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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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,058 ($580/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Club Wyndham Ka 'Eo Kai
Princeville, Hawaii- May 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($268/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 4–10, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($767/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 9–15, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($731/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,824 ($365/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,848 ($407/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,688 ($384/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($412/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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The Cliffs at Princeville
Princeville, Hawaii- May 24–31, 2026 (7 nights)
- 4 bed/4 bath, sleeps 10
- $4,385 ($626/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Hanalei Bay Resort
Princeville, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($637/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,183 ($598/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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The Cliffs at Princeville
Princeville, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,622 ($517/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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The Cliffs at Princeville
Princeville, Hawaii- Jun 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,636 ($377/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,404 ($486/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,649 ($521/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 21–25, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($415/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 25 – Jul 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Makai Club Resort
Princeville, Hawaii- Jun 26 – Jul 3, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($377/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($798/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 27 – Jul 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,649 ($521/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 28 – Jul 5, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,508 ($501/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 28 – Jul 3, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,796 ($359/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 28 – Jul 5, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,512 ($502/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Club Wyndham Shearwater
Princeville, Hawaii- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jun 30 – Jul 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jul 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,825 ($546/night)