Holiday rentals in Hilton Head

4.97 out of 5 average rating, 142 reviews

Luxury OceanView KING BED 65"TV Bar Pickleball GYM

Oceanfront Building! BIG Ocean View 2-3 min walk to Beach! 100% NEW HGTV Designer Renovation! KING BED ✨ Airbnb Top 10% Guest Favorite ✨ Expanded Bedroom Two 65" SmartTVs Coastal Decor Beach Chairs, Boogie Boards, Ice Chest Marble Kitchen & Bath Quiet Top Floor Elevator RESORT: No Resort Fees Huge Oceanfront Pool Beachfront Bar & Grille (Misc. Hours) Sports Bar FREE Gym, Pickleball, Tennis Basketball, Volleyball & More Bike Rental Gated 24 Hour Security Free Seasonal Trolley 4 Beach Boardwalks

4.96 out of 5 average rating, 292 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

4.98 out of 5 average rating, 258 reviews

HHBT Resort-OceanView-Remodeled-Steps to beach/bar

FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!

4.98 out of 5 average rating, 145 reviews

My Blue Heaven, Celebrate Your Special Occasion

Welcome to our ocean front rental, a haven for couples seeking a romantic and stylish getaway. With its breathtaking ocean view, five-star reviews, and recent remodel in 2023, this rental promises an unforgettable experience. Our guests have praised the attention to detail, the stunning view, and the overall ambiance of the space. Rest assured that your stay will be nothing short of extraordinary. Step out onto the balcony and take in the fresh sea breeze as you relax in the swinging chair.

Guest suite in Hilton Head Island

4.93 out of 5 average rating, 334 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite (256 sq ft) with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, bars, shops and weekly fireworks during summer. Supermarkets and more restaurants in 10 minutes walking. Free shuttle to attractions in 2 miles radius from April till September, beach 1.4 miles away, biking, fishing and water sports.

4.97 out of 5 average rating, 162 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! 100% New Luxury Renovation HGTV Featured Decorator Oceanfront Balcony KING BED ✨Guest Favorite Home✨ 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Umbrella, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

4.88 out of 5 average rating, 111 reviews

Relaxing 2Br/2ba condo on HHI, minutes from beach

An easy 10-minute walk from the beach, this condo is an excellent getaway for families, golf trips, or just getting away from home. Enjoy the two pools, one of which is just steps from the unit, or any of the other amenities, including tennis courts, outdoor grilling, fitness center, and playgrounds. The home is in a private gated community with 24/7 security. After enjoying your day, end your night watching your favorite shows on our 70 inch TV or relaxing on the private balcony.

Flat in Hilton Head Island

4.95 out of 5 average rating, 101 reviews

Gorgeous Hilton Head Beach Condo

Welcome to your dream vacation rental in Hilton Head Island! Nestled in a prime location, this exquisite condo offers the epitome of coastal luxury and relaxation. As you step inside, you're greeted by a newly updated interior adorned with contemporary furnishings, creating a welcoming and comfortable atmosphere for you and your family. The spacious living area is perfect for unwinding after a day at the beach, featuring plush sofas and a flat-screen TV for your entertainment.

4.99 out of 5 average rating, 147 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, DIRECT OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

4.99 out of 5 average rating, 378 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

4.97 out of 5 average rating, 294 reviews

Oceanfront Luxury! KING BED 65"TVs Pickleball BAR!

PANORAMIC OCEANFRONT VIEWS 🏝️1-2 min walk onto Beach🏝️ ✨Top 10% of Homes✨ Next to Beach Boardwalk! HGTV Decorator Beachfront Balcony 100% Renovation KING BED Expanded Bedroom (2) 65" SmartTVs Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT: 4 Boardwalks Huge Oceanfront Pool Restaurants Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated 24/7 Security Trolley Stop

Superhost

4.86 out of 5 average rating, 139 reviews

Beach Front Villa Oak Tree Lined Views to Water

3 Min Walk to the Beach - Your personal paradise awaits! Whether you’re visiting for a weekend getaway or a long-term snowbird retreat, this beautiful beachfront villa is sure to please. You’ll stay just steps from the beach and enjoy lagoon views and amenities this quiet gated community offers, including 24-hour security, pools, a sauna, tennis, and more! 3 Min Walk to the Beach 3 Min Drive to Hilton Head Distillery 12 Min Drive to Shelter Cove Harbor

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Hilton Head holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Hilton Head

Flat in Hilton Head Island

4.92 out of 5 average rating, 24 reviews

50 Yards to Sand - Partial OceanView - Pool&Tennis

StephanieRating, 5 stars4 days ago

Beth Allen’s rental unit was very nice! Everything was clean, comfortable and in order with all the amenities we needed. We especially enjoyed easy access to the beach which was what we had most hoped for. The unit is supplied with items such as a beach wagon, chairs, umbrella and even a small cooler. We recommend this place to anyone looking for a relaxing beach trip!

4.97 out of 5 average rating, 30 reviews

Summer escape with bikes near Coligny-#233

EdRating, 5 stars3 weeks ago

This was our second stay in Seaside Villas, the first with Erin. We really like the proximity to the beach and the restaurants at Coligny. Erin’s place was well equipped and clean. She provided plenty of beach toys and a pair of bikes. She responded quickly to any questions. In addition, an appliance issue cropped up late one evening. She quickly responded and the issue was resolved as quickly as could be expected. We highly recommend renting from her.

Home in Hilton Head Island

4.95 out of 5 average rating, 79 reviews

5 Bedroom-Beach Access-Pool-Sleeps 14!

SydneyRating, 5 stars1 week ago

We had an amazing stay at Sur La Mar for our girls trip! The house was clean, spacious, and perfectly set up for a large group—it made everything so easy and comfortable. The location was ideal, close to the beach and had everything we needed, and we loved having the pool to relax and hang out together. Steven was incredibly responsive and helpful throughout our stay. Highly recommend this place for anyone planning a big group getaway or family vacation in Hilton Head.

4.98 out of 5 average rating, 53 reviews

Seaside Resort: 3 Pools+Private 5min Walk to Beach

HeatherRating, 5 starstoday

Valori was so helpful and thorough with instructions. Her place had everything we needed including all the beach accessories, which I didn’t have to pack because they were already there. The boardwalk to the beach was beautiful and provided access to a beautiful area. We also enjoyed playing pickleball with the paddles provided. Watch out for the corner of the master bed as it will get your shin if you aren’t paying attention! 🤣

Villa in Hilton Head Island

4.85 out of 5 average rating, 27 reviews

3 BR/3 B Ocean Palms Villa with Westin Amenities

KellyRating, 5 stars8 months ago

We had such a good time on vacation at this Air BnB. We will definitely be back! Everything was as described and the Westin amenities were great.

4.96 out of 5 average rating, 93 reviews

Beach Front Resort - Ocean View King Bed

LaceyRating, 5 stars1 week ago

Place was great for a weekend get away. Only problem we had was the tv in the bedroom stopped working and Carolyn responded super fast to my message. Had a great time here!

Superhost

Home in Hilton Head Island

5 out of 5 average rating, 4 reviews

Modern Beach Escape | Private Pool~Steps to Beach

CraigRating, 5 stars1 week ago

The host was fabulous and attentive throughout the booking and our stay. The home was impeccable, conveniently located and had everything you could possibly need for a comfortable and leisurely beach vacay!