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Compare 193 Vacation Homes in Windward Coast with updated reviews, rates, and availability.

New Listing ❤️ Secluded Studio at Prestigious Sunset Beach

8.8 out of 10, Excellent, (91)
"Had a great stay at this property. Had all the necessary essentials, and was right down the road from the beach—could hear the ocean waves from the street. We were lucky to arrive the day the big surf competition (called the Eddie) occurred and the host was super accommodating with us parking there early to check out the surf show!"
The price is AED 716
AED 1,436 total
includes taxes & fees
20 Jan - 21 Jan
New Listing ❤️ Secluded Studio at Prestigious Sunset Beach

Aloha Adventure Home - 2 min from beach

9.2 out of 10, Wonderful, (21)
"Good location, n"
Aloha Adventure Home - 2 min from beach

Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108

9.6 out of 10, Exceptional, (65)
"Perfect location for a great beach trip"
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108

Just a couple houses away from the nicest beach on the island.

10.0 out of 10, Exceptional, (27)
"I have stayed in this neighborhood before in different rental properties and this was by far the nicest place with the most privacy. Excellent location, quiet neighborhood, proximity to beach is wonderful. House is great, patio was a wonderful bonus with lots of privacy."
Just a couple houses away from the nicest beach on the island.

Ocean Front Center of Kailua Bay! Best Location!!

10.0 out of 10, Exceptional, (29)
"Best place for families, our whole family enjoyed our time together in this great place!"
Ocean Front Center of Kailua Bay! Best Location!!

House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more

9.2 out of 10, Wonderful, (85)
"Convenient location 3 mins walk from the ocean. The house has surfs, kayaks and boogies. "
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more

Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach

9.6 out of 10, Exceptional, (187)
"Parking tight, mobility tough for handicapped, second bathroom outside, downstairs. Unit could use some TLC. Nice, comfortable furniture & beds. TV on Roku, remote gave us problems, freezer didn’t make ice cubes."
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach

Welcome to Ho'onani Pua Hale

9.8 out of 10, Exceptional, (10)
"Cant say anything but wat a wonderful stay at the house very beautiful clean and very easy to check out will stay again for sure thank u"
Welcome to Ho'onani Pua Hale

WINTER DEALS! 25% off December & January!Beachfront getaway on 7-mile miracle!

9.4 out of 10, Exceptional, (17)
"This place is Great, best place ever stayed in Hawaii."
WINTER DEALS! 25% off December & January!Beachfront getaway on 7-mile miracle!

Kawela Kai 493: North Shore Beach Front---Relax & Unwind

9.4 out of 10, Exceptional, (193)
"Loved our stay at this piece of paradise. "
Kawela Kai 493: North Shore Beach Front---Relax & Unwind

Kailua Beachside, 2 Houses off beach, 2bed/2bath, Sleeps 8, Ocean & Mtn Views

8.8 out of 10, Excellent, (55)
"It was great to get away from the crowd and relax after running the marathon "
Kailua Beachside, 2 Houses off beach, 2bed/2bath, Sleeps 8, Ocean & Mtn Views

Spacious North Shore cottage with lush mountain scenery in the country!

9.4 out of 10, Exceptional, (40)
"Overall we thought the place was good! I’ll just list positives and negatives :Pros : quant place to stay, felt very safe, there are neighbors as listed but we only saw them once, super great to have a fenced in area to let our kids roam and get their energy out and a trampoline, a huge plus having a washer and dryer on site, toilet paper being on hand was also super great. There was a hair dryer on site as well and that was really nice to not have to bring one. Cons: we arrived super late in...
The price is AED 1,098
AED 2,402 total
includes taxes & fees
31 Jan - 1 Feb
Spacious North Shore cottage with lush mountain scenery in the country!

Impeccable Penthouse - Ocean & Diamondhead Views

9.8 out of 10, Exceptional, (160)
"Cozy and clean, can’t beat the view and location. Jan was a great communicator and her listing is accurate. We’ve stayed in various Waikiki locations and this was ideal for us. If you plan to rent a parking space, a mid-size SUV is the largest you should get. "
Impeccable Penthouse - Ocean & Diamondhead Views

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

9.0 out of 10, Wonderful, (126)
"We are a family of 6, all adults and loved staying here. Beautiful place with lots of space to relax and enjoy Hawaii life. HIGHLY recommend! Our host, Crystal"
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Absolutely Oceanfront - 60' Waterfall Lap Pool

9.4 out of 10, Exceptional, (154)
"We had the most incredible stay at this property! The location is truly unmatched—practically sitting right on the ocean, with the sound of waves crashing against the lava stones as a constant, soothing backdrop. Waking up to the sound of the surf and enjoying our morning coffee while watching the waves was an experience we’ll never forget.The home was clean, comfortable, and well-equipped with everything we needed for a relaxing getaway. If you're looking for a peaceful, oceanfront retreat...
Absolutely Oceanfront - 60' Waterfall Lap Pool

Ocean View Escape - Gorgeous ocean views, AC

Ocean View Escape - Gorgeous ocean views, AC

Turtle Bay Perfect Family Destination, steps from the beach, free wifi

9.4 out of 10, Exceptional, (163)
"Helena's condo was perfect for our family of four. Clean, comfortable, beautiful location, convenient to the pool and the property walking paths. Delicious iced coffee every day at Lei Lei's, sunsets at the Pill Box. Easy drive to the food trucks at Kahuku and the west beaches. Plus, we caught the Eddie Surf Comp 2024!"
The price is AED 1,761
AED 3,870 total
includes taxes & fees
27 Jan - 28 Jan
Turtle Bay Perfect Family Destination, steps from the beach, free wifi

Perfect Location on Kailua Beach - Licensed Short Term Rental

9.6 out of 10, Exceptional, (121)
"The beach home is absolutely lovely and embraces all that is Hawaii - relaxed, soothing, sunshine, fun, and the aloha spirit. Being in Kailua was also great as its close to all the services needed. Kailua also has a great island vibe."
Perfect Location on Kailua Beach - Licensed Short Term Rental

Spacious 2 bedroom 2 bathroom on North Shore, with Turtle Bay golf course views!

9.8 out of 10, Exceptional, (165)
"We had a great stay! Beautiful, quite area."
Spacious 2 bedroom 2 bathroom on North Shore, with Turtle Bay golf course views!

Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale

9.6 out of 10, Exceptional, (38)
"Loved the location. Walk to beach and pull box hike. The pool was lovely! Enjoyed the hammock. It was clean, felt safe and secure. Keyless lock was really covenant. Would book again and highly recommend to others. "
Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
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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Other property types in Windward Coast

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

9.0 out of 10, Wonderful, (126)
"We are a family of 6, all adults and loved staying here. Beautiful place with lots of space to relax and enjoy Hawaii life. HIGHLY recommend! Our host, Crystal"
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2866)
"Liked the ocean view, kitchen was nice but frying pan was terrible."
The price is AED 560
AED 813 total
includes taxes & fees
29 Jan - 30 Jan
Aston Waikiki Sunset

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2515)
"Communication with employees was fast and easy, they were all so kind and would try to solve your problems as fast as possible. The rooms were very neat and almost everything that we needed to see was walking distance."
The price is AED 623
AED 873 total
includes taxes & fees
1 Feb - 2 Feb
Aston at the Waikiki Banyan
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.