Verified & Protected

Coconut Beach Resort

Key West, Florida
  • May 23–30, 2026 (7 nights)
  • 1 bed/2 bath, sleeps 4
  • $3,458 ($494/night)
Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)
  • May 23–30, 2026 (7 nights)
  • 2 bed/2.5 bath, sleeps 6
  • $7,328 ($1,047/night)
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,932 ($276/night)
Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,042 ($292/night)
Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,712 ($673/night)
Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • May 23–30, 2026 (7 nights)
  • Studio/1 bath, sleeps 4
  • $1,915 ($274/night)
Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida
  • May 23–30, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,878 ($268/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,523 ($503/night)
Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba
  • May 23–30, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,295 ($471/night)
Verified & Protected

WorldMark Kihei Resort

Kihei, Hawaii
  • May 23–30, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,110 ($159/night)
Verified & Protected

The Surf Club of Marco

Marco Island, Florida
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,824 ($260/night)
Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,621 ($517/night)
Verified & Protected

Marriott's Manor Club at Ford's Colony

Williamsburg, Virginia
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,330 ($190/night)
Verified & Protected

Marriott's Summit Watch

Park City, Utah
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,659 ($237/night)
Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,404 ($486/night)
Verified & Protected

Divi Little Bay Beach & Racquet Club

Little Bay Beach, Dutch side (Sint Maarten), Sint Maarten & Saint Martin
  • May 23–30, 2026 (7 nights)
  • Studio/1 bath, sleeps 2
  • $1,220 ($174/night)
Verified & Protected

Wyndham Bay Club II

Destin, Florida
  • May 23–29, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,889 ($315/night)
Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba
  • May 23–30, 2026 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,314 ($331/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,153 ($450/night)
Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Grand Desert

Las Vegas, Nevada
  • May 23–29, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $777 ($130/night)
Verified & Protected

Kahana Beach Resort

Lahaina, Hawaii
  • May 23–30, 2026 (7 nights)
  • Studio/1 bath, sleeps 4
  • $1,550 ($221/night)
Verified & Protected

Marriott's Grande Vista

Orlando, Florida
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,009 ($287/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($549/night)
Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,730 ($533/night)
Verified & Protected

Grand Solmar Land's End Resort

Cabo San Lucas, Mexico
  • May 23–30, 2026 (7 nights)
  • 2 bed/3 bath, sleeps 6
  • $2,641 ($377/night)
Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado
  • May 23–30, 2026 (7 nights)
  • 3 bed/3.5 bath, sleeps 8
  • $7,579 ($1,083/night)
Verified & Protected

Marriott's Shadow Ridge - The Villages

Palm Desert, California
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,660 ($237/night)
Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,557 ($794/night)
Verified & Protected

Grand Solmar Land's End Resort

Cabo San Lucas, Mexico
  • May 23–30, 2026 (7 nights)
  • 1 bed/2 bath, sleeps 4
  • $2,205 ($315/night)
Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,186 ($455/night)
Verified & Protected

The Westin St. John - Coral Vista Villas

Cruz Bay, St. John (USVI)
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,802 ($543/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,150 ($307/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,568 ($510/night)
Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • May 23 – Jun 6, 2026 (14 nights)
  • 3 bed/3 bath, sleeps 10
  • $20,613 ($1,472/night)
Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,603 ($658/night)
Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)
  • May 23–30, 2026 (7 nights)
  • 3 bed/3.5 bath, sleeps 8
  • $8,200 ($1,171/night)
Verified & Protected

The Residences at Grand Luxxe Nuevo Vallarta

Nuevo Vallarta, Mexico
  • May 23–30, 2026 (7 nights)
  • 4 bed/4.5 bath, sleeps 12
  • $8,745 ($1,249/night)
Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,022 ($432/night)
Verified & Protected

Ocean Key Resort

Virginia Beach, Virginia
  • May 23–30, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,568 ($510/night)
Verified & Protected

The Manhattan Club

New York City, New York
  • May 23–25, 2026 (2 nights)
  • 1 bed/2 bath, sleeps 4
  • $1,330 ($665/night)
Verified & Protected

Sheraton Vistana Resort

Orlando, Florida
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,434 ($205/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,303 ($329/night)

Marriott's Marbella Beach Resort

Marbella, Spain
  • May 23–30, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $3,840 ($549/night)
Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • May 23–29, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,813 ($635/night)
Verified & Protected

Marriott's Royal Palms

Orlando, Florida
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $10,925 ($1,561/night)
Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,532 ($362/night)
Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)
  • May 23–30, 2026 (7 nights)
  • 3 bed/3.5 bath, sleeps 8
  • $9,181 ($1,312/night)
Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,470 ($781/night)