Windward Coast Hotels, Resorts, and Rentals

Compare HOTELS, RESORTS, AND RENTALS in Windward Coast, USA

Sunny Kailua Home w/Covered Lanai 1 Mi to Beach!
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10.0 (1 Review)
3 Bedrooms 7 Guests
Luxurious five-bedroom modern retreat
10.0 (1 Review)
5 Bedrooms 18 Guests
Relaxed Kaneohe Retreat | Carport, AC, W/D
New
1 Bedroom 7 Guests
Modern Luxury Beach House Kailua
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9.2 (88 Reviews)
3 Bedrooms 7 Guests
Hawaii's Hidden Hideaway Bed & Breakfast
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8.4 (67 Reviews)
1 Bedroom 2 Guests
PRIVATE BEACHFRONT RENTAL
FromUS $469 per night
10.0 (175 Reviews)
1 Bedroom 2 Guests
Beautiful Guest House Kailua Beach
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9.1 (70 Reviews)
1 Bedroom 2 Guests
Cozy Custom Vacation Home
FromUS $439 per night
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9.0 (10 Reviews)
3 Bedrooms 8 Guests
Beachfront spectacular Kailua beach
FromUS $1,224 per night
9.0 (1 Review)
4 Bedrooms 8 Guests
Kailani Loft, Kailua Coconut Grove 1-bedroom
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8.6 (52 Reviews)
1 Bedroom 3 Guests
Waimanalo Beach Cottages
8.4 (30 Reviews)
39 Bedrooms 50 Guests
Paradise Bay Resort
FromUS $423 per night
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8.0 (458 Reviews)
29 Bedrooms 23 Guests
Private One Bedroom Side House close to Kailua
3.5 (2 Reviews)
1 Bedroom 2 Guests
Upscale Kailua Getaway: Steps to Swim Beach!
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New
3 Bedrooms 6 Guests
A Place of Peace - where heaven meets the Ocean
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New
2 Bedrooms 4 Guests
@ Marbella Lane - Sunshine Seascape Ocean View
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New
4 Bedrooms 8 Guests
Kalama Room
FromUS $104 per night
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New
1 Bedroom 2 Guests
Lanikai Ohana Hale
FromUS $976 per night
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New
1 Bedroom 4 Guests
Newly Upgraded Private Home in Kailua
New
1 Bedroom 4 Guests
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
10.0 (120 Reviews)
1 Bedroom 2 Guests
Available and legal for stays less than 30 days.
10.0 (114 Reviews)
1 Bedroom 2 Guests
Charming Lanikai Kailua Cottage! Close to Lanikai beach, A/C, parking.
10.0 (108 Reviews)
1 Bedroom 2 Guests
KAILUA-STEPS TO THE BEACH
FromUS $187 per night
10.0 (87 Reviews)
2 Bedrooms 5 Guests
Enchanting Beach Bungalow with Private Garden
10.0 (80 Reviews)
1 Bedroom 2 Guests
BEACHFRONT! Barefoot living on the best spot on Lanikai Beach!
10.0 (77 Reviews)
1 Bedroom 4 Guests
Beautiful Kailua Hale Studio
FromUS $230 per night
10.0 (56 Reviews)
1 Bedroom 2 Guests
Footsteps to Hawaii's Best Beach
FromUS $141 per night
10.0 (55 Reviews)
1 Bedroom 2 Guests
Footsteps to Hawaii's Best Beach
FromUS $134 per night
10.0 (46 Reviews)
1 Bedroom 2 Guests
Charming Apartment in Prime Location – Steps from Kailua Beach & Town
10.0 (35 Reviews)
1 Bedroom 3 Guests
Secluded Beach Bungalow with Private Garden
10.0 (33 Reviews)
1 Bedroom 2 Guests
Quiet, Private, Beachy 2-bedroom, Walk to Kailua Beach, A/C
10.0 (29 Reviews)
2 Bedrooms 4 Guests
The Banyan Beach Bungalow
FromUS $367 per night
10.0 (26 Reviews)
1 Bedroom 2 Guests
Lovely Private Kailua Cottage
FromUS $468 per night
10.0 (22 Reviews)
1 Bedroom 4 Guests
Entire Fantastic Kailua Cottage. waiting for you!
10.0 (17 Reviews)
1 Bedroom 3 Guests
Beautiful Beachside Bungalow
FromUS $367 per night
10.0 (15 Reviews)
1 Bedroom 2 Guests
Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck
10.0 (12 Reviews)
2 Bedrooms 2 Guests
La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)
10.0 (11 Reviews)
1 Bedroom 4 Guests
Penthouse View in coveted Lanikai! 2 bed 1 bathroom.
10.0 (10 Reviews)
2 Bedrooms 4 Guests
Beach Studio with private yard in Lanikai - 30 day Minimum Stay
10.0 (8 Reviews)
1 Bedroom 2 Guests
🌺 A Place of Peace: where heaven meets the Ocean 🌺
10.0 (5 Reviews)
2 Bedrooms 4 Guests
Coconut Grove Cottage, Walk to Beach and Downtown
10.0 (4 Reviews)
2 Bedrooms 4 Guests
Kailua Condo/Townhouse on Oahu 30 day period 7 day min
10.0 (3 Reviews)
2 Bedrooms 5 Guests
Affordable Island Getaway with private yard
10.0 (2 Reviews)
1 Bedroom 2 Guests
1 bedroom steps to white sand beach
10.0 (1 Review)
1 Bedroom 2 Guests
Charming 1.5 bedroom cottage, fully furnished in a great location!
10.0 (1 Review)
1 Bedroom 2 Guests
The Perfect Escape
FromUS $139 per night
10.0 (1 Review)
1 Bedroom 4 Guests
World Famous Kailua Beach Charming Cottage
10.0 (1 Review)
1 Bedroom 2 Guests
Private Beachfront Rental
FromUS $469 per night
9.8 (264 Reviews)
1 Bedroom 2 Guests
NUC 90/BB-0069, GE-014-134-8864-01, TA-014-134-8864-01
9.8 (166 Reviews)
1 Bedroom 2 Guests
Tradewind Bungalow, in Kailua on Oahu
9.8 (146 Reviews)
2 Bedrooms 6 Guests
Available and legal for stays less than 30 days
9.8 (122 Reviews)
1 Bedroom 3 Guests
Steps to the Beach Guesthouse
FromUS $231 per night
9.8 (89 Reviews)
1 Bedroom 2 Guests
Gorgeous 2 bedroom bayside house on Windward side of Oahu
9.8 (72 Reviews)
2 Bedrooms 6 Guests
Beautiful Kailua Hale 1 Bedroom
FromUS $369 per night
9.8 (29 Reviews)
1 Bedroom 4 Guests

