Rentals with Flexible Cancellation Policies
These flexible rentals are fully refundable up to 65 days before check-in. Most of our units are owned by individuals, who need plenty of advance notice as they have just a single week of use per year with limited last-minute options.
Verified & Protected
Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Mar 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,402 ($914/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Jul 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,968 ($424/night)
Verified & Protected
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,361 ($766/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Apr 17–21, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,932 ($483/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,977 ($711/night)
Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 28 – Mar 7, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/night)
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,527 ($1,218/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 26 – Jun 2, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,794 ($685/night)
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Apr 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Apr 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Jul 3–10, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,295 ($471/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 28 – Mar 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
Verified & Protected
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Mar 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 28 – Mar 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Mar 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
Verified & Protected
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Mar 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 30 – Nov 6, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,655 ($1,094/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($494/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,783 ($969/night)
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Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,510 ($930/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Mar 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $8,690 ($1,242/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Feb 28 – Mar 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
Verified & Protected
Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,801 ($829/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,365 ($766/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,365 ($766/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Apr 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,530 ($790/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jul 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,969 ($853/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Apr 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($455/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Mar 10–15, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,096 ($419/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 28 – Mar 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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Maui Beach Vacation Club
Kihei, Hawaii- Mar 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($307/night)
Verified & Protected
WorldMark Kihei Resort
Kihei, Hawaii- Mar 8–15, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,967 ($424/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Kohala Suites by Hilton Grand Vacations
Waikoloa Village, Hawaii- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
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The Point at Poipu
Koloa, Hawaii- May 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,298 ($471/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Jul 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,058 ($580/night)
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Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Feb 28 – Mar 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
Verified & Protected
Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,966 ($852/night)
Verified & Protected
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)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Apr 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Apr 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,856 ($837/night)