Memorial Day Timeshare Rentals
Observed on the last Monday of May, Memorial Day is a federal holiday in the United States and the perfect long weekend for a first taste of summer vacation. Take advantage of the extra time off to relax, explore, and enjoy your favorite destinations before the summer rush begins!
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/night)
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Maui Beach Vacation Club
Kihei, Hawaii- May 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,655 ($609/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $13,650 ($1,950/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,095 ($299/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 17–26, 2026 (9 nights)
- Studio/1 bath, sleeps 4
- $2,968 ($330/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($303/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,565 ($652/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,091 ($870/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,619 ($374/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,238 ($320/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($813/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($798/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/night)
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Pono Kai
Kapaa, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $832 ($119/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,487 ($355/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,835 ($548/night)
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $13,105 ($1,872/night)
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Kahana Beach Resort
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,818 ($260/night)
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Sea Mountain
Punalu'u, Hawaii- May 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $832 ($119/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,859 ($408/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 24–30, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($440/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,993 ($570/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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The Cliffs at Princeville
Princeville, Hawaii- May 24–31, 2026 (7 nights)
- 4 bed/4 bath, sleeps 10
- $2,750 ($393/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,366 ($767/night)
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Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,510 ($930/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- May 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,595 ($656/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
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Pono Kai
Kapaa, Hawaii- May 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,302 ($186/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,690 ($384/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,493 ($642/night)
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WorldMark Kihei Resort
Kihei, Hawaii- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($190/night)
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Kahana Beach Resort
Lahaina, Hawaii- May 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,280 ($183/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,077 ($440/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- May 16–30, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($438/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,276 ($325/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,077 ($440/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- May 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,932 ($276/night)