Kauai Ohana Vacation Rentals - Vacation Rentals in Surfside

Sea Shell From US $198
         

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10.0 (4 Reviews)
House
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  • View
The Beach Bunker From US $289
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
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  • Accessibility
Perfect Location & Best Prices! 5th house from the Beach From US $220
         

Luxury Places to Stay in Surfside

Over 1458+ Luxury Places to Stay in or Near Surfside
Bliss Street Beach House by Bayley Vacation Rental From US $3,028
         

Bliss Street Beach House From US $3,027
         

New
House
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5 BR 3 Bath Waterfront Beach Home From US $2,180
         

9.6 (29 Reviews)
House
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  • TV
A Shore Thing by Bayley Vacation Rentals From US $2,043
         

10.0 (3 Reviews)
House
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  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Surfside

Over 257+ Top-Rated Vacation Rentals with a Pool in or Near Surfside
Renting September 2025 to June 1, 2026 From US $132
         

10.0 (15 Reviews)
Condo
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  • Pet Friendly
Ocean Park Meadows Unit #4, Beautiful Condo From US $251
         

10.0 (13 Reviews)
Condo
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  • Pool
Oceanfront, 2 Bedroom Condo, 1 Mile From The Pier From US $364
         

Pet-Friendly Vacation Rentals in Surfside

Over 372+ Pet-Friendly Vacation Rentals in or Near Surfside
Little Miss Cottages - 68 East Grand Luxury Condo From US $628
         

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10.0 (1 Review)
House
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  • Pet Friendly
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Grand Beach Inn From US $162
         

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7.2 (1003 Reviews)
Hotel
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  • Pet Friendly
Cozy 1 Bedroom Cabin From US $228
         

8.0 (2 Reviews)
Cottage
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  • Pet Friendly
Beach House ∆ Prime Location ∆ Steps to the Ocean From US $383
         

10.0 (56 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 240+ Large Vacation Homes & Villas in or Near Surfside
Spacious Family Suite Steps to the Beach (444) From US $886
         

10.0 (2 Reviews)
Apartment
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  • Security/Safety
4 Bdr Vacation Rental - Walk to Beach From US $681
         

9.2 (17 Reviews)
House
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  • TV
Blue Doors By The Sea by Bayley Vacation Rentals From US $946
         

Great Beach House-75YDS to Beach-Bikes Included From US $939
         

Wheelchair Accessible Vacation Homes in Surfside

Over 108+ Wheelchair Accessible Vacation Homes in or Near Surfside
Waves Oceanfront Resort From US $930
         

7.7 (444 Reviews)
Resort
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  • Pool
Black Point Inn From US $577
         

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9.2 (62 Reviews)
Hotel
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Condo Room 207 Ocean view next to the pier From US $307
         

Adorable 1 bedroom cabin only 50 ft from beach#1 From US $206
         

10.0 (3 Reviews)
Cottage
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  • Pet Friendly
Cheerful 1 bedroom cottage only 50ft from beach From US $227
         

10.0 (2 Reviews)
Cottage
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  • Parking
  • Pet Friendly
Grand Victorian ocean view, Unit 409 From US $512
         

10.0 (1 Review)
Condo
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  • Parking
  • Pool

Surfside Varoom and Airbnb Places to Stay Under $200

Over 210+ Surfside Varoom and Airbnb Places to Stay Under $200
OOB Apt - 1 Block to Bay, Half-Mile to Pier! From US $106
         

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10.0 (1 Review)
Apartment
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  • Accessibility
The Rebekah Inn From US $136
         

9.0 (87 Reviews)
House
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  • Parking
  • TV
Walk to Pine Point Beach from CJs Hideaway! From US $186
         

Cozy 1 BR Condo Steps From The Beach From US $181
         

9.8 (42 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Surfside

Over 875+ Instantly Bookable Vacation Homes in or Near Surfside
3 Bdr Vacation Rental - Walk To The Beach From US $409
         

9.6 (22 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Pine Point Beach - Private, quaint, charming space From US $322
         

10.0 (17 Reviews)
Apartment
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  • Parking
  • Security/Safety
Atlantic Ocean Suites - Sand Castle Suite 7 From US $516
         

About Surfside Vacation Rentals

With more than 1467 Surfside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Kauaiohanavacationrentals 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 Kauaiohanavacationrentals 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 827.01 ft² on average, with prices averaging $437 a night.

Kauaiohanavacationrentals 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
Vacation Homes 525
Holiday Apartments 378
Cottages 133
Hotels with Suites 79
Cabin Rentals 8
B&B 3
Resorts 2
Villas 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Surfside

Pro Tip: Kauaiohanavacationrentals makes it easy to compare the best listings on Kauaiohanavacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Kauaiohanavacationrentals 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

What are the top vacation rentals in Surfside?
How many vacation rentals are available in Surfside?

Currently, the total number of properties listed in 2026 is over 1467 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.