Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
New Listing! Open Condo with Warm Wood Accents
Welcome to Koa Resort 2I — a beautifully appointed 2-bedroom, 2-bathroom condo that comfortably accommodates up to 6 guests. The spacious living room features a queen sleeper sofa for additional sleeping space. Please note that the second bedroom is a loft, offering an...
North Shore Oceanfront Private Retreat with Pool!
Absolutely the best location on the north shore of Kauai! This beautifully furnished, spacious, and private home is situated in the heart of Princeville minutes away from all of the world-class beaches, mountain forest trails, outdoor activities, golf courses, and...
BenTiki's Yurt in Waiohinu
Welcome to BenTiki's – your island-inspired getaway! Escape to our sun-soaked 24' diameter yurt, complete with a refreshing 18' private above-ground pool, perfect for cooling off after a day in tropical paradise. This bright and airy yurt offers the modern comforts of...
Ocean View Penthouse Suite, Steps to Beach, Sleeps 6!
Waikiki Shore Penthouse #11 - 2161 Kalia Rd.Gorgeous penthouse suite at the Waikiki Shore, the only condo in Waikiki that sits right on the beach. You'll never want to leave this top-floor gem with sweeping ocean views, a spacious private lanai, full kitchen, convenient...
Beautiful 8 brs for 22 near Poipu Beach Park!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Beautiful 8 bedrooms for 20 in Poipu Kai is located only 200 yards to Brenneckes Beach and 300 yards to Poipu and Shipwreck Beach!Paved walkway from your door to the beaches! Only a 1-7...
Sunsets and Tradewinds
This lovely updated condo is In the heart of Kailua-Kona on the Big Island of Hawaii. It is right across the street from the ocean and sounds of the surf bring relaxation. Walk to nearby restaurants, galleries, and night life. Enjoy the ocean breezes, amazing views, and...
Waikiki Palms Hotel, Central Location, FREE parking
Experience the best value in Waikiki! This bright 5th-floor cozy hotel-style room is perfect for travelers who want comfort, convenience, and unbeatable location—all at a great price. Enjoy beautiful city and mountain views from your private lanai and the rare perk of...
Exquisite condo with lanai, pool, hot tub, central AC, & W/D
Nihilani 31AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha, and welcome to your tropical home away from home on the north shores of Kauai. This tranquil and sunny condo is the...
Waikiki Studio includes access to Gym & Pool, No Resort Fee!
This beautiful Waikiki Studio apartment located at the prestigious Luana hotel offers a very comfortable Queen bed and full-size sleeper sofa, sleeping a total of 4 guests. The kitchenette features granite countertops, under-counter fridge, microwave, 2 burner stove,...
Time 2 Play, "Beach theme" Maui Condo across the street from the ocean.
Located less than 50 steps to the beach, directly across the street. Take advantage of this great opportunity to stay in an incredible ocean view top floor condo just steps away from a beautiful Sugar Beach! Spend your vacation as busy -- or as relaxed -- as you'd like....
Updated Waikiki Condo with Mountain Views - 22nd floor, Free parking & WiFi by Koko Resort Vacation Rentals
Deluxe Updated Waikiki Condo - 22nd floor, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Great value. Ideal for groups...
Charming Maui Beach Condo Steps from the Shore!
Dive into the ultimate island living experience at our charming condo in Kihei Bay Vista unit C-105! Live like a local where you will have everything needed to embrace Maui's lifestyle to the fullest. Just a quick 20-minute drive from the airport, our prime location...
Royal Garden Waikiki Studio with Kitchenette, walk to beach; see discounted days
Our condo is in the Club Wyndham building and shares their amentities, outdoor pool, BBQ, sauna, gym, laundry room and concierge. There is 24/7 front desk in the lobby and valet parking.We are located 2 blocks from Waikiki beach and the International market, right in...
Kaanapali Alii | 216
Kaanapali Alii 2162 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Experience luxury and convenience at Kaanapali Alii 216, a ground floor garden view two-bedroom retreat perfect for your Hawaiian getaway. This exceptional condo...
