Vacation rentals in Wailua Homesteads

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Top-rated vacation rentals in Wailua Homesteads

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A private deck features a round table set with two woven placemats and glassware, surrounded by four wicker chairs. Lush greenery and vibrant flowers frame the view, which overlooks the ocean and a clear blue sky.
Cottage in Kapaa
4.93 out of 5 average rating, 172 reviews

Beachfront Home: Inquire About 30 days for 40% Off

Private beachfront cottage with direct access to Baby’s Beach and the coastal bike path, nestled in a charming single-family residential neighborhood. Short walk to Kapa'a shops, restaurants, markets, galleries, and the beach. 2 King bed/1 bath (with tub), soaring vaulted ceilings, living room, fully equipped kitchen, dining areas (inside and out). Convenient to both north and south shores. Private deck with grill, outdoor shower and astonishing views. TVNC 4288/TMK 45002013 TAT066678067201

Guest favorite
The vibrant red exterior of the traditional Hawaiian-style house is framed by lush greenery and palm trees. Large windows allow natural light to fill the interior, while the mountainous backdrop enhances the tropical ambiance. A well-maintained lawn surrounds the property.
Cottage in Hanalei
4.94 out of 5 average rating, 128 reviews

Kaiolohia Hale Haena Walk to Tunnels Beach

TVNC#1146 - Gated entrance leads you through a 6 foot lava rock wall. The rear, ground level, traditional Hawaiian style house is privately tucked away behind the housekeepers front house. Backyard Lanai commands your attention onto conservation Lands with massive mountain and waterfall views . Cedar wood lined interior walls and local artwork adorn the 1600 square foot house. Walk 1/3 mile to Tunnels Beach 5 minutes Kauai lifestyle Note: property located in tsunami evacuation zone.

Top guest favorite
A spacious living area features vaulted wooden ceilings and large windows, offering ample natural light. A wooden coffee table sits center, surrounded by a sofa with colorful cushions and wooden chairs. A ceiling fan enhances the comfort of this inviting space.
Cottage in Kilauea
4.94 out of 5 average rating, 98 reviews

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.

Guest favorite
The spacious living room is furnished with a light brown sectional sofa and a wooden coffee table centrally placed. Two lamps provide ambient lighting, and artwork featuring a coastal scene adorns the wall. A contrasting area rug adds texture, with a tropical-themed accent on the sofa.
Condo in Lihue
4.87 out of 5 average rating, 122 reviews

Heavenly Oceanfront 1 Bedroom Condo Pool & Beach

Enjoy our Heavenly Place! Kaha Lani #101 hosts up to 4 with the ocean steps away. Near Lydgate beach. Central, yet quiet location close to shops and restaurants. One king bedroom with ensuite bathroom includes a tub and shower, plus additional half bath. Large and spacious living room has one queen sofa sleeper. Indicate use of sofa sleeper when booking. Sheets, pillows and linens in closet. Full kitchen newly renovated. Indoor/outdoor dining on the lanai. Coin-operated laundry on site.

Top guest favorite
An open-concept living area features a spacious blue sectional sofa and a dining table with wicker chairs. Large sliding glass doors frame ocean views, while vaulted wooden ceilings enhance the airy ambiance. A TV is mounted on the wall, complementing the contemporary decor.
Home in Wailua
5 out of 5 average rating, 180 reviews

Panoramic luxury beachside condo in paradise A/C

Oceanside Paradise. 180 degree Ocean views. Large private Lanai with breathtaking 180 degree views inside and out. See dolphins, whales, turtles, rainbows & amazing sunrises. Steps from beach & centrally located on the famous Coconut Coast & steps from the Lae Nani beach. Beach chairs & gear included. Beautifully remodeled with an open, custom kitchen/baths & vaulted ceiling. Boasts double master suites, Beautiful Pool, BBQ area, beach access, A/C, washer/dryer & private covered parking.

Top guest favorite
An aerial view captures a modern home surrounded by tropical foliage. Lush palm trees frame the property, while the nearby ocean glistens in the sunlight. The scenic landscape includes rolling hills and a sandy beach in the distance, highlighting the natural beauty of the location.
Home in Anahola
4.93 out of 5 average rating, 45 reviews

Moloa'a Beach Hideaway

STEPS FROM STUNNING MOLOAA BAY TVRNC-#4281 Moloaa Beach Hideaway is a 2 bedroom 2 bath home situated steps away from Moloaa Bay on the east shore of Kauai. Walk up a flight of stairs to enter this air conditioned home with an open floor plan, high vaulted ceilings and a sweeping wrap around lanai. Just a two minute walk down the driveway across a bridge to the stunning crescent white sand beach for sunrises, swimming, snorkeling, kayaking, surfing, or just relaxing and listening to the surf.

