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 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($794/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Jun 26 – Jul 5, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $5,911 ($657/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Jun 26 – Jul 5, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $5,911 ($657/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 26 – Jul 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($1,039/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,167 ($595/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($354/night)
Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($985/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,838 ($977/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $14,086 ($2,012/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,894 ($556/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,115 ($445/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,966 ($852/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,690 ($1,242/night)
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,260 ($1,180/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($860/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,102 ($872/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 27 – Jul 5, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $6,347 ($793/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,560 ($937/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,925 ($1,561/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,560 ($937/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,181 ($1,312/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,911 ($844/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,290 ($1,327/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,993 ($856/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,568 ($510/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,200 ($1,171/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,328 ($1,047/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,775 ($825/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,274 ($1,039/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,086 ($1,155/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,492 ($1,070/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,603 ($658/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,358 ($765/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,186 ($455/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,966 ($852/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,402 ($914/night)