Holiday rentals with a kayak in Kailua

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Kailua

Guests agree: these holiday homes with a 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.
Apartment in Waikiki
4.96 out of 5 average rating, 111 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, 136 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, 93 reviews

Support Local Pool Spa Gym Top 5% 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 🛁

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.
Condo in Waikiki
4.98 out of 5 average rating, 80 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!" ★

Condo in Punaluu
4.68 out of 5 average rating, 68 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.

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
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.

Top Guest favourite
Home in Makaha Valley
4.96 out of 5 average rating, 170 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!

A bright studio room features two full-size beds with coordinated bedding. A round marble table is set between the beds, surrounded by modern black chairs. Natural light fills the space through a large window, offering views of the surrounding area. A mirror and decorative plant enhance the atmosphere.
Condo in Waikiki
4.68 out of 5 average rating, 57 reviews

#Private studio unit in Waikiki! Condo has Pool!

This is a studio room in Waikiki!! You can stay with you friends, partner, family. You can spend your time with a reasonable price. This condominium is located west area in Waikiki. You can walk to beach and central Waikiki(Shopping area ) around 10-15min! Also, this condominium have a pool at common area. So you can enjoy swimming even if you don't go to beach! 《Everything is walking distance》 -Beach: 12 min -Shopping area in Waikiki: 10min -Ala Moana Center: 15min from map app

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
4.96 out of 5 average rating, 113 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.

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
4.67 out of 5 average rating, 42 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

Top Guest favourite
Home in Kawela Bay
4.93 out of 5 average rating, 108 reviews

Condo near Turtle Bay w/pool, beach & BBQ

Experience laid‑back island living on Oahu’s North Shore, just steps from Turtle Bay and the beach. Relax on the patio with sunrise coffee or unwind after surf sessions. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio/balcony w/ BBQ grill - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

Superhost
Home in North Shore
4.75 out of 5 average rating, 120 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, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm. Check my profile for other rentals!

Popular amenities for Kailua kayak rentals

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 $167 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Kailua holiday 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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