Vacation rentals with a kayak in Kailua

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Top-rated kayak rentals in Kailua

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Top guest favorite

Place to stay in Kailua

4.96 out of 5 average rating, 104 reviews

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.

Guest favorite

Condo in Waikiki

5 out of 5 average rating, 25 reviews

Hilton Hawaiian Village Resort-2 Bedroom Partial O

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

Top guest favorite

Apartment in Waikiki

4.96 out of 5 average rating, 26 reviews

[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.

Guest favorite

Townhouse in Kahuku

4.76 out of 5 average rating, 154 reviews

Turtle Bay Perfect Family Destination near beach

Welcome to Your Dream Vacation at Turtle Bay! Our Kuilima West condo, is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, Lei Lei's restaurant, scenic walking trails, world-class golf courses, and the stunning beaches of Oahu's North Shore. Discover the perfect blend of beauty, relaxation, and adventure at our stunning 3-story townhome in Turtle Bay. Ideal for families, couples, and friends, this fully equipped home has everything you need to create unforgettable memories.

Guest favorite

Home in Makaha Valley

4.96 out of 5 average rating, 128 reviews

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!

Condo in Hauula

4.78 out of 5 average rating, 32 reviews

Turtle Cove-Beachfront Hotel Condominium With AC

Watch Honu (Giant Hawaiian Sea Turtles) in your backyard! And fall asleep to the sound of the ocean. North Shore Beachfront condo hotel unit with resort style building amenities. Sleeps 6 people with multiple beds, including King size sleeper sofa bed. Pool, Gym and BBQ stations right by the beach. Besides turtles, the water right in front of our building is also teeming with fishes and corals of all different shapes sizes and colors. Whales can sometimes be spotted beyond the reefs.

Superhost

Condo in Waikiki

4.71 out of 5 average rating, 105 reviews

Near Waikiki Beach Condo, Sleep 6, FREE Parking

Welcome to our Waikiki Vacation Rental, a beautiful island-style apartment! 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 view to pool, city, and mountain. This is a perfect choice for a family with kids or a group of 5-6 travelers. Book now and experience the beauty of Hawaii Paradise!

Home in Laie

4.77 out of 5 average rating, 31 reviews

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

Superhost

Home in North Shore

4.8 out of 5 average rating, 65 reviews

Waimea Bay, North Shore - Walk to beach!

Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with two separate loft beds, 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.

Home in Waianae

4.94 out of 5 average rating, 31 reviews

Ocean View Masterpiece | Mountain & Ocean Views

Escape to this spacious beachfront 3BR home in a gated Makaha Valley community. Surrounded by stunning mountain and partial ocean views, this retreat features a private lanai, a fully equipped kitchen, and modern amenities like a two-car garage and oversized washer/dryer. Perfectly situated for exploring secret beaches, hiking trails, and sacred Ka'ena Point, it’s your ideal Hawaiian getaway.

Home in Hauula

4.72 out of 5 average rating, 47 reviews

Pomaika'i

Located on a side street off the main highway, you'll be able to listen to the waves while you sleep just a few seconds from the Pacific Ocean! Conveniently near Tamuras shopping center, North shore Tacos, Dominos, and Papa Ole's. Just 10 min away from Hawaii's #1 attraction at the Polynesian Cultural Center and Kahuku's famous food trucks! BEACHES GALOR no matter which way you turn!