A coastal landscape with a mountain range, a town, and a clear blue sea.

Windward Coast Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Windward Coast vacation rentals

A modern living room with a large flat-screen TV, a sofa, a coffee table, and a view of the ocean through large sliding doors.

1. Aston Waikiki Sunset

Waikiki

Angel

CA $347 total

includes taxes & fees

Dec 8 - Dec 9

A hotel room with a large window offering a view of the city skyline and a body of water.

2. Bishop Suites Downtown Honolulu

Downtown Honolulu

Aftan

CA $319 total

includes taxes & fees

Nov 23 - Nov 24

A coastal cityscape with a beach, high-rise buildings, and a clear view of the ocean.

3. Partial Ocean View Condo with King or Queen Bed and Parking

Waikiki

Susan

CA $683 total

includes taxes & fees

Nov 20 - Nov 21

Two cocktails on a round table by a poolside with a view of palm trees and the ocean.

4. Marriott Vacation Club, Waikiki

Waikiki

Jennifer

CA $537 total

includes taxes & fees

Nov 29 - Nov 30

A balcony with a view of a beach and ocean, furnished with a table, chairs, and a cat tree.

5. Panoramic Oceanview Resort

Waikiki

"The room was spotless and pristine, just like a model home, and the ocean view from the balcony was absolutely stunning. Everything was exactly as we had hoped! We were traveling with my in-laws, so the peaceful location a little away from the busy town center was perfect for us. They were absolutely blown away by the beauty of the place, saying, “This is paradise! Did we somehow end up in heaven?” It was wonderful to see them so happy! I would definitely come back for our next trip :)"

Kaori

CA $834 total

includes taxes & fees

Nov 13 - Nov 14

A hotel room with a bed, a nightstand, a lamp, a balcony with a table and chairs, and a city view.

6. Skyline Island Colony Hotel

Waikiki

Iurii

CA $224 total

includes taxes & fees

Nov 17 - Nov 18

A beach with clear blue water, a city skyline, and a mountain in the background.

7. Royal Kuhio

Waikiki

Armando

CA $351 total

includes taxes & fees

Nov 9 - Nov 10

A spacious lobby with a stone wall, seating area with wicker furniture, and vending machines.

8. Comfy and Modern Condo By Waikiki

Waikiki

Brett

CA $641 total

includes taxes & fees

Nov 17 - Nov 18

A modern living room with a glass dining table, white chairs, a grey sofa, and a city view through large windows.

9. Ilikai Marina Vacations

Waikiki

Johnathan

CA $513 total

includes taxes & fees

Nov 11 - Nov 12

A modern apartment with a balcony, dining area, and kitchen.

10. Regency on Beachwalk Waikiki by OUTRIGGER

Waikiki

Ria Flor

CA $1,027 total

includes taxes & fees

Nov 20 - Nov 21

11. Aston Waikiki Beach Tower

Waikiki

Tiffany

CA $820 total

includes taxes & fees

Nov 30 - Dec 1

A rooftop pool area with lounge seating and a fire feature.

12. Ala Moana Condo by Zelloo

Ala Moana

STEVEN

CA $605 total

includes taxes & fees

Nov 10 - Nov 11

13. Diamond Head and Partial Ocean views with 2 Beds and Parking

Waikiki

Charles P

CA $734 total

includes taxes & fees

Nov 15 - Nov 16

A balcony with a view of a cityscape, furnished with a table, chairs, and a decorative wall.

14. Luana Waikiki by Tropical Escapes Realty

Waikiki

Kate Elizabeth

CA $631 total

includes taxes & fees

Nov 17 - Nov 18

A pier structure with a sunset view through its open end.

15. Tropical Studios at Marine Surf Waikiki

Waikiki

Alejandro Ray

CA $354 total

includes taxes & fees

Nov 19 - Nov 20

A modern building with a balcony overlooking a street with palm trees and a body of water.

16. Holiday Surf Hotel

Waikiki

Ian

CA $290 total

includes taxes & fees

Nov 23 - Nov 24

A high-rise hotel with multiple balconies, a beach, and clear blue waters.

17. Ilikai Hotel 2 Bedroom

Waikiki

Traci

CA $1,049 total

includes taxes & fees

Nov 16 - Nov 17

A hotel with a pool area, lounge chairs, and a building with multiple balconies.

18. ALA MOANA

Ala Moana

Liua

A beach with clear turquoise waters, sandy shore, and palm trees.

19. Executive Center Hotel Honolulu

Downtown Honolulu

A balcony with a table set for two, overlooking a beach and ocean.

