Vacation Rentals & Beach Rentals in Hilton Head

Updating...

age 0-16
10001 Results

Relevance

Price: low to high

Price: high to low

Reviews

10,001 beach rentals

Creative Hotels

Ain Benian apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 1

Match: Boat available Shared indoor pool Table tennis Sea view Private pool

All filters match

Price per night from

Inquire for Rates

These homes match some but not all of your filters. Clear all filters

Fox River Resort

Sheridan condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private pool, Boat available, Shared indoor pool, Table tennis, Sea view

4 of 5 filters match

Price per night from

$143

K B M Resorts: Napili Point NAP-C31, Ocean Front Spacious 2 Bedrooms

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

4 of 5 match: Table tennis, Boat available, Shared indoor pool, Sea view, Private pool

4 of 5 filters match

Price per night from

$440

Beach Front ! First Floor! Completely Updated ! Great for Families& Older Folks

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private pool, Boat available, Shared indoor pool, Table tennis, Sea view

4 of 5 filters match

Price per night from

$218

Amazing place with all inclusive

Puerto Plata studio

  • Studio
  • 1 bathroom
  • sleeps 4

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$75

Enclave Private Island Retreat

Placencia villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$3,946

Little Harvest Private Island

Placencia house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$3,354

Wiona at Villa Paraiso - Luxury on the Beach with Private Pool and A/C

Isla Colon villa

  • 1 bedroom
  • 4 bathrooms
  • sleeps 6

““A lovely Home - just perfect for a caribbean splash!”” Wow. Just so amazing. We had the best time. We did all the great adventure trips around the Bocas Islands and felt home in this lovely house. Everyday we played a little ping pong at the appartement and swam in the beautiful pool. The Owners Boy's were really helpful and kind! Unfortunatly we didn't have the time to use the kayaks but we loved to cruize around the island with the two bikes we received from the owners. It was absolute paradise! Thanks a lot for this! ps. for everyone who thinks colon is just a party island - in Villa Paraiso you don't feel any of the town's nightlife just if you want, you can take a little bike ride into town, which is really refreshing and have a drink or two or three :-)

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$916

The Grand Luxxe: Vidanta Resort, Cancun ( 5 Star GOLF & SPA inclusive)

Playa del Carmen villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Boat available, Shared indoor pool, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$458

Luxury 3 Bedroom Condo at Hacienda Encantada

Cabo San Lucas condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 5 match: Shared indoor pool, Private pool, Boat available, Table tennis, Sea view

3 of 5 filters match

Price per night from

$801

Montecristo Luxury Villa

Cabo San Lucas villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 5 match: Table tennis, Boat available, Shared indoor pool, Sea view, Private pool

4 of 5 filters match

Price per night from

$658

Miami! 2905 HYDE Beach Ocean View!

Hollywood apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

3 of 5 match: Table tennis, Private pool, Boat available, Shared indoor pool, Sea view

3 of 5 filters match

Price per night from

$297

Hyde beach house 28th floor

Hollywood apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 27 minutes

3 of 5 match: Table tennis, Private pool, Boat available, Shared indoor pool, Sea view

3 of 5 filters match

Price per night from

$297

1/1 Miami, Hollywood Beach at Costa Hollywood 4 guests by AmmosVR

Hallandale Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 27 minutes

3 of 5 match: Table tennis, Private pool, Boat available, Shared indoor pool, Sea view

3 of 5 filters match

Price per night from

$150

5 BD Exquisite summer home with PRIVATE POOL - 131

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Boat available, Sea view, Shared indoor pool, Table tennis, Private pool

3 of 5 filters match

Price per night from

$194

Golden Palms Resort 8 Bedroom Home with Pool(2208)

Kissimmee house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 54 minutes

3 of 5 match: Boat available, Sea view, Shared indoor pool, Table tennis, Private pool

3 of 5 filters match

Price per night from

$572

Solterra Resort 5 Bedroom Home with Pool (1604)

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 50 minutes

3 of 5 match: Boat available, Sea view, Shared indoor pool, Table tennis, Private pool

3 of 5 filters match

Price per night from

$157

Veranda Palms Resort 8 Bedroom Home with Pool (1722)

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 24

Responds fast! avg. 1 hour 50 minutes

3 of 5 match: Boat available, Sea view, Shared indoor pool, Table tennis, Private pool

