
Vacation rentals with a kayak in Wailua
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Top-rated kayak rentals in Wailua
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Private free-standing Cottage,Hot Tub,Walk 2 Beach
Twin Hearts is a unique, comfortable, private, and very well located accommodation on acreage within walking distance of a lovely beach. Kilauea town, with restaurants and shopping, is just 10 minutes away by car. Its many amenities include a hot tub, tandem kayak, beach towels, high speed internet (by Kauai standards), cable TV, Weber gas grill, and so much more. Twin Hearts is a legal, permitted "homestay", Class IV Zoning Permit Z-IV-2015-35, Use Permit U-2015-34, Special Permit SP-2015-12.

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Welcome to our Farmhouse Beach Cottage, perfect for families or couples. Just a half mile from the beach, this home features 2 bedrooms, 1 bath, 1 family room and 1 kitchen. Enjoy modern design, a serene outdoor lanai, well-equipped kitchen, cozy bathroom, A/C bedrooms and beach essentials for all ages. Listen to birds chirp as you walk the neighborhood or to nearby shops and restaurants. Plus access to the Poipu Beach Athletic Club with waterslide, pool, gym, pickleball, Bar & Grill and more!

F303 - Steps to Beach, Pool, Shops & More w/ AC!
At the forefront of East Shore accommodation is the Waipouli Beach Resort. This World Class Resort provides luxury at your fingertips and offers opulent amenities for a variety of occasions. With incredible mountain views, this third-floor suite boasts vistas of the infamous Sleeping Giant, illuminated by the sunrise each morning and backlit by the sunset each evening. Featuring two king master suites and one queen sleeper sofa, F303 comfortably accommodates up to six people. The stylish

Airconditioned luxury 3 bedroom home
This is a luxury three bedroom home in Princeville with a wonderful flow and space that provides a great environment for relaxing or having small family gatherings. The kitchen is fully upgraded with a Wolf stove as well as other luxury appliances. The dining room and living room are large well proportioned spaces that are very comfortable for lounging. Every room has a garden view and the patio has a mountain view. There is a Koi pond. The office includes a comfortable desk with a monitor.

Paradise retreat! Plunge Pool, Hot Tub, AC!
Tropical Paradise in Princeville’s tucked between golf course and the ocean. 3 bedrooms, den and nook can accommodate 11 people. Window AC in every room, Bali style furniture and all memory form mattresses. Huge backyard with mountain views, plunge pool, hot tub, Hawaiian fruit trees, build in gas grill, outdoor hot/cold water shower. Beach gears, Paddle board, kayak, surf & bodyboards, and snorkeling gears! The rate is based on 6 guests; extra fee $30 per night per additional guest.

North Shore Magic - Beaches, Waves, and Breaks.
Luxury awaits in this fully remodeled custom condo with spectacular views from every room. Sunrise hues and morning rainbows set the tone for your escape. Featuring a chef’s kitchen, fully stocked for your culinary needs, and two master suites with brand-new, high-end mattresses for ultimate comfort. This retreat is minutes from pristine beaches and bucket-list hiking trails. Your adventure begins the moment you arrive! Swim, hike, surf, explore and unplug. TA #198390732801

Ocean View & AC! 3 Min Walk To Poipu Beach!
𝐖𝐞𝐥𝐜𝐨𝐦𝐞 𝐭𝐨 𝐒𝐚𝐧𝐝𝐲 𝐃𝐨𝐨𝐫 ! This 950+ sq ft, 1-bed, 1-bath condo features a private lanai where you can unwind with your favorite tropical drink while taking in breathtaking ocean views. Situated in the highly sought-after Poipu area, you’re just 3 mins walk from the Poipu beach, rated the #1 beach in America. This unit is one of the largest 1-bed condos in Poipu and can accommodate up to 5 guests, making it a perfect choice for both families and couples.

