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- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,148 ($735/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,908 ($701/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,726 ($532/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,944 ($849/night)
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $10,707 ($1,530/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,470 ($1,639/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,091 ($870/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($681/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,382 ($626/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,292 ($327/night)
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WorldMark Kona Resort
Kailua-Kona, Hawaii- Aug 23 – Sep 2, 2026 (10 nights)
- 2 bed/2 bath, sleeps 6
- $2,630 ($263/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($891/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,987 ($284/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($640/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Aug 23–29, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,910 ($652/night)
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The Point at Poipu
Koloa, Hawaii- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,294 ($471/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,312 ($759/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($576/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Aug 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Aug 25–29, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($415/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Aug 25 – Sep 1, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,470 ($781/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 25 – Sep 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,560 ($937/night)
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Keauhou-Kona Surf and Racquet Club
Kailua-Kona, Hawaii- Aug 26 – Sep 1, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,294 ($549/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Aug 27 – Sep 3, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,832 ($547/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Aug 27 – Sep 3, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $8,036 ($1,148/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Aug 27–30, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $2,111 ($704/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Aug 27–29, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $1,383 ($691/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,091 ($870/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Aug 28 – Sep 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($455/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
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The Cliffs at Princeville
Princeville, Hawaii- Aug 28 – Sep 4, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,860 ($409/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,560 ($937/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,121 ($874/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,194 ($599/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Aug 29 – Sep 5, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($455/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,148 ($735/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Aug 29 – Sep 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $8,745 ($1,249/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($891/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Aug 29 – Sep 5, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,532 ($362/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,802 ($829/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 29 – Sep 5, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,186 ($455/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)