Castle In Hawaii - Vacation Rentals in Surfside

Beautiful and Spacious Ocean Front Spanish Villa Mansion From US $1,270
         

Waves Oceanfront Resort From US $930
         

7.8 (448 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
The Grand Beach Inn From US $194
         

|
7.2 (1367 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Seaview Beach House From US $712
         

|
7.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Sun Outdoors Old Orchard Beach Downtown From US $373
         

9.0 (2 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pet Friendly
Beach Villa From US $200
         

9.0 (88 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Alouette Beach Resort Economy Rooms From US $141
         

8.7 (151 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Surfside

Over 1573+ Luxury Places to Stay in or Near Surfside
9.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Family Tides by Bayley Vacation Rentals From US $3,614
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Surfside

Over 241+ Top-Rated Vacation Rentals with a Pool in or Near Surfside
Ocean Park Meadows Unit #4, Beautiful Condo From US $465
         

10.0 (14 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Surfside

Over 405+ Pet-Friendly Vacation Rentals in or Near Surfside
Little Miss Cottages - 68 East Grand Luxury Condo From US $628
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Little Miss Cottages From US $507
         

8.4 (83 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Beach House ∆ Prime Location ∆ Steps to the Ocean From US $581
         

10.0 (63 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Surfside on PetFriendly.io

Large Vacation Homes & Villas in Surfside

Over 250+ Large Vacation Homes & Villas in or Near Surfside
Spacious 5 BR Coastal Retreat - Perfect 4 Groups From US $470
         

|
10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
4 Bdr Vacation Rental - Walk to Beach From US $614
         

8.8 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Blue Doors By The Sea by Bayley Vacation Rentals From US $1,213
         

Wheelchair Accessible Vacation Homes in Surfside

Over 99+ Wheelchair Accessible Vacation Homes in or Near Surfside
The Edgewater From US $369
         

|
8.7 (654 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Black Point Inn From US $601
         

|
9.2 (68 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Condo Room 207 Ocean view next to the pier From US $452
         

Grand Victorian ocean view, Unit 409 From US $583
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool
Seawatch Oceanfront Unit 602 From US $527
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool

Surfside Vacation Rentals and Airbnb Places to Stay Under $200

Over 178+ Surfside Vacation Rentals and Airbnb Places to Stay Under $200
The Tides Inn Motel Room 4 From US $136
         

9.7 (3 Reviews)
House
  • Parking
  • Security/Safety
  • Child Friendly
The Rebekah Inn From US $152
         

9.0 (91 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cute House -2 Blocks from Beach From US $195
         

9.0 (44 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Unit C, near Marsh, Beach and Portland From US $100
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Surfside

Over 939+ Instantly Bookable Vacation Homes in or Near Surfside
Pine Point Beach - Private, quaint, charming space From US $322
         

10.0 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Perfect Location & Best Prices! 5th house from the Beach From US $219
         

3 Bdr Vacation Rental - Walk To The Beach From US $420
         

9.4 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Atlantic Ocean Suites - Sand Castle Suite 7 From US $520
         

About Surfside Vacation Rentals

With more than 7 Surfside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Castleinhawaii and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Surfside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Castleinhawaii Surfside, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Surfside. Places to stay near Surfside are 1099.1 ft² on average, with prices averaging US $546 a night.

Castleinhawaii makes it easy and safe to find and compare vacation rentals in Surfside with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Surfside

Type Count
Hotels 2
Resorts 2
Villas 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Surfside

Pro Tip: Castleinhawaii makes it easy to compare the best listings on Castleinhawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Castleinhawaii homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Surfside.

Weather in Surfside

View the weather forecast for Surfside before booking your Surfside Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Surfside Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Surfside?

Currently, the total number of properties listed in 2026 is over 7 in the Surfside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Surfside.