Kamaole Sands 10-417: 3 Br Ocean View near Kamaole Beach Park III
Pack up the family-there is plenty of room for everyone in this 3 bedroom, 3 bathroom S. Kihei condo conveniently located across the street from Kamaole Beach Park III. Thoughtfully furnished and decorated with natural colors is sure to put you in a calming and zen...
Suite Maui Paradise Condo - New Listing, Experienced Host!
This centrally located gem is in Maalaea, a cute little harbor town in South Maui and conveniently located 15 minutes from the airport and between Kihei and Lahaina. You will see more whales than birds during peak whale season. This condo is a relaxing one bed room...
Lovely Kailua-Kona Home ~ 2 Mi to Town & Beach!
Modern-Coastal Decor | Beach Gear | 'Hale 'O Kealoha'Sandy feet, tan lines, and picture-perfect moments await at this 3-bedroom, 1-bath Kailua-Kona vacation rental home. Upon arrival, soak in the fresh tropical air on the porch or kick back and relax inside. When...
Maui Resort Rentals: Honua Kai - Upgraded 8th Floor 3BR Pairing, Stunning Ocean & Mountain Views plus Wrap-Around Balcony!
This tandem offering combines two top-floor "penthouse" suites, each offering stunning ocean views from a fantastic 8th-floor vantage point. One of the finest residences on offer at Honua Kai, the 2BR suite boasts breathtaking ocean views from its interior-facing deluxe...
Deluxe Two Bedroom Patial Ocean View Luana Kai Resort B308
Unit B308 with AC, is a completely remodeled, 2 bedroom, 2 bathroom, partial ocean view condo. The kitchen has been completely remodeled with custom cabinetry, granite countertops, and stainless steel appliances. B308 has a king-sized bed in the upstairs master bedroom...
Alluring open-concept ground-floor condo
Welcome to Maui Vista 3115, a delightful ground-floor condo that perfectly combines comfort, convenience, and tropical charm. This 1-bedroom, 1-bathroom unit is ideal for up to 4 guests, making it the perfect retreat for couples, small families, or a group of friends...
Monthly Discovery Bay 2407 1 Bedroom Mountain / City Views with parking Queen Bed
PANORAMIC HIGH RISE VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Views from High Rise, Tasteful and Clean. Monthly / contact...
Perfect Hawai’i ocean view condo with AC, WiFi, Sleeps 4, in heart of Waikiki
Welcome to our beautifully renovated studio condo at The Palms Waikiki, located in the heart of vibrant Waikiki. This tastefully furnished space offers a perfect blend of comfort and style, ensuring a memorable stay for our guests. Enjoy ocean and Diamond Head views...
1BPO2 Aston at the Waikiki Banyan: 1 Br w/Kitchen & Partial Ocean Views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Partial...
Waterfront Kuapa Isle gem with Koko Crater views & pool - by the beach
Kuapa Isle Gem Unit 419 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This dreamy 2BR/2.5BA waterfront rental overlooks Koko Crater and a glittering blue lagoon....
Luxurious 1-Bedroom Oceanfront Condo: Breathtaking Views & Prime Maui Location
This exquisite one-bedroom condo is the perfect escape for your tropical getaway. With its unbeatable location, luxurious amenities, and breathtaking ocean views, you're guaranteed to have an unforgettable stay.Update on 2/24/2025 - The elevators on property will be...
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
We are thrilled to announce the completion of our condo's remodel in January 2025—everything in the unit is brand new! The property offers one private parking spot, with additional off-street parking available. Located on the second floor, the unit features easy access...
Sugar Beach Resort 317: Enjoy Stunning Ocean Views from the Private Lanai
Enjoy stunning ocean views from the private lanai of this unit. This Ocean Front condo is located on the third floor. There is one bedroom and one bathroom. The bedroom has a king bed and the full bathroom is next to the bedroom. The living room has a sofa bed that can...
Hawaii Life Rentals Presents Emmalani Court 312
***DISCLOSURE 9/4/25: Please note that Emmalani Court will be undergoing a large-scale construction project fromSeptember 02, 2025 through approximately April 01, 2026• Construction activity may occur Monday–Friday, between 8:00am–5:00pm.• Guests may experience noise,...
