Holiday rentals in Anahola

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Top-rated holiday rentals in Anahola

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Top guest favourite
A private lanai features a round table with two woven chairs, overlooking a scenic ocean view. Lush green grass and gentle waves are visible, framed by swaying trees under a clear blue sky.
Apartment in Kapaʻa
4.98 out of 5 average rating, 290 reviews

Beachfront oceanside condo paradise AC/pool/HT 247

Enjoy the sound of crashing ocean waves, a gentle sea breeze & grand ocean view from your OCEANFRONT STUDIO CONDO. Watch whale breaching during winter season from your secluded balcony. One of the only remodeled units, with larger kitchen, luxury bathroom w/double vanity. Best location between the North & South shore. Close to restaurants, bars, grocery, attractions. 7 miles away from the LIH Airport. A/C, ocean-front pool, hot-tub & cabanas. No daily resort fees, free parking/beach gear.

Top guest favourite
Home in Princeville
4.99 out of 5 average rating, 139 reviews

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

Guest favourite
A living area is visible through an open doorway, featuring two light blue chairs facing a wooden table. Large windows allow natural light to illuminate the space, with lush greenery and blooming flowers seen outside, contributing to a refreshing atmosphere.
Home in Kapaʻa
4.95 out of 5 average rating, 262 reviews

The Lime House 4BDRM 2Bath Steps from the Beach!

The Lime House is centrally located on the island and just steps from one of our favorite beaches! One that Naomi grew up going to almost every day. It’s a beach that is great for the whole family. It is also located just across the street from the Coconut Marketplace where you can find shopping, free hula shows and farmers market! Just down the street is the Wailua river which is great for kayaking or taking a boat ride up to the famous fern grotto. Contact me after your booking for more info!

Top guest favourite
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, 155 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 favourite
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.
Apartment in Princeville
4.99 out of 5 average rating, 335 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.

Guest favourite
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.
Holiday home in Lihue
4.88 out of 5 average rating, 171 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 favourite
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.
Apartment in Kapaʻa
4.99 out of 5 average rating, 207 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.

Superhost
A spacious bed is centered against a neutral wall, topped with white linens and a decorative pillow. On either side, minimalist bedside tables hold modern lamps casting soft light. A vibrant landscape artwork hangs above, depicting lush mountains and a coastal view.
Apartment in Kapaʻa
4.85 out of 5 average rating, 252 reviews

East Coast Escape

Aloha! Cozy private studio with all of the necessities! Nestled into the Kauai Kailani complex right on the beach in the centrally located and happening town of Kapa'a. The view from the pool is spectacular. Enjoy the pool directly on the ocean. Biking and walking distance to many local shops, restaurants and the beach! Lots of hiking, Coconut Coast bike path, beaches all within walking distance. Studio has a small kitchenette where you can cook meals, a king size bed, beach gear and more.

Guest favourite
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.
Apartment in Princeville
4.98 out of 5 average rating, 299 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!

Top guest favourite
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, 373 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

Top guest favourite
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
4.97 out of 5 average rating, 317 reviews

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 favourite
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.
Guest suite in Princeville
4.96 out of 5 average rating, 355 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!

Popular amenities for Anahola holiday rentals

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