Vacation rentals with a kayak in Kailua

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Top-rated kayak rentals in Kailua

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Guest favorite
A panoramic view captures the marina bustling with boats, with clear blue waters reflecting the sky. Lush palm trees line the area, and a sandy beach is visible in the distance, framed by the vibrant horizon and scattered clouds.
Apartment in Waikiki
4.96 out of 5 average rating, 104 reviews

*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!

Top guest favorite
Place to stay in Kailua
4.97 out of 5 average rating, 124 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.

A cozy living area is shown, featuring a vibrant sofa adorned with decorative pillows. A glass coffee table sits at the center, complemented by a wooden dining chair nearby. The open layout allows for a view of the kitchen area, enhancing the space's functionality.
Condo in Hauula
4.65 out of 5 average rating, 60 reviews

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.

Top guest favorite
A vibrant pool area is surrounded by tropical palm trees and lush landscaping. Water slides and cascading waterfalls are featured alongside the main pool, with families enjoying the sunny atmosphere. In the background, the beach and ocean are visible, enhancing the resort's allure.
Condo in Waikiki
4.97 out of 5 average rating, 30 reviews

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

Top guest favorite
A comfortable living area features a light-colored sofa adorned with colorful pillows. A wooden coffee table sits atop a patterned rug, complemented by two woven chairs. Floor-to-ceiling windows provide expansive views of the mountains and cityscape, inviting natural light into the space.
Condo in Waikiki
4.97 out of 5 average rating, 71 reviews

[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!" ★

Superhost
The image captures the Lagoon Tower, a tall building adorned with colorful artwork, situated along a pristine beach. Gentle waves lap at the shore, while sunbathers enjoy the sandy beach, with the backdrop of vibrant city skyscrapers and lush tropical palm trees framing the scene.
Condo in Waikiki

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.

Superhost
Condo in Waikiki
4.74 out of 5 average rating, 117 reviews

Walk to BEACH, Pool View, FREE Parking

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, AC in each room, and steps to convenient laundry. Take in pool, city, and mountain views from your private balcony. Soundproofed (anti-noise) windows to ensure peaceful and comfortable nights. Perfect for families or groups of 5–6. 🌴

Top guest favorite
Home in Makaha Valley
4.96 out of 5 average rating, 157 reviews

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!

A bright studio room features two full-size beds with coordinated bedding. A round marble table is set between the beds, surrounded by modern black chairs. Natural light fills the space through a large window, offering views of the surrounding area. A mirror and decorative plant enhance the atmosphere.
Condo in Waikiki
4.67 out of 5 average rating, 55 reviews

#Private studio unit in Waikiki! Condo has Pool!

This is a studio room in Waikiki!! You can stay with you friends, partner, family. You can spend your time with a reasonable price. This condominium is located west area in Waikiki. You can walk to beach and central Waikiki(Shopping area ) around 10-15min! Also, this condominium have a pool at common area. So you can enjoy swimming even if you don't go to beach! 《Everything is walking distance》 -Beach: 12 min -Shopping area in Waikiki: 10min -Ala Moana Center: 15min from map app

Top guest favorite
Guest suite in Kaneohe
5 out of 5 average rating, 12 reviews

Aloha Pickleball Getaway | 2BR Kaneohe

Experience the comfort & style of this recently renovated 2-bedroom, 1-bath unit. Spanning over 1,000 sq ft with an open layout, this serene space is designed for relaxation. Both bedrooms are fitted with air conditioning to ensure optimal sleeping comfort. Enjoy breathtaking views of the Ko'olau mountains and glimpses of the ocean from the main bedroom. The owners reside on the property, ensuring a well-maintained and secure environment for your stay. MINIMUM 30 DAYS RENTAL

Guest favorite
Home in Kahuku
4.77 out of 5 average rating, 168 reviews

Spacious 1 Bedroom Condo in Turtle Bay

Welcome to our beautiful condo! - Spacious 1 bedroom with two full bathrooms - Cozy atmosphere with plenty of sunshine - Fully equipped kitchen with stainless steel appliances - Free WiFi and parking - Views of the Fazio golf course - Great price for the location plus you can golf! - Close to the beach, family-friendly activities, and golf - Washer/Dryer in unit - Stocked with beach towels and toys

Guest favorite
Home in North Shore
4.78 out of 5 average rating, 108 reviews

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 Kailua kayak rentals

Quick stats about vacation rentals with a kayak in Kailua

  • Total vacation rentals

    Explore 10 vacation rentals in Kailua

  • Nightly prices starting at

    Kailua vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

  • Verified guest reviews

    Over 660 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Kailua vacation rentals include wi-fi 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

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