
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!

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

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.

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!" ★

NorthShore Tropical Beach house
Private tropical paradise with old world charm. Our home is meticulously maintained and equipped with everything you need: a fully stocked kitchen, great beds, beach equipment, delightfully warm outdoor shower, and a great porches to relax and "talk story". Located in the heart of North Shore and the '7 mile miracle' of coastline connected by bike path, with the islands' best beaches, surfing, snorkeling and hiking. Walk 100 steps out the backdoor to the sand and enjoy the real Hawaii.

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.

Kalo Homes - Makaha's Hidden Gem
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.

Near Waikiki Beach Condo, Sleep 6, FREE Parking
Aloha 🌺 Make your stay memorable at our island lifestyle vacation rental! Just a pleasant 10-minute walk from the world-renowned Waikiki Beach, shopping, and dining, our Royal Aloha property features accommodations with a swimming pool, BBQ, FREE parking, new ACs, super fast wifi, laundry room, a private balcony with pool, city, and mountain view. This is a perfect choice for a family with kids or a group of 5-6 travelers. Anti-noise windows have recently been installed!

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.

Support LOCAL: Top 10% | Pool Spa Gym | Full Home
🌺 Mahalo for choosing to support LOCAL! For a limited time ~ a FREE professional photoshoot comes with each booking 📸 - Please inquire! We know you have many options available to you in this neighborhood from big corporations and companies, but we promise that you will be pleased with your decision. 😊 SUPER quiet and peaceful, family friendly home with minimalist design, cribs, high chairs, and more! Enjoy a beautiful community pool and hot tub!
Popular amenities for Kailua kayak rentals
House rentals with a kayak

Paradise Green

Mauka Sunrise, Walk to Hau‘ula Beach & Trails, A/C

Hale Mahina Beach House

Sea Breeze Retreat

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

*Oceanfront Renovated Getaway in Waikiki

Stunning View of Waikiki-1 Bedroom Suite-Near Icon

Relaxing Turtle Bay townhome near the beach

*Newly Renovated Oceanfront Waikiki- Ilikai Marina

Stunning Resort Near Waikiki Located Near Oceanfro

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
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 G$25,063 GYD 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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- Kailua Beach
- Waimea Bay Beach
- Kualoa Ranch
- Kepuhi Beach
- Lanikai Beach
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- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Mākoa Beach
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- Kapiolani Park Beach
- Hanauma Bay
- White Plains Beach
- Bishop Museum
- Sans Souci Beach
- Kahala Hilton Beach
- Wet 'n' Wild Hawaii
- Diamond Head Beach Park
- Ke Iki Beach
- Pyramid Rock Beach
- Kalani Beach
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