20. Waikiki Shore by OUTRIGGER

Waikiki

Alex Sau Chim

CA $935 total

includes taxes & fees

Nov 9 - Nov 10

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Top Windward Coast Hotel Reviews

An indoor swimming pool with a clear view of the sky through the ceiling, surrounded by lounge chairs and a stone wall.

Hampton Inn & Suites Oahu/Kapolei

Kapolei

10/10 Excellent

Ioannis

A poolside area with a fire feature, lounge chairs, and a view of a hotel building.

Hyatt House at Ho'opili

Ewa Beach

10/10 Excellent

Brian

A hotel lobby with outdoor seating, a stone wall, and a fire feature.

AC Hotel by Marriott Honolulu

Downtown Honolulu

10/10 Excellent

Bernadette

A pool with a waterfall feature surrounded by tropical vegetation.

Embassy Suites By Hilton Oahu Kapolei

City Center

10/10 Excellent

Devinder Singh

A kitchen with a view of the ocean and cityscape, featuring a marble countertop, modern appliances, and a built-in oven.

Holiday Inn Express Waikiki by IHG

Waikiki

10/10 Excellent

Anton Sampath

A coastal cityscape with a clear sky, a rainbow, and a beach.

Waikiki Beach Marriott Resort & Spa

Waikiki

10/10 Excellent

Ligaya Ramirez

A hotel with a swimming pool, lounge chairs, palm trees, and a multi-story building.

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

Western Honolulu

10/10 Excellent

Anonymous traveller

A poolside area with lounge chairs and umbrellas, overlooking the ocean at sunset.

Halepuna Waikiki by Halekulani

Waikiki

10/10 Excellent

Just the best place. The staff goes above and beyond, and everything is beautifully appointed. Yoga in the garden was lovely, the Toto toilets are a great touch, the rooms are stunning and we can’t wait to come back. What a pleasure. Shout outs to Yuki and Jerome at the pool work who hustle hard to keep everyone comfortable, and the team at the valet desk are charming and helpful - thank you everyone! My only downside was that the pool closes at sunset, we love a night swim - but we...

Chelsea

A hotel with outdoor seating, a pool, and a prominent building with a triangular roof structure.

OUTRIGGER Reef Waikiki Beach Resort

Waikiki

10/10 Excellent

This was our first time in Hawaii and we originally wanted to book the Hilton hawaiian village, but there was a strike at the time and decided to change our plans. This hotel in the perfect location. A ton of shopping and food options surrounding the hotel. 2 restaurants and an ABC store on grounds. The pool was a bit small but great for kids. Our room was immaculate and had a beautiful 2 queen bed room with 2 walls of floor to ceiling windows with 2 balconies. I would recommend it to anyone.

Tanya

A beach with clear turquoise waters, a pier, and palm trees.

Hilton Hawaiian Village Waikiki Beach Resort

Waikiki

10/10 Excellent

Tracy

Find out more about Windward Coast

Everything you need to know about Windward Coast vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windward Coast vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windward Coast vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windward Coast vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windward Coast. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windward Coast vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windward Coast vacation rentals we have selected for you start as low as CA $85 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windward Coast rentals

At Expedia, we put the best Windward Coast vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windward Coast rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windward Coast vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windward Coast. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Windward Coast Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windward Coast vacation rentals

1. Aston Waikiki Sunset

2. Bishop Suites Downtown Honolulu

3. Partial Ocean View Condo with King or Queen Bed and Parking

4. Marriott Vacation Club, Waikiki

5. Panoramic Oceanview Resort

6. Skyline Island Colony Hotel

7. Royal Kuhio

8. Comfy and Modern Condo By Waikiki

9. Ilikai Marina Vacations

10. Regency on Beachwalk Waikiki by OUTRIGGER

11. Aston Waikiki Beach Tower

12. Ala Moana Condo by Zelloo

13. Diamond Head and Partial Ocean views with 2 Beds and Parking

14. Luana Waikiki by Tropical Escapes Realty

15. Tropical Studios at Marine Surf Waikiki

16. Holiday Surf Hotel

17. Ilikai Hotel 2 Bedroom

18. ALA MOANA

19. Executive Center Hotel Honolulu

20. Waikiki Shore by OUTRIGGER

Find vacation rentals that suit your style

Top Windward Coast Hotel Reviews

Hampton Inn & Suites Oahu/Kapolei

10/10 Excellent

Find out more about Windward Coast

Windward Coast vacation rentals: An excellent choice for every season

How to find incredible deals on Windward Coast rentals

Explore a world of travel with Expedia