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 - Lahaina Tower
Lahaina, Hawaii- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,492 ($979/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
- $5,094 ($664/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
- $10,925 ($1,429/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
- $6,020 ($786/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
- $4,930 ($643/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
- $5,583 ($728/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
- $3,622 ($471/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,783 ($886/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
- $6,892 ($900/night)
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,404 ($443/night)
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The Cliffs at Princeville
Princeville, Hawaii- Feb 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,949 ($514/night)
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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)
- 1 bed/2 bath, sleeps 4
- $4,330 ($564/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
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 14–21, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,290 ($1,214/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
- $8,635 ($1,128/night)
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,899 ($1,128/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,314 ($300/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 14–21, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,384 ($571/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Feb 14–21, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 12
- $13,105 ($1,714/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
- $5,595 ($730/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
- $4,794 ($625/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,873 ($1,029/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
- $2,123 ($275/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
- $6,565 ($857/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
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,129 ($800/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($743/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($771/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($700/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
- $3,894 ($507/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
- $8,745 ($1,143/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,312 ($693/night)
Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,349 ($1,050/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Feb 11–18, 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
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($400/night)
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Kahana Beach Resort
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($250/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
- $8,502 ($1,111/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($400/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)
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 8
- $5,000 ($714/night)
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The Point at Poipu
Koloa, Hawaii- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($471/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Feb 14–19, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,341 ($425/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($700/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 8–15, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($400/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
- $4,494 ($586/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
- $5,420 ($707/night)