Discover Your Perfect Omao Vacation Homes

Omao Pet Friendly Vacation Rentals

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10.0 (1 Review)
Apartment
Pili Mai 13C
  • Air Conditioner
  • Pet Friendly
  • Pool
View Availability
See More Pet-Friendly Vacation Rentals in Omao on PetFriendly.io

Why Choose Rent By Owner for your Omao Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Omao

When should you plan your Vacation Rentals stay?

To make the most of your stay here, consider planning your visit during the area's peak or shoulder seasons, when the weather is ideal and the region's natural beauty is at its best for exploring and relaxing in your perfect vacation rental.

Peak Season Highlights

spring
December to April

During this peak season, the region experiences warm weather and less rain, making it ideal for enjoying outdoor activities. Visitors flock here seeking a sunny escape, which can lead to higher rental rates.

Average Temperature Daytime: 78°F - 82°F - Nighttime: 65°F - 70°F
spring
June to August

This summer period attracts many travelers craving the island’s vibrant atmosphere and perfect beach weather. It’s the busiest time for vacation rentals, so early booking is recommended.

Average Temperature Daytime: 85°F - 88°F - Nighttime: 70°F - 74°F

Off-Season Highlights

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May and November

In the shoulder months, you’ll enjoy fewer crowds and more flexible availability while still experiencing pleasant weather perfect for exploring the area.

Average Temperature Daytime: 77°F - 83°F - Nighttime: 64°F - 69°F
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September to October

This period offers a quieter retreat with slightly lower rental costs, and the weather remains warm with occasional tropical showers, ideal for those seeking tranquility.

Average Temperature Daytime: 82°F - 86°F - Nighttime: 66°F - 71°F

Weekly Weather Forecast for Omao

How to Book Your Omao Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Omao

More Top-Rated Vacation Rentals in Omao Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax under the Hawaiian sun.
  • Take advantage of spacious patios or decks for outdoor dining and entertaining.
  • Benefit from lush gardens and landscaped yards that add to the tropical ambiance.
  • Make use of outdoor grilling areas to enhance your culinary experience while here.
  • Relax in shaded lanai areas perfect for enjoying the warm coastal breezes.
  • Explore nearby walking trails and scenic viewpoints accessible from many properties.
  • Utilize outdoor recreational spaces such as tennis courts or playgrounds often available in this region.

Top Attractions Around Omao

What attractions are nearby?

In this charming region, you can explore a variety of outdoor activities such as scenic hikes, beaches, and cultural sites that showcase the natural beauty and rich history of Omao, Koloa, Hawaii, USA.

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Family Activities

  • Poipu Beach Park: Enjoy swimming, snorkeling, and picnicking at this family-friendly beach, perfect for creating memorable moments in the heart of the region.
  • Koloa Historical Society Museum: Discover local history and culture through engaging exhibits that offer educational fun for the entire family in this charming area.
  • Allerton Garden: Explore lush botanical gardens showcasing diverse plant collections and stunning scenery, ideal for a relaxing family day out in the region.
  • Kilohana Plantation Adventure: Experience a scenic train tour and browse through unique shops and delicious eateries at this historic plantation, providing an entertaining outing for all ages.
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Adult Activities

  • Hiking along the Mahaulepu Heritage Trail: You can explore scenic coastal views and learn about the area's rich history on this popular trail near Omao.
  • Visiting local farmers' markets: Discover fresh produce and handcrafted goods at community markets that showcase the region's vibrant culture and flavors.
  • Golfing at nearby courses: Enjoy a relaxing day on world-class golf courses set against picturesque landscapes in this part of Hawaii.
  • Relaxing at local beaches: Unwind by the turquoise waters and soft sands that are easily accessible from here, perfect for swimming or sunbathing.

Omao Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Beaches: Take advantage of the area's stunning beaches for relaxing days in the sun and enjoying the ocean’s natural beauty.
  • Discover Authentic Cuisine: Savor local flavors by trying regional restaurants or preparing fresh ingredients from nearby markets at your rental.
  • Plan Nature Excursions: Use the region's scenic parks and trails to immerse yourself in lush landscapes and enjoy outdoor activities.
  • Engage with the Community: Connect with residents or join local events to gain a deeper appreciation of this destination's culture and charm.

Transportation Options

  • Car Rentals: Renting a car here provides the flexibility to explore the scenic beauty of the region at your own pace, making it an ideal transportation choice for enjoying this destination fully.
  • Public Transit: The local bus system offers an affordable and convenient way to get around, connecting you to key areas and attractions in this part of Hawaii without hassle.
  • Taxis and Rideshare Services: Taxis and rideshare options like Uber or Lyft are readily available, offering quick and reliable transportation throughout the area when you need to move efficiently between sites.
  • Bicycle Rentals: Cycling is a popular way to experience the surroundings intimately, with rentals easily accessible for exploring nearby beaches, parks, and local neighborhoods.

Local Customs Options

  • Respect for Aloha Spirit: Embracing the local culture means honoring the Aloha Spirit, which emphasizes kindness, harmony, and mutual respect in daily interactions.
  • Traditional Hawaiian Luaus: Participating in or observing a Hawaiian luau offers insight into the region’s rich cultural heritage through music, dance, and local cuisine.
  • Local Art and Craftsmanship: Appreciating handcrafted items reflects the region's commitment to preserving its artistic traditions and supports local artisans.
  • Native Language Usage: Learning a few Hawaiian words or phrases can enhance your connection with the community and show respect for the area’s cultural roots.

Frequently Asked Questions About Omao?

1. What are the top vacation rentals in Omao?

There are a lot of options in Omao. If you plan on staying in the Omao area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Omao:

2. How many vacation rentals have private pools in Omao?

There are 158 vacation rentals with private pools near Omao. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Omao are best for families?

If you are looking for a family-friendly vacation home in Omao, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Omao:

4. How many Rentbyowner vacation rentals are available in Omao?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 879 in the Omao area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Omao. 

5. What is the cancellation policy for vacation rentals in Omao, Koloa, Hawaii?

Cancellation policies vary depending on the individual listing. You should review the specific property's cancellation terms on the listing page or contact the property owner directly to understand any applicable fees or restrictions.

6. How do I ensure the availability of a vacation rental in this location during my desired dates?

Availability is updated in real-time on the listing, but it’s recommended to confirm your dates quickly and communicate with the property owner if needed to secure your stay in this area.

7. Are there any specific check-in and check-out procedures I should be aware of when booking here?

Check-in and check-out instructions are provided within each listing. To ensure a smooth arrival and departure, review these details carefully or reach out to the property owner for clarification.

8. What amenities are typically included in vacation rentals in this region?

Most properties offer essential amenities such as Wi-Fi, parking, and fully equipped kitchens. For specific features, please consult the listing details or contact the owner directly.

9. How can I get support if I encounter issues during my stay in this destination?

Support is available through the property owner or customer service channels of the booking platform. Contact information is usually provided within the listing or in your booking confirmation.