
Holiday rentals with a kayak in Kailua
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Kailua
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

*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!

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.🌴

Golf Course Serenity at Turtle Bay
Great Location! Golf Course front. Newly remodeled, single level ground floor condo, with beautiful views. Free parking and Wifi. Walking distance to Turtle Bay Resort, Beaches, Tidal Pools, and Restaurants. This Kuilima Estates West 1 bedroom unit, is fully equipped with King size bed in master bedroom and queen size sofa sleeper in living room. Flat screen TV in Living and bedroom. Lanai opens out to a garden area. Family-friendly activities. great for couples, adventurers, business traveler

Family Home, Center of North Shore, - Ocean Views!
Legal rental island-style family home with 4 bedrooms plus a loft bedroom (5 rooms total). This home includes high-speed WiFi, an 85-inch smart TV, split-unit AC in every room, an outdoor shower, a tree-surrounded porch with sunset views. Walking distance to Waimea Bay and other scenic spots, & just a short drive to restaurants, grocery stores, & other activities. If you’re looking for another 4 bedroom home, that can fit up to 9 other people click on my other listings and write me a message

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

[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!" ★

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🛁👙

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.

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.

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.

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!

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 kayak rentals in Kailua
House rentals with a kayak

Paradise Green, golf course front near beach

North shore Studio, Waimea bay - Walk to beach!

Hale Mahina Beach House

Sea Breeze Retreat at Turtle Bay

Spectacular golf course front steps from the beach
Other holiday rentals with a kayak

Stunning View of Waikiki-1 Bedroom Suite-Near Icon

Relaxing Turtle Bay townhome near the beach

Stunning Resort Near Waikiki Located Near Oceanfro

Waikiki Palms, Central Location, FREE parking

Location Location, By golf and beach

Enjoy Hawaiian Luxury at The Grand Waikikian by Hi

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

The Beach Nook at Turtle Bay
Quick stats about holiday rentals with a kayak in Kailua

Total holiday rentals
Explore 10 holiday rentals in Kailua

Nightly prices starting at
Kailua holiday rentals start at $156 SGD per night before taxes and fees

Verified guest reviews
Over 680 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 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!
Destinations to explore
- Honolulu Holiday rentals
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- Kailua Beach
- Waimea Bay Beach
- Kualoa Ranch
- Kepuhi Beach
- Lanikai Beach
- Mālaekahana Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Mākoa Beach
- Kalama Beach
- Kapiolani Park Beach
- Hanauma Bay
- White Plains Beach
- Sans Souci Beach
- Bishop Museum
- Kahala Hilton Beach
- Diamond Head Beach Park
- Wet 'n' Wild Hawaii
- Ke Iki Beach
- Pyramid Rock Beach
- Nimitz Beach
- Kalani Beach
- Makao Beach
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