
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!

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

[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.

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.

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. 🌴

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

Golf Course Front Condo in Kahuku

Sea Breeze Retreat at Turtle Bay

Turtle Bay Condo Steps from Beach

4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

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

Remodeled Studio Hotel Walk to Ala Moana Beach

Stunning Resort Near Waikiki-Oceanfront Hawaiian V

Hilton Hawaiian Village Resort-Grand Waikikian-2 B

Stunning Resort Near Waikiki Located Near Oceanfro

Enjoy Hawaiian Luxury at The Grand Waikikian by Hi

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

Beach Nook Condo 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 £90 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
- Guest house rentals Kailua
- Villa rentals Kailua
- Rentals with a washing machine and dryer Kailua
- Pet-friendly rentals Kailua
- Rentals with pools Kailua
- Beachfront rentals Kailua
- Rentals with a hot tub Kailua
- Rentals with an EV charger Kailua
- Apartment rentals Kailua
- Flat rentals Kailua
- Private suite rentals Kailua
- Rentals with a patio Kailua
- Rentals with beach access Kailua
- Rentals with outdoor seating Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Family-friendly rentals Kailua
- Beach apartment rentals Kailua
- House rentals Kailua
- Rentals with a kayak Honolulu County
- Rentals with a kayak Hawaii
- Rentals with a kayak United States
- 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
- Mākua Beach
- White Plains Beach
- Hanauma Bay
- Sans Souci Beach
- Nimitz Beach
- Waimea Bay Beach
- Ke Iki Beach
- Bishop Museum
- Kahala Hilton Beach
- Wet 'n' Wild Hawaii
- Waimea Valley
- Diamond Head Beach Park
- Kalani Beach
- Things to do Kailua
- Things to do Honolulu County
- Food and drink Honolulu County
- Sightseeing Honolulu County
- Tours Honolulu County
- Entertainment Honolulu County
- Art and culture Honolulu County
- Sports activities Honolulu County
- Nature and outdoors Honolulu County
- Things to do Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States
- Entertainment United States
- Wellness United States






