Castle In Hawaii - Vacation Rentals in South O'ahu

We're booking now - calendar not up to date. in Honolulu From US $1,281
         

9.6 (23 Reviews)
Villa
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  • Pool
Halekulani - NO RESORT FEE in Honolulu From US $827
         

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9.4 (691 Reviews)
Resort
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Halekulani in Honolulu From US $1,008
         

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9.8 (1009 Reviews)
Resort
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Oahu Resort 2 Bedroom Villa Sleeps 6 in Honolulu From US $1,470
         

6.0 (1 Review)
Villa
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Diamond Head Luxury Beachfront Estate in Honolulu From US $4,299
         

Luxury Places to Stay in South O'ahu

Over 9669+ Luxury Places to Stay in or Near South O'ahu

Top-Rated Vacation Rentals with a Pool in South O'ahu

Over 6717+ Top-Rated Vacation Rentals with a Pool in or Near South O'ahu
Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi in Honolulu From US $432
         

Oceanview Waikiki condo, free parking! RENOVATED 2025 in Honolulu From US $425
         

10.0 (133 Reviews)
Condo
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Resort Style with Hula Show, Fireworks and even Tiki Torches! in Honolulu From US $508
         

Newly renovated, Free Parking, One block to Waikiki Beach in Honolulu From US $359
         

Newly renovated, Free Parking, One block to Waikiki Beach in Honolulu From US $352
         

10.0 (110 Reviews)
Apartment
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Pet-Friendly Vacation Rentals in South O'ahu

Over 496+ Pet-Friendly Vacation Rentals in or Near South O'ahu
~Waikiki~ LOWEST RATES IN AREA ~ Studio ~ Fully Furn ~ Blocks to Beach ~ in Honolulu From US $137
         

Waikiki Whale Watcher Apts 304A in Honolulu From US $92
         

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10.0 (1 Review)
Apartment
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  • Pet Friendly
★ Oasis Luxury Condo, Steps away from the beach 🏖 in Honolulu From US $419
         

9.4 (8 Reviews)
House
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  • Pet Friendly
@ Marbella Lane - Waikiki Studio | Beach 15 Steps in Honolulu From US $364
         

7.8 (43 Reviews)
Apartment
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  • Pet Friendly
  • Pool
Waikiki Beach furnished condo in Honolulu From US $132
         

10.0 (17 Reviews)
Condo
  • Air Conditioner
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  • Pet Friendly
Simply Beautiful Waikīkī Apartment in Honolulu From US $271
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
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  • Pet Friendly

Large Vacation Homes & Villas in South O'ahu

Over 454+ Large Vacation Homes & Villas in or Near South O'ahu
MERMAID'S COVE WITH BREATHTAKING OCEAN VIEWS AT ILIKAI HOTEL in Honolulu From US $225
         

Home of Aloha, 5 Bedrooms/4 Baths, Sleeps 14 in Honolulu From US $1,039
         

9.6 (4 Reviews)
House
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NEW RENO 2 apts fit 12! 2 car parking, pool & more in Honolulu From US $958
         

Wheelchair Accessible Vacation Homes in South O'ahu

Over 6339+ Wheelchair Accessible Vacation Homes in or Near South O'ahu
ISLAND COLONY STUDIO 2017 in Honolulu From US $79
         

8.0 (6 Reviews)
Apartment
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  • Pool
Ocean View Condo - Ilikai Marina Waikiki Honolulu in Honolulu From US $277
         

9.6 (145 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Deluxe Waikiki Ocean Front Suite - Ilikai in Honolulu From US $453
         

9.8 (104 Reviews)
Apartment
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  • Pool

South O'ahu Vacation Rentals and Airbnb Places to Stay Under $200

Over 1486+ South O'ahu Vacation Rentals and Airbnb Places to Stay Under $200
Windsor Waikiki in Honolulu From US $99
         

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New
Apartment
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The Beach Waikiki Boutique Hostel in Honolulu From US $100
         

8.8 (377 Reviews)
Hostel
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  • Pool
Newly renovated cozy studio with huge lanai! in Honolulu From US $115
         

9.4 (10 Reviews)
Condo
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  • Pool
Clean studio at the heart of Waikiki! in Honolulu From US $114
         

8.4 (23 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in South O'ahu

Over 6355+ Instantly Bookable Vacation Homes in or Near South O'ahu
Waikiki Golden Holiday/Free Parking/Beach Supply in Honolulu From US $475
         

2.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Waikiki escape w/ocean views & beach gear in Honolulu From US $478
         

9.8 (96 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About South O'ahu Vacation Rentals

With more than 896 South O'ahu 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 South O'ahu.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Castleinhawaii South O'ahu, 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 South O'ahu. Places to stay near South O'ahu are 651.7 ft² on average, with prices averaging US $937 a night.

Castleinhawaii makes it easy and safe to find and compare vacation rentals in South O'ahu 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 South O'ahu

Type Count
Resorts 825
Villas 31
Holiday Apartments 22
Hotels 10
Vacation Homes 6
Others 2

Use these Quick Filters to Find a Vacation Rental in South O'ahu

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 South O'ahu.

Weather in South O'ahu

View the weather forecast for South O'ahu before booking your South O'ahu 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

South O'ahu Vacation Rental Frequently Asked Questions

What are the top vacation rentals in South O'ahu?
How many vacation rentals are available in South O'ahu?

Currently, the total number of properties listed in 2026 is over 896 in the South O'ahu area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South O'ahu.