Top guest favorite
A serene bedroom features a spacious bed with light-colored bedding. Large windows surround the room, offering views of the ocean and greenery. Natural light filters through bamboo blinds. A ceiling fan and air conditioning unit provide comfort, with wooden accents adding warmth to the space.
Vacation home in Lihue
4.9 out of 5 average rating, 203 reviews

Amazing Views from this Oceanfront Home

Enjoy amazing views & soothing ocean sounds from this cliff side home by popular Kalapaki Beach. 2 bedrooms, both with AC plus great ocean & mountain views. Master with en suite has a king bed. 2nd bd has a queen. 2nd bath, washer & dryer in hallway off living room, which has amazing views as well. Fully stocked kitchen. Balcony lanai with table & chairs for outdoor dining. Free parking in this gated community. Nearby elevator takes you to the beach with restaurants and shops nearby.

Top guest favorite
A serene ocean view is captured from the balcony, featuring gently rolling waves and a clear blue sky. Lush greenery frames the scene, enhancing the sense of tranquility. Outdoor furniture, including a round table and chairs, invites relaxation while enjoying the coastal ambiance.
Condo in Kapaʻa
4.94 out of 5 average rating, 323 reviews

Oceanview's, Oceanfront Kitchen, King Bd, Wfi K-5

Remember the good old days when wearing flip-flops, feeling the sun in your eyes, and leaving those worries behind were easy? Here it is! This is the most sought-after prime location on the island of Kauai. No need for air conditioning in this studio, plenty of ocean breeze, nine windows, and a coin toss away from the ocean surf. Elevated on a beautiful ocean bluff that captures the sounds of crashing waves, Tropical ocean aroma, and island breezes—excellent trade winds with big views

Top guest favorite
Condo in Princeville
5 out of 5 average rating, 127 reviews

Ocean-Style Serenity w/Panoramic Views

Wake up in a blue-green watercolor dream with a seaview through the ocean valley. All framed by endless sky, rainbows, mountains, swaying palms, plumeria and joyful turtles in their special cove below you. Comfy decor, fast Wi-Fi, smart TV, cable, king beds, full baths, bed kitchen, wash/dryer, lanai, beach gear, pool, jacuzzi, BBQs. Log on your own Netflix, etc. You need a car!! Easy parking! Close to beaches, trails, shops, food, fun. 5G Internet: 192.8 Download; 9.43 Upload.

Top guest favorite
An aerial view showcases a charming cottage surrounded by lush tropical foliage. A private hot tub is nestled on a deck, complemented by a cozy lounging area. Vibrant flowers and greenery create a serene outdoor space, enhancing the sense of seclusion and tranquility.
Cottage in Hanalei
4.95 out of 5 average rating, 399 reviews

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a secluded romantic haven nestled on an acre of lush gardens in Kauai’s breathtaking Wainiha River Valley. Perched on a bluff with panoramic valley views, this retreat offers tranquility and luxury. Unwind by your private pool and spa, surrounded by vibrant tropical flora, where nature creates an atmosphere of enchantment. Just a short drive away, explore some of the world’s most stunning beaches. Let this serene paradise immerse you in romance and blissful relaxation

Guest favorite
A tranquil cottage is set within a lush landscape, surrounded by various tropical plants and trees. A winding stone path leads to the entrance, enhancing the natural beauty of the yard. Large windows allow for ample natural light to brighten the retreat.
Cottage in Anahola
4.83 out of 5 average rating, 110 reviews

Sweet Country Cottage

You are invited to a working farm, hosted by a generational Native Hawaiian family rooted in traditional values of mālama ʻāina and communal responsibility. Throughout the property, you’ll find food-bearing trees, native and medicinal plantings, and evolving horticulture projects supporting sustainability and land restoration. Guests may be welcomed to harvest seasonal fruits and or join goat yoga to hear the history of Hawaiʻi.

Superhost
Home in Princeville
5 out of 5 average rating, 3 reviews

Nānā Lani, Artsy Escape with Inspiring Views!

Welcome the Nānā Lani, your “Heavenly View,” an artsy bohemian sanctuary perched above Kauai’s most iconic scenery. Soak in breathtaking views of lush emerald mountains and the sparkling waters of Hanalei Bay from every angle. Thoughtfully designed with a creative, free-spirited aesthetic, this soulful retreat blends natural beauty with inspired comfort—perfect for relaxation, creativity, and unforgettable island moments.

Popular amenities for Wailua Homesteads vacation rentals

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