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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Sheraton Kauai Resort Villas
Koloa, Hawaii- Apr 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($643/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Apr 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Apr 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,500 ($929/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Apr 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($825/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Apr 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($629/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Apr 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,358 ($699/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Apr 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($650/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Apr 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($829/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Apr 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Apr 27 – May 4, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($607/night)
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The Point at Poipu
Koloa, Hawaii- May 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($343/night)
Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,500 ($786/night)
Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,600 ($514/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- May 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($571/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($700/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($636/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–27, 2025 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($400/night)
Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,600 ($800/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($700/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 25 – Jun 1, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
The Point at Poipu
Koloa, Hawaii- May 27 – Jun 3, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,500 ($500/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($686/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($686/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,874 ($767/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 7–14, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 7–14, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,000 ($571/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 7–14, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($700/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 8–15, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
The Point at Poipu
Koloa, Hawaii- Jun 11–18, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,100 ($300/night)
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Lawai Beach Resort
Koloa, Hawaii- Jun 12–19, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,851 ($239/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 13–20, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($686/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($771/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
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The Point at Poipu
Koloa, Hawaii- Jun 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($400/night)
Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,900 ($700/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 15–22, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,583 ($728/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 15–22, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,470 ($714/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($843/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($700/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($714/night)
The Point at Poipu
Koloa, Hawaii- Jun 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,600 ($371/night)
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Voted Top Pick 2024
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($729/night)