Madison Vacation Rental - Vacation Rentals in Oahu

High Floor Mountain View with King or Queen Bed and Parking From US $756
         

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9.8 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Kailua Oceanfront Villa with Heated Pool & Spa From US $710
         

10.0 (112 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
MONTHLY DISCOUNT! 3Bed/2Ba House - 250 Steps to the Beach! From US $476
         

Luxury Places to Stay in Oahu

Over 10000+ Luxury Places to Stay in or Near Oahu

Top-Rated Vacation Rentals with a Pool in Oahu

Over 8884+ Top-Rated Vacation Rentals with a Pool in or Near Oahu
Luxury Ocean Villa 217 at Turtle Bay! Ocean Front! From US $1,129
         

10.0 (259 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Oahu

Over 712+ Pet-Friendly Vacation Rentals in or Near Oahu
Waikiki Whale Watcher Apts 304A From US $92
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
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  • Pet Friendly
~Waikiki~ LOWEST RATES IN AREA ~ Studio ~ Fully Furn ~ Blocks to Beach ~ From US $125
         

Magic North Shore Beach House 30 Day Rental From US $1,468
         

9.2 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
@ Marbella Lane - Paradise Point close to beaches From US $712
         

10.0 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Oahu on PetFriendly.io

Large Vacation Homes & Villas in Oahu

Over 1341+ Large Vacation Homes & Villas in or Near Oahu
MERMAID'S COVE WITH BREATHTAKING OCEAN VIEWS AT ILIKAI HOTEL From US $225
         

Luxurious DistantOcean View Villa From US $714
         

9.8 (117 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Summer Sale Rates-BT303-Beautiful ocean and pool views From US $1,174
         

Summer Sale Rates -OT511-Gorgeous 3 bed, 3bath villa From US $903
         

Summer Sale Rates- OT306- 3 BR- 3rd floor Poolside Villa From US $916
         

Wheelchair Accessible Vacation Homes in Oahu

Over 7271+ Wheelchair Accessible Vacation Homes in or Near Oahu
ISLAND COLONY STUDIO 2017 From US $79
         

8.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Partial Ocean View Condo with King or Queen Bed and Parking From US $1,001
         

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9.6 (39 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Luxury 3-Bed Ocean Villa at Turtle Bay. From US $1,534
         

9.8 (192 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Ocean View Condo - Ilikai Marina Waikiki Honolulu From US $236
         

9.6 (142 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Genuine & Affordable 1250 sqft Big Beach-front Corner Unit From US $455
         

Oahu Vacation Rentals and Airbnb Places to Stay Under $200

Over 2144+ Oahu Vacation Rentals and Airbnb Places to Stay Under $200
The Green Pineapple Studio apts From US $126
         

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New
Apartment
  • Parking
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  • Child Friendly
Waikiki Malia From US $195
         

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8.6 (2122 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Oahu

Over 8476+ Instantly Bookable Vacation Homes in or Near Oahu
Deluxe Waikiki Ocean Front Suite - Ilikai From US $454
         

9.8 (98 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

About Oahu Vacation Rentals

With more than 13696 Oahu vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Madisonvacationrental 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 Oahu.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Madisonvacationrental Oahu, 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 Oahu. Places to stay near Oahu are 643.61 ft² on average, with prices averaging US $574 a night.

Madisonvacationrental makes it easy and safe to find and compare vacation rentals in Oahu 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 Oahu

Type Count
Vacation Homes 3063
Holiday Apartments 2848
Hotels 1192
Resorts 1190
Villas 333
Cottages 120
B&B 25
Hostels 10
Cabin Rentals 8
Others 8
Ski Chalet Rentals 2

Use these Quick Filters to Find a Vacation Rental in Oahu

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

Weather in Oahu

View the weather forecast for Oahu before booking your Oahu 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

Oahu Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 13696 in the Oahu area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Oahu.