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 ***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!" – JulieStep 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.
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.
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.
High Pointe Resort offers luxurious, premium amenities crafted for the ultimate relaxation, unforgettable fun, and a truly exceptional getaway experience.
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.
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! ***| March 2026 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | 06 | 07 |
| 08 | 09 | 10 | 11 | 12 | 13 | 14 |
| 15 | 16 | 17 | 18 | 19 | 20 | 21 |
| 22 | 23 | 24 | 25 | 26 | 27 | 28 |
| 29 | 30 | 31 | ||||
| April 2026 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | |||
| 05 | 06 | 07 | 08 | 09 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | 25 |
| 26 | 27 | 28 | 29 | 30 | ||
| May 2026 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | |||||
| 03 | 04 | 05 | 06 | 07 | 08 | 09 |
| 10 | 11 | 12 | 13 | 14 | 15 | 16 |
| 17 | 18 | 19 | 20 | 21 | 22 | 23 |
| 24 | 25 | 26 | 27 | 28 | 29 | 30 |
| 31 | ||||||
| June 2026 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | 06 | |
| 07 | 08 | 09 | 10 | 11 | 12 | 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | 27 |
| 28 | 29 | 30 | ||||
| July 2026 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | |||
| 05 | 06 | 07 | 08 | 09 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | 25 |
| 26 | 27 | 28 | 29 | 30 | 31 | |
| August 2026 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | ||||||
| 02 | 03 | 04 | 05 | 06 | 07 | 08 |
| 09 | 10 | 11 | 12 | 13 | 14 | 15 |
| 16 | 17 | 18 | 19 | 20 | 21 | 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | 29 |
| 30 | 31 | |||||
| September 2026 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | ||
| 06 | 07 | 08 | 09 | 10 | 11 | 12 |
| 13 | 14 | 15 | 16 | 17 | 18 | 19 |
| 20 | 21 | 22 | 23 | 24 | 25 | 26 |
| 27 | 28 | 29 | 30 | |||
| October 2026 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | ||||
| 04 | 05 | 06 | 07 | 08 | 09 | 10 |
| 11 | 12 | 13 | 14 | 15 | 16 | 17 |
| 18 | 19 | 20 | 21 | 22 | 23 | 24 |
| 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| November 2026 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | 06 | 07 |
| 08 | 09 | 10 | 11 | 12 | 13 | 14 |
| 15 | 16 | 17 | 18 | 19 | 20 | 21 |
| 22 | 23 | 24 | 25 | 26 | 27 | 28 |
| 29 | 30 | |||||
| December 2026 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | ||
| 06 | 07 | 08 | 09 | 10 | 11 | 12 |
| 13 | 14 | 15 | 16 | 17 | 18 | 19 |
| 20 | 21 | 22 | 23 | 24 | 25 | 26 |
| 27 | 28 | 29 | 30 | 31 | ||
| January 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | |||||
| 03 | 04 | 05 | 06 | 07 | 08 | 09 |
| 10 | 11 | 12 | 13 | 14 | 15 | 16 |
| 17 | 18 | 19 | 20 | 21 | 22 | 23 |
| 24 | 25 | 26 | 27 | 28 | 29 | 30 |
| 31 | ||||||
| February 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | 06 | |
| 07 | 08 | 09 | 10 | 11 | 12 | 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | 27 |
| 28 | ||||||
| March 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | 06 | |
| 07 | 08 | 09 | 10 | 11 | 12 | 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | 27 |
| 28 | 29 | 30 | 31 | |||
| April 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | ||||
| 04 | 05 | 06 | 07 | 08 | 09 | 10 |
| 11 | 12 | 13 | 14 | 15 | 16 | 17 |
| 18 | 19 | 20 | 21 | 22 | 23 | 24 |
| 25 | 26 | 27 | 28 | 29 | 30 | |
| May 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | ||||||
| 02 | 03 | 04 | 05 | 06 | 07 | 08 |
| 09 | 10 | 11 | 12 | 13 | 14 | 15 |
| 16 | 17 | 18 | 19 | 20 | 21 | 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | 29 |
| 30 | 31 | |||||
| June 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | ||
| 06 | 07 | 08 | 09 | 10 | 11 | 12 |
| 13 | 14 | 15 | 16 | 17 | 18 | 19 |
| 20 | 21 | 22 | 23 | 24 | 25 | 26 |
| 27 | 28 | 29 | 30 | |||
| July 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | ||||
| 04 | 05 | 06 | 07 | 08 | 09 | 10 |
| 11 | 12 | 13 | 14 | 15 | 16 | 17 |
| 18 | 19 | 20 | 21 | 22 | 23 | 24 |
| 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| August 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | 06 | 07 |
| 08 | 09 | 10 | 11 | 12 | 13 | 14 |
| 15 | 16 | 17 | 18 | 19 | 20 | 21 |
| 22 | 23 | 24 | 25 | 26 | 27 | 28 |
| 29 | 30 | 31 | ||||
| September 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | |||
