Top ratedExclusive area, Privacy, Heated SW Infinity Pool, Outstanding ocean view/24hr CI
5.00House in Kailua
3 Bedrooms · 3 Bathrooms · Sleeps 6
$1,135/night
Stays with Pool in Hawaii
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Top ratedYour Perfect Hawaiian Hideaway: Westin Princeville Resort - 2 Bedroom villa
5.00Condo in Princeville
2 Bedrooms · 2 Bathrooms · Sleeps 6
$700/night
Top rated205-2 Our gorgeous ocean view unit is in beautiful Puamana
5.00Condo in Maui County
1 Bedroom · 2 Bathrooms · Sleeps 4
$222/night
Top ratedEasy Accessible Oceanfront Luxury Townhome in Puamana
5.00Condo in Maui County
4 Bedrooms · 3 Bathrooms · Sleeps 8
$960/night
Top ratedMountain Retreat A Cozy Getaway 5 min from the Beach, Great Views, Free Parking
5.00Condo in Honolulu
1 Bedroom · 1 Bathroom · Sleeps 4
$125/night
Top ratedOceanfront Condo in Lahaina!! 429
5.00Condo in Maui County
1 Bedroom · 1 Bathroom · Sleeps 2
$267/night
Top ratedMauna Lani Designers Golf Course View Beach Club Access
5.00Townhouse in Puako
2 Bedrooms · 2 Bathrooms · Sleeps 5
$300/night
Top ratedOcean View, Gated Community, 2 bedroom/2 bath, Central A/C , 24 Hr. check in
5.00House in Kailua
2 Bedrooms · 2 Bathrooms · Sleeps 6
$199/night
Oceanfront 2 Bedroom Kapaa Vacation Home w/AC!
Condo in Kapaa
2 Bedrooms · 3 Bathrooms · Sleeps 6
$700/night
Guest favoriteParadise in Kaanapali at Black Rock 3Kn 1Qn bed see Maui updates
5.00House in Kaanapali
3 Bedrooms · 2 Bathrooms · Sleeps 8
$750/night
Top ratedAmazing Location & Beach. 200 plus 5-Star Reviews! Hot Tub, AC, 4 Bikes & More!
5.00House in Oahu
3 Bedrooms · 2 Bathrooms · Sleeps 7
$325/night
Top ratedNew Listing! Stylish, Sunlit 2bd West Maui Condo
5.00Condo in Lahaina
2 Bedrooms · 2 Bathrooms · Sleeps 6
$425/night
Top ratedTropical Oasis in Poipu ~ Steps to Pool, ground floor. Ask about vehicle
5.00House in Koloa
1 Bedroom · 1 Bathroom · Sleeps 4
$250/night
Top ratedAlii Cove C-4 Beautiful Beachy Townhome on Alii Drive
5.00House in North Kona
3 Bedrooms · 3 Bathrooms · Sleeps 6
$225/night
Top ratedKona Coast Resort 10-104 - Kahaluu-Keauhou
5.00Condo in North Kona
1 Bedroom · 1 Bathroom · Sleeps 2
$120/night
Top ratedAlii Cove F-1 - Beautifully appointed townhouse located in downtown Kona
5.00House in North Kona
3 Bedrooms · 3 Bathrooms · Sleeps 6
$200/night
Top ratedKona By The Sea 315 - Direct ocean view
5.00Condo in North Kona
2 Bedrooms · 2 Bathrooms · Sleeps 4
$150/night
Top ratedKona Reef A27 - Right on top of the Pacific Ocean
5.00Condo in North Kona
2 Bedrooms · 2 Bathrooms · Sleeps 4
$225/night
Top ratedAlii Cove I-4 in Historic Kailua Village
5.00House in North Kona
3 Bedrooms · 3 Bathrooms · Sleeps 6
$250/night
Top ratedUpscale comfort at Punahele B304, looking at the Pacific ocean beyond the Kona Golf Course
5.00House in North Kona
3 Bedrooms · 3 Bathrooms · Sleeps 6
$250/night
Top ratedAlii Cove KK4 in beautiful Historic Kailua Village
5.00House in North Kona
3 Bedrooms · 3 Bathrooms · Sleeps 6
$225/night
Top ratedExperience Oceanfront Bliss at Sugar Beach Resort 530
5.00Condo in Kihei
1 Bedroom · 1 Bathroom · Sleeps 2
$250/night
Top rated3 Bedroom Koloa Vacation Condo with a Beautiful Ocean View!
5.00Condo in Koloa
3 Bedrooms · 3 Bathrooms · Sleeps 8
$650/night
Top ratedWonderful 3 Bedroom Poipu Kai Vacation Villa! Bedroom AC! Hawaii Rentals
5.00Condo in Koloa
3 Bedrooms · 3 Bathrooms · Sleeps 8
$595/night
Top ratedCliffside Princeville 2 Bedroom Oceanview Vacation Condo for 6!
5.00Condo in Princeville
2 Bedrooms · 2 Bathrooms · Sleeps 6
$475/night
Top ratedCliffside 2-Bedroom Princeville Oceanview Vacation Condo for 4!
5.00Condo in Princeville
2 Bedrooms · 2 Bathrooms · Sleeps 4
$475/night
Top ratedBeautiful 3 Bedroom Poipu Kai Vacation Condo with AC!
