Holiday rentals near East of Maui

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November 2025

December 2025

Choose the perfect holiday rental that's close to East of Maui. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a fireplace. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - East of Maui

Showing deals for:6 Feb - 13 Feb

Large main living/dining/kitchen area with new appliances and all new furniture

Exceptional

(6 reviews)

4br/3ba + pool, close to beach. Pet friendly, WiFi, Parking, Quiet neighborhood

Rehoboth Beach, DE

8% off

for 7 nights, 1 home

AU$889 per night

includes taxes & fees

The master suite offers designer decor, king bed, and stunning bay views.

Exceptional

(46 reviews)

Postcard perfect resort lifestyle at CasaDewBe

Dewey Beach, DE

7% off

for 7 nights, 1 apartment

AU$248 per night

includes taxes & fees

Exceptional

(43 reviews)

Location, Location, Location! Immaculately Kept!

Dewey Beach, DE

8% off

for 7 nights, 1 home

AU$1,925 per night

includes taxes & fees

Exceptional

(35 reviews)

Located on prime street in Dewey Beach walking to everything with brand new POOL

Dewey Beach, DE

9% off

for 7 nights, 1 home

AU$4,091 per night

includes taxes & fees

Exceptional

(80 reviews)

WALKING to Beach, Town of Dewey w/ NEW LARGE Heated POOL, HOT TUB and fire pit!

Dewey Beach, DE

8% off

for 7 nights, 1 home

AU$1,450 per night

includes taxes & fees

Exceptional

(9 reviews)

Waterfront! New listing! Idyllic chalet in amenity rich community.

Lewes, DE

8% off

for 7 nights, 1 chalet

AU$430 per night

includes taxes & fees

View from outside - Shorebreak Cottage is on the left.

Exceptional

(60 reviews)

Vintage Dog-friendly Dewey Beach Cottage - 125 steps to the beach!

Dewey Beach, DE

8% off

for 7 nights, 1 cottage

AU$534 per night

includes taxes & fees

Exceptional

(15 reviews)

W. Fenwick Beach Retreat-Saltwater Pool and Canal Front! Minutes to Fenwick & OC

Selbyville, DE

12% off

for 7 nights, 1 home

AU$585 per night

includes taxes & fees

Enjoy the Spring season at the quiet resorts of Bethany Beach.

Exceptional

(161 reviews)

Bethany Bay Relaxation Awaits

Ocean View, DE

9% off

for 7 nights, 1 apartment

AU$281 per night

includes taxes & fees

Exceptional

(75 reviews)

Dodd House - Pool/Hot Tub, pet friendly, stay with family and friends in style!

Dewey Beach, DE

8% off

for 7 nights, 1 home

AU$1,099 per night

includes taxes & fees

Dewey Beach Vacation Rental | 6BR | 3BA | Stairs Required | 2,800 Sq Ft

Exceptional

(6 reviews)

Steps to Shore: Newly Renovated Dewey Beach Home!

Dewey Beach, DE

12% off

for 7 nights, 1 home

AU$1,531 per night

includes taxes & fees

the house is surrounded by quiet and green, while walkable to the ocean.

Exceptional

(29 reviews)

3 bdrm home with lots of space, 15 min walk through Nature Conservancy to beach

Cape May, NJ

8% off

for 7 nights, 1 home

AU$690 per night

includes taxes & fees

Exceptional

(56 reviews)

King Charles Suite, Bed & Breakfast, No added fees or cleaning charges.

Milton, DE

9% off

for 7 nights, 1 room

AU$522 per night

includes taxes & fees

Exceptional

(72 reviews)

Best of Dewey! 2 BR1.5 bath steps to the Ocean on popular McKinley!

Dewey Beach, DE

13% off

for 7 nights, 1 apartment

AU$619 per night

includes taxes & fees

Exceptional

(27 reviews)

Beautiful Ocean Block Condo In Dewey Beach- CONTACT OWNER BEFORE RESERVING!

Dewey Beach, DE

9% off

for 7 nights, 1 home

AU$1,905 per night

includes taxes & fees

Exceptional

(24 reviews)

Spacious 6 Bedroom 3100 sf home ready for your multi family beach getaway.

Dewey Beach, DE

9% off

for 7 nights, 1 home

AU$1,636 per night

includes taxes & fees

Exceptional

(35 reviews)

Gorgeous Sea Colony Oceanfront Penthouse 3 BR 2.5 BA sleeps 8

Bethany Beach, DE

8% off

for 7 nights, 1 apartment

AU$918 per night

includes taxes & fees

Exceptional

(10 reviews)

Cozy 3-bedroom house in enjoyable Long Neck Delaware, By the Indian River bay

Millsboro, DE

16% off

for 7 nights, 1 home

AU$462 per night

includes taxes & fees

Exceptional

(156 reviews)

Sea Colony, Walk to Beach & Tennis--Beautiful, Sparkling Clean Getaway!

Bethany Beach, DE

8% off

for 7 nights, 1 apartment

AU$284 per night

includes taxes & fees

Exceptional

(141 reviews)

Magnificent Quiet Ocean Front. Beautiful five-star. Holiday festivities close by

Bethany Beach, DE

9% off

for 7 nights, 1 apartment

AU$324 per night

includes taxes & fees

Exceptional

(183 reviews)

36 Person Rental HQ/Ocean Block/11 BR/10.5 BA - Full Renovation Completed 2023

Rehoboth Beach, DE

8% off

for 7 nights, 1 home

AU$2,332 per night

includes taxes & fees

Exceptional

(137 reviews)

New Beautifully Appointed Home Perfect for Large Groups - Dogs Considered

Lewes, DE

8% off

for 7 nights, 1 home

AU$899 per night

includes taxes & fees

Exceptional

(37 reviews)

Moos Casa Sea Casa, beach side, private balcony, outdoor pool

Ocean City, MD

15% off

for 7 nights, 1 apartment

AU$305 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - East of Maui

36 Person Rental HQ/Ocean Block/11 BR/10.5 BA - Full Renovation Completed 2023

Sleeps 36 · 11 bedrooms · 11 bathrooms

SUPER clean, 50 steps to beach/boardwalk,center of town! Weekly stays preferred.

Sleeps 2 · 1 bathroom

Top rated rentals - East of Maui

Dewey in June

We loved everything about this beach house. Updated, yet kept the adorable characteristics that I appreciate in an older cottage. The location could not be better. And very clean. My older borzoi, Sam, was with me. He slept most of the time but I think he really enjoyed seeing the ocean for the 1st time. The other digs on the beach were very well behaved. My daughter also joined me for a couple of days. I definitely would like to return in the future.

Debbie H.

Stayed June 2025

Just as spectacular as it looks on the web site.

There was some confusion with the check in but was sorted quickly. As others have said it is advisable to have a car if you want to sightsee. We wanted to relax and make the most of the villa so we did spend a bit on taxis but between 6 of us that was fine . Otherwise taxi into town to puck up supplies was 25 euros for 4 people each way. Spectacular views and well worth it.

Andrew S.

Stayed July 2019

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Holiday rentals near East of Maui

Holiday rentals with weekly discounts - East of Maui

Image gallery for 4br/3ba + pool, close to beach. Pet friendly, WiFi, Parking, Quiet neighborhood

4br/3ba + pool, close to beach. Pet friendly, WiFi, Parking, Quiet neighborhood

Find spaces that suit your style

Find the best place to stay - East of Maui

36 Person Rental HQ/Ocean Block/11 BR/10.5 BA - Full Renovation Completed 2023

Top rated rentals - East of Maui

Dewey in June

Peace of mind

More quality time

All the privacy of home

More for less

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