
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!

Stunning Resort Near Waikiki Located Near Oceanfro
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

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.

[New] Walk Score 95 | Mtn+City View | Kitchenette
New Listing Special! Experience the charm of this beautifully renovated Aloha Surf corner unit, boasting breathtaking views of the Ko'olau Mountains and Waikiki cityscape from your private 6th-floor lanai. Situated in the vibrant heart of Waikiki, just a short 2-blocks from the world-famous Waikiki Beach, and around the corner from Waikiki Market, and the International Marketplace. With a walk score of 95, you'll have convenient access to grocery stores, coffee shops, restaurants, and shops.

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.

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 • FREE Parking • Sleep 6
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. Soundproof (anti-noise) windows to ensure peaceful and comfortable nights. Perfect for families or groups of 5–6. 🌴

4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng
Escape to O‘ahu’s hidden west coast, just 2 miles from world-famous Makaha Beach. This spacious 4-bedroom designer cottage by MCYIA sits between ocean and mountains, where time slows and beauty surrounds you. Enjoy the shared pool, full kitchen, fast Wi-Fi, and family-friendly touches like a crib and beach gear. Watch sunrise light fill the room, breathe in the salt air, and reconnect under starry skies. Your island stay begins here — book your Moana Cottage getaway today.

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

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!

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.
Popular amenities for kayak rentals in Kailua
House rentals with a kayak

Kai Lani House -Mtn View, Ocean across the road

Kahuku Golf Course Condo Near Beach

Spacious 1 Bedroom Condo in Turtle Bay

Spacious Townhome with Golf Course Views

Sea Breeze Retreat at Turtle Bay

Turtle Bay Condo Steps from Beach

Mountain View Condo in Turtle Bay

Turtle Bay Condo with Pool Access
Other holiday rentals with a kayak

Stunning View of Waikiki-1 Bedroom Suite-Near Icon

Tropical Getway-Hilton Hawaiian Village-Grand Waik

Remodeled Studio Hotel Walk to Ala Moana Beach

Stunning Resort Near Waikiki-Oceanfront Hawaiian V

Hilton Hawaiian Village Resort-Grand Waikikian-2 B

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 £89 per night before taxes and fees

Verified guest reviews
Over 660 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!
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- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Lanikai Beach
- Ala Moana Beach Park
- Kepuhi Beach
- Banzai Pipeline
- Honolulu Zoo
- Kapiolani Park Beach
- Mākua Beach
- Bishop Museum
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kailua Beach Park
- University of Hawaiʻi at Mānoa
- Waimea Bay Beach
- Lanikai Pillbox Hike
- Pyramid Rock Beach
- Kalama Beach Park
- Dole Plantation
- Iolani Palace
- Waikiki Aquarium
- Ko Olina Golf Club
- Makapuʻu Beach
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