North Shore Oahu Hotels - Vacation Rentals in Surfside

Moontide Motel, Apartments, and Cabins From US $192
         

9.8 (70 Reviews)
Hotel
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Sunset Suites From US $390
         

10.0 (1 Review)
Hotel
  • Air Conditioner
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  • Pool
Patras Grand Beach Motel From US $299
         

9.5 (26 Reviews)
Hotel
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Moontide Motel Cabins & Apartments From US $306
         

9.6 (110 Reviews)
Hotel
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  • TV
The York From US $199
         

9.4 (10 Reviews)
Hotel
  • Air Conditioner
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  • View
The Edgewater From US $563
         

9.4 (1002 Reviews)
Hotel
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The Voyager From US $1,236
         

9.3 (32 Reviews)
Hotel
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  • Pool

Luxury Places to Stay in Surfside

Over 1569+ Luxury Places to Stay in or Near Surfside
9.4 (3 Reviews)
House
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  • Pool
Family Tides by Bayley Vacation Rentals From US $3,600
         

10.0 (20 Reviews)
House
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  • TV
In-Home Arcade | Hot Tub | Golf | Close to Beach From US $2,953
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
A Wave from it All From US $2,631
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Surfside

Over 254+ Top-Rated Vacation Rentals with a Pool in or Near Surfside
Renting September 2025 to June 1, 2026 From US $116
         

10.0 (15 Reviews)
Condo
  • Air Conditioner
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  • Pet Friendly
Ocean Park Meadows Unit #4, Beautiful Condo From US $473
         

10.0 (13 Reviews)
Condo
  • Air Conditioner
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  • Pool
Oceanfront, 2 Bedroom Condo, 1 Mile From The Pier From US $536
         

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
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  • Pet Friendly
Quiet Ocean Breeze Cottage From US $525
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Surfside on PetFriendly.io

Large Vacation Homes & Villas in Surfside

Over 255+ Large Vacation Homes & Villas in or Near Surfside
Spacious 5 BR Coastal Retreat - Perfect 4 Groups From US $470
         

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10.0 (3 Reviews)
House
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  • Designated Smoking Area
4 Bdr Vacation Rental - Walk to Beach From US $665
         

9.2 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Blue Doors By The Sea by Bayley Vacation Rentals From US $1,266
         

Wheelchair Accessible Vacation Homes in Surfside

Over 104+ Wheelchair Accessible Vacation Homes in or Near Surfside
Condo Room 207 Ocean view next to the pier From US $452
         

Waves Oceanfront Resort From US $930
         

7.8 (448 Reviews)
Resort
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Black Point Inn From US $691
         

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9.2 (66 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Grand Victorian ocean view, Unit 409 From US $582
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool
Grand Victorian on the Beach, Summer From US $654
         

9.8 (85 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Surfside Vacation Rentals and Airbnb Places to Stay Under $200

Over 168+ Surfside Vacation Rentals and Airbnb Places to Stay Under $200
13 Mi to Portland Studio on Old Orchard Beach! From US $159
         

Elmwood Motor Court From US $175
         

9.2 (34 Reviews)
Hotel
  • Air Conditioner
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  • Pool
Cute House -2 Blocks from Beach From US $195
         

9.0 (44 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beachfront Condo with Awesome Views From US $161
         

9.8 (98 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Pine Point Home in Quiet Neighborhood From US $171
         

9.6 (17 Reviews)
House
  • Balcony/Terrace
  • Security/Safety
  • Child Friendly

Instantly Bookable Vacation Homes in Surfside

Over 932+ 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 $220
         

3 Bdr Vacation Rental - Walk To The Beach From US $408
         

9.4 (23 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Atlantic Ocean Suites - Sand Castle Suite 7 From US $979
         

About Surfside Vacation Rentals

With more than 89 Surfside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Northshoreoahuhotels 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 Northshoreoahuhotels 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 165.09 ft² on average, with prices averaging US $317 a night.

Northshoreoahuhotels 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 89

Use these Quick Filters to Find a Vacation Rental in Surfside

Pro Tip: Northshoreoahuhotels makes it easy to compare the best listings on Northshoreoahuhotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Northshoreoahuhotels 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 89 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.