
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!

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.

A203 - Steps to the Beach, Pool, Shops & More AC!
At the forefront of East Shore accommodation is the Beach Resort. This World Class Resort provides luxury at your fingertips and offers opulent amenities for a variety of occasions. This recently upgraded two-bedroom, three-bath suite comfortably accommodates up to six people. The stylish interior includes a stately kitchen with a Wolf glass cook-top and oven, Sub-Zero refrigerator, granite counter tops, African Mahogany cabinets, along with three full bathrooms surrounded with Peruvian

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.

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

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.

Hale Malanai - Great Views & Steps to Baby Beach!
Step up the staircase, and be immediately captivated by the expansive ocean view that greets you on the lanai. Surrounded by lush, jungle-like foliage and the sweet scent of plumeria, Hale Malanai invites you to immerse yourself in the natural beauty of the island. The sounds of the waves, the breeze of the trade winds, and the enchanting ocean and sky make this vacation cottage on stilts the ideal escape.

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.

Plantation style home / Anini Beach
PLUMERIA Plumeria is situated at beautiful Anini Beach, at 3585 Anini Road, 300 yards from the ocean, in an upscale yet relaxed residential area with the largest reef in the Hawaiian Islands. OUR SPECIAL PERMIT NUMBER IS SP-2011 AND OUR TVNC NUMBER IS 4234 TA REGISTRATION number is048-363-7248-01. GE registration number is GE 048-363-7248-01

Kauai Kailani #213, Oceanfront, AC, 2nd Floor
Kauai Kailani #213, a charming oceanfront, Kauai Vacation Rental. This 2-bedroom, 1-bath unit offers stunning ocean views, a full kitchen, and a private lanai, perfect for couples and families. Easy access to shops, restaurants, and outdoor adventures.
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

KS #412 - Best Value Oceanfront Condo with A/C!

Mountain Views with Pool, Hot Tub, & AC

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

Executive Family 4BR Home w/ AC, Spa and Bikes

Kai Nui - Remodel with A/C and Close to Beaches!
Other vacation rentals with a kayak

Kauai Kailani #213, Oceanfront, AC, 2nd Floor

Ocean View & AC! 3 Min Walk To Poipu Beach!

Charming Treehouse Getaway. TVR #1018

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

Private free-standing Cottage,Hot Tub,Walk 2 Beach

One of a kind views of Hanalei Bay / Bali Hai 9202

A203 - Steps to the Beach, Pool, Shops & More AC!

Paradise retreat! Plunge Pool, Hot Tub, AC!
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 G$56,484 GYD 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
- Baby Beach
- Kilauea Lighthouse
- Hanalei Pier
- 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
- Lumahai Beach
- Kaua'i Backcountry Adventures
- Haena State Park
- Kalihiwai Beach
- Lydgate Beach Park
- Puu Poa Beach





