1+ Vacation Rentals Near Windward Coast |
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Utah Cabin Rental - Vacation Rentals in Windward Coast

Waimanalo Beach Cottages in Waimanalo From US $507
         

8.4 (30 Reviews)
Cabin
Waimanalo Beach Cottages
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Places to Stay in Windward Coast

Over 574+ Luxury Places to Stay in or Near Windward Coast
Hale Lani: Mountainside Ocean View Home | Private Pool & soaking tub with a view in Kailua From US $4,805
         

10.0 (3 Reviews)
House
Hale Lani: Mountainside Ocean View Home | Private Pool & soaking tub with a view
  • Air Conditioner
  • Parking
  • Pool

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Luxury beachfront villa on a world class beach in Kailua, HI in Kailua From US $4,535
         

10.0 (2 Reviews)
House
Luxury beachfront villa on a world class beach in Kailua, HI
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lavish Lanikai Hillside Estate: Oceanview w/Pool/Spa, AC & Mokulua Isle Views in Kailua From US $3,821
         

New
House
Lavish Lanikai Hillside Estate: Oceanview w/Pool/Spa, AC & Mokulua Isle Views
  • Air Conditioner
  • Parking
  • Pool

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Kailua Luxury Estate: Licensed Rental #1990/NUC-1787 in Kailua From US $3,717
         

9.8 (84 Reviews)
House
Kailua Luxury Estate: Licensed Rental #1990/NUC-1787
  • Air Conditioner
  • Parking
  • Pool

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Kailua Beach Escape by Gather: Luxury Beachfront Estate w/Pool, Hot Tub & Views in Kailua From US $3,712
         

New
House
Kailua Beach Escape by Gather: Luxury Beachfront Estate w/Pool, Hot Tub & Views
  • Air Conditioner
  • Parking
  • Pool

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Kailua Beachfront Estate by Gather: Beachfront Luxury w/Pool, Spa & Guest House in Kailua From US $3,671
         

New
House
Kailua Beachfront Estate by Gather: Beachfront Luxury w/Pool, Spa & Guest House
  • Air Conditioner
  • Parking
  • Pool

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Gigi's Retreat-Kailua Beach Front + Pool - Lic.1990/NUC-1783 in Kailua From US $3,598
         

10.0 (39 Reviews)
House
Gigi's Retreat-Kailua Beach Front + Pool - Lic.1990/NUC-1783
  • Air Conditioner
  • Parking
  • Pool

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Walker Beach House - Lanikai Ocean Front Lic.#1990/NUC-1757 in Kailua From US $3,313
         

10.0 (143 Reviews)
House
Walker Beach House - Lanikai Ocean Front Lic.#1990/NUC-1757
  • Air Conditioner
  • Parking
  • TV

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Top-Rated Vacation Rentals with a Pool in Windward Coast

Over 163+ Top-Rated Vacation Rentals with a Pool in or Near Windward Coast
Place in Paradise-Kailua Beachfront Short term Lic#1990/NUC-1802 in Kailua From US $2,928
         

10.0 (233 Reviews)
House
Place in Paradise-Kailua Beachfront Short term Lic#1990/NUC-1802
  • Air Conditioner
  • Parking
  • Pool

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Steps to Beach-Heated Pool-AC-Gated Community-Minimum Stay 7 Nights-CONTACT HOST in Kailua From US $716
         

10.0 (117 Reviews)
House
Steps to Beach-Heated Pool-AC-Gated Community-Minimum Stay 7 Nights-CONTACT HOST
  • Air Conditioner
  • Pool
  • TV

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Kailua Oceanfront Villa with Heated Pool & Spa in Kailua From US $710
         

10.0 (112 Reviews)
House
Kailua Oceanfront Villa with Heated Pool & Spa
  • Air Conditioner
  • Parking
  • Pool

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Beachside Kailua AC - DATES AVAIL incl Christmas! Min Stay 7 Nights-CONTACT HOST in Kailua From US $851
         

10.0 (99 Reviews)
House
Beachside Kailua AC - DATES AVAIL incl Christmas! Min Stay 7 Nights-CONTACT HOST
  • Air Conditioner
  • Parking
  • Pool

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Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa. in Kailua From US $1,610
         

