Condominium - Rating 5 (25)

HP 23W Calypso Crossing


  • Location: High Pointe Resort
  • Type: Condominium

Bedroom 2 bedrooms
Bathroom 2 baths
Guests 6 guests
Pets Not Allowed Pets Not Allowed

Description Description

30A ESCAPES presents… “HP 23W Calypso Crossing” at High Pointe Resort, located in Seacrest Beach. Wake up to stunning ocean views, stroll to your private beach, or unwind by the resort-style pool. Tucked between Rosemary and Alys Beach, this 2-suite condo puts you steps away from incredible dining, boutique shopping, and endless adventure. Whether you're here to relax or explore, this is the perfect home base for your 30A getaway. Ready for the ultimate escape? Learn more below...

*** HIGHLIGHTS ***
  • Gulf-Front Condo with Stunning Views – Wake up to breathtaking ocean views and let the sound of the waves set the tone for your perfect getaway.
  • Resort-Style Pool with Waterfalls and Hot Tub – Relax in a tropical paradise with a luxurious pool, soothing waterfalls, and a hot tub to melt your stress away.
  • Exclusive Private Beach Access for Guests – Enjoy the serenity of a secluded beach experience, with pristine sands and crystal-clear waters reserved just for you.
  • Walkable to Rosemary Beach, Alys Beach, Dining, and Shops – Immerse yourself in the charm of coastal living, exploring boutique shops, delicious dining, and picturesque surroundings—all just steps away.

Eager to Read More?

Here Are A Few Kind Words From Our Previous Guests:

⭐"The condo was spotless, incredibly spacious, and the Gulf views were absolutely stunning. The perfect location for a relaxing getaway!" – Julie
⭐"The pool, private beach access, and a variety of nearby restaurants made this the ultimate spot for our family vacation. Truly unforgettable!" – Kristen
⭐"Breathtaking Gulf views, effortless access to Rosemary Beach, and a gorgeous pool. This place has it all—we can’t wait to return!" – Alexandra

*** LIVING AREA ***

Step into a stunning open-concept living and dining area, adorned with elegant coastal decor and offering breathtaking panoramic views of the Gulf. Whether you’re looking to unwind or entertain, this space is designed to impress and inspire.

  • Luxurious, plush seating positioned by Gulf-facing windows for breathtaking views,/li>
  • Oversized flat-screen TV, perfect for cozy movie nights
  • Expansive private balcony featuring comfortable sun loungers and a stylish dining table for 4, offering the perfect setting to relax and soak in breathtaking sunsets.
*** KITCHEN AND DINING ***

The state-of-the-art kitchen is thoughtfully designed for creating everything from quick, effortless snacks to indulgent, restaurant-quality gourmet meals—all while soaking in the stunning, panoramic Gulf views.

  • Sleek stainless steel appliances paired with generous counter space for all your cooking needs
  • Stylish breakfast bar featuring comfortable stool seating for 4, perfect for casual meals or entertaining
  • Spacious dining area with a beautifully set table for 4, ideal for family gatherings or dinner parties
*** BEDROOMS & BATHROOMS ***

The bedrooms and bathrooms are designed for comfort and relaxation. Bedrooms feature cozy bedding, chic décor, and large windows for natural light. Ensuite bathrooms include modern fixtures and spa-like details, perfect for unwinding.

  • Primary King Suite: King Bed, flat-screen TV, Gulf-front balcony access and En-suite with dual vanities, oversized soaking tub and walk-in shower.
  • Queen Guest Suite: 2 Queen Beds, flat-screen TV and En-suite with single vanity, walk-in shower and secondary hall access.
*** HIGH POINTE RESORT OVERVIEW ***

High Pointe Resort offers luxurious, premium amenities crafted for the ultimate relaxation, unforgettable fun, and a truly exceptional getaway experience.

