Juneteenth Timeshare Rentals
Juneteenth, named for the date of the holiday - June Nineteenth - commemorates the end of slavery in the United States. It is also referred to as Emancipation Day or Juneteenth Independence Day.
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,312 ($1,045/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,219 ($1,031/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,794 ($685/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,930 ($704/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,554 ($936/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,004 ($572/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,856 ($837/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,292 ($899/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $14,086 ($2,012/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,001 ($1,000/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,984 ($712/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,938 ($848/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $8,601 ($1,229/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,167 ($595/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,320 ($903/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,115 ($445/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,638 ($806/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,731 ($533/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,993 ($856/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,312 ($759/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,124 ($875/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,470 ($781/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,366 ($767/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,045 ($1,006/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,129 ($876/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,124 ($875/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,674 ($953/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,437 ($1,062/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,541 ($1,077/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $13,105 ($1,872/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,510 ($930/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 14–22, 2026 (8 nights)
- 3 bed/2 bath, sleeps 8
- $9,835 ($1,229/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,475 ($782/night)