
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.

*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!

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.

Enjoy Hawaiian Luxury at The Grand Waikikian by Hi
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!" ★

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.

Keone Nani Condo - New AC, Golf, Surf, Swim
You will be enchanted with our condo at the Kuilima Estates Condos on Oahu's North Shore. During your stay in this privately-owned gated entrance condo on Turtle Bay Golf Course, you can make your ultimate golf vacation or surfing fantasy come true. You will feel right at home in your own private two-level condo. Brand new feature! This condo now has a brand new air conditioning system — the coldest AC in the entire complex — ensuring you stay cool and comfortable no matter the season.

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.

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.

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

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.

Golf Course Front Condo in Kahuku
Welcome to our beautiful Turtle Bay condo! - Single-level ground floor unit with garden views - Comfy bed for a great night's sleep - Well-equipped kitchen with modern amenities - Air conditioning and ceiling fans for comfort - Spacious living room with flat screen TVs - Assigned complimentary parking spot included - Near beach - Close to Kahuku Beach Park and Farmers Market
Popular amenities for Kailua kayak rentals
Holiday House Rentals with a Kayak

Turtle Bay Condo with Golf Course Views

Spacious Condo with Golf Course Views

Spacious Townhome with Golf Course Views

Sea Breeze Retreat at Turtle Bay

Turtle Bay Townhome with Golf Course Views

Family Home w/ 5-BD in North Shore, Ocean Views!

Mountain View Condo in Turtle Bay

Turtle Bay Condo with Great Amenities
Other holiday rentals with a kayak

Stunning View of Waikiki-1 Bedroom Suite-Near Icon

Bright Waikiki Condo W/ Lanai & Free Parking

Remodeled Studio Hotel Walk to Ala Moana Beach

Hilton Hawaiian Village Resort-Grand Waikikian-2 B

Stunning Resort Near Waikiki Located Near Oceanfro

Entertainment & Shopping! Grand Waikikian-1 Bedroo

Enjoy Hawaiian Luxury at The Grand Waikikian by Hi

Family Bliss at Hilton Club's Grand Waikikian- 2 B
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 $208 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Kailua holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Kailua rentals

4.9 Average rating
Kailua stays are highly rated by guests—averaging 4.9 out of 5!
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- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Lanikai Beach
- Kepuhi Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Mālaekahana Beach
- Kapiolani Park Beach
- Kalama Beach
- Mākoa Beach
- White Plains Beach
- Hanauma Bay
- Sans Souci Beach
- Nimitz Beach
- Waimea Bay Beach
- Bishop Museum
- Kahala Hilton Beach
- Ke Iki Beach
- Wet 'n' Wild Hawaii
- Waimea Valley
- Diamond Head Beach Park
- Kalani Beach
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