Last-minute stays near Waimea, HI

211 places with check-ins between 2026-10-27 and 2026-11-10, priced from $154 to $427 a night. These are live prices from the last sweep, not a curated list — they move, and some sell out.

• Remodeled with ocean views near Kamaole2 beds · 4 nights · from 2026-10-27$239/night$955 totalAirbnb
• Remodeled with ocean views near Kamaole2 beds · 2 nights · from 2026-10-29$280/night$561 totalAirbnb
• Wailea lanai with poolside views2 beds · 4 nights · from 2026-10-28$222/night$886 totalAirbnb
• Wailea lanai with poolside views2 beds · 3 nights · from 2026-10-28$251/night$754 totalAirbnb
• Wailea lanai with poolside views2 beds · 4 nights · from 2026-10-29$228/night$912 totalAirbnb
• Wailea lanai with poolside views2 beds · 4 nights · from 2026-10-30$232/night$927 totalAirbnb
• Wailea lanai with poolside views2 beds · 4 nights · from 2026-10-31$241/night$964 totalAirbnb
• Wailea lanai with poolside views2 beds · 4 nights · from 2026-11-03$256/night$1,024 totalAirbnb
• Wailea lanai with poolside views2 beds · 3 nights · from 2026-10-31$267/night$800 totalAirbnb
• Wailea lanai with poolside views2 beds · 3 nights · from 2026-11-04$287/night$860 totalAirbnb
• Wailea lanai with poolside views2 beds · 3 nights · from 2026-11-03$289/night$866 totalAirbnb
• Renovated surf shack with ocean views2 beds · 4 nights · from 2026-10-28$279/night$1,116 totalAirbnb
• Wailea lanai with poolside views2 beds · 2 nights · from 2026-10-30$304/night$609 totalAirbnb
• Pacific Ocean views from a Wailea lanai3 beds · 4 nights · from 2026-11-01$292/night$1,169 totalAirbnb
• Ocean views from a renovated Wailea lanai3 beds · 4 nights · from 2026-11-01$292/night$1,169 totalAirbnb
• Ocean views from a renovated Wailea lanai3 beds · 4 nights · from 2026-11-02$292/night$1,169 totalAirbnb
• Ocean views from a renovated Wailea lanai3 beds · 4 nights · from 2026-11-04$292/night$1,169 totalAirbnb
• Renovated surf shack with ocean views2 beds · 3 nights · from 2026-10-28$299/night$896 totalAirbnb
• Remodeled with ocean views near Kamaole2 beds · 2 nights · from 2026-10-28$281/night$562 totalAirbnb
• Pacific Ocean views from a Wailea lanai3 beds · 4 nights · from 2026-10-31$292/night$1,169 totalAirbnb
• Ocean views from a renovated Wailea lanai3 beds · 4 nights · from 2026-10-31$292/night$1,169 totalAirbnb
• Ocean-view lanai with glorious sunsets2 beds · 2 nights · from 2026-11-06$342/night$685 totalAirbnb
• Massive ocean views from an extra-large lanai3 beds · 4 nights · from 2026-11-02$304/night$1,217 totalAirbnb
• Massive ocean views from an extra-large lanai3 beds · 4 nights · from 2026-11-03$304/night$1,217 totalAirbnb
• Renovated Wailea townhouse with ocean views4 beds · 4 nights · from 2026-11-01$403/night$1,613 totalAirbnb
• Renovated Wailea townhouse with ocean views4 beds · 4 nights · from 2026-11-03$403/night$1,613 totalAirbnb
• Renovated Wailea townhouse with ocean views4 beds · 4 nights · from 2026-11-04$403/night$1,613 totalAirbnb
• Renovated Wailea townhouse with ocean views4 beds · 4 nights · from 2026-11-05$403/night$1,613 totalAirbnb
• Pacific Ocean views from a Wailea lanai3 beds · 4 nights · from 2026-10-30$292/night$1,169 totalAirbnb
• Massive ocean views from an extra-large lanai3 beds · 3 nights · from 2026-11-02$320/night$959 totalAirbnb
• Massive ocean views from an extra-large lanai3 beds · 3 nights · from 2026-11-03$320/night$959 totalAirbnb
• Massive ocean views from an extra-large lanai3 beds · 3 nights · from 2026-11-04$320/night$959 totalAirbnb
• Garden-view lanai across from Ulua Beach2 beds · 3 nights · from 2026-10-29$231/night$693 totalAirbnb
• 250 steps to Kamaole Beach2 beds · 3 nights · from 2026-11-08$246/night$737 totalAirbnb
• Ocean views from a renovated Wailea lanai3 beds · 4 nights · from 2026-10-30$292/night$1,169 totalAirbnb
• Remodeled with ocean views near Kamaole2 beds · 3 nights · from 2026-11-08$263/night$788 totalAirbnb
• Ocean views and a private garden walkout3 beds · 3 nights · from 2026-10-31$308/night$923 totalAirbnb
• 250 steps to Kamaole Beach2 beds · 2 nights · from 2026-11-08$276/night$552 totalAirbnb
• 250 steps to Kamaole Beach2 beds · 2 nights · from 2026-11-09$280/night$561 totalAirbnb
• Newly remodeled with sunset lanai views2 beds · 3 nights · from 2026-10-27$181/night$542 totalAirbnb

See all 211 Waimea, HI deals, filtered and sorted →

How these are picked

Every price here was recorded against that property's own recent history and against the market, so “cheap” means cheap for this place at this time — not a discount off a number someone made up. Nothing on this page is a paid placement.

This site is supported by advertising and affiliate links. If you book through an affiliate link we may earn a commission at no extra cost to you. Neither ever affects which stays we show or how they are ranked.