Winter Timeshare Rentals

Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,047 ($292/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,058 ($580/night)

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The Cliffs at Princeville

Princeville, Hawaii

Dec 18, 2026 – Jan 1, 2027 (14 nights)
1 bed/2 bath, sleeps 8
$7,655 ($547/night)

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Marriott's Waikoloa Ocean Club

Waikoloa Village, Hawaii

Dec 18–23, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$4,325 ($865/night)

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The Ridge Tahoe

Stateline, Nevada

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,470 ($781/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,464 ($1,066/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,707 ($1,530/night)

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The Westin St. John - Coral Vista Villas

Cruz Bay, St. John (USVI)

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,693 ($813/night)

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Club Wyndham SeaWatch Resort

Myrtle Beach, South Carolina

Dec 18–23, 2026 (5 nights)
3 bed/2 bath, sleeps 8
$1,048 ($210/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$7,110 ($1,016/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,887 ($984/night)

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The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Dec 18–25, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$13,755 ($1,965/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 18–28, 2026 (10 nights)
1 bed/1 bath, sleeps 4
$8,199 ($820/night)

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The Cliffs at Princeville

Princeville, Hawaii

Dec 18–25, 2026 (7 nights)
4 bed/4 bath, sleeps 12
$7,655 ($1,094/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$4,821 ($689/night)

The Grand Islander by Hilton Grand Vacations

Honolulu, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$8,745 ($1,249/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$5,475 ($1,095/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,794 ($1,542/night)

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The Westin Riverfront Mountain Villas

Avon, Colorado

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,631 ($1,233/night)

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Eagle's Nest Beach Resort

Marco Island, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,731 ($533/night)

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Club Wyndham Resort at Avon

Avon, Colorado

Dec 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$3,704 ($741/night)

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Club Wyndham SeaWatch Resort

Myrtle Beach, South Carolina

Dec 18–23, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$586 ($117/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$6,020 ($860/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,456 ($922/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,832 ($547/night)

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Club Wyndham SeaWatch Resort

Myrtle Beach, South Carolina

Dec 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$852 ($170/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,022 ($432/night)

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Renaissance Wind Creek Aruba - Ocean Suites

Oranjestad, Aruba

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,731 ($533/night)

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Casa Dorada at Medano Beach

Cabo San Lucas, Mexico

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,385 ($626/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 18–25, 2026 (7 nights)
2 bed/3 bath, sleeps 6
$8,740 ($1,249/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$6,510 ($930/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$5,038 ($720/night)

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Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,707 ($1,530/night)

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Ocean Enclave by Hilton Grand Vacations

Myrtle Beach, South Carolina

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$15,830 ($2,261/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$11,993 ($1,713/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,894 ($556/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,835 ($1,405/night)

Verified & Protected

Renaissance Wind Creek Aruba - Ocean Suites

Oranjestad, Aruba

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,458 ($494/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,146 ($1,164/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$9,181 ($1,312/night)

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The Westin St. John - Coral Vista Villas

Cruz Bay, St. John (USVI)

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,072 ($439/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$6,347 ($907/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,080 ($297/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18, 2026 – Jan 1, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$22,914 ($1,637/night)

Costa Linda Beach Resort

Oranjestad, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,584 ($798/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,786 ($541/night)

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Elara by Hilton Grand Vacations

Las Vegas, Nevada

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$13,104 ($1,872/night)

Verified & Protected

The Summit at Massanutten

McGaheysville, Virginia

Dec 18–25, 2026 (7 nights)
4 bed/4 bath, sleeps 12
$1,219 ($174/night)