Valentine's Day Timeshare Rentals

Valentine's Day, also called Saint Valentine's Day or the Feast of Saint Valentine, is celebrated annually on February 14. Traditionally a day dedicated to celebrating romantic love, Valentine's Day getaways are a great way to spend quality time with your loved one.

Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $1,850 ($264/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $1,850 ($264/night)
Voted Top Pick 2024

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

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,859 ($371/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $2,696 ($350/night)
Verified & Protected Voted Top Pick 2024

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

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • 1 bed/2 bath, sleeps 4
  • $2,968 ($386/night)
Voted Top Pick 2024

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

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,314 ($300/night)
Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $12,995 ($1,856/night)
Verified & Protected Voted Top Pick 2024

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $7,110 ($929/night)

Sands of Kahana Vacation Club

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • 3 bed/2 bath, sleeps 8
  • $3,900 ($557/night)

Kahana Villa Resort

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 1
  • $1,316 ($188/night)
Voted Top Pick 2024

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

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • 2 bed/3 bath, sleeps 8
  • $4,766 ($621/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,153 ($410/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,603 ($600/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $3,240 ($421/night)
Voted Top Pick 2024

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

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • 2 bed/3 bath, sleeps 8
  • $4,500 ($643/night)

Kaanapali Beach Club

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,999 ($286/night)

Kaanapali Beach Club

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,999 ($286/night)

Kaanapali Beach Club

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,999 ($286/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,198 ($314/night)
Verified & Protected Voted Top Pick 2024

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

Lahaina, Hawaii
  • Feb 12–18, 2025 (6 nights)
  • Studio/1 bath, sleeps 4
  • $1,769 ($267/night)
Verified & Protected Voted Top Pick 2024

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

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • 1 bed/2 bath, sleeps 4
  • $4,658 ($607/night)
Verified & Protected Voted Top Pick 2024

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $6,020 ($786/night)
Verified & Protected Voted Top Pick 2024

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • 3 bed/2 bath, sleeps 8
  • $7,655 ($1,000/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 9–15, 2025 (6 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,494 ($683/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,300 ($329/night)
Verified & Protected Voted Top Pick 2024

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

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,314 ($300/night)
Verified & Protected Voted Top Pick 2024

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,856 ($764/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 13–17, 2025 (4 nights)
  • Studio/1 bath, sleeps 4
  • $1,555 ($389/night)

Kaanapali Beach Club

Lahaina, Hawaii
  • Feb 12–19, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,700 ($243/night)
Verified & Protected Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • Feb 14–24, 2025 (10 nights)
  • Studio/1 bath, sleeps 4
  • $4,385 ($400/night)
Verified & Protected Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,475 ($714/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,199 ($457/night)

Kaanapali Beach Club

Lahaina, Hawaii
  • Feb 13–20, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $2,125 ($304/night)

Kaanapali Beach Club

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,800 ($257/night)

Kaanapali Beach Club

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $2,125 ($304/night)
Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,650 ($379/night)
Voted Top Pick 2024

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 13–20, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,890 ($699/night)
Verified & Protected Voted Top Pick 2024

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $8,745 ($1,143/night)

Kahana Beach Resort

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $1,659 ($214/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $3,370 ($481/night)
Voted Top Pick 2024

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

Lahaina, Hawaii
  • Feb 14–21, 2025 (7 nights)
  • 1 bed/2 bath, sleeps 4
  • $3,995 ($571/night)

Kaanapali Beach Club

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $2,045 ($292/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $3,150 ($450/night)
Voted Top Pick 2024

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

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • 2 bed/3 bath, sleeps 8
  • $3,995 ($571/night)

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,100 ($300/night)

Kaanapali Beach Club

Lahaina, Hawaii
  • Feb 9–16, 2025 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $2,499 ($357/night)
Voted Top Pick 2024

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $3,000 ($429/night)
Voted Top Pick 2024

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • Feb 8–15, 2025 (7 nights)
  • Studio/1 bath, sleeps 4
  • $3,795 ($542/night)