10.0 (96 Reviews)
House
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
  • Air Conditioner
  • Parking
  • Pool

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BEACHSIDE LUXURY HOME, AC, HEATED POOL, INQUIRE WITH OWNER FOR DESIRED DATES in Kailua From US $1,218
         

10.0 (62 Reviews)
House
BEACHSIDE LUXURY HOME, AC, HEATED POOL, INQUIRE WITH OWNER FOR DESIRED DATES
  • Air Conditioner
  • Parking
  • Pool

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Steps to Beach- Heated Pool- AC-Minimum Stay 7 Nights-CONTACT HOST in Kailua From US $537
         

10.0 (58 Reviews)
House
Steps to Beach- Heated Pool- AC-Minimum Stay 7 Nights-CONTACT HOST
  • Air Conditioner
  • Parking
  • Pool

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★ Amazing ★ Kailua Bliss Beach House ★ Pool! Game Room! 1 House from the Beach in Kailua From US $1,072
         

10.0 (34 Reviews)
House
★ Amazing ★ Kailua Bliss Beach House ★ Pool! Game Room! 1 House from the Beach
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Windward Coast

Over 56+ Pet-Friendly Vacation Rentals in or Near Windward Coast
Coconut Grove Cottage, Walk to Beach and Downtown in Kailua From US $273
         

10.0 (4 Reviews)
House
Coconut Grove Cottage, Walk to Beach and Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

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Beachfront spectacular Kailua beach in Kailua From US $1,224
         

9.0 (1 Review)
House
Beachfront spectacular Kailua beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Coconut Grove, Kailua Vacation Home in Kailua From US $421
         

10.0 (3 Reviews)
House
Luxury Coconut Grove, Kailua Vacation Home
  • Air Conditioner
  • Parking
  • Pet Friendly

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Coconut Grove Kailua Vacation Home in Kailua From US $279
         

10.0 (2 Reviews)
House
Coconut Grove Kailua Vacation Home
  • Air Conditioner
  • Parking
  • Pet Friendly

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Relaxed Kaneohe Retreat | Carport, AC, W/D in Kaneohe From US $564
         

New
Apartment
Relaxed Kaneohe Retreat | Carport, AC, W/D
  • Air Conditioner
  • Parking
  • Pet Friendly

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Steps to Kailua Beach Relaxing 3BR Oasis Fenced Yard in Kailua From US $347
         

New
House
Steps to Kailua Beach Relaxing 3BR Oasis Fenced Yard
  • Parking
  • Pet Friendly
  • TV

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Keolu Hills Haven: Renovated 2/2 & Easy Parking in Kailua From US $246
         

New
House
Keolu Hills Haven: Renovated 2/2 & Easy Parking
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Loft in peaceful Kailua with WiFi, AC, and Mountain views. in Kailua From US $148
         

New
Apartment
Charming Loft in peaceful Kailua with WiFi, AC, and Mountain views.
  • Air Conditioner
  • Pet Friendly
  • TV

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Large Vacation Homes & Villas in Windward Coast

Over 138+ Large Vacation Homes & Villas in or Near Windward Coast
Hale Mokulua - Lanikai, Oahu/pools, spa, beach! in Kailua From US $1,056
         

10.0 (21 Reviews)
House
Hale Mokulua - Lanikai, Oahu/pools, spa, beach!
  • Air Conditioner
  • Parking
  • Pool

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Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of the Beach home in Kailua From US $2,342
         

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New
House
Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of the Beach home
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  • Parking
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Luxurious five-bedroom modern retreat in Kailua From US $2,802
         

10.0 (1 Review)
House
Luxurious five-bedroom modern retreat
  • Air Conditioner
  • Parking
  • TV

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Two-Story Ocean-View Kaneohe Home with Big Deck in Kaneohe From US $254
         

10.0 (7 Reviews)
House
Two-Story Ocean-View Kaneohe Home with Big Deck
  • Air Conditioner
  • TV
  • View

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Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of the Beach by RedAwning in Kailua From US $1,374
         

10.0 (5 Reviews)
House
Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of the Beach by RedAwning
  • Air Conditioner
  • Parking
  • Pool

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Zen Home Near Kailua Beach. Ask For Short Stays in Kailua From US $1,264
         

