Short-Term Rentals in Island Sails, HI: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Short-Term Rentals
  3.  USA

  4.  Hawaii

  5.  Princeville
  6.  Island Sails

Refine your search

Price per night

Amenity Filter

Rating

1671 Best Short-Term Rentals 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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
Princeville Kauai 2 Bedroom Sleeps 6
Princeville Kauai 2 Bedroom Sleeps 6
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Dryer, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$1383
Average price / night
Check Availability
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
Check Availability
Wyndham Bali Hai Villas - 2 Bedroom Deluxe
Wyndham Bali Hai Villas - 2 Bedroom Deluxe
Condo
Princeville, Kauai, HI, 96722, United States
0.1k from Island Sails center

Internet, Laundry, No Smoking

2 Bedrooms6 Guests
9.2

Superb

63 reviews

$563
Average price / night
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
Kaimana Villa: Princeville Retreat w/ Lanais & Pool
Kaimana Villa: Princeville Retreat w/ Lanais & Pool
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

Crib, Dryer, Free Parking, Kitchen, Microwave, No Smoking, Outdoor Space, Pool, Tennis Court

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$721
Average price / night
Check Availability
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
Check Availability
Plantation At Princeville 921 By Parrish Kauai - spacious condo w/ AC great valu
Plantation At Princeville 921 By Parrish Kauai - spacious condo w/ AC great valu
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

27 reviews

$547
Average price / night
Check Availability
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
Check Availability
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
Check Availability
Wyndham Bali Hai Villas, 2 Bedroom Deluxe Condo, Princeville, Free WiFi
Wyndham Bali Hai Villas, 2 Bedroom Deluxe Condo, Princeville, Free WiFi
Condo
Princeville, HI, 96722, United States
0.1k from Island Sails center

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

2 Bedrooms6 Guests
9.2

Superb

5 reviews

$532
Average price / night
Check Availability
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
Check Availability
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
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 Short-Term Rentals in Island Sails.

Where to stay in Island Sails? Best neighborhoods & areas

Island Sails Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 1671 verified short-term rentals in Island Sails, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Island Sails vary depending on location, property size, and travel dates. Rates typically start from around $161 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Island Sails include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Island Sails, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Island Sails often include amenities such as Wellness Facilities, Internet, and View, providing a comfortable and convenient stay.

Short-term rentals in Island Sails are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.