Explore Hawaii Vacation Rentals
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Luxury Places to Stay in Hawaii
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Top-Rated Vacation Rentals with a Pool in Hawaii
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Pet-Friendly Vacation Rentals in Hawaii
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Large Vacation Homes & Villas in Hawaii
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Wheelchair Accessible Vacation Homes in Hawaii
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Hawaii Villas and Airbnb Homes Under $200
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Instantly Bookable Vacation Homes in Hawaii
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About Hawaii Vacation Rentals
Explore more than 55460 vacation rentals available in Hawaii. These accommodations, including vacation homes and HawaiiVillas properties, boast excellent amenities and exceptional value, blending comfort and luxury. Enjoy spaciousness and convenience at a HawaiiVillas property in Hawaii.
Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in Hawaii, you can effortlessly compare various options with a simple click. Whether you seek properties with swimming pools, hot tubs, pet-friendly policies, or expansive master suites with large screen TVs, you'll find vacation rentals by owner (RBOs) and other popular Airbnb-style accommodations near Hawaii. The average room size in accommodations near Hawaii is 975.84 ft². Prices average $638 per night.
HawaiiVillas streamlines and secures your search for vacation rentals in Hawaii, often offering savings of 30-40% compared to hotel prices. Start your search today and book with confidence.
Top Rental Accommodation Types in Hawaii
Type | Count |
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Vacation Homes | 13733 |
Holiday Apartments | 9591 |
Villas | 1513 |
Cottages | 499 |
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★ Pro Tip: HawaiiVillas simplifies comparison of top listings across various online vacation rental platforms like Booking.com and others. Use the Advanced Filter feature to switch effortlessly between HawaiiVillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, property types, cancellation policies, prices, and more. These tools streamline the search for your ideal accommodation for your next vacation in Hawaii.
Weather in Hawaii, US
View the weather forecast for Hawaii before booking your Hawaii Vacation Rentals to confirm your best time to go.
Top Attractions Around Hawaii, US
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Other Places to Stay in Hawaii, US
Your Guide to Vacation Rentals in Hawaii
If you're looking for a tranquil and beautiful vacation spot in Oahu, look no further than Kaaawa. This charming little town on the windward side of the island has become increasingly popular with vacationers looking for a relaxing alternative to the hustle and bustle of Waikiki. With its stunning beaches, lush mountains, and warm hospitality, Kaaawa has everything you need for an unforgettable vacation experience. In this guide, we'll take a closer look at what makes this town so special and provide you with all the information you need on vacation rentals in Kaaawa.
Why Choose Kaaawa for Your Oahu Vacation
Kaaawa is a hidden gem on the windward side of Oahu, tucked away between the mountains and the ocean. The town's remote location makes for a peaceful and secluded atmosphere that's perfect for those looking to escape from the crowds and chaos of Waikiki. But that's not the only reason to choose Kaaawa for your Oahu vacation. Below, we'll explore some of the unique features that make this town an excellent choice for travelers.
The Charm of Kaaawa
One of the most charming aspects of Kaaawa is its small-town appeal. Here, you'll find friendly locals, gorgeous scenery, and a laid-back vibe that's hard to resist. Whether you're strolling along the beach or hiking one of the numerous trails in the area, you'll feel a sense of tranquility that's hard to find anywhere else. And don't forget to check out the town's farmers' market, where you'll find fresh produce, local crafts, and handmade goods.
One of the best ways to experience the charm of Kaaawa is to take a stroll through the town's streets. You'll find quaint shops, restaurants, and cafes that offer a taste of local flavor. Stop by the Kaaawa General Store for a refreshing shave ice or grab a plate lunch from the local food trucks. You'll quickly see why Kaaawa is known for its laid-back and friendly atmosphere.
Proximity to Attractions and Activities
Despite its remote location, Kaaawa is just a short drive away from many of Oahu's top attractions. If you're looking to experience the island's natural beauty, there are plenty of hiking trails, waterfalls, and beaches to explore in the area. One of the most popular hikes in the area is the Crouching Lion Trail, which offers stunning views of the ocean and the surrounding mountains. For a more relaxing experience, head to Kualoa Beach Park, where you can swim, snorkel, or simply soak up the sun.
If you're interested in learning about Hawaii's history and culture, Kaaawa is a great place to start. The nearby town of Kaneohe is home to the Hawaii Plantation Village, where you can learn about the lives of the sugar plantation workers who helped shape Hawaii's history. You can also visit the Polynesian Cultural Center, which offers a glimpse into the diverse cultures that make up the Pacific Islands.
A Relaxing Alternative to Waikiki
If you're looking for a vacation spot that's less touristy than Waikiki, Kaaawa is a great choice. Here, you'll find a more authentic Hawaiian experience, with fewer crowds and a slower pace of life. Whether you're lounging on the beach, exploring the local culture, or just taking in the stunning views, you'll feel like you're a million miles away from the hustle and bustle of the city.
One of the best ways to relax in Kaaawa is to spend some time on the beach. The town's main beach is a great spot for swimming, sunbathing, and picnicking. You can also head to nearby Kahana Bay Beach Park, which is known for its calm waters and beautiful scenery. If you're feeling adventurous, you can rent a kayak or stand-up paddleboard and explore the bay on your own.
