
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.

*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!

Walk to Waikiki BEACH, Free Parking, POOL View
Discover a peaceful island retreat in the heart of Honolulu! Just a 10-minute walk to world-famous Waikiki Beach and close to shopping, dining, and the Hawaii Convention Center. Enjoy a relaxing pool, free coffee/tea, BBQ area, FREE parking - rare in Waikiki, fast Wi-Fi, and AC in all rooms. Take in pool, beautiful city and mountain views from your private lanai. Hosted by a trusted Superhost and loved by guests. Soundproof windows ensure peaceful nights. Perfect for families or groups of 5–6.🌴

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. **Please note bookings after may 15th the sauna will be removed for renovations!

Oahu Perfect Vacation #1 Booked Home, Pool Hot Tub
Ohana Paradise! Why guests love our cozy Makaha Valley home: Free parking for up to 5 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 Short drive to uncrowded beaches, hiking trails, and great surf spots!

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.

[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 5% Family Friendly
🌺 Mahalo for choosing to support a local family! 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 a small family or large group, our Hale (home) is the perfect fit for you. 3/26/2026 update: Our property has been unaffected by the recent historic flooding on O'ahu, and guests can enjoy a safe and comfortable stay. 💦💪🏽 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.

Mango Garden Cottage
This garden cottage is surrounded by mango trees, a garden and a ranch. The living space is a tiny home and it has a large separate tiled bathroom and showers about 5 ft away all within the private yard and private gate. Listen to the surf at night or the natural sounds of trees during the day. There is a yard to relax in when you're not at the beach. Your garden cottage is separate from the property's house and located in the center of the north shore. This is an ideal spot next to town!

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!

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.

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!
Popular amenities for Kailua kayak rentals
House rentals with a kayak

Kai Lani House -Mtn View, Ocean across the road

Spacious Condo with Golf Course Views

Golf Course Front Condo in Kahuku

Hale Mahina Beach House

4BR Home|Ocean & Mountain Views, BBQ, EV Charger

Mountain View Condo in Turtle Bay

Serene Golf Course Condo Near Beach

Spacious Townhome with Golf Course Views
Other vacation rentals with a kayak

Escape to Paradise at Lagoon Tower - Studio

Stunning View of Waikiki-1 Bedroom Suite-Near Icon

*Newly Renovated Oceanfront Waikiki- Ilikai Marina

Stunning Resort Near Waikiki Located Near Oceanfro

Beautiful Beachfront KoOlina Club,1BR Resort Villa

Waikiki Lagoon Escape – Beach & Sunset Walks

Cozy Waikiki Room with Free Parking

[New] Walk Score 95 | Mtn+City View | Kitchenette
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 ﺩ.ﺇ441 per night before taxes and fees

Verified guest reviews
Over 660 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
- Honolulu Vacation rentals
- Oahu Vacation rentals
- Kauai Vacation rentals
- Island of Hawai'i Vacation rentals
- Waikīkī Beach Vacation rentals
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Kihei Vacation rentals
- Kaanapali Vacation rentals
- North Kona Vacation rentals
- Hilo Vacation rentals
- Princeville Vacation rentals
- House rentals Kailua
- Guesthouse rentals Kailua
- Villa rentals Kailua
- Rentals with a patio Kailua
- Rentals with beach access Kailua
- Pet-friendly rentals Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Beachfront rentals Kailua
- Rentals with an EV charger Kailua
- Rentals with outdoor seating Kailua
- Condo rentals Kailua
- Private suite rentals Kailua
- Rentals with a hot tub Kailua
- Beach condo rentals Kailua
- Rentals with a washer and dryer Kailua
- Rentals with pools Kailua
- Family-friendly rentals Kailua
- Apartment rentals Kailua
- Rentals with a kayak Honolulu County
- Rentals with a kayak Hawaii
- Rentals with a kayak United States
- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Waimea Bay Beach
- Kualoa Ranch
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kapiolani Park Beach
- Kepuhi Beach
- Hanauma Bay Nature Preserve
- Bishop Museum
- Kailua Beach Park
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kalama Beach Park
- Polynesian Cultural Center
- Sharks Cove
- Ko Olina Golf Club
- Dole Plantation
- Pyramid Rock Beach
- Turtle Bay Golf
- Waimea Bay Beach
- Waikiki Aquarium
- Things to do Kailua
- Things to do Honolulu County
- Wellness Honolulu County
- Food and drink Honolulu County
- Sports activities Honolulu County
- Entertainment Honolulu County
- Art and culture Honolulu County
- Nature and outdoors Honolulu County
- Things to do Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Food and drink United States
- Tours United States
- Nature and outdoors United States