| 05 | 06 | 07 | 08 | 09 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | 25 |
| 26 | 27 | 28 | 29 | 30 | ||
| October 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | |||||
| 03 | 04 | 05 | 06 | 07 | 08 | 09 |
| 10 | 11 | 12 | 13 | 14 | 15 | 16 |
| 17 | 18 | 19 | 20 | 21 | 22 | 23 |
| 24 | 25 | 26 | 27 | 28 | 29 | 30 |
| 31 | ||||||
| November 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | 06 | |
| 07 | 08 | 09 | 10 | 11 | 12 | 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | 27 |
| 28 | 29 | 30 | ||||
| December 2027 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | |||
| 05 | 06 | 07 | 08 | 09 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | 25 |
| 26 | 27 | 28 | 29 | 30 | 31 | |
| January 2028 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | ||||||
| 02 | 03 | 04 | 05 | 06 | 07 | 08 |
| 09 | 10 | 11 | 12 | 13 | 14 | 15 |
| 16 | 17 | 18 | 19 | 20 | 21 | 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | 29 |
| 30 | 31 | |||||
| February 2028 | ||||||
|---|---|---|---|---|---|---|
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 01 | 02 | 03 | 04 | 05 | ||
| 06 | 07 | 08 | 09 | 10 | 11 | 12 |
| 13 | 14 | 15 | 16 | 17 | 18 | 19 |
| 20 | 21 | 22 | 23 | 24 | 25 | 26 |
| 27 | 28 | 29 | ||||
Accessibility
Attractions
Car
Entertainment
Essentials
Home Safety
Kitchen
Leisure
Local
Location
Outdoor
Pool
Sports
Themes
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, Posted:
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, Posted:
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, Posted:
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, Posted:
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, Posted:
Great Place
Great place, great vacation!
- Michael S from Chicago, IL, Posted:
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, Posted:
Loved our stay!
Wonderful location and unit! Everything was wonderful! Will be back!
- Cydney F from Naperville, IL, Posted:
Fall vacay
Beautiful views!!!
- Nancy L from Memphis, TN, Posted:
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, Posted:
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, Posted:
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, Posted:
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, Posted:
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 , Posted:
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 , Posted:
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 , Posted:
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 , Posted:
Great condo
We enjoyed our stay. Property had everything we needed and location was fantastic. Would stay here again.
- Jonathan M , Posted:
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 , Posted:
Great Place!
It was clean and has the most beautiful views!! Great location. Very close to Rosemary.
- Alexandra C , Posted:
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 , Posted:
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, Posted:
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 , Posted: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, Posted: 05/06/2025
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 , Posted: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, Posted: 02/06/2026
Q: Does this condo come beach set up?- Kim L. Posted: 07/19/2020A: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.
Q: Is the community pool heated seasonally?- Victoria T. Posted: 02/12/2021A:Hi Victoria, thank you for your interest in our Seacrest Beach Vacation Rental, HP 23W Calypso Crossing! This community pool is not heated.
Q: Is the outdoor pool heated and is hot tub on?- Teresa L. Posted: 02/25/2021A: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!
Q: What floor is this condo on- Paula D. Posted: 01/28/2023A:This condo is located on the 2nd floor of the west building (gulf front views)
Q: Does the condo come with beach set up?- Rachael E. Posted: 03/10/2023A:Hi Rachel,
Thank you for your interest in this High Pointe Rental! This condo does come with one beach set-up seasonally (March-October)
Q: 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: 06/10/2023A:This beach is private , With private beach access
Q: what are the bed sizes in the 2nd bedroom- Lori R. Posted: 08/07/2023A: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
Q: Is access to the upper floors by elevator or stairs?- Sue M. Posted: 08/23/2024A:Hello,
There is an elevator & stairs to access upper level floors.