Overall, Kaaawa is a great choice for travelers who are looking for a peaceful and authentic Hawaiian experience. Whether you're interested in hiking, beachcombing, or simply relaxing, you'll find plenty to do in this charming town on Oahu's windward side.
Types of Vacation Rentals in Kaaawa
With its stunning natural beauty, warm tropical climate and laid-back atmosphere, Kaaawa is a popular vacation destination for travelers from all over the world. When it comes to finding the perfect place to stay, Kaaawa offers a wide range of vacation rentals to suit every taste and budget. Below, we'll take a closer look at some of the most popular options for accommodations in the area.
Beachfront Homes
For those who want to indulge in the ultimate luxury experience, a beachfront home in Kaaawa is hard to beat. Imagine waking up each morning to the sound of the waves crashing on the shore, and stepping out onto your private balcony to take in the breathtaking ocean views. These properties offer the perfect combination of comfort and relaxation, with private swimming pools, spacious living areas, and plenty of room for family and friends. Whether you're looking for a romantic getaway or a fun-filled family vacation, a beachfront home in Kaaawa is sure to exceed your expectations.
Cozy Cottages
If you're interested in a more intimate vacation rental, a cozy cottage in Kaaawa might be just what you're looking for. These properties offer all the amenities you need for a comfortable stay, but with a more traditional Hawaiian feel. Picture yourself relaxing on your private lanai, surrounded by lush tropical gardens and swaying palm trees. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and all the little touches that make a house feel like a home. Whether you're traveling solo or with a loved one, a cozy cottage in Kaaawa is the perfect place to unwind and recharge.
Spacious Condos
For those traveling with larger groups or families, a spacious condo in Kaaawa can make all the difference. These properties offer plenty of room to spread out and relax, along with all the comforts of home. You'll find fully equipped kitchens, comfortable living areas, and all the modern conveniences you need to make your stay as comfortable as possible. Many condos in Kaaawa also offer stunning ocean views, so you can enjoy the beauty of the island from the comfort of your own private balcony. Whether you're traveling with kids, friends, or extended family, a spacious condo in Kaaawa is the perfect choice.
Unique Stays: Treehouses and Yurts
If you're looking for a truly unique experience, Kaaawa has some amazing treehouses and yurts available for rent. These properties offer a one-of-a-kind stay that you're sure to remember for years to come. Imagine sleeping among the treetops in a cozy treehouse, surrounded by the sounds of the jungle and the twinkling stars above. Or, experience the magic of a traditional Mongolian yurt, complete with colorful tapestries, comfortable bedding, and a wood-burning stove for chilly nights. These unique properties offer a truly unforgettable vacation experience that you won't find anywhere else.
No matter what type of vacation rental you choose in Kaaawa, you're sure to have an amazing time exploring all that this beautiful island has to offer. From hiking through lush rainforests to snorkeling in crystal-clear waters, Kaaawa offers endless opportunities for adventure and relaxation. Book your vacation rental today and start planning your dream getaway to paradise!
Top Amenities to Look for in Kaaawa Vacation Rentals
When it comes to choosing the perfect vacation rental in Kaaawa, there are several amenities to keep in mind. Whether you're looking for stunning ocean views or fully equipped kitchens, the right amenities can take your vacation experience to the next level.
Ocean Views
Kaaawa is known for its breathtaking ocean views, and staying in a vacation rental that offers unobstructed views of the sea can make your trip truly unforgettable. Imagine waking up to the sound of waves crashing against the shore and enjoying your morning coffee while watching the sun rise over the Pacific. Look for properties that offer ocean views from multiple rooms, including bedrooms, living areas, and outdoor spaces.
For the ultimate oceanfront experience, consider booking a vacation rental that offers direct beach access. Being just steps away from the sand and surf can make your Kaaawa vacation feel like a dream come true.
Outdoor Living Spaces
With its mild climate and stunning natural beauty, Kaaawa is the perfect place to enjoy outdoor living. Look for vacation rentals that offer plenty of outdoor space, like private balconies, patios, and decks. These spaces can be the perfect spot to enjoy a morning cup of coffee, read a book, or simply take in the views.
If you're traveling with kids, look for vacation rentals that offer outdoor amenities like swimming pools, hot tubs, and playgrounds. These features can provide hours of entertainment for the whole family.
Fully Equipped Kitchens
One of the best things about staying in a vacation rental is having access to a fully equipped kitchen. Look for properties with high-end appliances, plenty of counter space, and all the cookware and utensils you need to prepare your favorite meals. This can be a great way to save money on dining out and enjoy some quality time with your loved ones.
If you're a foodie or love to cook, consider booking a vacation rental with a gourmet kitchen. These kitchens often feature top-of-the-line appliances, high-end cookware, and plenty of space to prepare even the most elaborate meals.
Air Conditioning and Wi-Fi
When it comes to staying comfortable and connected, air conditioning and Wi-Fi are a must-have. Look for vacation rentals that offer both amenities to ensure a comfortable and convenient stay.
