
Holiday rentals with a kayak in Kailua
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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!

Honu Suite at La Bella’s-Walk to Beach-Licensed
No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family that lives onsite and close to amenities. Our luxury bedding and upgraded style makes you feel right at home during your Hawaii vacation. The Honu (Turtle) Suite: -AC -Queen bed -Full kitchen -Private bathroom This suite is extra private -located away from the rest of the living quarters.

Stunning View of Waikiki-1 Bedroom Suite-Near Icon
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.

[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!" ★

Chinaman’s Ocean Front Beach House
-We are excited to talk with you about our pricing and availability! Don’t hesitate to contact us if you’re interested!- Welcome to our spectacular Ocean Front Beach House. This beautiful escape offers stunning views and is perfectly situated between Kualoa Ranch (Jurassic Park/Lost), the gorgeous Pacific Ocean, and the renowned Chinamans Hat Island. It is the ideal spot for one or two families to come together and rejuvenate on your own private beach, all while enjoying enchanting sunrises.

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.

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

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.

Oceanfront HGV Lagoon Tower 2 Bedroom/2 Bath Suite
Experience luxury beachfront accommodations at Lagoon Tower by Hilton Grand Vacations, situated on 22 pristine acres of world-famous Waikiki Beach. This premier Hawaii vacation ownership resort offers guests unparalleled access to Oahu's most coveted white-sand shoreline and all the exceptional amenities within the iconic Hilton Hawaiian Village Waikiki Beach Resort complex.

Golf Course Front Condo in Kahuku
Welcome to our beautiful Turtle Bay condo! - Great location on the North Shore - Near beach - Single-level ground floor unit with garden views - King bed and queen sofa sleeper - Well-equipped kitchen with modern amenities - Air conditioning and free WiFi - Assigned complimentary parking - Close to Kahuku Beach Park and other attractions
Popular amenities for kayak rentals in Kailua
House rentals with a kayak

Turtle Bay Condo with Golf Course Views

Spacious 1 Bedroom Condo in Turtle Bay

Spacious Townhome with Golf Course Views

Sea Breeze Retreat at Turtle Bay

Turtle Bay Townhome with Golf Course View

Mountain View Condo in Turtle Bay

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

Ocean Front Condo with Stunning Views

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

Beach Nook Condo at Turtle Bay

Stunning Golf Course front near the beach.
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 $154 SGD 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!
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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
- 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
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