
Vacation rentals with a kayak in Kailua
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Top-rated kayak rentals in Kailua
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*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

[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!" ★

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.

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. 🌴

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

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

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

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
House rentals with a kayak

Kai Lani House -Mtn View, Ocean across the road

Golf Course Front Condo in Kahuku

Hale Mahina Beach House

Mountain View Condo in Turtle Bay

Ground-Floor Condo Near Turtle Bay Beach

Spacious Townhome with Golf Course Views

Sea Breeze Retreat at Turtle Bay

Turtle Bay Townhome Near Beaches
Other vacation rentals with a kayak

*Oceanfront Renovated Getaway in Waikiki

Stunning View of Waikiki-1 Bedroom Suite-Near Icon

2 Bedroom at Lagoon Tower, Hilton Grand Vacations

Hilton Hawaiian Village Resort-Grand Waikikian-2 B

Stunning Resort Near Waikiki Located Near Oceanfro

Cozy Waikiki Room with Free Parking

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

Stunning Beaches, Close to Landmarks at Grand Waik
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!
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- Waikiki Beach
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Lanikai Beach
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kepuhi Beach
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Waimea Valley
- Kailua Beach Park
- Bishop Museum
- Wet 'n' Wild Hawaii
- Pyramid Rock Beach
- Kalama Beach Park
- Ko Olina Golf Club
- Dole Plantation
- Iolani Palace
- Sharks Cove
- Waikiki Aquarium
- Polynesian Cultural Center
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