BR Nihilani Condo with AC, Pool & Close to Shops 8C
3BR Nihilani Condo with AC, Pool & Close to Shops 8C
House
Princeville, HI, USA
0.2k from Island Sails center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$477
Average price / night
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NEW Premium 2BD + Bonus Rm | A/C | Epic Pool & Spa
NEW Premium 2BD + Bonus Rm | A/C | Epic Pool & Spa
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$700
Average price / night
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Hale Terra 3br 2ba Beautiful Nihilani Condo, Central AC, Pool, Hot Tub
Hale Terra 3br 2ba Beautiful Nihilani Condo, Central AC, Pool, Hot Tub
House
Princeville, HI, USA
0.2k from Island Sails center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

3 Bedrooms7 Guests
9.7

Exceptional

3 reviews

$918
Average price / night
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Stunning home with multiple lanais, private gym, lush green space & fruit trees
Stunning home with multiple lanais, private gym, lush green space & fruit trees
House
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
9.2

Superb

5 reviews

$1713
Average price / night
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Princeville Condo with AC, Pool, Garage, Beach Gear 27B
Princeville Condo with AC, Pool, Garage, Beach Gear 27B
House
Princeville, HI, USA
0.2k from Island Sails center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
9.5

Superb

10 reviews

$638
Average price / night
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Pualani Villa by Gather: Luxe Princeville Retreat w/ Pool & Hot Tub
Pualani Villa by Gather: Luxe Princeville Retreat w/ Pool & Hot Tub
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Crib, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$757
Average price / night
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Casa Makara
Casa Makara
Apartment
Princeville, HI, USA
0.2k from Island Sails center

Apartments, Accommodations, Parking, Spa, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$416
Average price / night
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Ohana Kai, Luxe Princeville home w/ AC
Ohana Kai, Luxe Princeville home w/ AC
House
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

4 Bedrooms10 Guests
New to Booking
$967
Average price / night
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Pili Aloha
Pili Aloha
House
Princeville, HI, USA
0.2k from Island Sails center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Hot tubs, Places to stay

1 Bedroom6 Guests
New to Booking
$742
Average price / night
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Beautifully Furnished-Great for families 3 Bed, 2 1/2 Bath Nihilani, Princeville
Beautifully Furnished-Great for families 3 Bed, 2 1/2 Bath Nihilani, Princeville
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

161 reviews

$594
Average price / night
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Nihilani 32B
Nihilani 32B
Apartment
Island Sails, Princeville, Hawaii, USA
0.2k from Island Sails center

Apartments, Accommodations, Pools, Lodgings, Beach, Hot tubs, Places to stay

2 Bedrooms6 Guests
8.0

Good

2 reviews

$449
Average price / night
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Upgraded Condo in North Shore Hanalei/ Princeville Kauai
Upgraded Condo in North Shore Hanalei/ Princeville Kauai
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.8

Exceptional

67 reviews

$486
Average price / night
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Leilani Villa
Leilani Villa
Apartment
Princeville, HI, USA
0.2k from Island Sails center

Apartments, Cheap, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Hot tubs

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$734
Average price / night
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Large Island-Style Family Home with Wheelchair Accessibility
Large Island-Style Family Home with Wheelchair Accessibility
House
Princeville, HI, 96722, United States
0.1k from Island Sails center

Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

159 reviews

$414
Average price / night
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Alii Kai 7201
Alii Kai 7201
Apartment
Princeville, HI, USA
0.3k from Island Sails center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$348
Average price / night
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Mauna Lanai Princeville Condo, 3BR/3BA, Central AC, Pool-View Lanai
Mauna Lanai Princeville Condo, 3BR/3BA, Central AC, Pool-View Lanai
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms7 Guests
10.0

Exceptional

64 reviews

$546
Average price / night
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Tropical Princeville Condo with Private Lanai
Tropical Princeville Condo with Private Lanai
Apartment
Princeville, HI, USA
0.3k from Island Sails center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Family

2 Bedrooms6 Guests
9.0

Fabulous

3 reviews

$440
Average price / night
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Beautiful, Airy 1 Br 1.5 Ba Condo Golf Course View, Pool, Hot tub (209A)
Beautiful, Airy 1 Br 1.5 Ba Condo Golf Course View, Pool, Hot tub (209A)
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.0

Fabulous

24 reviews

$354
Average price / night
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Best Pool & Hot Tub In Princeville! Tropical 2 Bedroom Sleeps 6 w/ Central A/C!
Best Pool & Hot Tub In Princeville! Tropical 2 Bedroom Sleeps 6 w/ Central A/C!
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.4

Superb

23 reviews

$537
Average price / night
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Princeville Paradise - Luxury A/C
Princeville Paradise - Luxury A/C
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$508
Average price / night
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NEW YEARs AVAILABILITY BEAUTIFUL 3Bdrm/3Bath PRESIDENTIAL SUITE (Dec 30 - Jan 3)
NEW YEARs AVAILABILITY BEAUTIFUL 3Bdrm/3Bath PRESIDENTIAL SUITE (Dec 30 - Jan 3)
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
New to Booking
$1297
Average price / night
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Condo in Princeville
Condo in Princeville
Condo
Princeville, HI, 96722, United States
0.2k from Island Sails center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
New to Booking
$577
Average price / night
Check Availability
Rainbow Shack :: Kauai
Rainbow Shack :: Kauai
Condo
Princeville, HI, 96722, United States
0.2k from Island Sails center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$741
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Beach Rentals in Island Sails.

Where to stay in Island Sails? Best neighborhoods & areas

Island Sails Beach Rentals on the Map

Frequently Asked Questions

You can explore 1024 verified beach rentals in Island Sails. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Island Sails vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $206 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Island Sails offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Island Sails welcome pets. Currently, 1 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Island Sails often include amenities designed for coastal living, such as View, Ocean View, and Oceanfront. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.