Vacation rentals with a kayak in Kailua

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Kailua

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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A cozy living area is shown, featuring a vibrant sofa adorned with decorative pillows. A glass coffee table sits at the center, complemented by a wooden dining chair nearby. The open layout allows for a view of the kitchen area, enhancing the space's functionality.
Condo in Hauula
4.64 out of 5 average rating, 55 reviews

North Shore Turtle Cove - Beachfront Condo with AC

Watch Honu (Giant Hawaiian Sea Turtles) in your backyard! And fall asleep to the sound of the ocean. North Shore Beachfront condo with fully stocked kitchen and washer&dryer in unit, along with resort style building amenities. Sleeps 6 with multiple beds, including King size futons. Besides honu, the water right in front of our building is also teeming with fishes and corals of all different shapes sizes and colors. Waterfalls are visible in mountain behind our building after heavy rainfalls.

Guest favorite
A modern high-rise building rises prominently, flanked by other structures in a bustling area. The ocean gleams in the distance, while clear blue skies and scattered clouds provide a vibrant backdrop. Palm trees adorn the landscaped grounds, enhancing the tropical environment.
Condo in Waikiki
5 out of 5 average rating, 16 reviews

Family Bliss at Hilton Club's Grand Waikikian- 2 B

The Grand Waikikian is built to ensconce families of all sizes in Hilton's trademark blend of luxury and hospitality. Honolulu rises to meet you with an Aloha welcome! Enthroned in the spectacular verdancy of Oahu, Honolulu provides a unique blend of urban vibrancy and unblemished natural beauty for a vacation that delights every traveller. Experience the pinnacle of Hawaiin hospitality with a traditional luau or become one with your inner sea captain as your catamaran glides from Honolulu's

Top guest favorite
A comfortable living area features a light-colored sofa adorned with colorful pillows. A wooden coffee table sits atop a patterned rug, complemented by two woven chairs. Floor-to-ceiling windows provide expansive views of the mountains and cityscape, inviting natural light into the space.
Condo in Waikiki
4.97 out of 5 average rating, 68 reviews

[Rare]Mtn View | Walk Score 95 | Parking | Kitchen

Experience the newly renovated corner unit at Waikiki Banyan, with stunning 270° views of the Koʻolau Mountains, Koko Head, Diamond Head, and the Honolulu skyline from a private 28th-floor lanai. Revel in breathtaking sunrises and vibrant rainbows. In the heart of Waikiki, the unit is just 1 block from Waikiki Beach, Kapiolani Park, and Honolulu Zoo. Walk Score 95, easy access to nearby grocery stores, coffee shops, restaurants, and shops. ★ "We can't wait to come back and stay here again!" ★

Top guest favorite
Cottage in Makaha Valley
5 out of 5 average rating, 80 reviews

Support Local Pool Spa Gym Top 10% Family Friendly

🌺Mahalo for choosing to support a local family! For a limited time, a FREE professional photoshoot is included with your booking to capture your Hawaiian memories. Please inquire for details. 📸 We know you have many options, but we promise you will be pleased with your decision to stay in our quiet, peaceful, and family-friendly home. Whether you are small family or large group, our Hale (home) is the perfect fit for you. 💦💪🏻Community Pool, Spa & Fitness center 8 minute walk away🛁👙

Superhost
The image captures the Lagoon Tower, a tall building adorned with colorful artwork, situated along a pristine beach. Gentle waves lap at the shore, while sunbathers enjoy the sandy beach, with the backdrop of vibrant city skyscrapers and lush tropical palm trees framing the scene.
Condo in Waikiki

2BR Non-Ocean View at Oceanfront Hilton Resort

Escape to paradise at Hilton Grand Vacations Club Lagoon Tower! Your private 2-bedroom suite blends home comforts with resort luxury in Waikiki’s most iconic beachfront resort. A perfect family-friendly getaway, it is home to Duke Kahanamoku Beach, Best Beach 2024 winner. Enjoy access to pools, a beautiful saltwater lagoon, beach, watersports, and walkable dining, shopping, and activities. Whether unwinding, exploring, or celebrating, everything is designed for a relaxing, memorable stay.

