Vacation rentals in Wailua Homesteads

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Top-rated vacation rentals in Wailua Homesteads

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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 Kapaʻa
5 out of 5 average rating, 172 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
A serene coastal view features vibrant blue waters meeting a sandy beach, framed by lush greenery. Two cups are placed on a wooden ledge, inviting a peaceful moment while taking in the expansive landscape under a partly cloudy sky.
Vacation home in Kapaʻa
4.93 out of 5 average rating, 142 reviews

Beautiful OCEANFRONT Kauai Condo with beach access

Aloha, and welcome, to our Wailua Bay View condo, located on the East shore of Kauai in the Coconut Coast town of Kapa'a. Spectacular panoramic ocean views of the expansive sandy beach of Wailua Bay awaits you. Our 740 sqft. fully equipped ground floor condo features a spacious one bedroom and one bath, a fully equipped kitchen, a washer and dryer, an outdoor swimming pool/ BBQ area.A comfortable living area with a queen sofa/sleeper. We are centrally located to dining and shopping. Wi-Fi, tv.

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
4.89 out of 5 average rating, 191 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 tranquil outdoor space features a small table set with two coffee mugs. Lush greenery surrounds the area, complemented by flowering plants. In the distance, the ocean is visible beyond the well-maintained lawn and palm trees, creating a serene environment.
Condo in Kapaʻa
4.99 out of 5 average rating, 241 reviews

Beachside Walk Out Condo/Pool/A/C Ocean Views 144

Beautiful, Botanical Paradise, Just Steps from an Ocean Side Pool, Hot-Tub & Cabanas. Walk out to our sandy, ocean beaches & famous bike path from your private lanai. No daily resort/parking fees. Includes A/C, cooler/beach chairs, gear & BBQ Poolside grills. Central location, access both the south & north shores. Right next to kauai’s only beachside bar and restaurant & the coconut grove marketplace w/restaurants, grocery, & shops. Down from Wailua River and just 10 min away from Airport.

Top guest favorite
An airy studio is presented, featuring a spacious bed with a white quilt and a light-colored throw. A seating area with two chairs and a small table is visible through large glass doors, leading to a grassy area and ocean view.
Condo in Kapaʻa
4.87 out of 5 average rating, 319 reviews

Endless Ocean Views, King bed, AC, WiFi,132

Direct OCEANFRONT/BEACH Charming Oceanfront studio. Surrounded by enchanting tropical Gardens. Location is central to the entire island. Walking distance to restaurants, shops, and the best walking beaches on the island. One of the very few completely updated condos. Best of all, it's a few steps to the sand. The only views are of the ocean, the beach, and the gardens; there is no railing obstructing them. Enjoy the sunrise with a cup of coffee or a glass of wine after a day of sightseeing.

Guest favorite
A Hawaiian-style home is set against a backdrop of palm trees and vibrant greenery. The exterior features a covered porch and large windows, with an expansive ocean view visible beyond the lush landscape.
Villa in Anahola
4.92 out of 5 average rating, 115 reviews

Oceanfront BeachHouse-Spectacular Views & Privacy

This beautiful beachfront Hawaiian style home commands a spectacular 220 degree view of the ocean from its large lanai where you can enjoy outdoor dining cool and ocean breezes. This is Hawaii at its best. We're on a small peninsula with our own secluded beach access to snorkeling, surfing, fishing, & paddle boarding. Explore the reef or paddle up the river toward Kong Mountain. This is the Hawaiian island experience that we all dream of. Come enjoy your own secluded piece of paradise.

Top guest favorite
Condo in Princeville
4.98 out of 5 average rating, 322 reviews

Sea and Sky Kauai, an Oceanfront Penthouse dream

This modern and newly renovated honeymoon beach retreat has breathtaking panoramic ocean and coastline views. Lounge in the daybed while gazing at the sweeping vista from Anini reef to Kilauea Lighthouse. Some have said "it feels like being on a ship at sea" as they witness whales breaching in the ocean and waves peeling on the reef from this magical location. A rare penthouse unit with high ceilings, views from every room, even the famous Bali Hai from the deck. Truly a couple's dream!

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, 392 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 charming jungle cottage is surrounded by lush greenery and tropical plants. A wooden deck leads to a set of sliding glass doors, inviting natural light into the interior. Sunlight filters through the dense foliage, creating a serene and tranquil environment.
Cottage in Hanalei
4.82 out of 5 average rating, 187 reviews

Ipo Cottage - Steps to the beach

The private jungle cottage interior features a high open-beam ceiling, windows on three sides and simple, modern décor along with a cozy kitchen. Outside is a private shower with a spectacular view of the jungle, private deck, and grill. Located just 100 steps from one of Kauai's most secluded North Shore beaches. Perfect for the laid back traveller who wants the ideal home base in the gorgeous nature of Ha'ena while still close to the restaurants and shops of Hanalei.

Top guest favorite
The image captures a coastal scene with a sandy beach in the foreground and a series of multi-story cliffside homes rising in the background. Golden light reflects off the buildings, contrasting with dramatic clouds overhead. Gentle waves lap at the shore.
Cottage in Lihue
4.92 out of 5 average rating, 129 reviews

Oceanfront Retreat on Kalapaki Bay Kauai Sleeps 4

Spectacular Oceanfront Cliff House on famous & historic Kalapaki Bay. 2 bedrooms 1-1/2 baths. A/C in bedrooms. Two story, newly renovated. Elevator Beach access within walking distance. Incredible sunrise/sunset views from every room. Walk to Royal Sonesta and Timbers Resorts w/great amenities & restaurants. Two beautiful lanais for outdoor dining with waves crashing below where you can watch sea turtles, dolphins and spotted rays .

Guest favorite
An outdoor dining space is presented with a white table surrounded by six chairs. Lush greenery lines the edge, with views of the ocean and a vibrant sunset in the background. Palm trees frame the scene, creating a serene atmosphere.
Home in Kekaha
4.9 out of 5 average rating, 361 reviews

Oceanview, Air Conditioning, Clean and Cute

Two bedroom home has dramatic views of the ocean and a cute and comfortable place to call home. We are located just across the street from Davidsons surf break. Located in Kekaha which is loved for its sunny days and laid back vibe. As with most of the ocean view homes in Kekaha we are on Kuhio Hwy directly across from the ocean. Please consider the traffic noise and keep in mind that for most the views far outweigh the road noise.

Superhost
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 Kilauea
4.82 out of 5 average rating, 107 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.

Popular amenities for Wailua Homesteads vacation rentals

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  2. United States
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  4. Kauai County
  5. Wailua Homesteads