Holiday Homes in West Side

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in West Side

3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.
Guests can enjoy a serene beach experience with calm waters and fine sand.

3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.

9.2 out of 10, Wonderful, (74)
"Perfect place for three couples"
3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH
Relax by the serene pool surrounded by lush tropical plants and palm trees, featuring a water slide and lounge chairs.

HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

9.8 out of 10, Exceptional, (193)
"Fully enjoyed"
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops
Enjoy stunning ocean views from the expansive balcony area overlooking the rocky shoreline.

Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

10.0 out of 10, Exceptional, (56)
"Excellent home for multiple family members "
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops
Gated cottage, 3 blocks to beach, A/C Close to Tunnels. Lots of outdoor space
Relax in a spacious living area with a sofa, coffee table, and dining table, surrounded by white walls and a ceiling fan.

Gated cottage, 3 blocks to beach, A/C Close to Tunnels. Lots of outdoor space

9.8 out of 10, Exceptional, (190)
"Well stocked for beach going and at home meals. Would stay again. "
Gated cottage, 3 blocks to beach, A/C Close to Tunnels. Lots of outdoor space
Plumeria House, Poipu Beach, Koloa Home with a View
Situated on a sloped terrain, this house features a covered porch and a garage door, surrounded by lush tropical vegetation.

Plumeria House, Poipu Beach, Koloa Home with a View

10.0 out of 10, Exceptional, (181)
"We had a great time! Wonderful house!"
Plumeria House, Poipu Beach, Koloa Home with a View
Hawaiian Charm..Just Steps From The Ocean..On Kauai's Sunny W Side * TVNC4216
Enjoy cooking in this well-equipped kitchen with a stove, cabinets, and modern appliances.

Hawaiian Charm..Just Steps From The Ocean..On Kauai's Sunny W Side * TVNC4216

10.0 out of 10, Exceptional, (295)
"Very charming place to stay!"
Hawaiian Charm..Just Steps From The Ocean..On Kauai's Sunny W Side * TVNC4216
Hale Hapuna - Poipu's Best Ocean and Mountain Views
Enjoy meals on the balcony with a view of the surrounding mountains.

Hale Hapuna - Poipu's Best Ocean and Mountain Views

9.8 out of 10, Exceptional, (75)
"The house exceeded our expectations. It was spacious, well stocked and looked like it had recently been updated. We enjoyed the boogie boards, chairs, umbrellas and beach wagon. The outdoor showers were a plus. It was the perfect space for our family of 12. We plan to return. The property managers were responsive and easy to work with."
Hale Hapuna - Poipu's Best Ocean and Mountain Views
Hanalei Bay Villas #12, Waterfall and Ocean Views, walk to beach and One Hotel
Escape to a secluded beach surrounded by lush greenery and majestic mountains.

Hanalei Bay Villas #12, Waterfall and Ocean Views, walk to beach and One Hotel

9.6 out of 10, Exceptional, (145)
"Property has amazing views, well equipped kitchen, and plenty of room for a family. "
Hanalei Bay Villas #12, Waterfall and Ocean Views, walk to beach and One Hotel
Hanalei Hideaway, walk to picturesque Hanalei Bay!
Play a round of golf amidst a scenic coastal landscape with a historic lighthouse in the distance.

Hanalei Hideaway, walk to picturesque Hanalei Bay!

9.6 out of 10, Exceptional, (44)
"Very comfortable clean house with everything you need, 1 block from beach and a short walk to town. We would definitely come back. "
Hanalei Hideaway, walk to picturesque Hanalei Bay!
Luxury Oceanfront Escape – A/C, Hot Tub, 5 bedrooms & Stunning Ocean Views!
Enjoy cooking in this well-equipped kitchen with a large island, oven, and stainless steel appliances.

Luxury Oceanfront Escape – A/C, Hot Tub, 5 bedrooms & Stunning Ocean Views!

9.8 out of 10, Exceptional, (98)
"We (Family of 10) spent 4 nights and had the best stay. The house was perfect for us -- plenty of room, very clean, and the view from the 2nd floor balcony was gorgeous! And property manager was so friendly and very accommodating. Can't recommend this place enough. We will definitely stay here again! Thank you!"
Luxury Oceanfront Escape – A/C, Hot Tub, 5 bedrooms & Stunning Ocean Views!
North shore Kauai w/AC & pool, near beaches
Enjoy a serene beach experience with calm seas and scenic views of natural rock formations.

