Explore Windward Coast Vacation Rentals

Compare Vacation Rentals in Windward Coast, USA

Beautiful Guest House Kailua Beach
|
9.1 (75 Reviews)
1 Bedroom 2 Guests
Paradise Bay Resort
FromUS $272 per night
|
8.8 (1005 Reviews)
1 Bedroom 2 Guests
Kailua Oceanfront Villa with Heated Pool & Spa
10.0 (111 Reviews)
3 Bedrooms 6 Guests
Oahu Camper Adventures
FromUS $125 per night
9.1 (65 Reviews)
1 Bedroom 4 Guests
Luxurious five-bedroom modern retreat
10.0 (1 Review)
5 Bedrooms 18 Guests
MONTHLY DISCOUNT! 3Bed/2Ba House - 250 Steps to the Beach!
10.0 (72 Reviews)
3 Bedrooms 6 Guests
Beachfront spectacular Kailua beach
FromUS $1,224 per night
9.0 (1 Review)
4 Bedrooms 8 Guests
Hawaii's Hidden Hideaway Bed & Breakfast
|
8.4 (67 Reviews)
1 Bedroom 2 Guests
Cozy Custom Vacation Home
FromUS $439 per night
|
8.9 (8 Reviews)
3 Bedrooms 8 Guests
Resort-like Kailua Beach Lanikai Beach LABOR Day & SEPT Special
9.8 (73 Reviews)
3 Bedrooms 6 Guests
Waimanalo Beach Cottages
8.8 (31 Reviews)
39 Bedrooms 50 Guests
Kailani Loft, Kailua Coconut Grove 1-bedroom
|
8.6 (52 Reviews)
1 Bedroom 3 Guests
Paradise Bay Resort
FromUS $423 per night
|
8.2 (478 Reviews)
29 Bedrooms 23 Guests
Private One Bedroom Side House close to Kailua
3.5 (2 Reviews)
1 Bedroom 2 Guests
Amazing Kailua Beach Front Licensed Rental #1990/NUC-1802
10.0 (228 Reviews)
5 Bedrooms 14 Guests
Walker Beach House - Lanikai Ocean Front Lic.#1990/NUC-1757
10.0 (134 Reviews)
5 Bedrooms 14 Guests
Kailua Beachside home
FromUS $1,890 per night
|
New
4 Bedrooms 14 Guests
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
10.0 (120 Reviews)
1 Bedroom 2 Guests
Lanikai Ohana Hale
FromUS $976 per night
|
New
1 Bedroom 4 Guests
Hale Pohaku, Waimanalo - Lic.#1990/NUC-1689
10.0 (61 Reviews)
3 Bedrooms 8 Guests
Upscale Kailua Getaway Steps to Swim Beach!
|
New
3 Bedrooms 6 Guests
Kailua Luxury Estate: Licensed Rental #1990/NUC-1787
9.8 (76 Reviews)
6 Bedrooms 16 Guests
A Place of Peace where heaven meets the Ocean
|
New
2 Bedrooms 4 Guests
@ Marbella Lane - Sunshine Seascape Ocean View
|
New
4 Bedrooms 8 Guests
Charming Lanikai Kailua Cottage! Close to Lanikai beach, A/C, parking.
10.0 (107 Reviews)
1 Bedroom 2 Guests
Absolutely Oceanfront - 60' Waterfall Lap Pool
9.4 (167 Reviews)
1 Bedroom 2 Guests
Kailua Oceanfront-60' Lap Pool - Upscale Quiet Neighborhood - Legal
9.4 (163 Reviews)
1 Bedroom 2 Guests
Cozy Kaaawa Studio with Mountain Views - 30 Day Min
9.8 (25 Reviews)
1 Bedroom 2 Guests
Hale Mokulua - Lanikai w/heated pool, spa, steps to Beach!
10.0 (21 Reviews)
4 Bedrooms 14 Guests
Pueohala - Kailua Beach Front
FromUS $1,034 per night
10.0 (8 Reviews)
4 Bedrooms 8 Guests
Steps to beach, tropical garden and private pool
9.2 (20 Reviews)
3 Bedrooms 6 Guests
Coconut Grove Cottage, Walk to Beach and Downtown
10.0 (3 Reviews)
2 Bedrooms 4 Guests
Luxury beachfront villa on a world class beach in Kailua, HI
10.0 (2 Reviews)
6 Bedrooms 18 Guests
Panoramic Ocean & Mountain Views -we have FULL AVAILABILITY please message us.n
10.0 (2 Reviews)
6 Bedrooms 22 Guests
Newly Upgraded Private Home in Kailua
New
1 Bedroom 4 Guests
Executive Balinese Vacation Home in Hawaii Kai
10.0 (2 Reviews)
6 Bedrooms 10 Guests
Kalama Room
FromUS $104 per night
|
New
1 Bedroom 2 Guests
Oahu Ohana Vans LLC
FromUS $300 per night
New
4 Bedrooms 4 Guests
Luxury Coconut Grove, Kailua Vacation Home
10.0 (2 Reviews)
4 Bedrooms 8 Guests
Coconut Grove Kailua Vacation Home
10.0 (2 Reviews)
3 Bedrooms 6 Guests
*Affordable Island Getaway with private yard *
10.0 (2 Reviews)
1 Bedroom 2 Guests
Relaxing oceanfront home overlooking Kaneohe Bay
10.0 (1 Review)
3 Bedrooms 6 Guests
Charming 1.5 bedroom cottage, fully furnished in a great location!
10.0 (1 Review)
1 Bedroom 2 Guests
Private Beachfront Rental
FromUS $489 per night
9.8 (259 Reviews)
1 Bedroom 2 Guests
NUC 90/BB-0069, GE-014-134-8864-01, TA-014-134-8864-01
9.8 (160 Reviews)
1 Bedroom 2 Guests

About Windward Coast Vacation Rentals

There are more than 597 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 1359.74 ft² on average, with prices averaging US $799 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 vacation rentals in Windward Coast?

How many Hawaii.Villas vacation rentals are available in Windward Coast?

At present, HawaiiVillas showcases more than 597 properties available in the Windward Coast area for 2026, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Windward Coast.

Nearby Neighborhood (10)

NeighborhoodProperty Count
Eastern Honolulu Vacation Rentals in Windward Coast, US 169
Kalama Tract Vacation Rentals in Windward Coast, US 125
Lanikai Vacation Rentals in Windward Coast, US 79
Hawaii Kai Vacation Rentals in Windward Coast, US 71
Coconut Grove Vacation Rentals in Windward Coast, US 498
Enchanted Lake Vacation Rentals in Windward Coast, US 452
Keolu Hills Vacation Rentals in Windward Coast, US 434
Kuulei Tract Vacation Rentals in Windward Coast, US 475
Kamehame Ridge Vacation Rentals in Windward Coast, US 163
Queens Gate Vacation Rentals in Windward Coast, US 107