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 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($500/night)
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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)
- Studio/1 bath, sleeps 4
- $3,186 ($414/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,565 ($857/night)
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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
- $4,930 ($643/night)
Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($571/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,410 ($1,099/night)
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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)
- 2 bed/3 bath, sleeps 8
- $7,110 ($929/night)
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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)
- 2 bed/3 bath, sleeps 8
- $8,745 ($1,143/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 14–21, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $14,740 ($1,929/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
- $2,968 ($386/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,731 ($486/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 13–20, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $10,326 ($1,350/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
- $3,949 ($514/night)
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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)
- 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 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($650/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($300/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,835 ($1,286/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $4,167 ($633/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
- $5,366 ($700/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
- $9,290 ($1,214/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 9–15, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $4,819 ($733/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Feb 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,286/night)
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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
- $4,094 ($533/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,603 ($600/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($500/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
- $5,470 ($714/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/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
- $7,219 ($943/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($929/night)
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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)
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 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,800 ($257/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 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)
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
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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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
- $4,494 ($586/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
- $4,494 ($586/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)
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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)