North shore Kauai w/AC & pool, near beaches

10.0 out of 10, Exceptional, (113)
"Our family loved this clean condo! The unit was perfect for two adults and two young kids. Plenty of amenities, great location, and an extremely friendly and helpful host! Would definitely stay again. 10/10!"
North shore Kauai w/AC & pool, near beaches
PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts
Guests can enjoy a serene beach experience with a palm tree nearby and the ocean's gentle waves.

PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts

9.6 out of 10, Exceptional, (96)
"Nice place to stay, good location"
PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts
Waimea Beach Cottage by Destination Kauai - Charming 2BD, A/C, Walk to Ocean/Pier
Enjoy a romantic meal for two at this beautifully set dining area with a serene view of tropical foliage.

Waimea Beach Cottage by Destination Kauai - Charming 2BD, A/C, Walk to Ocean/Pier

9.8 out of 10, Exceptional, (162)
"Our stay in this cottage was quite delightful. It was very clean when we arrived and very well stocked with everything we needed - right down to brand new beach chairs that arrived while we were there. The bakyard patio and yard were delightful. Highly recommend this place for a great stay. "
Waimea Beach Cottage by Destination Kauai - Charming 2BD, A/C, Walk to Ocean/Pier
NEW LISTING: Brand New AC Units-Incredible North Shore Views!
Relax in this inviting space with a comfortable sofa, dining table, and bench, surrounded by artwork and a large window offering a view of the outdoors.

NEW LISTING: Brand New AC Units-Incredible North Shore Views!

9.8 out of 10, Exceptional, (17)
"A friend had recently lost her young son so this was an amazing place to grieve and I had family that had never been so that was also great"
NEW LISTING: Brand New AC Units-Incredible North Shore Views!
An Affordable Alternative to Expensive Accommodations in Poipu
Surrounded by lush greenery and vibrant flowers, this tropical setting offers a serene escape.

An Affordable Alternative to Expensive Accommodations in Poipu

9.2 out of 10, Wonderful, (53)
"The onsite manager was courteous, prompt in responding and friendly. The home was very comfortable, and clean. So many amenities with a well equipped kitchen and a beautiful garden sitting area.Mahalo for a lovely staycation...I'll be back!"
The price is NZ$686
includes taxes & fees
17 Aug - 18 Aug
An Affordable Alternative to Expensive Accommodations in Poipu
Beachfront Tropical Dream House!! TVNC#4299
Escape to a serene beachside haven surrounded by lush greenery and palm trees.

Beachfront Tropical Dream House!! TVNC#4299

10.0 out of 10, Exceptional, (73)
"Wonderful location and great feel. "
Beachfront Tropical Dream House!! TVNC#4299
NEW 4BR Oceanfront Home with Hot Tub & Theatre
Enjoy a spacious, open-plan living area with a bar, dining space, and seating area, offering expansive views from large windows and a balcony.

NEW 4BR Oceanfront Home with Hot Tub & Theatre

9.0 out of 10, Wonderful, (22)
"Our family of 12 was very comfortable here! Loved to location!"
NEW 4BR Oceanfront Home with Hot Tub & Theatre
Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool
Enjoy a serene beachfront setting with a clear ocean view from this property's seating area.

Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool

9.0 out of 10, Wonderful, (47)
"This property exceeded my expectations. Topnotch in cleanliness, ocean view is breathtaking. I loved the place. Highly recommend this place to everyone. "
Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool
Ocean View 4-bedroom house with AC, WiFi in welcoming Princeville
Escape to a serene outdoor oasis with lush tropical plants and a beautifully manicured lawn.

Ocean View 4-bedroom house with AC, WiFi in welcoming Princeville

10.0 out of 10, Exceptional, (2)
"Wonderful home with oceans views. Located close to shops and amazing beaches. We absolutely loved our stay. "
Ocean View 4-bedroom house with AC, WiFi in welcoming Princeville
Kai Nalu, Spacious, Beachfront Home
Stunning golf course with ocean views, palm trees, and a historic lighthouse.

Kai Nalu, Spacious, Beachfront Home

9.6 out of 10, Exceptional, (72)
"This VRBO was everything we hoped for and more! The location was unbeatable—right on the beach, with stunning ocean views and just a short walk to restaurants and shops. The place itself was even better than the photos. Super clean and stocked with everything we needed for a comfortable stay. The hosts clearly put a lot of thought into the details, making it feel like a true home away from home.If you're looking for the perfect mix of relaxation and convenience in Hawaii, this is the spot....
Kai Nalu, Spacious, Beachfront Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top West Side Hotel Reviews

Aston Islander on the Beach

Aston Islander on the Beach

10/10 Excellent
"The Aston Islander on the Beach offers a cozy, home-like atmosphere."
Emilia 7-night trip
Posted 18 hours ago
Aston Islander on the Beach