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
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 1–8, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,687 ($527/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,494 ($642/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,494 ($642/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 1–6, 2026 (5 nights)
- 1 bed/2 bath, sleeps 4
- $3,295 ($659/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 1–7, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,374 ($729/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 1–7, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($767/night)
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Kalia Suites by Hilton Grand Vacations
Honolulu, Hawaii- Jun 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 2–6, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,654 ($414/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Jun 2–10, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $7,437 ($930/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 3–9, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($549/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,358 ($623/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Jun 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $15,285 ($2,184/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jun 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,818 ($545/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,568 ($510/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 4–11, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $8,827 ($1,261/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jun 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,914 ($416/night)
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Imperial Hawaii Vacation Club
Honolulu, Hawaii- Jun 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,822 ($260/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,560 ($937/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,731 ($533/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,237 ($891/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Jun 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,421 ($346/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,948 ($564/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,548 ($650/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,382 ($1,055/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Jun 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,185 ($455/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,336 ($619/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,633 ($805/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,128 ($875/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,603 ($658/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
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Lawai Beach Resort
Koloa, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,745 ($392/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,077 ($440/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,968 ($424/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,200 ($1,171/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,458 ($494/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)