Accommodations in Island Sails, HI: Compare 10+ Sites & Save

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1049 Best Accommodations in Island Sails (Starting from $161)

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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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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Beautiful Airy 1 Br Condo with Loft Golf Course View Pool Hot tub 209A
Beautiful Airy 1 Br Condo with Loft Golf Course View Pool Hot tub 209A
Apartment
Princeville, HI, USA
0.1k from Island Sails center

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

1 Bedroom4 Guests
8.2

Very Good

5 reviews

$439
Average price / night
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Bali Hai Resort 1 Bedroom w/ HOT TUB & POOL
Bali Hai Resort 1 Bedroom w/ HOT TUB & POOL
Apartment
Princeville, HI, 96722, United States
0.1k from Island Sails center

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

1 Bedroom4 Guests
10.0

Exceptional

4 reviews

$264
Average price / night
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Beautiful 2 Br 2.5 Ba Condo Golf Course View, Pool, Hot Tub (209AB)
Beautiful 2 Br 2.5 Ba Condo Golf Course View, Pool, Hot Tub (209AB)
Apartment
Princeville, HI, USA
0.1k from Island Sails center

Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$665
Average price / night
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Stunning 2 Bedroom Deluxe at Wyndham Bali Hai
Stunning 2 Bedroom Deluxe at Wyndham Bali Hai
Resort
Princeville, HI, 96722, United States
0.1k from Island Sails center

Balcony, Barbecue, Free Parking, Hot Tub, Internet, Kitchen, No Smoking, Pool, TV

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$217
Average price / night
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2 Br Princeville Sands Condo with Pool and Hot Tub (137-A/B)
2 Br Princeville Sands Condo with Pool and Hot Tub (137-A/B)
Apartment
Princeville, HI, USA
0.1k from Island Sails center

Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Condos

2 Bedrooms4 Guests
New to Booking
$558
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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Ke Kai Olina
Ke Kai Olina
House
Princeville, HI, USA
0.1k from Island Sails center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

6 Bedrooms12 Guests
New to Booking
$1048
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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Kauai North Shore Escape with Pools, Hot Tubs & Spacious Villa in Princeville
Kauai North Shore Escape with Pools, Hot Tubs & Spacious Villa in Princeville
Resort
Princeville, HI, 96722, United States
0.1k from Island Sails center

Balcony, Barbecue, Free Parking, Hot Tub, Internet, Kitchen, Microwave, No Smoking, Pool

2 Bedrooms6 Guests
New to Booking
$272
Average price / night
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Wyndham Bali Hai 3BR Villa with Resort Access
Wyndham Bali Hai 3BR Villa with Resort Access
House
Princeville, HI, USA
0.1k from Island Sails center

Parking, Air Conditioner, Internet, Pool, Security/Safety, Fireplace/Heating, Wellness Facilities

36 Bedrooms8 Guests
New to Booking
$500
Average price / night
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Sandpiper 120B
Sandpiper 120B
House
Princeville, HI, USA
0.1k from Island Sails center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
7.3

Good

27 reviews

$161
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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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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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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Spacious Hawaiian Paradise with Private Balcony's and Full access to all Amenities
Spacious Hawaiian Paradise with Private Balcony's and Full access to all Amenities
Resort
Princeville, Kaua'i, HI, 96722, United States
0.1k from Island Sails center

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

2 Bedrooms6 Guests
4.0

Review score

1 reviews

$480
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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Amazing private home with AC, Pool, Garage, Hot Tub and Toys N27C
Amazing private home with AC, Pool, Garage, Hot Tub and Toys N27C
House
Princeville, HI, USA
0.2k from Island Sails center

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

3 Bedrooms7 Guests
9.3

Superb

3 reviews

$442
Average price / night
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Plantations at Princeville #511
Plantations at Princeville #511
Apartment
Princeville, HI, USA
0.2k from Island Sails center

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

2 Bedrooms4 Guests
6.3

Good

3 reviews

$278
Average price / night
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The Plantation at Princeville 222 condo
The Plantation at Princeville 222 condo
Apartment
Princeville, HI, USA
0.2k from Island Sails center

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

3 Bedrooms6 Guests
New to Booking
$512
Average price / night
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Wyndham Bali Hai Villas - 1 Bedroom Suite
Wyndham Bali Hai Villas - 1 Bedroom Suite
Resort
Princeville, Kauai, HI, 96722, United States
0.1k from Island Sails center

Laundry, Living Area, No Smoking

1 Bedroom4 Guests
9.8

Exceptional

6 reviews

$546
Average price / night
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New Listing! Northshore Gem - 2 bd/2ba Plantations @ Princeville!
New Listing! Northshore Gem - 2 bd/2ba Plantations @ Princeville!
House
Princeville, HI, 96722, United States
0.2k from Island Sails center

Fitness Equipment, Kitchen, No Smoking, Outdoor Space, Toys

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$629
Average price / night
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Pili Aloha: 3BR Condo w/ Lanai, Pool & Mountain Views
Pili Aloha: 3BR Condo w/ Lanai, Pool & Mountain Views
House
Princeville, HI, 96722, United States
0.2k from Island Sails center

AC, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$627
Average price / night
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Beautiful Princeville Kauai 3 Bedroom Sleeps 6
Beautiful Princeville Kauai 3 Bedroom Sleeps 6
House
Princeville, HI, 96722, United States
0.2k from Island Sails center

AC, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$1262
Average price / night
Check Availability
Private North Shore Getaway w/ Pool Near Hanalei!
Private North Shore Getaway w/ Pool Near Hanalei!
House
Princeville, HI, 96722, United States
0.2k from Island Sails center

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

2 Bedrooms4 Guests
New to Booking
$452
Average price / night
Check Availability
Bali Hai 1-bedroom resort in fantastic Princeville with Pool & Hot tub
Bali Hai 1-bedroom resort in fantastic Princeville with Pool & Hot tub
Resort
Princeville, HI, 96722, United States
0.2k from Island Sails center

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

1 Bedroom4 Guests
10.0

Exceptional

7 reviews

$259
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 Accommodations in Island Sails.

Where to stay in Island Sails? Best neighborhoods & areas

Island Sails Accommodations on the Map

Frequently Asked Questions

You can explore 1049 verified accommodations in Island Sails, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Island Sails vary based on property type, location, and travel dates. Rates typically start from around $161 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Island Sails.

Yes, Island Sails offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 58 listings in Island Sails are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Island Sails, booking several months ahead can help secure your preferred property.

Accommodations in Island Sails commonly include amenities such as Wellness Facilities, Internet, and Pool. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Island Sails focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Island Sails.