5.00Condo in Koloa
3 Bedrooms · 1 Bathroom · Sleeps 6
$475/night
Top ratedBudget friendly, Oceanview Kauai Vacation condo for 5!
5.00Condo in Princeville
2 Bedrooms · 2 Bathrooms · Sleeps 5
$425/night
Top ratedPerfect 2 bedroom, 2 bath Poipu Kai Vacation Condo w/AC! Hawaii Homes
5.00Condo in Koloa
2 Bedrooms · 2 Bathrooms · Sleeps 4
$400/night
Top ratedGreat value at this 2 Bedroom Princeville Vacation Villa!
5.00Condo in Princeville
2 Bedrooms · 2 Bathrooms · Sleeps 5
$400/night
Top ratedClub Wyndham Mauna Loa Village - Kailua Kona
5.00Resort in North Kona
1 Bedroom · 1 Bathroom · Sleeps 4
$1,400/week
Top ratedHilton Hawaiian Village- amazing property! Beautiful two bedroom suite!
5.00Condo in Honolulu
2 Bedrooms · 2 Bathrooms · Sleeps 6
$599/night
Top ratedMAUI IS OPEN! Come visit! Hyatt Residence Club Fantastic Two Bedroom Beach Villa.
5.00Condo in Lahaina
2 Bedrooms · 2 Bathrooms · Sleeps 6
$990/night
Guest favoriteBig 3BR/4BA, 3056 sq ft Kona Home with Pool/Jacuzzi, Ocean View, Sleeps 16 max
5.00Estate in North Kona
3 Bedrooms · 5 Bathrooms · Sleeps 16
$400/night
Top ratedMarriott's Ko Olina. Amazing Two Bedroom villa in a Beachfront Resort.
5.00Condo in Kapolei
2 Bedrooms · 2 Bathrooms · Sleeps 8
$806/night
Top ratedMarriott Maui Ocean Club- Stunning Three Bedroom Villa Lahaina/Napili Towers
5.00Condo in Lahaina
3 Bedrooms · 3 Bathrooms · Sleeps 12
$2,072/night
Top ratedMarriott Maui Ocean Club-Charming One Bedroom in Lanai, Molokai, Maui Towers
5.00Resort in Kaanapali
1 Bedroom · 2 Bathrooms · Sleeps 4
$650/night
Top ratedGorgeous Marriott Ko'Olina! One bedroom beachfront resort- perfect for families!
5.00Condo in Kapolei
1 Bedroom · 1 Bathroom · Sleeps 4
$655/night
Top ratedWestin Nanea Ocean Villas- Exquisite Two Bedroom Villa in Beautiful Maui
5.00Condo in Honolulu
2 Bedrooms · 2 Bathrooms · Sleeps 6
$980/night
Top ratedMagnificent Two Bedroom at Westin Kaanapali
5.00Condo in Lahaina
2 Bedrooms · 2 Bathrooms · Sleeps 8
$750/night
Top ratedKona Reef A-24 - True Oceanfront Condo
5.00Condo in North Kona
1 Bedroom · 1 Bathroom · Sleeps 3
$200/night
Top ratedOCEANVIEW in OCEANFRONT CMPLXAsk for a 6 month deal? Or Half off after3rd month
5.00Condo in Kihei
1 Bedroom · 2 Bathrooms · Sleeps 5
$321/night
Top rated3999/mo VolcanoVIEW March 15-Nov& 6789feb month )(top floor open BEFORE@9999/mo
5.00Cabin in Kihei
1 Bedroom · 1 Bathroom · Sleeps 4
$312/night
Top ratedKINGbed,OCEANFRONTcomplx,huge HEATED pool,GYM,tennis&HOTTUBw/Sandy beachFRONT
5.00Condo in Kihei
1 Bedroom · 1 Bathroom · Sleeps 3
$289/night
Top ratedGuest house on gated acre estate, Sleeps up to 7; Great for Events, too - Kailua Kona
5.00Estate in North Kona
2 Bedrooms · 2 Bathrooms · Sleeps 7
$200/night
Top ratedA-1 * Vacation Rental in Scenic Makaha Valley
5.00House in Waianae
2 Bedrooms · 1 Bathroom · Sleeps 4
$112/night
Top rated2026 Special Pricing! BEST DIRECT OCEAN FRONT. Corner w/double sized balcony
5.00Condo in Waianae
1 Bedroom · 1 Bathroom · Sleeps 4
$120/night
Top ratedOceanfront RARE Kaanapali Premier Corner View Penthouse 2B/2B Resort
5.00Condo in Kaanapali
2 Bedrooms · 2 Bathrooms · Sleeps 8
$399/night
Top ratedLuxury Ko Olina Beach Rental Panoramic Ocean View | 3BR 3BA 8th floor 2 parking
5.00Condo in Kapolei
3 Bedrooms · 3 Bathrooms · Sleeps 8
$471/night
Top ratedLuxury Ko'Olina Coconut Plantation Oahu, 2-Story Hawaii Vacation Home Rental
5.00Townhouse in Kapolei
3 Bedrooms · 2 Bathrooms · Sleeps 8
$160/night
About Stays with Pool in Hawaii
Guest reviews for Stays with Pool in Hawaii: 5.0 average from 364 reviews across 112 of 132 stays
Stays with Pool in Hawaii — 132 vacation rentals booked directly with their owners and managers.