
Vacation rentals with a kayak in Kailua
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Top-rated kayak rentals in Kailua
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Near Waikiki Beach Condo, Sleep 6, 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, new portable ACs, and convenient laundry. Take in pool, city, and mountain views from your private balcony. Perfect for families or groups of 5–6. We’ve also added soundproof (anti-noise) windows to ensure peaceful and comfortable nights.🌴

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

[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!" ★

Support Local Pool Spa Gym Top 10% Family Friendly
🌺Mahalo for choosing to support a local family! For a limited time, a FREE professional photoshoot is included with your booking to capture your Hawaiian memories. Please inquire for details. 📸 We know you have many options, but we promise you will be pleased with your decision to stay in our quiet, peaceful, and family-friendly home. Whether you are small family or large group, our Hale (home) is the perfect fit for you. 💦💪🏻Community Pool, Spa & Fitness center 8 minute walk away🛁👙

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.

Pristine Location near beach
Our beautiful condo has everything you need. A spacious 1 bedroom unit, with two full bathrooms! Fully equipped. King size bed in master bedroom and queen size sofa sleeper in living room. Recently remodeled kitchen. We are located in the Turtle Bay Resort. Close to the beach, family-friendly activities, and Golf. You’ll love my place because of the coziness, the location, and the views. Our home is good for couples, solo adventurers, business travelers, and families (with kids). free wifi

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.

Oceanfront HGV Lagoon Tower 2 Bedroom/2 Bath Suite
This spacious two-bedroom, two-bathroom ocean front view suite with balcony, located on the 3rd - 23rd floors, features a primary bedroom with king-size bed and bathroom with a standard shower/tub combination and TOTO washlet. The second bedroom is furnished with two twin beds and bathroom with a standard shower/tub combination. The suite includes a generous living room with separate dining area, TV, and queen-size sleeper sofa, as well as a full kitchen with rice cooker.

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, Waimea bay - 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.

Bali Oceanfront Cottage
Oceanfront cottage with bbq patio and panoramic ocean views located on Oahu’s famous north shore. Perfect getaway for the whole family! Enjoy surfing, snorkeling, diving, and kayaking right outside your back door! Sea life including Hawaiian monk seals, turtles, and manta rays are also frequently spotted near the shore. Gorgeous hikes nearby offer breathtaking views of the island’s coastal scenery.
Popular amenities for Kailua kayak rentals
House rentals with a kayak

Paradise Green

Spectacular golf course front steps from the beach

Hale Mahina Beach House

Sea Breeze Retreat
Other vacation rentals with a kayak

Stunning View of Waikiki-1 Bedroom Suite-Near Icon

*Newly Renovated Oceanfront Waikiki- Ilikai Marina

Hilton Hawaiian Village Resort-Grand Waikikian-2 B

Stunning Resort Near Waikiki Located Near Oceanfro

Location Location, By golf and beach

Enjoy Hawaiian Luxury at The Grand Waikikian by Hi

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

The Beach Nook
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 R2,078 ZAR per night before taxes and fees

Verified guest reviews
Over 680 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
- Honolulu Vacation rentals
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- Kailua Beach
 - Waimea Bay Beach
 - Kualoa Ranch
 - Kepuhi Beach
 - Lanikai Beach
 - Mālaekahana Beach
 - Ala Moana Beach Park
 - Honolulu Zoo
 - Banzai Pipeline
 - Mākoa Beach
 - Kalama Beach
 - Kapiolani Park Beach
 - Hanauma Bay
 - White Plains Beach
 - Bishop Museum
 - Sans Souci Beach
 - Kahala Hilton Beach
 - Wet 'n' Wild Hawaii
 - Diamond Head Beach Park
 - Pyramid Rock Beach
 - Ke Iki Beach
 - Nimitz Beach
 - Makao Beach
 - Kalani Beach