9.8 (80 Reviews)
House
Zen Home Near Kailua Beach. Ask For Short Stays
  • Air Conditioner
  • Pool
  • TV

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Hale Oahu Lic.#1990/NUC-1777/1778 BEACHFRONT KAILUA-SEP SPECIAL in Kailua From US $2,081
         

9.8 (61 Reviews)
House
Hale Oahu Lic.#1990/NUC-1777/1778 BEACHFRONT KAILUA-SEP SPECIAL
  • Air Conditioner
  • Parking
  • TV

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Moku Iki - Lanikai Beach Front : 5 BR, 4 BA House in Kailua, Sleeps 10 in Kailua From US $1,050
         

9.8 (6 Reviews)
House
Moku Iki - Lanikai Beach Front : 5 BR, 4 BA House in Kailua, Sleeps 10
  • Air Conditioner
  • Parking
  • TV

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Wheelchair Accessible Vacation Homes in Windward Coast

Over 13+ Wheelchair Accessible Vacation Homes in or Near Windward Coast
Sunny Kailua Home w/Covered Lanai 1 Mi to Beach! in Kailua From US $282
         

10.0 (4 Reviews)
House
Sunny Kailua Home w/Covered Lanai 1 Mi to Beach!
  • Air Conditioner
  • Parking
  • TV

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Paradise Bay Resort in Kaneohe From US $267
         

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8.0 (458 Reviews)
Resort
Paradise Bay Resort
  • Air Conditioner
  • Parking
  • Pet Friendly

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Available and legal for stays less than 30 days. in Kailua From US $375
         

10.0 (115 Reviews)
Apartment
Available and legal for stays less than 30 days.
  • Air Conditioner
  • Parking
  • TV

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Beachfront Cottage - Steps to beach, AC in Kailua From US $1,367
         

9.6 (5 Reviews)
Cottage
Beachfront Cottage - Steps to beach, AC
  • Parking
  • TV
  • View

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Seascape Vista - Pool, AC in Kailua From US $1,383
         

New
House
Seascape Vista - Pool, AC
  • Air Conditioner
  • Pool
  • TV

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Luxurious modern home with multiple lanais, private elevator & views throughout in Kaneohe From US $719
         

New
House
Luxurious modern home with multiple lanais, private elevator & views throughout
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sea Breeze Retreat - $26k for 90 day stay! in Kaneohe From US $389
         

New
House
Sea Breeze Retreat - $26k for 90 day stay!
  • Air Conditioner
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  • TV

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1 Mi to Beach, Remote Work Hub: Modern Kailua Gem! in Kailua From US $365
         

New
Condo
1 Mi to Beach, Remote Work Hub: Modern Kailua Gem!
  • Air Conditioner
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  • Pool

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Windward Coast Vacation Rentals and Airbnb Places to Stay Under $200

Over 110+ Windward Coast Vacation Rentals and Airbnb Places to Stay Under $200
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage in Kailua From US $133
         

9.8 (79 Reviews)
Cottage
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
  • Air Conditioner
  • Parking
  • TV

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Kailani Loft, Kailua Coconut Grove 1-bedroom in Kailua From US $193
         

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8.5 (57 Reviews)
Apartment
Kailani Loft, Kailua Coconut Grove 1-bedroom
  • Air Conditioner
  • Parking
  • View

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Cozy Kaaawa Studio with Mountain Views - 30 Day Min in Kaaawa From US $135
         

9.8 (25 Reviews)
House
Cozy Kaaawa Studio with Mountain Views - 30 Day Min
  • Air Conditioner
  • Parking
  • TV

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Footsteps to Hawaii's Best Beach in Kailua From US $163
         

10.0 (56 Reviews)
Cottage
Footsteps to Hawaii's Best Beach
  • Air Conditioner
  • Parking
  • TV

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Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck in Kailua From US $142
         

10.0 (13 Reviews)
House
Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck
  • Air Conditioner
  • Parking
  • TV

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Beach Studio with private yard in Lanikai - 30 day Minimum Stay in Kailua From US $131
         

10.0 (9 Reviews)
House
Beach Studio with private yard in Lanikai - 30 day Minimum Stay
  • Air Conditioner
  • Parking
  • TV

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Affordable Island Getaway with private yard in Kailua From US $182
         

