
Holiday rentals with a kayak in Kailua
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Kailua
Guests agree: these holiday homes with a 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.

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!

#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

FREE Surfboard, Near Waikiki BEACH, 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. Soundproofed (anti-noise) windows to ensure peaceful and comfortable nights. Perfect for families or groups of 5–6. 🌴

Golf Course Front Condo in Kahuku
Welcome to our beautiful Turtle Bay condo! - Single-level ground floor with garden views - Comfortable bed and perfect location - Fully equipped kitchen with modern amenities - Spacious living room with flat screen TVs - Air conditioning and ceiling fans for comfort - Assigned complimentary parking spot - Walking distance to beaches and attractions - Near beach - Family-friendly activities and great for couples

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
Holiday House Rentals with a Kayak

Kai Lani House -Mtn View, Ocean across the road

Spacious 1 Bedroom Condo in Turtle Bay

Hale Mahina Beach House

4BR Home|Ocean & Mountain Views, BBQ, EV Charger

Mountain View Condo in Turtle Bay

Kahuku Golf Course Condo with Garden Access

Spacious Townhome with Golf Course Views

Sea Breeze Retreat at Turtle Bay
Other holiday rentals with a kayak

Stunning View of Waikiki-1 Bedroom Suite-Near Icon

Remodeled Studio Hotel Walk to Ala Moana Beach

*Newly Renovated Oceanfront Waikiki- Ilikai Marina

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

Stunning Beaches, Close to Landmarks at Grand Waik
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 $200 NZD per night before taxes and fees

Verified guest reviews
Over 660 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Kailua holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Waikiki Beach
- Kailua Beach
- Ala Moana Center
- Kualoa Ranch
- Waimea Bay Beach
- Lanikai Beach
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kepuhi Beach
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Bishop Museum
- Kailua Beach Park
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kalama Beach Park
- Pyramid Rock Beach
- Dole Plantation
- Ko Olina Golf Club
- Iolani Palace
- Waimea Bay Beach
- Waikiki Aquarium
- Makapuʻu Beach
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