Having air conditioning can be especially important during the hot summer months, when temperatures can soar into the 90s. Wi-Fi can also be essential for staying connected with loved ones back home, researching local attractions and restaurants, and streaming your favorite movies and TV shows.
By keeping these amenities in mind, you can find the perfect vacation rental in Kaaawa that meets all your needs and makes your trip truly unforgettable.
Things to Do in and Around Kaaawa
With its stunning beaches, beautiful mountains, and rich cultural heritage, Kaaawa has plenty to offer vacationers. Below, we'll explore some of the top things to see and do in the area.
Beaches and Water Activities
Kaaawa is home to some of the most beautiful beaches in Oahu, with soft sand, clear water, and plenty of sunshine. Whether you're looking to swim, snorkel, paddleboard, or just relax in the sun, you'll find plenty of opportunities to enjoy the ocean in Kaaawa.
If you're interested in marine life, you can take a guided tour of the nearby coral reefs and learn about the different species that call the area home. You might even spot a sea turtle or two! For the more adventurous, there are also opportunities to try your hand at surfing or kiteboarding.
Hiking and Nature Trails
If you're a nature lover, Kaaawa's lush mountains and scenic trails are sure to delight. From easy nature walks to more challenging hikes, there are plenty of opportunities to explore the area's natural beauty and wildlife.
One popular hiking trail is the Kapa'a Quarry Trail, which takes you through a former quarry and offers stunning views of the ocean and surrounding mountains. For those looking for a more challenging hike, the Olomana Trail offers a steep climb up three peaks, with breathtaking views of the coast at the top.
Cultural Attractions and Historic Sites
For those interested in Hawaii's rich culture and history, Kaaawa offers plenty of fascinating attractions and sites to explore. You can visit the Polynesian Cultural Center to learn about the diverse cultures and traditions of the Pacific Islands or check out the Byodo-In Temple for a glimpse of traditional Japanese architecture and landscaping.
Another interesting site to visit is the Kualoa Ranch, which has been used as a filming location for many popular movies and TV shows. You can take a tour of the ranch and see where scenes from Jurassic Park, Lost, and Hawaii Five-0 were filmed.
Local Dining and Shopping
Kaaawa offers a diverse range of dining options, from local seafood and Hawaiian cuisine to Japanese and Thai fare. You can also explore the town's unique shops and boutiques for handmade crafts, jewelry, and other souvenirs.
If you're looking for a taste of local cuisine, be sure to try the poke bowls at Uncle Bobo's, a popular food truck in the area. For those with a sweet tooth, the shaved ice at Keneke's Grill is a must-try, with flavors like coconut, pineapple, and passionfruit.
When it comes to shopping, you'll find plenty of options in nearby Kaneohe, including the Windward Mall and the Kaneohe Farmer's Market. Here, you can browse for everything from fresh produce and handmade crafts to clothing and jewelry.
Conclusion
In conclusion, Kaaawa is a truly special vacation spot that's sure to please travelers of all ages and interests. With its scenic beauty, warm hospitality, and wide range of vacation rentals and amenities, Kaaawa offers the perfect escape from the stresses of everyday life. We hope this guide has provided you with all the information you need to plan your next Oahu vacation in Kaaawa.
Frequently Asked Questions About Hawaii?
What are the top vacation rentals in Hawaii?
Currently, HawaiiVillas lists over 55460 properties in the Hawaii area for 2025, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties in Hawaii.
- Hostel ∙ 8 guests
- Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens
- Newly Remodeled, Beautiful Oceanfront Studio!
- Hale Mauka Volcano Village Hawaii Volcanoes National Park
- On top of the Ocean Hideaway - Mermaid's Palace on Maui
- Romantic & Breathtaking Oceanfront Kauai Condo
- Volcano Rainforest Estate & Lodge; 5 miles to National Park; Hot Tub; 3 BR/3BA 11-3203 Huakai Street, Volcano, HI, 96785, United States
- Luxury OCEAN FRONT Truly 5 Star with A/C, 20' From The Water At Pikake. No fees
- Hawaiian Charm.Just Steps From The Ocean.On Kauai's Sunny W Side * TVNC4216
- Hostel ∙ 8 guests
How many vacation rentals have private pools in Hawaii?
Discover 3706 vacation rentals featuring private pools near Hawaii. Highly-rated HawaiiVillas properties with swimming pool access include:
- Take advantage of our SUMMER SPECIAL DISOUNTS on this beautiful property
- The Drifter - North Shore Loft - Relaxed Luxury
- House ∙ 4 bedrooms ∙ 8 guests
- Beachfront Condo E 303/ Incredible views/ Pickleball/Snorkeling/
Which vacation homes in Hawaii are best for families?
If you're searching for a family-friendly vacation residence in Hawaii, explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting Hawaii:
- Take advantage of our SUMMER SPECIAL DISOUNTS on this beautiful property
- Refined Oceanfront Retreat
- Motel ∙ 8 guests
How many Hawaii.Villas vacation rentals are available in Hawaii?
At present, HawaiiVillas showcases more than 55460 properties available in the Hawaii area for 2025, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Hawaii.