Holiday rentals with a kayak in Kailua

Find and book unique kayak rentals on Airbnb

Quick stats about holiday rentals with a kayak in Kailua

  • Total holiday rentals

    Explore 20 holiday rentals in Kailua

  • Nightly prices starting at

    Kailua holiday rentals start at $155 SGD per night before taxes and fees

  • Verified guest reviews

    Over 720 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Kailua holiday rentals include wifi 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!

Top-rated rentals with kayak in Kailua

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

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Guest favourite
A panoramic view captures the marina bustling with boats, with clear blue waters reflecting the sky. Lush palm trees line the area, and a sandy beach is visible in the distance, framed by the vibrant horizon and scattered clouds.
Flat in Waikiki
4.96 out of 5 average rating, 115 reviews

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

Guest favourite
A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.
Home in Waianae
4.95 out of 5 average rating, 138 reviews

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!

Why guests love our cozy Makaha Valley home: Free parking for up to 4 cars (hotels charge $40–$100 per car) Full kitchen—cook your own meals and save on dining out 4-stage reverse osmosis drinking water—no need to buy bottled water Private backyard with a BBQ grill—perfect for outdoor dinners Washer and dryer in the garage—travel light! Gated community with pool, hot tub, gym, and scenic mountain views Uncrowded beaches, trails, and great surf spots! Max Occupancy: 12 adults + 2 children

Top guest favourite
Cottage in Makaha Valley
5 out of 5 average rating, 95 reviews

Support Local Pool Spa Gym Top 10% Family Friendly

🌺 Mahalo for choosing to support a local family! 📸🌞⛱️ For a limited time! Free sunset beach family photoshoot included with your booking. Please inquire for more 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. Beach is just 5 minutes away! Whether you are a small family or large group, our Hale is the perfect fit for you. 💦💪🏽 Community Pool, Spa & Fitness center 8 minute walk away 🛁

Guest favourite
Villa in Kaneohe
4.93 out of 5 average rating, 59 reviews

Spacious Waterfront with Gorgeous View & Pool

Waterfront home with a million dollar view of Kaneohe Bay! Enjoy fresh tradewinds on your covered decks, and the comfort of a/c inside. Custom home has spacious living areas on both levels with CHAIRLIFT access to the bedrooms and the swimming pool. Fast WIFI indoors and out! TVs in each of the 5 bedrooms and 2 living rooms. 4 full baths, game room & a 40'x16' pool. Launch kayaks from our private waterfront backyard (life vests/booties available). Mall, theater, restaurants, groceries min away.

Top guest favourite
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.
Apartment in Waikiki
4.98 out of 5 average rating, 84 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!" ★

Apartment in Punaluu
4.68 out of 5 average rating, 71 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. Or watch waterfalls draping down mountains across the street after heavy rain. Remodeled beachfront condo with floor to ceiling lanai window, partial ocean view, resort style building amenities and en suite washer & dryer. Comfortably sleeps 6 with multiple beds, including King size sleeper sofa. Immerse yourself in everything North Shore living has to offer while only 45 Min drive to Honolulu.

Guest favourite
Apartment in Waikiki
4.76 out of 5 average rating, 123 reviews

Rare Waikiki Gem | FREE Parking + Walk to BEACH

Aloha and welcome to our peaceful Waikiki retreat just short-walk to beaches, restaurants, food trucks, shopping, and weekly fireworks. This exceptionally family-friendly property sleeps 5-6 guests and includes a rare convenience of a FREE PARKING. Relax with comfortable beds, soundproof windows, free Wi-Fi, a pool, and a BBQ area. Centrally located across the Ala Wai canal, you will have easy access to everything Waikiki has to offer. Book now for comfort, convenience, and great value! 🌺 🌴

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.
Apartment in Waikiki
5 out of 5 average rating, 4 reviews

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
Apartment in Waikiki
New place to stay

Ilikai 2bd/2ba Island Style Suite Steps from Sand

Welcome to your urban oasis overlooking the iconic Ala Moana Boulevard. Perfectly designed for traveling couples and families. Two beautifully appointed bedrooms, each featuring a plush King-sized bed. No need to compromise or flip a coin for the better room—everyone enjoys maximum luxury and space. For additional guests, the living room features a Queen pull-out sofa bed. Split AC units in each bedroom and the main living space. Easy access to everything from this centrally located place.

Top guest favourite
Home in Makaha Valley
4.96 out of 5 average rating, 173 reviews

3BR, Near Beach, Game RM, Private Spa, Pool, Gym

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!

Superhost
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
4.97 out of 5 average rating, 115 reviews

Nai‘a Suite at La Bella’s-Walk to Beach-Lic. B&B

La Bella’s B&B is a luxury island retreat on O‘ahu’s beautiful windward side, blending farmhouse charm with beach elegance. Two private suites are available, each with a private entrance, bathroom, kitchenette, AC, luxury bedding Wi‑Fi, and parking. The spacious Nai‘a Suite features a king bed and relaxing atmosphere perfect for couples or small families. Enjoy beautiful gardens, beach gear, nearby shops and eateries, and a short walk to the beach with warm onsite hosts.

A resort area features a meandering pool surrounded by lounge chairs, with palm trees swaying in the background. Thatched-roof cabanas provide shaded seating. The early evening sky is highlighted with soft blues and hints of twilight, offering a tranquil ambiance near the beachfront.
Serviced apartment in Kapolei
5 out of 5 average rating, 3 reviews

Beautiful Beachfront KoOlina Club,1BR Resort Villa

Welcome to our Luxury Beachfront Oasis on Oahu's Western shore: a slice of paradise with stunning lagoon views from resort area, awaiting your arrival! Enjoy our pools, fitness center, spa, and dining. Explore and indulge in paradise! Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All reservations require a FRI-FRI, SAT-SAT OR SUN-SUN STAY Stays that exceed the 7-Night deed may require a unit move.

Popular amenities for kayak rentals in Kailua

Destinations to explore

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