A beach with turquoise water, palm trees, and colorful picnic tables.

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Sep 15 - Sep 16
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Our top choices for Greencastle hotels

1. Rosebud

Rosebud
Rock Sound
United States
BriAnna
CA $154
CA $188 total
includes taxes & fees
Sep 21 - Sep 22
Rosebud

2. Hilton's Haven

Hilton's Haven
Tarpum Bay
United States
Freddie
CA $223
CA $354 total
includes taxes & fees
Sep 21 - Sep 22
Hilton's Haven

3. Cape Eleuthera Resort & Marina

Cape Eleuthera Resort & Marina
Freetown
United States
Tiffany
CA $570
CA $663 total
includes taxes & fees
Sep 30 - Oct 1
Cape Eleuthera Resort & Marina
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Stay near popular Greencastle attractions

Cotton Bay Club Golf Course

Enjoy a round of golf in Greencastle at Cotton Bay Club Golf Course. Wander the marina and parks while you're in the area.
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Learn more about Greencastle

Venture to sights like Cotton Bay Club Golf Course and Cotton Bay as you discover Greencastle.

See all hotels in Greencastle
A beach with turquoise water, palm trees, and colorful picnic tables.

Top Greencastle Hotel Reviews

Private family beach bungalow - on a beautiful swimming beach

Private family beach bungalow - on a beautiful swimming beach

10/10 Excellent
"Clean rooms, spotless well stocked kitchen, perfect location right on the water! Excellent and responsive hosts."
Daniel 2-night trip
Posted 10 days ago
Private family beach bungalow - on a beautiful swimming beach
Oceanfront Cottage Near Restaurant, Stores

Oceanfront Cottage Near Restaurant, Stores

10/10 Excellent
"We had an absolutely wonderful stay! The house was perfect for two couples—spacious, comfortable, and equipped with everything we needed for a relaxing long weekend. The hosts were incredibly accommodating and always quick to respond to any questions. They also gave us fantastic recommendations for beaches, restaurants, grocery stores, and things to do around Eleuthera, which made exploring the island so much easier. We truly felt welcomed from start to finish and wouldn't hesitate to stay here again. Highly recommend!"
Amaya D.
Posted 2 months ago
Oceanfront Cottage Near Restaurant, Stores
Hilton's Haven

Hilton's Haven

10/10 Excellent
"Excellent stay with friendly owners."
Freddie 1-night trip
Posted 2 months ago
Hilton's Haven
Historic Home Directly on Windermere Beach w/Club

Historic Home Directly on Windermere Beach w/Club

10/10 Excellent
"Our recent Provender House 1 week stay was excellent. 1. The drive to the house on Windemere is beautiful just to start. 2. The view from the house to the pink sand beach is stunning. Several of our party exclaimed about it when we first entered the door. You are on 5 miles of beautiful pink sand beach with a normally gentle surf - as the reef breaks the waves. During our stay I only saw two people far down the beach one day, and another day one person walked by us. Plus, it is a less than a 5-minute drive or bike ride to the other side of Windemere island where you will find a completely calm beach and “beach club” with a shaded pavilion. We saw turtles and a friendly dolphin there. 3. The house is well maintained and comfortable with a quite well-equipped kitchen. Note that they can configure the bedrooms with 2 twin beds into kings if you need different sleeping arrangements than those shown on the listing. 4. Pam (the rental agent) provided excellent information on dining and activities on Eleuthera. Pam was very responsive to all our questions and made great suggestions. 5. The Property manager Bobbette and her husband William went way beyond to resolve any issues we had, including getting a water tank truck and plumber out in short order when our tank went dry (apparently because the Eleuthera water system wasn't functioning well one day) 6. All in all, a great stay at an idyllic location!"
Joe M.
Posted 3 months ago
Historic Home Directly on Windermere Beach w/Club
Private Villa Directly on Windermere Beach, Private Pool, Tennis

Private Villa Directly on Windermere Beach, Private Pool, Tennis

10/10 Excellent
"A beautiful home with a short walk to the beach! We had a wonderful time at Wave's End. The beach was beautiful, pink sand and not another person in sight. Clotilda, the housekeeper, did a wonderful job of keeping the house clean. Cardi, the caretaker, was great. The power went out and the generator broke but before we knew it wasn't working, Cardi was already working on getting it fixed. We couldn't have asked for a better home to celebrate our 20th anniversary! I would definitely stay here again and highly recommend renting."
Adam L. 7-night trip
Posted 3 months ago
Private Villa Directly on Windermere Beach, Private Pool, Tennis
ULTRA LUX Coconut Cove-FULL SOLAR- Pool-Golf Course!3acre 300 ft PINK SAND BEACH