  • Exclusive Gulf Side Resort in a Gated Community in Seacrest Beach.
  • Expansive Pool Deck Featuring a resort-like Pool, Serene Waterfall, Kiddie Pool, and Relaxing Hot Tub
  • Beach Front Bar and Grill – Crabby Steve’s, Serving Delicious Meals with Stunning Ocean Views
  • Exclusive Private Beach Boardwalk for Convenience and Privacy
  • Amenity-rich 15-Acre Tropical Paradise Perfect for Families and Beach Enthusiasts
  • Well-Maintained Tennis Court and Four Pickleball Courts for Sports Lovers
  • Children's Playground for the Little Ones
  • Shuffleboard Court for Family Fun
  • BBQ Grills - Charcoal for Outdoor Dining
*** LOCATION & COMMUNITY ***

Perfectly situated between the charm of Rosemary Beach and the elegance of Alys Beach, Calypso Crossing provides unparalleled access to 30A’s most sought-after attractions.

  • Peddlers Pavilion (Right Across the Street) – A lively gathering place, offering a diverse selection of vendors that appeal to both locals and tourists, complemented by live music on most summer evenings.
  • Rosemary Beach (6 min walk) – Cobblestone streets, boutique shops, and a relaxed vibe.
  • Alys Beach (0.9 mile) – Elegant architecture and serene atmosphere.
  • Carillon Downtown & Market Street (8-minute drive) – a vibrant hub for shopping and dining.
*** OTHER THINGS TO KNOW ***
  • Travel Insurance is NOT included in our quotes. It can be purchased during the reservation process or obtained independently.
  • We DO NOT accept wire transfers for payment.
  • Bicycle rentals are available for an additional fee and managed by La Dolce Vita.
  • LSVs are not allowed in Rosemary Beach, Seacrest (including High Pointe), or Alys Beach.
  • High Pointe HOA does not allow unregistered guests or visitors on-site.
  • This property has 1 included beach set-up available 3/6 to 10/31, featuring 2 beach chairs and 1 umbrella.
*** YOUR STAY - OUR PRIORITY ***

At 30A Escapes, we’re committed to providing a luxurious, safe, and stress-free vacation experience. Enjoy 24/7 support and an immaculate home designed for comfort and relaxation.

*** BOOK TODAY & START YOUR 30A ESCAPE! ***

TDT #: 204348

Location Location

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Swipe Swipe for Availability

Bedding Bedding
User User
Primary Suite
Sleeps: 2
1 King(s)

Primary Suite with Full Bath

Attached Bathroom

User User User User
Queen Guest Bedroom
Sleeps: 4
2 Queen(s)

Queen Guest Room with Full Bath

Attached Bathroom


Amenities 78 Amenities
  • Playground
Accessibility
  • Elevator
Attractions
  • Festivals
  • Health Beauty Spa
  • Reef
  • Water Parks
  • Wildlife Viewing
  • Winery Tours
Car
  • Free Parking
Entertainment
  • Satellite or Cable
  • Television
Essentials
  • Air Conditioning
  • Bed Linens
  • Cable
  • Extra Pillows & Blankets
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Ironing Board
  • Laptop Friendly
  • Living Room
  • Olive Oil and Salt & Pepper Starter Supplies
  • Towels
  • Wireless Internet
Home Safety
  • Carbon Monoxide Detector
  • Fire Extinguisher
  • Smoke Detector
Kitchen
  • Coffee Maker
  • Dining Table
  • Dishes & Silverware
  • Dishes & utensils for kids
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pots and Pans
  • Refrigerator
  • Stove
  • Toaster
Leisure
  • Beach Combing
  • Boating
  • Scenic Drives
  • Shopping
  • Sight Seeing
  • Walking
Local
  • Churches
  • Hospital
  • Massage Therapist
  • Restaurants
  • Theater
Location
  • Beach
  • Beach Front
  • Beach View
  • Gated Community
  • Gulf Front
  • Gulf View
  • Near the ocean
  • Resort
  • Water View
  • Waterfront
Outdoor
  • Balcony
  • Fishing - Bay
  • Outdoor Play Area
  • Pier Fishing
  • Porch/Veranda
  • Surf Fishing
Pool
  • Community Pool
  • Jacuzzi
Sports
  • Cycling
  • Golf
  • Swimming
  • Water Skiing
  • Water Sports Gear
  • Water Tubing
  • Wind Surfing
Themes
  • Family
  • Romantic
  • Sports Activities

Reviews Rating 5 (25) Reviews
Rating 5
BettieBoyd
Rating 5

We were in rosemary beach for a Girls trip. This was a Great location, close to pool and beach, shopping, and restaurants! The management did a great job of communicating and helping with small issues.

