Spring & Summer Rentals
Did you know that 75% of travelers book their spring and summer travel at least 3 months in advance? Unlock exceptional resort deals for your upcoming seasonal getaways before they sell out. Whether you're planning a family vacation, a couple's trip, or a solo adventure, these deals offer the best opportunities to elevate your next travel experience.
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Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,000/night)
Kaanapali Beach Club
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,800 ($257/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,385 ($571/night)
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Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 3 bed/2 bath, sleeps 8
- $9,181 ($1,200/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,900 ($843/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 24 – Jun 1, 2025 (8 nights)
- 1 bed/1 bath, sleeps 4
- $3,294 ($375/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $5,148 ($671/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,586 ($336/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,475 ($714/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,250 ($893/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,674 ($871/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($357/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,191 ($415/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,674 ($871/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,000/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,250 ($1,036/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,701 ($875/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,647 ($1,130/night)
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Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($825/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($571/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,691 ($813/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,499 ($786/night)
Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,112 ($536/night)
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Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($900/night)
Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 24–31, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,466 ($1,499/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 25 – Jun 1, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,775 ($825/night)
Voted Top Pick 2024
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 25 – Jun 1, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,995 ($571/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 30 – Jun 6, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,949 ($514/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 30 – Jun 6, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,723 ($354/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- May 30 – Jun 6, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($357/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 30 – Jun 6, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,903 ($639/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 30 – Jun 6, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,700 ($814/night)
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 30 – Jun 6, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,300 ($471/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,777 ($361/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,181 ($414/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,050 ($721/night)
Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,250 ($1,179/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,500 ($929/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,000 ($714/night)
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Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,704 ($482/night)
Voted Top Pick 2024
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,200 ($600/night)
Kaanapali Beach Club
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,800 ($257/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
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Voted Top Pick 2024
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($857/night)
Verified & Protected
Voted Top Pick 2024
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 31 – Jun 7, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,949 ($514/night)