ULTRA LUX Coconut Cove-FULL SOLAR- Pool-Golf Course!3acre 300 ft PINK SAND BEACH

10/10 Excellent
"Chris the host was great to deal with on any questions. House is awesome and plenty of stuff to do at the house that if you don’t want to leave you don’t need too. Overall a great value"
Brian L. 7-night trip
Posted 3 months ago
ULTRA LUX Coconut Cove-FULL SOLAR- Pool-Golf Course!3acre 300 ft PINK SAND BEACH
Rosebud

Rosebud

10/10 Excellent
"Rooms were clean and comfortable. Staff was friendly. Would definitely stay again and recommend. Would recommend some signage on front road."
BriAnna 1-night trip
Posted 4 months ago
Rosebud
The Pilot House Boutique Suite #4 Rock Sound

The Pilot House Boutique Suite #4 Rock Sound

10/10 Excellent
"Karen was an exceptional host: flexible, professional, helpful and friendly. I highly recommend the Pilot House if you visit Eleuthera. Some scheduling irregularities arose and Karen was proactive and resolved in to our liking. Also the gardens are immaculate and beautiful"
Edward 4-night trip
Posted 5 months ago
The Pilot House Boutique Suite #4 Rock Sound
Private Home With Ocean Views, Short Walk to Beach & Club w/Pool, Tennis, Gym

Private Home With Ocean Views, Short Walk to Beach & Club w/Pool, Tennis, Gym

8/10 Good
"Everything was great. Wonderful location"
william h. 14-night trip
Posted 8 months ago
Private Home With Ocean Views, Short Walk to Beach & Club w/Pool, Tennis, Gym

More cheap stays in Greencastle

Rosebud

Rosebud

Albury Ave Rock Sound South Eleuthera
CA $154
CA $188 total
Sep 21 - Sep 22
includes taxes & fees
9.6/10 Exceptional! (29 reviews)
Rosebud
Hilton's Haven

Hilton's Haven

Thomas St. & Queen's Highway Tarpum Bay ELEUTHERA
CA $223
CA $354 total
Sep 21 - Sep 22
includes taxes & fees
9.6/10 Exceptional! (5 reviews)
Hilton's Haven
Sundowner Villa 4 Bedroom Villa

Sundowner Villa 4 Bedroom Villa

Windermere Blvd Savannah Sound Central Eleuthera
Get ratesSundowner Villa 4 Bedroom Villa
Bayhill Apartments

Bayhill Apartments

Meridian Highway Rock Sound South Eleuthera
Get ratesBayhill Apartments
Wave's End - Private Villa Directly On Windermere Beach, Pool 3 Bedroom Villa

Wave's End - Private Villa Directly On Windermere Beach, Pool 3 Bedroom Villa

Windermere Blvd Savannah Sound Central Eleuthera
Get ratesWave's End - Private Villa Directly On Windermere Beach, Pool 3 Bedroom Villa

Frequently asked questions

What is the best area to stay in Greencastle?
The best area to stay in Greencastle, South Eleuthera, is directly along the coastline, particularly near the main settlement road that runs parallel to the ocean.This area provides easy access to the stunning beaches and clear waters that Greencastle is known for. You'll find a selection of holiday rentals and boutique accommodations located among the palm trees, often with direct beach access or just a short walk away. The general layout is linear, following the natural curve of the coast, making it easy to navigate.Couples looking for a peaceful and romantic getaway will find this area perfect. The seclusion of the beachfront properties allows for private moments, whether it's watching the sunrise over the Atlantic or enjoying a quiet evening stroll along the sand. Days can be spent relaxing by the water, snorkelling in the shallow reefs, or simply enjoying the tranquility.Families will also appreciate staying along the coast. Many properties offer ample space and direct access to the beach, which is ideal for children to play freely.
When is the best time to go to Greencastle?
The best time to go to Greencastle, South Eleuthera, is during the dry season, which runs from December to May, though the shoulder months of November and June also offer excellent conditions.During this period, you'll experience consistently warm temperatures, typically ranging from 24°C to 29°C, with lower humidity and minimal rainfall. This makes it ideal for enjoying the stunning pink sand beaches, like those found near Lighthouse Beach, and for water activities such as snorkelling, diving, and boating in the crystal-clear waters. The calmer seas during these months are particularly appealing for those looking to explore the vibrant coral reefs and marine life.Families often find these months superb for a holiday, as the pleasant weather allows for uninterrupted outdoor enjoyment. Children can play safely on the beaches, and the calm waters are excellent for swimming and gentle water sports. The consistent sunshine ensures a relaxing and enjoyable trip for everyone.Couples looking for a romantic escape will appreciate the idyllic weather, superb for sunset strolls along the uncrowded beaches or enjoying a quiet dinner al fresco.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Greencastle.
How much is the nightly rate at a Greencastle hotel?
Prices for hotels in Greencastle often vary, but you can find a great deal from CA $188 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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