Brittney F

Thank you so much! We're thrilled to hear that your girls' trip to Rosemary Beach was a success and that the location worked perfectly for your group. Being close to the pool, beach, shopping, and restaurants really does make for a fun and convenient getaway. We also appreciate your kind words about our team—it’s always our goal to be responsive and helpful, and we’re so glad we could assist during your stay. We'd love to welcome you back anytime!

30A Escapes staff
Rating 5

Great place to stay , on the gulf , walking distance/ biking to shopes and restaurants.Very clean , renovations front of condo finishing up . Our view of gulf unobstructed.

Deana D

Created On 04/24/2025

Thank you for the wonderful review! We're delighted to hear that you enjoyed your stay with us at HP 23W Calypso Crossing. It's great to know that the location, cleanliness, and the view of the Gulf were all to your satisfaction. We appreciate your feedback and look forward to welcoming you back in the future.

30A Escapes staff
Rating 5
Great condo and location
Nicely decorated with great beachfront views, this is a great condo. 30a escapes was responsive when a band didnt work.
Lisa W from Alpharetta
Rating 5
Spring Break 2024

We had a wonderful time at the beautiful condo. It was so close to the beach, shopping and restaurants that we were able to walk everywhere. We will definitely come back to stay again!!

Julie M
Rating 5
Great Place!

It was clean and has the most beautiful views!! Great location. Very close to Rosemary.

Alexandra C
Rating 5
Beautiful Condo

It was clean and comfortable and we loved the location. Watching the sunsets from the patio every night was amazing. Thanks for letting us stay in your beautiful condo!

Kristen I
Rating 5
Great condo

We enjoyed our stay. Property had everything we needed and location was fantastic. Would stay here again.

Jonathan M
Rating 5
Beautiful view!

We loved our stay here! The condo was beautiful and I loved the addition of a sectional couch, plenty of room for all of us. We also loved the waking/biking community so close to the condo! Thank you for sharing it!

Elizabeth W
Rating 5
Amazing view!

Such an incredible property with the BEST view! Parking is easy and super close! A short elevator trip takes you to the condo on the second floor. The view is stunning, you can see and hear the waves perfectly! The walk to both the pool and the beach is so short. Nicely stocked, we did end up buying laundry soap to do laundry. If you think you will cook a lot, I would also buy dishwasher tabs and dish soap, as only 2 dish tabs are provided. The beds were comfortable and our family of five had plenty of room. The only thing that I wished they would of had was some sort of security lock/chain lock from the inside. The master bedroom is located in the back of the condo with a nice view, but the other bedroom, where the kids slept, is at the front of the condo by the door. As a parent of young kiddos, it would of been more reassuring to have the extra security. That being said, we had no problems and felt safe and would definitely stay here again! Thank you!

Sarah M
Rating 5
Great Condo!

Great spot, close to shopping and restaurants and right on the beach. Christy from 30A Escapes was great to work with, highly recommend !

Jeffrey M from Dallas
Rating 5
Great 30A Vacation Rental!

We had a great time at High Pointe Resort 23W. The condo was cute and well stocked. Great location and so nice to have Crabby Steve’s on property to grab a drink and awesome food! We would definitely come again!

Kelley B
Rating 5
Perfect Property!

We absolutely loved our stay at Highpointe 23W. The proximity to Rosemary Beach and Seacrest villages made it so convenient. The beach is not nearly as crowded as the surrounding resorts. The pool is amazing and Crabby Steve's beach front restaurant was a delight and added bonus! The renovations in this unit were done very well and the upscale, beach feel was perfect.

Niki W
Rating 5
Great Property

Great communication from the property management company.  Loved this property and how clean it was.  Would love to visit again.

Emily M from Tampa, FL
Rating 5
Gulf front on 30-A

Enjoyed our stay after Thanksgiving so much. Walking distance to Rosemary beach and shops. The new renovation looks great! Will be back again.

Emily N from Dallas, TX
Rating 5
Perfect weather for a quick fall trip to 30-A

I love staying at High Pointe! This is my 6th stay at this property. This trip, was with my 2 adult daughters, and we had a great girls weekend. We ate in our favorite restaurants (outdoors), shopped, and enjoyed lying on the beach in the beautiful warm sunshine.