A serene beach landscape is presented, featuring soft sandy shores that gently meet clear turquoise waters. A distant mountain range is visible against a blue sky with scattered white clouds, creating a harmonious outdoor setting.
Guesthouse in Laie
4.76 out of 5 average rating, 42 reviews

Close 2 Beach Entire Guest Suite

Due to local regulations, this home can only be rented once in a 30 day period. *Please reach out to us prior to booking. Availability shown in the calendar is not guaranteed. Recently renovated, this unit is a four bedroom, two bathroom getaway with high speed WiFi internet, washer/dryer and air conditioning. The beach access point is less than a 4 minute walk away! You are also only a 5-10 min walk away from the Polynesian Culture Center, BYU-Hawaii Campus and the Mormon LDS Temple.

Guest favorite
A private hot tub is positioned in the foreground, surrounded by lush tropical landscaping. The two-story home stands in the background, framed by picturesque mountain views. The outdoor space offers a well-maintained lawn and a patio area, inviting relaxation in a tranquil setting.
Home in Makaha Valley
4.95 out of 5 average rating, 152 reviews

Game Room, Near Beach, Ocean views, Gym, & Pool

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

Top guest favorite
A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.
Place to stay in Kailua
5 out of 5 average rating, 105 reviews

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.

Superhost
The image captures a serene beachfront scene with a sandy shoreline adjacent to calm turquoise waters. Lush palm trees frame the area, and colorful beach equipment is organized near the water's edge. The backdrop features a tall hotel structure with large windows, reflecting the sky.
Condo in Waikiki

Oceanfront HGV Lagoon Tower 2 Bedroom/2 Bath Suite

This spacious two-bedroom, two-bathroom ocean front view suite with balcony, located on the 3rd - 23rd floors, features a primary bedroom with king-size bed and bathroom with a standard shower/tub combination and TOTO washlet. The second bedroom is furnished with two twin beds and bathroom with a standard shower/tub combination. The suite includes a generous living room with separate dining area, TV, and queen-size sleeper sofa, as well as a full kitchen with rice cooker.

Aerial view of Oahu's North Shore showcases lush green mountains rising above a serene coastline. The foreground captures a sandy beach framed by tranquil blue waters, where gentle waves lap against the shore, creating a peaceful backdrop to the surrounding landscape.
Home in Laie
4.72 out of 5 average rating, 36 reviews

Hale Mahina Beach House

"Hale Mahina" means House of the moon Welcome to your perfect retreat on the tranquil shores of Oahu, Hawaii! This home offers a genuine Hawaiian country feel with hardwood floors and modern amenities. As you step inside, you'll find a full kitchen equipped with all the comforts of home. The spacious living area opens up to a large covered front deck, providing an ideal spot to relax, unwind, and soak in the natural beauty that surrounds you. This is a 30 day rental

Guest favorite
Home in North Shore
4.79 out of 5 average rating, 102 reviews

North shore Studio with sauna! - Walk to beach!

Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, Split unit AC, sauna, an outdoor shower, an outdoor gym, a sun deck, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm.

Guest favorite
A stunning oceanfront view captures a vibrant sunset over a marina filled with numerous sailboats and yachts. The skyline of the city appears in the distance, with clouds illuminated by the warm hues of the setting sun reflecting on the calm water.
Apartment in Waikiki
4.96 out of 5 average rating, 23 reviews

*Oceanfront Renovated Getaway in Waikiki

Renovation COMPLETE! New Everything (Bathroom, Kitchen, Flooring, Appliances, Furniture, Paint). Pictures updated 1/16/25 Please find examples of our Beach Vibe design in our other oceanfront listings. We can't wait to share our top picks for local dining, hidden beaches, and activities to make your stay truly unforgettable. Book now and start planning your dream Hawaiian escape!

Popular amenities for Kailua kayak rentals

Quick stats about vacation rentals with a kayak in Kailua

  • Total vacation rentals

    Explore 10 vacation rentals in Kailua

  • Nightly prices starting at

    Kailua vacation rentals start at G$25,100 GYD per night before taxes and fees

  • Verified guest reviews

    Over 680 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Kailua vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kailua rentals

  • 4.9 Average rating

    Kailua stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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