Vacation rentals in Haena

4.96 out of 5 average rating, 102 reviews

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

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.

4.98 out of 5 average rating, 133 reviews

A modern kitchen features a large island with barstool seating, equipped with a built-in gas cooktop. Stainless steel appliances, including a refrigerator, are complemented by custom cabinetry. Large windows offer views of the lush outdoor landscape, inviting natural light into the space.

Home in Princeville

LUX/MOD perfect base for island adventures - w A/C

This beautiful home in Princeville stands out with high-end finishes and modern interior design that creates a serene and luxurious atmosphere. Split A/C added throughout home in May 2025. Located a short stroll away from the Princeville Center shops, restaurants, & services. The property backs up to Princeville Golf Course w open space & views! The luxury 1 Hotel at Hanalei Bay is down the road. Enjoy Princeville’s easy access to Anini beach, Hideaway, Hanalei Bay, and community Farmer’s Market

5 out of 5 average rating, 149 reviews

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

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.

An inviting lanai features a woven hanging chair beside a small round table. A steaming cup is placed on the table, accompanied by a book. The background reveals lush greenery and panoramic ocean views under a soft sunset glow.

4.99 out of 5 average rating, 328 reviews

~The Surfshack~ with breathtaking ocean views!!

A modern surf oasis nestled on an overlook with panoramic ocean views, stunning sunsets, and the famous Bali Hai. We are featured in the June issue Sunset Magazine. You'll never want to leave this modern Hawaiian styled 2 bedroom, 2 bath condo. We have everything you’ll need and want for the most relaxing stay of your island vacation and only steps away from food, drinks, the pool and the beach. Whale watch from the lana'i in the winter, or snorkel our beautiful Hideaways beach in the summer.

A cozy nook features a spacious daybed surrounded by large windows, offering panoramic ocean views. Decorative pillows and soft fabrics create a welcoming environment. The decor includes coastal-themed accents, with a small wooden table and a chair positioned nearby, enhancing the tranquil atmosphere.

4.98 out of 5 average rating, 292 reviews

Sea and Sky Kauai, an Oceanfront Penthouse

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!

4.94 out of 5 average rating, 363 reviews

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

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

4.98 out of 5 average rating, 312 reviews

A bright living area features a spacious sofa and armchair, designed for relaxation. Large windows provide views of the lush outdoor greenery. The open layout connects to an inviting kitchen and dining area, illuminated by pendant lighting and natural light.

Townhouse in Princeville

Nalani Place

Escape to the beauty of Kauai with Nalani Place, your own tropical oasis in the heart of Princeville. This charming townhouse offers a fully equipped kitchen, outdoor grill, two bedrooms with AC, two full bathrooms, beach gear, and all the thoughtful amenities you need for a relaxing vacation! Situated on Kauai’s picturesque North Shore, surrounded by lush mountains, waterfalls, and beaches, Nalani Place is the perfect place to immerse yourself in the peaceful island vibes.

Guest suite in Princeville

A bright living area features vaulted wooden ceilings and large windows, allowing natural light to fill the space. Tropical-patterned seating faces a wooden coffee table and a television. A green plant adds a touch of nature to the overall arrangement.

4.96 out of 5 average rating, 348 reviews

Updated Hawaiiana Charmer ~ Basecamp to Adventure

Your beautiful base camp to adventure awaits! Newly-renovated, fully-appointed guest suite above the garage of our family home. Private lanai, peekaboo oceanview, bikes, kayak, SUP and surfboard included with your rental. Bright, breezy unit with gorgeous vaulted ceilings, fresh white linens, a pillow top mattress and coffee to jumpstart your morning. We have everything you need to explore this magical island - recently featured in Condé Nast as one of Hawaii’s top Airbnbs!

A spacious lanai features a wooden dining table with a bottle of wine and fruit, overlooking lush green mountains and palm trees. The scenery includes a view of the resort's grounds and a pool area, set against a bright blue sky.

4.95 out of 5 average rating, 195 reviews

Brand New Luxurious Condo on North Shore Kauai

Brand New Listing at the Hanalei Bay Resort. Wake up to breath taking views of the Hanalei bay, waterfalls and the amazing lush green mountains of the garden island. Along with the amazing scenery you will also have access to pools, hot tubs, tennis courts, private beach access, weight room facilities and enjoy live music every night at the Happy Talk Lounge. All of theses activities are just a minutes walk from your front door or enjoy a relaxing golf cart shuttle ride.

A modern living area is featured, showcasing a spacious, light-colored sectional sofa and accent chairs. Large glass doors provide unobstructed ocean views and access to the outdoor space. A round coffee table sits at the center, while neutral decor enhances the bright atmosphere.

4.92 out of 5 average rating, 110 reviews

Puu Poa Honeymoon Suite - A/C - Ocean Views

This meticulously-maintained, 2bdrm air-conditioned honeymoon suite is located at coveted Puu Poa in the resort community of Princeville. Enjoy panoramic ocean views from every angle of this stunning unit and watch the waves roll in and whales breach on the horizon while sipping mai tais on your private lanai. Puu Poa is just a stone’s throw away to three beautiful beaches, and walking distance to 1 hotel Hanalei Bay, Happy Talk, Hideaways Pizza, and Princeville Center.