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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The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,257 ($686/night)
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The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 20–27, 2025 (7 nights)
- 1 bed/2 bath, sleeps 8
- $4,000 ($571/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,700 ($814/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,700 ($814/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,859 ($371/night)
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The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
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The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $3,186 ($414/night)
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The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,668 ($346/night)
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The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($700/night)
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The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($786/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,995 ($856/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,995 ($856/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,260 ($293/night)
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The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($414/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($429/night)
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Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,655 ($1,000/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,240 ($421/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($300/night)
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The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,230 ($682/night)
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Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,015 ($785/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
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The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,968 ($386/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,548 ($593/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,995 ($856/night)
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The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,053 ($528/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,650 ($807/night)
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The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,058 ($529/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($650/night)
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The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($650/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,985 ($855/night)
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The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,859 ($371/night)
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Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,603 ($600/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 21–27, 2025 (6 nights)
- 2 bed/3 bath, sleeps 8
- $5,495 ($916/night)
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The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,292 ($821/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,786 ($493/night)
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The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,956 ($908/night)
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,400 ($1,200/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,200 ($314/night)
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Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($400/night)
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The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
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Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,020 ($786/night)
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Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 22–29, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,545 ($986/night)
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The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 22–29, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,786 ($493/night)
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WorldMark Kihei Resort
Kihei, Hawaii- Jun 22–28, 2025 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($300/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,995 ($714/night)
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Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 22–29, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,129 ($800/night)