3 of 5 filters match

Price per night from

$231

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$74

Villa Verano Luxury Beachfront Villa Perfect for Large Groups

Hopkins villa

  • 10 bedrooms
  • 13 bathrooms
  • sleeps 38

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$3,431

Hacienda Mágica - Beach Front 5-14 Beds, FULLY STAFFED! - Riviera Maya Haciendas

Puerto Aventuras villa

  • 10 bedrooms
  • 14 bathrooms
  • sleeps 28

“The best & most picturesque beachfront hacienda on the Riviera M” My husband and I had the pleasure of staying at Hacienda Kukulkan during our Mexico trips, and consider it by far, the most gorgeous private home on the beautiful Mayan coastline! So look no further, you have found your dream vacation home in the Caribbean! From the minute we walked in, it completely took our breath away! The front of the house opens to a big tennis court on the left. There's even a fully equipped gym with panoramic views of the ocean, all which gave us the added motivation to work out on our vacation! ? The center of the house has an open air courtyard with a cute pond, and pretty patio furniture, and all rooms are built around it, some with spectacular ocean views. We spent many a night doing dinners under the moonlight and breakfast when we wanted to just laze in. The maids did a wonderful job with cooking & housekeeping, going out of the way to make sure we were comfortable. What is so impressive is that every room and every piece of furniture is custom designed! We spent hours in the fabulous pool overlooking the ocean, with music playing in surround sound throughout the villa. The location was awesome! Puerto aventuras surrounding a beautiful dolphin marina is convenient, close to all the night life & shopping at Playa and also the fabulous Tulum beach ruins. We felt safe and secure in this gated community! 3 years later, we were back to get married & the ambience was surreal! The courtyard, steps from the ocean, was perfect for our Reception, with Cocktail Hour by the pool. We hosted our family there, and the 8 bedrooms were more than sufficient to accommodate all. Our wedding was a huge success and our guests cannot stop talking about the gorgeous hacienda! We highly recommend Hacienda Kukulkan as your abode, to enjoy paradise in style! Like us, you would go back!! We are thankful to the owners (Rick & Sandy Spell), Marina of Riviera Maya Haciendas & Eddie, and maids like Mariana who made our stay there so memorable!

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$3,374

Hacienda Corazon Beach Front 5-10 BR, FULLY STAFFED! - Riviera Maya Haciendas -

Puerto Aventuras villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 20

“Beautiful Home Perfectly Managed” The home was beautiful and the service was top notch. Mimi the concierge is among the best we have ever worked with.

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$4,003

Hacienda Del Mar 5-15 BR, BEACH FRONT, FULLY STAFFED! - Riviera Maya Haciendas

Puerto Aventuras house

  • 15 bedrooms
  • 17 bathrooms
  • sleeps 30

“Super fabulous, very happy family...” The property and villa is exceptional. Very well decorated and has the best vibe for entertaining. Mimi was our concierge and was very helpful and welcoming. This was a surprise trip for my family. All they knew before hand was cancun airport. I had pre arranged night time chef service. That was a+. we had 15 people who were all accomadated for at ease. Anna Paulo was our main chef. She made beautiful desserts! We also had Martin as a daytime bartender, he made sure everyone had a beverage from the dock to the pool to the garden. Good stuff :) The family enjoyed taking the golf carts into the dolphin area with shops and stores. We rented them for the week. The villa had them ready when we arrived in the driveway. Best thing ever was the night entertainment. Worth every penny . Water drums and fire dancers. 1 hour show. So amazing. You feel the drums and the water color splashing about with heat from the fire ...it's quite impressive, must see! I'm already making plans for the next trip back. We felt safe. Had everything a large group needed. Very accomadating. Playa Del Carmen was pretty close by by taxi. Bring water shoes if you go in the ocean. My next trip will include a tequila tasting at villa for one of the nights and a day trip to the salt caves and everything else the same :) Super Fabulous Vacation @ Hacienda Del Mar!! Summer From Michigan

