Fall Rentals
Verified & Protected
Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 27 – Oct 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 27 – Oct 3, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,223 ($537/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 27 – Oct 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Sep 27 – Oct 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 28 – Oct 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 28 – Oct 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Sep 28 – Oct 3, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($441/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Sep 29 – Oct 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Kona Billfisher Resort
Kailua-Kona, Hawaii- Sep 29 – Oct 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $894 ($128/night)
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Kahana Beach Resort
Lahaina, Hawaii- Sep 30 – Oct 7, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $777 ($111/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 1–4, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $999 ($333/night)
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,748 ($678/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Oct 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Oct 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,306 ($472/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 2–7, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,181 ($636/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 2–9, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 2–9, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,290 ($756/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,756 ($679/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Oct 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,832 ($547/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($412/night)
Verified & Protected
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Oct 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,505 ($358/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,548 ($650/night)
Verified & Protected
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,772 ($396/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 3–9, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,832 ($805/night)
Verified & Protected
Sands of Kahana Vacation Club
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,306 ($329/night)
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Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($891/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $7,136 ($1,019/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,657 ($380/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,451 ($493/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Oct 3–5, 2026 (2 nights)
- 1 bed/1 bath, sleeps 5
- $1,330 ($665/night)
Verified & Protected
Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,794 ($685/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Oct 3–11, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,632 ($329/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,058 ($580/night)
Verified & Protected
Marriott's Kauai Beach Club
Lihue, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 3–10, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,726 ($1,389/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,328 ($761/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,467 ($352/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Oct 3–10, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $9,562 ($1,366/night)