Holiday rentals in Kalaheo

4.86 out of 5 average rating, 148 reviews

Holiday home in Lihue

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.

4.95 out of 5 average rating, 183 reviews

Suite Hale Kauai 1Br Poipu Condo walk to beach

Welcome to Suite Hale Kauai! Our one-bedroom hideaway is the perfect spot for couples and honeymooners who want to experience the magic of Kauai with a side of comfort and fun. Suite Hale Kauai has everything you need to feel right at home—minus the chores. We’ve put in some serious magic to make sure your stay is as unforgettable as that first sip of tropical drink. Get ready to kick back, relax, and let us help you make memories on this beautiful island you’ll be bragging about for years!

4.92 out of 5 average rating, 113 reviews

Holiday home in Kapaʻa

Beautiful OCEANFRONT Kauai Condo with beach access

Aloha, and welcome, to our Wailua Bay view condo, located on the East shore of Kauai in 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 that is centrally located to dining, shopping, and the Grand Canyon of the Pacific!

4.98 out of 5 average rating, 275 reviews

Apartment in Princeville

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, 207 reviews

Home in Poipu

Private Beach Home, Sleeps 8, A/C, Game Room

This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and all the beach toys you'll need to enjoy Kauai's beaches. The house is a 5 min. walk to Poipu beaches filled with great surf, snorkeling, diving, and fishing. Kukui'ula shopping center is a short walk away with great restaurants and local shops. When you stay here, you'll find true relaxation with us.

4.97 out of 5 average rating, 119 reviews

Tropical Oceanside Oasis

Bask in the sunshine & aloha while relaxing in our bright, spacious & serene studio. The property boasts lush, tropical surroundings filled with swaying coconut trees, birds of paradise, orchids & koi ponds. This comfortable, airy top-floor unit is a stone's throw from the ocean where cool trade winds blow year round. The condo is walking distance to Kauai's best surf breaks, beaches, snorkeling, restaurants & shopping. Enjoy endless rainbows & surreal sunsets across the Kauai sky.

4.9 out of 5 average rating, 320 reviews

Garden Isle Condo

Welcome to the garden island condo, just steps away from the wonderful temperate Hawaiian waters and well within walking distance of most of your needs, local restaurants, stores, Starbucks, Poké you name it. Affordable accommodations that allow you to spoil yourself on other things. Plenty of open and covered parking available. Quiet, friendly and inviting, allowing you complete freedom to explore the Island and relax when you return. Settle in and let the adventure begin!!!

4.94 out of 5 average rating, 335 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

5 out of 5 average rating, 104 reviews

Little Rainbow Kauai | Beachfront, AC, Ocean View

This bright and airy updated condo is the ideal place to stay in sunny Poʻipū for couples, honeymooners + small families. The open living space is clean and welcoming with a coastal boho vibe, and you'll enjoy beautiful ocean + garden views from the huge upper-level lanai. Location is the absolute best - from the beachfront property, you can walk to several of the best beaches on the south shore, local coffee, restaurants, shops, and the incredible pool within minutes.

4.96 out of 5 average rating, 223 reviews

Serene Location, AC, sleeps 4, pool access

Kiahuna Planation Resort #404. Located in building #40. Enjoy relaxing on the lanai listening to the birds sing. This peaceful and centrally-located condo of perfect for couples and families. Enjoy air conditioning located in the living room on those hot summer nights. The bedroom has a king bed and pocket doors to close for privacy. A queen bed folds out from the sofa to sleep 1 or 2 more people. Po’ipū Beach Athletic Club comes as a amenity with the condo.

4.89 out of 5 average rating, 320 reviews

Home in Kekaha

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.

4.89 out of 5 average rating, 166 reviews

Peaceful Poipu Condo

In the heart of Poipu this lovely property is located on the beautiful grounds of Poipu Kai just a short scenic stroll to the surf and sand at Poipu Beach. BBQ, pools and tennis courts on site and restaurants and shops close by make this an ideal location for a get away. This one bedroom oasis is just under 1,000 square feet and is complete with full kitchen, two TVs, WiFi and outdoor patio space.

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Other great holiday rentals in Kalaheo

4.82 out of 5 average rating, 100 reviews

Flat in Princeville

Newly Remodeled Stunning Princeville Studio w/AC!

BriannaRating, 5 stars1 month ago

I enjoyed our stay. Sometimes parking could be somewhat annoying after 8pm but we never not found a spot, sometimes it just wasn’t as close to our lodging. The place was clean and as advertised. The beach equipment was very useful!

4.98 out of 5 average rating, 63 reviews

New! Oceanfront Haena Cottage - Steps to the Beach

DavidRating, 5 stars2 weeks ago

Truly amazing experience, can’t wait to come back! The location is incredible and Kristina and Steve were great friendly hosts.. can’t recommend this stay enough, hope we can be so lucky to experience it again..

4.95 out of 5 average rating, 93 reviews

Flat in Poipu

Baby Beach Guest House -SurfSong Unit #4 Flamingo

KristaRating, 5 stars1 month ago

Cutest place! Amazing location- right across from the beach. Can walk to restaurants. Loved staying here

4.97 out of 5 average rating, 93 reviews

Kaiolohia Hale Haena Walk to Tunnels Beach

Kristina & NickRating, 5 stars1 month ago

Our stay at the cottage was great. Very close to the beach and really appreciated the beach equipment provided. We loved relaxing and enjoying the slower speeds and stunning scenery. The quick ride into town wasn't bad for dinners. Greatly appreciated the AC in the bedrooms. Highly recommend this location.

4.93 out of 5 average rating, 40 reviews

Flat in Poipu

AC Ocean Views- Steps to beach

MaryRating, 5 stars2 weeks ago

Jim's place was beautiful and had a gorgeous view. There were many amenities, including an old record player with hawaiian vinyl records. We really enjoyed that added touch. It has a great access to a beautiful sandy beach and a nice walk down Poipu Beach to Brennecke's beach to see the turtles. There are restaurants, Starbucks, grocery stores and shopping a short drive away. We had some trouble finding the building number and the neighbor on the bottom floor paid us a visit to tell us we were walking too loudly. (Grouchy Renter) Overrall, we had a wonderful time and would definitely stay at Jim's place again.

5 out of 5 average rating, 35 reviews

Villa in Poipu

Cottage in the Crater

AliceRating, 5 stars1 week ago

What a place! This home truly has everything you need—and then some. Every appliance and piece of furniture is high-end, and the entire space is spotless. The attention to detail throughout the house really stood out to me. As a tea lover, I especially appreciated the instant hot water faucet—such a small touch, but it made things so much easier. Communication was fast and seamless. Honestly, this may have been my favorite rental yet. Highly recommend!

4.79 out of 5 average rating, 147 reviews

Ipo Cottage - steps to the beach TVR 1052

MorganRating, 5 stars1 week ago

Location Location Location! This cozy place is nestled in the deepest part of the North Shore of Kaua'i. A special and sacred location. Close to Tunnels Beach and the entrance to the Ha'ena State park with gorgeous Ke'e Beach - buy a reservation pass ahead of time! We loved the proximity to The Haven coffee shop close by. The outdoor shower and jungle views were perfection. After 5 nights without A/C and with many mosquito bites we were ready for more space and enjoyed staying in Princeville. We loved it here and would stay at Ipo Cottage again!