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 - Lahaina Tower

Lahaina, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $7,492 ($979/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
  • $5,094 ($664/night)
Verified & Protected 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)
Verified & Protected 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)
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
  • $4,930 ($643/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
  • $5,583 ($728/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
  • $3,622 ($471/night)
Verified & Protected 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)
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
  • $6,892 ($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)
Verified & Protected 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)
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

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)
Verified & Protected 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)
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
  • $5,595 ($730/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
  • $4,794 ($625/night)
Verified & Protected 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)
Verified & Protected 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)
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
  • $6,565 ($857/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

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)
Verified & Protected 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)
Verified & Protected 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)
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
  • $3,894 ($507/night)
Verified & Protected 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)
Verified & Protected 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)
Verified & Protected 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)
Verified & Protected

Kahana Beach Resort

Lahaina, Hawaii
  • Feb 8–15, 2026 (7 nights)
  • Studio/1 bath, sleeps 4
  • $1,932 ($250/night)
Verified & Protected 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)
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
  • $8,502 ($1,111/night)
Verified & Protected 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)
Verified & Protected 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)
Verified & Protected

The Point at Poipu

Koloa, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,622 ($471/night)
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
  • Feb 14–19, 2026 (5 nights)
  • 1 bed/1 bath, sleeps 4
  • $2,341 ($425/night)
Verified & Protected 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)
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
  • Feb 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,366 ($700/night)
Verified & Protected 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)
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
  • $4,494 ($586/night)
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
  • $5,420 ($707/night)