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.

Verified & Protected Voted Top Pick 2025

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

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 1 bed/2 bath, sleeps 4
  • $4,167 ($543/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($643/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • Studio/1 bath, sleeps 4
  • $3,295 ($429/night)
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Westin Princeville Ocean Resort Villas

Princeville, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,268 ($425/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $5,039 ($657/night)
Verified & Protected Voted Top Pick 2025

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $8,200 ($1,071/night)

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,800 ($257/night)

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,800 ($257/night)

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,800 ($257/night)

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $2,200 ($314/night)

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii
  • Feb 8–15, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,800 ($257/night)

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii
  • Feb 8–15, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $2,200 ($314/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,358 ($699/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $6,020 ($786/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($643/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,603 ($600/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • Studio/1 bath, sleeps 4
  • $2,532 ($329/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,058 ($529/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • Studio/1 bath, sleeps 4
  • $3,295 ($429/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,058 ($529/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,658 ($607/night)
Verified & Protected Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,020 ($786/night)
Verified & Protected Voted Top Pick 2025

Marriott's Waiohai Beach Club

Koloa, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,998 ($652/night)
Verified & Protected Voted Top Pick 2025

Marriott's Waiohai Beach Club

Koloa, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,510 ($850/night)
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Marriott's Kauai Beach Club

Lihue, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • Studio/1 bath, sleeps 2
  • $2,963 ($385/night)
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Marriott's Kauai Beach Club

Lihue, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • Studio/1 bath, sleeps 2
  • $2,917 ($379/night)
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • Studio/1 bath, sleeps 3
  • $2,917 ($379/night)
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Marriott's Kauai Beach Club

Lihue, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • Studio/1 bath, sleeps 2
  • $2,840 ($369/night)
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Marriott's Kauai Beach Club

Lihue, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • Studio/1 bath, sleeps 3
  • $2,833 ($368/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,475 ($714/night)
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • Studio/1 bath, sleeps 2
  • $2,840 ($369/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,930 ($643/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,930 ($643/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,617 ($471/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $6,020 ($786/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $7,328 ($957/night)
Verified & Protected Voted Top Pick 2025

Marriott's Waiohai Beach Club

Koloa, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,034 ($656/night)
Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
  • Feb 13–20, 2026 (7 nights)
  • Studio/1 bath, sleeps 4
  • $3,617 ($471/night)
Verified & Protected Voted Top Pick 2025

Marriott's Waiohai Beach Club

Koloa, Hawaii
  • Feb 8–15, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,148 ($671/night)
Verified & Protected Voted Top Pick 2025

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
  • Feb 8–15, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $4,194 ($546/night)
Verified & Protected Voted Top Pick 2025

The Westin Nanea Ocean Villas

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 3 bed/2 bath, sleeps 8
  • $11,906 ($1,557/night)
Verified & Protected Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Feb 14–19, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($700/night)
Verified & Protected Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,475 ($714/night)
Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • Studio/1 bath, sleeps 2
  • $2,800 ($400/night)
Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,350 ($764/night)
Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,200 ($886/night)

Marriott's Kauai Beach Club

Lihue, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,500 ($500/night)
Voted Top Pick 2025

Marriott's Ko Olina Beach Club

Kapolei, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 10
  • $8,800 ($1,257/night)