Holiday rentals near Island Sails
We found 2,906 holiday rentals — enter your dates for availability
Take a look at holiday rentals near Island Sails that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for spending time at your holiday home, including Wi-Fi and parking. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Island Sails
Showing deals for:12 Sept - 19 Sept
Image gallery for ⭐️⭐️⭐️⭐️⭐️ 5-Star Waipouli Beach Resort Amazing Ocean view from every room
1010 out of 10 rating
Exceptional
(22 reviews)
⭐️⭐️⭐️⭐️⭐️ 5-Star Waipouli Beach Resort Amazing Ocean view from every room
Kapaa, HI
7% off
Price is NZ$11,016
NZ$11,016
NZ$1,574 per night
includes taxes & fees
Image gallery for Private Villa on 3 acres with Pool and Spa TVNC-4195
1010 out of 10 rating
Exceptional
(14 reviews)
Private Villa on 3 acres with Pool and Spa TVNC-4195
Kilauea, HI
8% off
Price is NZ$29,890
NZ$29,890
NZ$4,270 per night
includes taxes & fees
Image gallery for Luxury Oceanfront Escape – A/C, Hot Tub, 5 bedrooms & Stunning Ocean Views!
1010 out of 10 rating
Exceptional
(94 reviews)
Luxury Oceanfront Escape – A/C, Hot Tub, 5 bedrooms & Stunning Ocean Views!
Princeville, HI
7% off
Price is NZ$14,322
NZ$14,322
NZ$2,046 per night
includes taxes & fees
Image gallery for Beautiful Bali Hai Villa - 2 bedroom/2 bath
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Beautiful Bali Hai Villa - 2 bedroom/2 bath
Princeville, HI
8% off
Price is NZ$9,392
NZ$9,392
NZ$1,342 per night
includes taxes & fees
Image gallery for Executive Family 4BR Princeville Home by beaches & the park w/AC, SPA and Bikes
1010 out of 10 rating
Exceptional
(56 reviews)
Executive Family 4BR Princeville Home by beaches & the park w/AC, SPA and Bikes
Princeville, HI
7% off
Price is NZ$10,046
NZ$10,046
NZ$1,435 per night
includes taxes & fees
Image gallery for Beautiful Princeville 2BR Bali Hai Villa
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Beautiful Princeville 2BR Bali Hai Villa
Princeville, HI
8% off
Price is NZ$9,601
NZ$9,601
NZ$1,372 per night
includes taxes & fees
Image gallery for Newly listed luxury home - great location, views, AC + free toys
1010 out of 10 rating
Exceptional
(8 reviews)
Newly listed luxury home - great location, views, AC + free toys
Princeville, HI
7% off
Price is NZ$8,939
NZ$8,939
NZ$1,277 per night
includes taxes & fees
Image gallery for Beautiful Bali Hai Villa - 1 Bedroom
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Beautiful Bali Hai Villa - 1 Bedroom
Princeville, HI
8% off
Price is NZ$6,729
NZ$6,729
NZ$961 per night
includes taxes & fees
Image gallery for Magnificent Mountain Views! Spacious Family Home-Sleeps 8
9.89.8 out of 10 rating
Exceptional
(166 reviews)
Magnificent Mountain Views! Spacious Family Home-Sleeps 8
Princeville, HI
7% off
Price is NZ$9,004
NZ$9,004
NZ$1,286 per night
includes taxes & fees
Image gallery for Luxury Oceanfront Condo - Fabulous Ground Floor 3BR/2BA, Sleeps 6 - Lae Nani 511
1010 out of 10 rating
Exceptional
(105 reviews)
Luxury Oceanfront Condo - Fabulous Ground Floor 3BR/2BA, Sleeps 6 - Lae Nani 511
Kapaa, HI
7% off
Price is NZ$10,030
NZ$10,030
NZ$1,433 per night
includes taxes & fees
Image gallery for 2 BED/2 BATH BALI HAI VILLAS
1010 out of 10 rating
Exceptional
(15 reviews)
2 BED/2 BATH BALI HAI VILLAS
Princeville, HI
8% off
Price is NZ$9,640
NZ$9,640
NZ$1,377 per night
includes taxes & fees
Image gallery for AIR CONDITIONED HOME FEATURED ON TV - CLOSELY LOCATED TO BEAUTIFUL N SHORE BEACH
9.89.8 out of 10 rating
Exceptional
(57 reviews)
AIR CONDITIONED HOME FEATURED ON TV - CLOSELY LOCATED TO BEAUTIFUL N SHORE BEACH
Princeville, HI
7% off
Price is NZ$10,374
NZ$10,374
NZ$1,482 per night
includes taxes & fees
Image gallery for Cozy Studio Ka Eo Kai Villa w/ pool
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cozy Studio Ka Eo Kai Villa w/ pool
Princeville, HI
8% off
Price is NZ$4,270
NZ$4,270
NZ$610 per night
includes taxes & fees
Image gallery for Ocean Pool Hale 3br 2ba Cozy Princeville Home with Private Pool, Hot tub and Ocean Views, Beach Gear
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Ocean Pool Hale 3br 2ba Cozy Princeville Home with Private Pool, Hot tub and Ocean Views, Beach Gear
Princeville, HI
5% off
Price is NZ$10,543
NZ$10,543
NZ$1,506 per night
includes taxes & fees
Image gallery for E Komo Mai at Princeville Pool House!