About Windward Coast Vacation Rentals

There are more than 596 places to stay in Windward Coast that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Windward Coast.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Windward Coast, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Windward Coast. Places to stay near Windward Coast are 1362.78 ft² on average, with prices averaging US $808 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Windward Coast with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

Frequently Asked Questions About Windward Coast?

What are the top hotels or resorts in Windward Coast?

You have a lot of choices in or near Windward Coast. If you need a hotel in the Windward Coast area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Windward Coast:

How many hotels, resorts, or rentals are available in Windward Coast?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 596 in the Windward Coast area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Windward Coast.

Nearby Neighborhood (10)

NeighborhoodProperty Count
Eastern Honolulu Hotel & Resort Deals in Windward Coast, US 165
Kalama Tract Hotel & Resort Deals in Windward Coast, US 114
Hawaii Kai Hotel & Resort Deals in Windward Coast, US 69
Lanikai Hotel & Resort Deals in Windward Coast, US 66
Coconut Grove Hotel & Resort Deals in Windward Coast, US 498
Enchanted Lake Hotel & Resort Deals in Windward Coast, US 455
Keolu Hills Hotel & Resort Deals in Windward Coast, US 437
Kuulei Tract Hotel & Resort Deals in Windward Coast, US 483
Kamehame Ridge Hotel & Resort Deals in Windward Coast, US 164
Queens Gate Hotel & Resort Deals in Windward Coast, US 108