Amy H from Newnan, GA
Rating 5
Fall vacay

Beautiful views!!!

Nancy L from Memphis, TN
Rating 5
Loved our stay!

Wonderful location and unit! Everything was wonderful! Will be back!

Cydney F from Naperville, IL
Rating 5
We can’t stop talking about our wonderful experience!
We had a wonderful experience during our first visit to High Pointe. Our accommodations provided by 30A Escapes far exceeded our expectations and the service we received from Abbey and Stephanie was exceptional. We received all of the information we needed for our unit prior to arrival and were already on the beach 20 minutes after we unloaded our bags. This unit was gorgeous with modern updates and amenities and a spectacular view of the ocean. It was so clean and well maintained. It honestly felt like home away from home. We are already discussing plans for our next trip!
Lauren S from Birmingham, AL
Rating 5
Great Place

Great place, great vacation!

Michael S from Chicago, IL
Rating 5
Beautiful beachfront condo!

Great location and walk-able to Rosemary and Seacrest Beach. Loved this place. Great off season because crowds are light.

Emily K from Jacksonville, FL
Rating 5
We Will Be Back for sure!

30A Escapes staff provided quick feedback, always friendly, good follow up.  We will be back - - interested in purchasing a unit.

Marshall C from Memphis, TN
Rating 5
Wonderful Location and View!

The communication via 30A Escapes property managers was top notch.  Wonderful location and view. So convenient to the beach. Loved that we could spend the mornings at the beach and come up for lunch before heading back to the beach to finish the day. Loved Crabby Steve’s too!!  Highly recommend this rental!

Kristina O from Marietta, GA
Rating 5
Calypso Crossing was wonderful!

High Pointe Is one of my favorite places to stay on Hwy 30a. The width of the beach and number of renters makes the beach not seem over crowded like in other areas. Crabby Steve’s is the icing on the cake. We love all of the staff.  Calypso Crossing was wonderful. It is tastefully decorates amd had everything we needed.  Stephanie was very prompt to answer.

Stephanie B from Scott, AR
Rating 5

Enjoyable and appreciate that the property was well maintained.  I find everyone at 30A Escapes very helpful and customer-focused.

Cathy W from Atlanta, GA
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Customer Questions & Answers Customer Questions & Answers

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Example: "Is the balcony screened in?" or "Is there a toaster oven?"

Does this condo come beach set up?
Kim L - Posted: 07/19/2020

Answer:

Hi Kim, thank you for your interest in our Seacrest Beach, High Pointe Resort vacation rental "Calypso Crossing"! Sadly, this unit does include one beach chair set-up.

Is the community pool heated seasonally?
Victoria T - Posted: 02/12/2021

Answer:

Hi Victoria, thank you for your interest in our Seacrest Beach Vacation Rental, HP 23W Calypso Crossing! This community pool is not heated. 

Is the outdoor pool heated and is hot tub on?
Teresa L - Posted: 02/25/2021

Answer:

Hello Teresa, thank you for your interest in our Seacrest Beach Vacation Rental, HP23W Calypso Crossing! The High Pointe Community Pool is not heated but yes the hot tub is on!

What floor is this condo on
Paula D - Posted: 01/28/2023

Answer:

This condo is located on the 2nd floor of the west building (gulf front views) 

Does the condo come with beach set up?
Rachael E - Posted: 03/10/2023

Answer:

Hi Rachel,

Thank you for your interest in this High Pointe Rental! This condo does come with one beach set-up seasonally (March-October)

Is the beach in front of the unit a private beach for condo renters or is it a public beach (open to anyone to sit in front of the condo?)
Christina M - Posted: 06/10/2023

Answer:

This beach is private , With private beach access

what are the bed sizes in the 2nd bedroom
Lori R - Posted: 08/07/2023

Answer:

The master bedroom has a king size bed and will sleep up to 2 guest

The guest room has 2 queen beds and will sleep upto 4 guest

Is access to the upper floors by elevator or stairs?
Sue M - Posted: 08/23/2024

Answer:

Hello,

There is an elevator & stairs to access upper level floors.

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