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.
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)
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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)