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$4,460

“A'Mazing L'Alize” From the minute we decided to book L'Alize until we boarded the plane to leave Roatan we were given top notch service. Our pre-trip planning was a breeze and we had tons of help from the owner and manager. Upon arrival we were met at the airport and taken to the local grocery store to stock up on supplies. From the store it was about a 20-minute ride to L'Alize. Thankfully the house came with a van because the walk out to the road is steep!. We were given a tour of the house by Tish (the manager) and introduced to Olga, Edie, and their family (our caretakers, cooks, and concierge). The house is as described, perhaps even better, and pictures can not show how truly amazing it is. From the second you walk through the door you are preoccupied with the incredible view out every window. We spent a great deal of time on the decks but there were nights we had to eat inside because the breeze could be a bit much. However, waking up in the morning in the master suite is unbelievable! The breeze rolls through the room, the sound of the ocean is in the distance (along with a rooster), and you can lay in bed and watch the sunrise as cruise ships pass by. The kitchen is very well stocked and it was easy to cook for our large group (12 total). There are stairs everywhere at L'Alize and you must conquer a fair amount of them to get to the beaches. Both beaches are decent and Edie attempts to keep them clean but a fair deal of trash can wash in each night. The surf was a bit much for snorkeling for most our group but it was possible. The main beach in front of the house is next to the caretaker's house but the second beach (a 10 minute walk) is quite secluded. You are between West Bay and West End and both are easy to reach (we spent the majority of our time between the two). South Shore Zipline is a very short ride from the house (You will pass it daily). We ended up spending $140 for gas but we were constantly on the move. You will not be sorry if you stay

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$555

Grand Luxxe Residence at Vidanta - Exclusive and Luxurious

Nuevo Nayarit house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 23 minutes

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$1,285

Wataview - Luxurious Beachhouse

San Pedro house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

“Amazing Place” I have stayed at Wataview on two different occasions- one week in February and one week in april. Incredible place. The staff and chef are above superior. Chef Sylvia has worked all over the world and her dishes are far superior to anywhere I've eaten with five star chefs. She is delightful and accommodating to any requests. The house has everything you could want for entertaining and enjoyment...beautifully decorated, great rooms, beds, supplies, support. I would highly recommend Wataview...it is beyond amazing- you'll love it.

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$2,629

LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“The pier house” Beautiful house... Super great location !!! Watched the fireworks from the top balcony... Best view in town !! Everything was perfect for the week!

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$1,860

INCREDIBLE VIP PRIVATE BEACH SANDOS PLAYACAR & CARACOL

Playacar hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Sandos Playacar is Amazing!” My family - me, my husband and two kids - just returned from an amazing week at the Sandos Playacar in Playa Del Carmen. We had such a fantastic time and LOVED Sandos. Everything was great - the food, the staff, the facilities, the entertainment and more! Sandos is a truly beautiful resort - the hacienda was spacious, clean and had all the amenities we needed. The food at the al a carte restaurants was especially good, although we enjoyed the buffet breakfasts very much. The staff bent over backwards to help us with everything. The beach section was beautiful with plenty of comfortable lounge chairs, beds and hammocks to relax in. A short walk down the beach-2 minutes- brought us to a snorkeling area that was filled with tropical fish. The evening entertainment was top notch! All of our plans were booked through Georgette Flamm who provided detailed information and assistance every step of the way. She provided tons of info about the rooms and the resort, reserved transportation from the airport and gave us other valuable tips about our visit to Sandos. She responded to all of my questions immediately - I really was impressed how easy she made it! I would absolutely recommend Georgette Flamm and Sandos to anyone!!

Responds fast! avg. 1 hour 38 minutes

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$126

Spring House Bequia

Spring Bay villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 20

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$1,471

Luxury 3BR Crown Villa in Exclusive Puerto Plata DR Resort

Puerto Plata villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$286

Villa Bamboo- Luxury Ocean and Mountain View Property with Pool

Golfo de Chiriqui National Park villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 15

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$800

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$297

Aquarius: Private beachfront 7BR/5BA home, dock, heated pool + spa, & more!

Sewall s Point house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$285

MONTECRISTO ESTATES LUXURY VILLA - SLEEPS 10, INFINITY POOL & AMAZING SPA/GOLF!

Cabo San Lucas house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$738

4 bdrm Grand Luxxe Residence w/golf, beach, spa, pools Luxury unit

Nuevo Nayarit villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$1,063

3 Bedroom Luxury Villa Residence at Hacienda Encantada

Cabo San Lucas villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$1,258

4 bedroom villa, single family home

Cabo San Lucas villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$2,206

Villa Anacaona 20 Suites Luxury Beachfrom Villa

Cabrera villa

  • 20 bedrooms
  • 17 bathrooms
  • sleeps 35

4 of 5 match: Shared indoor pool, Boat available, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$13,723

Viewing 38 of 10,001
rentals in Hilton Head

×

Also consider