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 AU$10,274
AU$10,274
AU$1,468 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 AU$26,493
AU$26,493
AU$3,785 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 AU$12,933
AU$12,933
AU$1,848 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 AU$8,737
AU$8,737
AU$1,248 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 AU$9,358
AU$9,358
AU$1,337 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 AU$8,935
AU$8,935
AU$1,276 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 AU$6,231
AU$6,231
AU$890 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 AU$8,117
AU$8,117
AU$1,160 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 AU$8,371
AU$8,371
AU$1,196 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 AU$9,343
AU$9,343
AU$1,335 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 AU$8,973
AU$8,973
AU$1,282 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 AU$9,667
AU$9,667
AU$1,381 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 AU$3,939
AU$3,939
AU$563 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 AU$9,828
AU$9,828
AU$1,404 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 AU$6,264
AU$6,264
AU$895 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 AU$3,371
AU$3,371
AU$482 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 AU$4,430
AU$4,430
AU$633 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 AU$3,939
AU$3,939
AU$563 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 AU$5,957
AU$5,957
AU$851 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 AU$10,077
AU$10,077
AU$1,440 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 AU$5,970
AU$5,970
AU$853 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 AU$3,489
AU$3,489
AU$498 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 AU$4,507
AU$4,507
AU$644 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 AU$6,295
AU$6,295
AU$899 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