Vacation rentals with a kayak in Kailua

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Top-rated kayak rentals in Kailua

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

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Superhost
Condo in Waikiki
4.72 out of 5 average rating, 115 reviews

Near Waikiki Beach Condo, Sleep 6, FREE Parking

🌺 Aloha! Enjoy an unforgettable stay at our island-style retreat-just a 10-min walk to Waikiki Beach, Ala Moana, the Royal Hawaiian Shopping Center, International Marketplace, and the Hawaii Convention Center. Relax with a pool, BBQ, FREE parking, fast WiFi, new portable ACs, and convenient laundry. Take in pool, city, and mountain views from your private balcony. Perfect for families or groups of 5–6. We’ve also added soundproof (anti-noise) windows to ensure peaceful and comfortable nights.🌴

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
4.65 out of 5 average rating, 52 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.

Top guest favorite
A vibrant pool area is surrounded by tropical palm trees and lush landscaping. Water slides and cascading waterfalls are featured alongside the main pool, with families enjoying the sunny atmosphere. In the background, the beach and ocean are visible, enhancing the resort's allure.
Condo in Waikiki
4.96 out of 5 average rating, 26 reviews

Entertainment & Shopping! Grand Waikikian-1 Bedroo

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, 63 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, 77 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.

Superhost
The bright living area features a modern kitchen island with seating, sleek white cabinets, and stainless steel appliances. A cozy seating arrangement includes a comfortable chair and a flat-screen TV. Large glass doors provide views of the golf course and natural light throughout the space.
Townhouse in Kahuku
4.78 out of 5 average rating, 159 reviews

Pristine Location near beach

Our beautiful condo has everything you need. A spacious 1 bedroom unit, with two full bathrooms! Fully equipped. King size bed in master bedroom and queen size sofa sleeper in living room. Recently remodeled kitchen. We are located in the Turtle Bay Resort. Close to the beach, family-friendly activities, and Golf. You’ll love my place because of the coziness, the location, and the views. Our home is good for couples, solo adventurers, business travelers, and families (with kids). free wifi

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, 103 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.

The balcony area is furnished with two blue chairs and a small table featuring a succulent plant. A panoramic city skyline can be seen in the background, showcasing a mix of high-rise buildings and clear blue skies, creating an inviting outdoor space.
Apartment in Waikiki
4.56 out of 5 average rating, 50 reviews

Pool & Balcony | 1-Block to Beach

Feel at home in the heart of Waikiki at this boutique studio, close to the beach. The bright and clean space features a balcony with epic city views, a kitchenette, and hotel-style on-site amenities like a pool, sundeck, and BBQ grills. Walk to the Hilton Hawaiian Village and Lagoon, Ala Moana Center, and Waikiki's best restaurants and shops. With no resort fees and parking available, this is the perfect base for exploring Honolulu!

Guest favorite
Home in North Shore
4.79 out of 5 average rating, 98 reviews

North shore Studio, Waimea bay - 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.

A wooden chair with a cushion is positioned on a balcony, overlooking the vibrant blue ocean. The water’s surface sparkles under the sunlight, and a clear sky filled with wispy clouds complements the serene coastal view.
Cottage in Hauula
4.65 out of 5 average rating, 95 reviews

Bali Oceanfront Cottage

Oceanfront cottage with bbq patio and panoramic ocean views located on Oahu’s famous north shore. Perfect getaway for the whole family! Enjoy surfing, snorkeling, diving, and kayaking right outside your back door! Sea life including Hawaiian monk seals, turtles, and manta rays are also frequently spotted near the shore. Gorgeous hikes nearby offer breathtaking views of the island’s coastal scenery.

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 R2,078 ZAR 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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