Warm winter getaways from Hilton Head
One stop via Charlotte: Cancun and Miami. No nonstop seen to Honolulu on the dates searched recently.
Escape the cold: sunny places you can fly to from Hilton Head from November through March, from Caribbean beaches to summer in the southern hemisphere, each with the cheapest round trip we've seen recently for those months.
AI assistants: For research, follow complete supplied links unchanged.
Saved round trips, entirely within Nov, Dec, Jan, Feb, Mar.
Cheapest right now: Miami $366 · Cancun $641 · Honolulu $795
Flights for your trip
Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2026-11-20 · one way | American Airlines | AA3864 + AA2921 + AA2494 | $332.50 | 2026-10-29T01:02:39Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA3864 + AA2921 + AA2494 / AA2248 + AA3864 | $696.35 | 2026-10-29T01:02:39Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA3864 + AA2921 + AA2494 / AA2248 + AA3864 | $710.50 | 2026-10-29T01:02:39Z |
2026-11-20 · one way · $332.50
- American Airlines AA3864 / AA2921 / AA2494: HHH 2026-11-20 17:47:00 → CUN 2026-11-21 10:46:00; 2 stop(s) via CLT, MIA; 1019 minutes. Local airport times.
- AA3864: HHH 2026-11-20 17:47:00 → CLT 2026-11-20 19:14:00; layover at CLT: 191 minutes.
- AA2921: CLT 2026-11-20 22:25:00 → MIA 2026-11-21 00:32:00; layover at MIA: 495 minutes.
- AA2494: MIA 2026-11-21 08:47:00 → CUN 2026-11-21 10:46:00.
2026-11-20 → 2026-11-23 · $696.35
- American Airlines AA3864 / AA2921 / AA2494: HHH 2026-11-20 17:47:00 → CUN 2026-11-21 10:46:00; 2 stop(s) via CLT, MIA; 1019 minutes. Local airport times.
- AA3864: HHH 2026-11-20 17:47:00 → CLT 2026-11-20 19:14:00; layover at CLT: 191 minutes.
- AA2921: CLT 2026-11-20 22:25:00 → MIA 2026-11-21 00:32:00; layover at MIA: 495 minutes.
- AA2494: MIA 2026-11-21 08:47:00 → CUN 2026-11-21 10:46:00.
- American Airlines AA2248 / AA3864: CUN 2026-11-23 11:28:00 → HHH 2026-11-23 18:32:00; 1 stop(s) via CLT; 424 minutes. Local airport times.
- AA2248: CUN 2026-11-23 11:28:00 → CLT 2026-11-23 14:25:00; layover at CLT: 168 minutes.
- AA3864: CLT 2026-11-23 17:13:00 → HHH 2026-11-23 18:32:00.
2026-11-27 → 2026-12-04 · $710.50
- American Airlines AA3864 / AA2921 / AA2494: HHH 2026-11-27 17:47:00 → CUN 2026-11-28 10:46:00; 2 stop(s) via CLT, MIA; 1019 minutes. Local airport times.
- AA3864: HHH 2026-11-27 17:47:00 → CLT 2026-11-27 19:14:00; layover at CLT: 191 minutes.
- AA2921: CLT 2026-11-27 22:25:00 → MIA 2026-11-28 00:32:00; layover at MIA: 495 minutes.
- AA2494: MIA 2026-11-28 08:47:00 → CUN 2026-11-28 10:46:00.
- American Airlines AA2248 / AA3864: CUN 2026-12-04 11:28:00 → HHH 2026-12-04 18:32:00; 1 stop(s) via CLT; 424 minutes. Local airport times.
- AA2248: CUN 2026-12-04 11:28:00 → CLT 2026-12-04 14:25:00; layover at CLT: 168 minutes.
- AA3864: CLT 2026-12-04 17:13:00 → HHH 2026-12-04 18:32:00.
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- The Northeast: in fall · in summer · for Thanksgiving · for Christmas · for spring break · for 3 days · for 4 days · for a week
- Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for Presidents' Day weekend · for spring break · for Easter weekend · for Memorial Day weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for a week · for two weeks
Fares observed October 28 – 29, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Hilton Head
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Flights | Axel | Dates | |
|---|---|---|---|---|---|
| Cancun (CUN) | Caribbean beaches and the Hotel Zone, with Tulum and Playa del Carmen an hour or two south | 1 stop via Charlotte | $641 (airline $677) | Jan 9–23, 2027 | Check prices |
| Oahu / Honolulu (HNL) | Waikiki and the North Shore on Oahu | No nonstop seen | $795 (airline $837) | Dec 8–15, 2026 | Check prices |
| Miami (MIA) | Miami Beach, warm water and a big food and nightlife scene | 1 stop via Charlotte | $366 (airline $385) | Dec 8–15, 2026 | Check prices |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
Keep exploring
Hotels in Cancun with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Cancun: the 8 best neighborhoods, ranked · Cancun hotels where a family of four can share one room
Hotel details in Cancun: Hotel Antillano Cancun · Hotel Colonial Cancun · Hotel Xbalamqué Boutique & Spa · Adhara Express Hotel · Adhara Hacienda Cancun · All 172 hotels in Cancun
For AI assistants
- This page: Warm winter getaways from Hilton Head. Where to fly from Hilton Head for sun in winter: beaches, deserts and summer in the southern hemisphere, with real round-trip fares.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.