Princeville Island Sails Hotels

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21 Dec - 22 Dec
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22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Island Sails hotels

2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers
The Cliffs at Princeville

The Cliffs at Princeville

The Cliffs at Princeville
3.5 star property
0.3 km from Island Sails
8.8 out of 10, Excellent, (246)
"The rooms are beautiful, clean and inviting. The staff was attentive to needs and friendly"
United States
Kathleen
The Cliffs at Princeville
4 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Princeville Ocean Resort Villas

The Westin Princeville Ocean Resort Villas

The Westin Princeville Ocean Resort Villas
4.0 star property
1.2 km from Island Sails
8.8 out of 10, Excellent, (1000)
"Friendly staff. Beautiful property. We had another wonderful stay. Sure wish you'd reopen the pool bar. It was a lovely place to eat and drink when it was open. "
United States
Nancy
The price is HK$3,260
HK$3,870 total
includes taxes & fees
20 Jan - 21 Jan 2026
The Westin Princeville Ocean Resort Villas
Bathroom
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay
5.0 star property
1.7 km from Island Sails
9.2 out of 10, Wonderful, (285)
"Amazing views and great food. The staff are very friendly and accommodating "
United States
Stephanie
The price is HK$6,866
HK$8,696 total
includes taxes & fees
10 Jan - 11 Jan 2026
1 Hotel Hanalei Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Island Sails Hotel Reviews

3br w/so many extras! AC, fitness center, hot tub,, garage, more!

3br w/so many extras! AC, fitness center, hot tub,, garage, more!

10/10 Excellent
"Clean! Great location!! Great for 3 couples! "
Paula L. 8-night trip
Posted 4 days ago
3br w/so many extras! AC, fitness center, hot tub,, garage, more!

Hotels near other Island Sails attractions

Princeville Makai golf course on the Sunset Golf Cart tour featuring Queen’s Bath, The Kilauea lighthouse, Puff the Magic Dragon, Anini Reef and more. #LifeAtExpedia
Photo by Pam Nelson
Open Photo by Pam Nelson

Princeville Makai Golf Club

4.7/5 (35 reviews)
Play on the exceptional 18-hole golf course or take a scenic sunset tour for romantic views of the ocean, dramatic cliffs and mountains.
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Magnificent views of Hanalei Valley Lookout in Princeville, Hawaii, capturing the lush greenery and expansive fields under a bright sky

Hanalei Valley Lookout

4.9/5 (53 reviews)
Enjoy the glorious view of cascades, mountains and an intricate patchwork of fields, where taro for the island’s famous poi dish is grown.
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Frequently asked questions

What's the area like around Island Sails?
Island Sails is located in a scenic area of Princeville known for its beautiful beaches and surfing. If you're looking for a convenient place to stay, take a look at the 1858 hotels and other accommodation options you'll find within a mile.
Where is the best place to stay close to Island Sails?
Adjacent to Island Sails, The Cliffs at Princeville is one of the top choices for your stay based on our traveller data, and this aparthotel offers 2 outdoor pools and private lanais. Other good options close by include The Westin Princeville Ocean Resort Villas and Makai Club Resort.
How many hotels can I expect to find near Island Sails?
Expedia has 1858 hotels and other accommodation options within a mile from Island Sails.
If I need to cancel the hotel reservation for my stay near Island Sails, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to view the best deals near Island Sails.
What can I see and do near Island Sails?
Kilauea Lighthouse, Kilauea Point National Wildlife Refuge and Waiʻoli Huiʻia Church & Waiʻoli Mission House are some of the local landmarks to explore. Consider spending a leisurely afternoon outside at Hanalei Valley Lookout, Hanalei Beach Park or Princeville Botanical Gardens. Hideaways Beach, Puupoa Beach and Hanalei Beach are great spots if you want to spend some time by the water during your stay.