1010 out of 10 rating
Exceptional
(65 reviews)
E Komo Mai at Princeville Pool House!
Princeville, HI
7% off
Price is NZ$6,764
NZ$6,764
NZ$966 per night
includes taxes & fees
Image gallery for Kauai Getaway Condo on the Coconut Coast
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Kauai Getaway Condo on the Coconut Coast
Kapaa, HI
7% off
Price is NZ$3,650
NZ$3,650
NZ$521 per night
includes taxes & fees
Image gallery for Upgraded Condo in North Shore Hanalei/ Princeville Kauai
9.89.8 out of 10 rating
Exceptional
(62 reviews)
Upgraded Condo in North Shore Hanalei/ Princeville Kauai
Princeville, HI
7% off
Price is NZ$4,794
NZ$4,794
NZ$685 per night
includes taxes & fees
Image gallery for Cozy Studio Ka Eo Kai w/ pool
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Cozy Studio Ka Eo Kai w/ pool
Princeville, HI
8% off
Price is NZ$4,270
NZ$4,270
NZ$610 per night
includes taxes & fees
Image gallery for Luxury Ocean Front Property! Ocean& pool view. B204
9.89.8 out of 10 rating
Exceptional
(138 reviews)
Luxury Ocean Front Property! Ocean& pool view. B204
Kapaa, HI
5% off
Price is NZ$6,440
NZ$6,440
NZ$920 per night
includes taxes & fees
Image gallery for Just steps to Hanalei Bay. A Peaceful Getaway TVR4188 W31871267
1010 out of 10 rating
Exceptional
(149 reviews)
Just steps to Hanalei Bay. A Peaceful Getaway TVR4188 W31871267
Hanalei, HI
7% off
Price is NZ$10,806
NZ$10,806
NZ$1,544 per night
includes taxes & fees
Image gallery for Waipouli Beach Resort - Ground Floor #E103, 2 King Masters Suites
9.89.8 out of 10 rating
Exceptional
(177 reviews)
Waipouli Beach Resort - Ground Floor #E103, 2 King Masters Suites
Kapaa, HI
8% off
Price is NZ$6,454
NZ$6,454
NZ$922 per night
includes taxes & fees
Image gallery for ALOHA Authentic Hawaii Condo C-7
8.68.6 out of 10 rating
Excellent
(14 reviews)
ALOHA Authentic Hawaii Condo C-7
Kapaa, HI
7% off
Price is NZ$3,786
NZ$3,786
NZ$541 per night
includes taxes & fees
Image gallery for Penthouse Condo with Panoramic Ocean Views!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Penthouse Condo with Panoramic Ocean Views!
Princeville, Hawaii
7% off
Price is NZ$4,878
NZ$4,878
NZ$697 per night
includes taxes & fees
Image gallery for Escape to Paradise: Family Retreat in Princeville at Hanalei, Kauai.
1010 out of 10 rating
Exceptional
(125 reviews)
Escape to Paradise: Family Retreat in Princeville at Hanalei, Kauai.
Princeville, HI
7% off
Price is NZ$6,798
NZ$6,798
NZ$971 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Island Sails
Adorable Studio, sleeps 3 - Totally renovated in 2018
Sleeps 3 · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
137 reviews(137 reviews)
Beautiful Condo at the Princeville Resort on Kauai,Hi
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
177 reviews(177 reviews)
Beachfront Uncrowded Beach Is Your Backyard! 5 bedroom.<br>TMK580110100000<br>TVNC4122
Sleeps 14 · 5 bedrooms · 3+ bathrooms
8.08.0 out of 10
Very goodvery good
26 reviews(26 reviews)
Makai Club Resort
Sleeps 4 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
348 reviews(348 reviews)
Hanalei Bay Resort Ocean Front! Unobstructed Ocean & Moountain View 8231
Sleeps 2 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
159 reviews(159 reviews)
North shore Kauai w/AC & pool, near beaches
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value