A Princeville Suite for all your Needs
15 minutes drive to magnificent Hanalei Bay and just a short stroll to Queen's Bath, Hideaways, and Aninni Beach. Air conditioned suite with a large size living room. Can accommodate one other guest if they don't require total privacy. Princeville shopping and golf course around the corner. Ample amenities provided for guests including: bicycles, boogie boards, beach chairs, umbrellas, some fins, children's toys, BBQ and many other amenities. TA-055-102-4640

Go Paddling and Biking from our Garden - Coco B
Fern Grotto Inn is the perfect home base for exploring Kauai. It is centrally located in Kapaa, on the banks of the Wailua River, and only a block from the beach. You can paddle the Wailua River with our kayaks and SUP's or take our bikes for a spin on the bike path. Coco B is a studio apartment on the ground floor of a four unit cottage, mere steps from Wailua Beach. Glass doors and large windows bring fresh air and garden views to the sun-soaked interior.

4BR/3BA Villa: Central A/C! New Listing!
Welcome to BlueTideVillas! This VERY spacious (1900+ sq ft) 4BR/3BA second-floor villa offers central A/C, two private lanais, and a blend of Hawaiian-Asian elegance. Enjoy a gourmet kitchen, Smart TVs, in-unit laundry, and thoughtful touches throughout. Located in one of Poipu’s most exclusive complexes, you’re a short walk to top beaches, dining, and trails—ideal for families or groups seeking a luxurious Kauai escape.

Lei Hali'a - Steps Away from Poipu Beach with A/C!
Located just steps away from the world-famous Poipu Beach and Brennecke’s Beach on Kauai’s sunny South Shore, Lei Hali’a is ready to help you create lasting vacation memories from this island paradise. Experience dolphins, sea birds, seasonal whales, and sea turtles from the spacious and comfortable outdoor living space, or enjoy a home-cooked meal while watching unforgettable sunsets and tropical evenings.

One of a kind views of Hanalei Bay / Bali Hai 9202
One of a kind views of Hanalei Bay and Bali Hai. Enjoy a cup of coffee from your private lania overlooking the ocean. There is a comfy king size bed in our large master bedroom with its own lanai , Full kitchen with everything you need . Resort has 8 tennis courts, 2 pools, private beach and a restaurant. We provide beach chairs, umbrella, cooler and snorkel gear.
Popular amenities for Wailua kayak rentals
House rentals with a kayak

North Shore Beauty

KS #211 - Best Value Oceanfront Condo with A/C!

Poipu Sands #427- 2BR Condo with AC & Pool Acces

*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC

Charming Treehouse Getaway. TVR #1018

Hale Malanai - Great Views & Steps to Baby Beach!

Designer 3BR - amazing sunset view, hot tub, kayak

Executive Family 4BR Home w/ AC, Spa and Bikes
Other vacation rentals with a kayak

LUXE-BEACHFRONTWaiohai Club Resort+Amenities 2BR

Marriott Kauai Incredible Studio

Spectacular Views of Hanalei Bay and Bali Hai 9203

Poipu Beach Escape – Ocean Views & Island Sun

2 Bd. Island View at Marriott's Waiohai Beach Club

2 Bd. Island View at Marriott's Waiohai Beach Club
Quick stats about vacation rentals with a kayak in Wailua

Total vacation rentals
Explore 20 vacation rentals in Wailua

Nightly prices starting at
Wailua vacation rentals start at ﺩ.ﺇ992 per night before taxes and fees

Verified guest reviews
Over 1,010 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Wailua vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailua rentals

4.9 Average rating
Wailua stays are highly rated by guests—averaging 4.9 out of 5!
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- Poipu Beach
- Hanalei Bay
- Tunnels Beach
- Hanalei Beach
- Pali Ke Kua Beach
- Kauapea Beach
- Waimea Canyon State Park
- Kilauea Lighthouse
- Hanalei Pier
- Baby Beach
- Sea Lodge Beach
- Shipwreck Beach
- Club Wyndham Bali Hai Villas
- Polihale State Park
- Smith Family Garden Luau
- Na Pali Coast State Wilderness Park
- Kalalau Lookout
- Keālia Beach
- Kaua'i Backcountry Adventures
- Lumahai Beach
- Haena State Park
- Lydgate Beach Park





