Holiday rentals near East of Maui

We found 7,784 holiday rentals — enter your dates for availability

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September 2025

October 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:19 Dec - 26 Dec

Exceptional

(33 reviews)

Steps From The Beach and Minutes to The Boards - Now Includes Linens

Milton, DE

5% off

for 7 nights, 1 home

AU$849 per night

includes taxes & fees

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

Exceptional

(5 reviews)

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

Rehoboth Beach, DE

8% off

for 7 nights, 1 home

AU$871 per night

includes taxes & fees

Exceptional

(10 reviews)

Pets Friendly, Waterfront, Large backyard, Bonfire with grill, outside shower

Milton, DE

8% off

for 7 nights, 1 home

AU$266 per night

includes taxes & fees

Exceptional

(10 reviews)

The Lighthouse Cottage. Close to Ocean City, MD and Fenwick Island, DE. PETS OK

Selbyville, DE

8% off

for 7 nights, 1 home

AU$241 per night

includes taxes & fees

The Beautiful community of Beach Cove Square.

Exceptional

(96 reviews)

Steps to Bethany Beach, Kayak Bay access, crabbing, pool, and beautiful views

Bethany Beach, DE

8% off

for 7 nights, 1 home

AU$1,304 per night

includes taxes & fees

Exceptional

(14 reviews)

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

Selbyville, DE

12% off

for 7 nights, 1 home

AU$768 per night

includes taxes & fees

Exceptional

(30 reviews)

Charming Seaside Cottage! Limited Number of Late Summer and Fall Openings!

Cape May, NJ

8% off

for 7 nights, 1 home

AU$932 per night

includes taxes & fees

Preserve ocean front house next to walkway to the beach

Exceptional

(48 reviews)

The Preserve - Recently Remodeled 5 Bedroom Oceanfront. Watch Video!

Bethany Beach, DE

9% off

for 7 nights, 1 home

AU$2,600 per night

includes taxes & fees

Exceptional

(50 reviews)

Luxurious coastal getaway w/ magnificent bay views, beach access, pool, and WIFI

Bethany Beach, DE

8% off

for 7 nights, 1 home

AU$861 per night

includes taxes & fees

Multipurpose Room, Over Sized Windows, Fire place, 60" TV, Tennis & Pool Tables

Exceptional

(192 reviews)

ALL SEASON FUN! OPEN LAYOUT~XL REC RM~TENNIS/POOL TBS~HOT TUB~FIRE PIT~GRILL~FPs

Ocean View, DE

8% off

for 7 nights, 1 home

AU$1,094 per night

includes taxes & fees

Former model home decorated by premier interior design company in Bethany

Exceptional

(90 reviews)

Former Model Home w/Pool. Well Behaved Pets Welcome! EV Charger in garage.

Ocean View, DE

6% off

for 7 nights, 1 home

AU$278 per night

includes taxes & fees

Deck is perfect for beautiful sunrises and full moons over the bay

Exceptional

(116 reviews)

beachfront on the Delaware Bay- beautiful Prime Hook Beach

Milford, DE

8% off

for 7 nights, 1 home

AU$508 per night

includes taxes & fees

Welcome! Plenty of parking; if you're creative you can easily fit 4-5 vehicles.

Exceptional

(54 reviews)

One Particular Harbor dog-friendly in Angola by the Bay

Lewes, DE

6% off

for 7 nights, 1 home

AU$285 per night

includes taxes & fees

Your vacation home is ready to be the backdrop for your family's vacation.

Exceptional

(79 reviews)

Bayfront location yet 250 steps to ocean. Huge pool; 2 masters; 6 parking spaces

Bethany Beach, DE

8% off

for 7 nights, 1 home

AU$1,086 per night

includes taxes & fees

Exceptional

(6 reviews)

Spacious 5-bedroom house with pool and fenced yard. Dog friendly.

Cape May, NJ

8% off

for 7 nights, 1 home

AU$1,034 per night

includes taxes & fees

Exceptional

(71 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$605 per night

includes taxes & fees

Exceptional

(73 reviews)

Serene Waterfront Home In Fenwick Island - Steps To pool. Minutes To Beach.

Selbyville, DE

8% off

for 7 nights, 1 home

AU$211 per night

includes taxes & fees

Exceptional

(6 reviews)

Charming 1900s Lewes Retreat – Walk to Shops, Dining & Beach!

Lewes, DE

13% off

for 7 nights, 1 home

AU$692 per night

includes taxes & fees

Exceptional

(33 reviews)

Labor Day Weekend Special Sea Colony Oceanfront Penthouse 3 BR 2.5 BA sleeps 8

Bethany Beach, DE

8% off

for 7 nights, 1 apartment

AU$806 per night

includes taxes & fees

Ocean City Vacation Rental | 2BR | 2BA | 870 Sq Ft | Stairs Required

Exceptional

(5 reviews)

Ocean City Condo w/ Pool Access: Walk to Beach!

Ocean City, MD

5% off

for 7 nights, 1 apartment

AU$253 per night

includes taxes & fees

Exceptional

(165 reviews)

Waterfront Beach House in Broadkill Beach - Secluded Retreat!

Milton, DE

8% off

for 7 nights, 1 home

AU$494 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - East of Maui

Beachfront, Oceanfront, Rehoboth Beach, DE on the Boardwalk

Sleeps 2 · 1 bathroom

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

Premier Host

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

Peace of mind
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Enjoy full kitchens, laundry, pools, gardens and more
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Holiday rentals near East of Maui

Holiday rentals with weekly discounts - East of Maui

Image gallery for Steps From The Beach and Minutes to The Boards - Now Includes Linens

Steps From The Beach and Minutes to The Boards - Now Includes Linens

Find spaces that suit your style

Find the best place to stay - East of Maui

Beachfront, Oceanfront, Rehoboth Beach, DE on the Boardwalk

Top rated rentals - East of Maui

Dewey in June

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options near East of Maui

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