10.0 (2 Reviews)
Apartment
Affordable Island Getaway with private yard
  • Parking
  • View
  • Ocean View

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Serene Lanikai House Near the Beach w/Outdoor BBQ & Close to Shopping Center in Kailua From US $184
         

10.0 (1 Review)
House
Serene Lanikai House Near the Beach w/Outdoor BBQ & Close to Shopping Center
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Windward Coast

Over 237+ Instantly Bookable Vacation Homes in or Near Windward Coast
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach! in Kailua From US $335
         

10.0 (136 Reviews)
Cottage
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
  • Air Conditioner
  • Parking
  • TV

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MONTHLY DISCOUNT! 3Bed/2Ba House - 250 Steps to the Beach! in Kailua From US $516
         

10.0 (72 Reviews)
House
MONTHLY DISCOUNT! 3Bed/2Ba House - 250 Steps to the Beach!
  • Air Conditioner
  • Parking
  • TV

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Resort-like, 200 meters to Lanikai Beach, Private Pool, AC, Tropical Retreat in Kailua From US $724
         

9.8 (73 Reviews)
House
Resort-like, 200 meters to Lanikai Beach, Private Pool, AC, Tropical Retreat
  • Air Conditioner
  • Parking
  • Pool

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Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands. in Kailua From US $225
         

9.8 (74 Reviews)
Cottage
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
  • Parking
  • TV
  • View

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Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua in Kailua From US $416
         

9.8 (45 Reviews)
House
Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua
  • Parking
  • Pool
  • TV

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Kailua Palms Guest House with Pool and Views! Parking and wi-fi included in Kailua From US $625
         

9.6 (13 Reviews)
Cottage
Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
  • Parking
  • Pool
  • TV

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'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private. in Kailua From US $230
         

10.0 (120 Reviews)
Apartment
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
  • Air Conditioner
  • Parking
  • TV

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Hale Pohaku, Waimanalo Beach Front Lic.#1990/NUC-1689 in Waimanalo From US $1,529
         

10.0 (62 Reviews)
House
Hale Pohaku, Waimanalo Beach Front Lic.#1990/NUC-1689
  • Air Conditioner
  • Parking
  • TV

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About Windward Coast Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Utahcabinrental Windward Coast, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Windward Coast. Places to stay near Windward Coast are 1076.39 ft² on average, with prices averaging US $507 a night.

Utahcabinrental makes it easy and safe to find and compare vacation rentals in Windward Coast with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Windward Coast

Type Count
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Windward Coast

★ Pro Tip: Utahcabinrental makes it easy to compare the best listings on Utahcabinrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Utahcabinrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windward Coast.

Weather in Windward Coast

View the weather forecast for Windward Coast before booking your Windward Coast Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Windward Coast, US

Utahcabinrental offers a large selection of top attractions around Windward Coast. Research things to do on your vacation before you visit Windward Coast.


Kailua Beach Lanikai Beach Waimanalo Beach Sea Life Park Kualoa Beach Park Sandy Beach Makapuu Beach Kalama Beach Park Kane‘ohe Bay He'eia State Park Bellows Field Beach Park Kawainui Park Royal Hawaiian Golf Club Kailua Bay Beach Mokapu Point Kahaluu Beach Kaneohe Klipper Golf Course Ka'a'awa Beach Park Lanikai Pillboxes Trailhead

Other Places to Stay Near Windward Coast, US


Coconut Grove 481 Properties Enchanted Lake 435 Properties Keolu Hills 416 Properties Maunawili 336 Properties Kailua 193 Properties Kalama Tract 101 Properties Kahalu u 84 Properties Lanikai 61 Properties Ka'a'awa 37 Properties Waimanalo Beach 24 Properties Waimanalo 24 Properties Kaneohe 24 Properties

Complexes around Windward Coast, US


Lanikai 33 Properties Kailua Beach 17 Properties Modern Clean Ac At Valley Of The Temple 3 Properties Paradise Bay Resort 3 Properties Helen Beach 1 Properties

Windward Coast Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Windward Coast?

There are a lot of options in Windward Coast. If you plan on staying in the Windward Coast area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windward Coast:

How many vacation rentals are available in Windward Coast?

Currently, the total number of properties listed in 2026 is over 1 in the Windward Coast area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Windward Coast.