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 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,124 ($875/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $12,560 ($1,794/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 25 – Aug 1, 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
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,568 ($510/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($494/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,783 ($969/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 25 – Aug 1, 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- Jul 25 – Aug 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($377/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,467 ($352/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,467 ($352/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,505 ($358/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,764 ($1,109/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,115 ($445/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,115 ($445/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jul 26 – Aug 1, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($658/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($798/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,115 ($445/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,532 ($362/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,153 ($450/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,384 ($626/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,968 ($424/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jul 26–31, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,290 ($658/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,115 ($445/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,115 ($445/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,532 ($362/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,132 ($447/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,907 ($987/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,532 ($362/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jul 27 – Aug 3, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,366 ($767/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Jul 27 – Aug 3, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jul 28 – Aug 4, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,276 ($611/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jul 28 – Aug 4, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,535 ($505/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jul 29 – Aug 5, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,658 ($665/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Jul 30 – Aug 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jul 30 – Aug 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jul 30 – Aug 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,309 ($1,187/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jul 30 – Aug 7, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $4,276 ($534/night)