WaterMark Waikiki 2104 2bd/2ba/1pa Ocean/Harbor View - 1K1Q
Spectacular ocean/beach/ sunset views from this unit. Spacious floor plan with bedrooms located on each side of the living/dining area giving privacy to each. This unit comes with 1king size bed in the master bedroom and 1 queen size bed in the second bedroom can...
Ground-Floor Condo w/ Ocean View, Lanai, Shared Pool/Hot Tub - Walk to Beach
Ke Nani Kai 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy views that reach the Pacific Ocean at Ke Nani Kai 113, a bright and cheery two-bedroom, two-bathroom condo on...
Makena Surf F304 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf F304 is a stunning oceanfront vacation rental located in the beautiful Makena region of Maui, Hawaii. This luxurious third-floor condo offers breathtaking views of the Pacific Ocean and is perfect for families or couples seeking a relaxing getaway. The...
Recently updated, Sleeps Four, Walk to Beach:)
Our beautifully remodeled suite comfortably accommodates four adults and is located in the Fort DeRussy area of Waikiki, steps from Dukes & Waikiki Beach and the Hilton Lagoon. Everything is within easy walking distance including the Convention Center & Ala Moana...
Sealodge 2 Bedroom Cliffside Luxury Redone Condo Ocean & Mountain Views
Sealodge is one of north shores most secluded bluffs. One of the only units w/ private entrance you'll walk into views from every room as sounds of the ocean fill each room. Completely remodeled corner unit, this 2 bed 2 bath open concept invites the ocean in w/ access...
The Perfect Studio for Your Time in Paradise! Ilikai Marina!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 4/20 - 5/16/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Kapalua Golf Villa 14T3 Standard Fairway 3 Bedroom
- Two story villa with 2 stairs from designated parking and front door- - Hardwood floors in living, dining rooms and carpet in bedrooms- - Open kitchen with granite counters includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and...
Free Parking 1BR Waikiki Banyan Partial DH Views with AC
Nice and Exclusive 1 Bedroom/ 1 Bathroom / 1 FREE PARKING (max 6`) at the Waikiki Banyan with No better location to enjoy Waikiki’s entertainment, a quick stroll from the beautiful and sandy beach, and great partial views of the Diamond Head! Sleeps up to 4 guests...
Ground Floor 1-Bedroom with AC - 1-Block from Ocean, Restaurants and More!
Welcome to your island escape! This charming 1-bedroom condo at Kailua Village offers the perfect mix of comfort, convenience, and tropical charm. Ideally located in the heart of Kailua-Kona, you’re just steps from the ocean, shops, dining, and all the best local...
Aqua Aloha Surf Waikiki 1207 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1207 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Inviting apartment with city views, WiFi, partial A/C, washer/dryer, & balcony
The Keoniana #111 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in style at this well-equipped aparthotel minutes away from Honolulu's picturesque beaches,...
Grand Champion Villa Getaway - Wailea Beaches
Summary:🌴 Prime Location – Walk to beach, dining & shops🌅 Tranquil Balcony – Enjoy morning coffee w/ lush views 💤 Luxury Beds & Linens – Ultimate comfort for deep rest 🏊 Resort-Style Amenities – Pool, hot tub & tennis courts 🚗 Free Parking (1 spot) – Secure &...
Kauhale Makai 331: 1 br condo @ Ocean Front Resort in S. Kihei Sleeps 4
Enjoy Ocean Views from this one bedroom Condo. The bedroom has a queen bed and the living room has a sofa bed, allowing the unit to accommodate up to four (4) people. The living room features a new flat-screen TV and has a mixture of rattan furnishings with tropical...
Haleakala Shores A309 | 2 Bed, 2 Bath
Summary:Comfy Sunny Kihei Condo @ Haleakala Shores, Across Street From BeachThe Space:Two couples can enjoy a perfect Maui getaway at Haleakala Shores A-309, with two bedrooms and bathrooms, there’s plenty of space. Want to play on the beach -- You’re only a block from...
Peaceful 2BR retreat with pool & golf views
Summary:Quiet Villa, Large Lanai, On the Golf CourseThe Space:Welcome to your serene island escape in Waikoloa Village - where ocean views, gentle breezes & resort comforts await:- Sleeps 4 | 2 bedrooms | 3 beds | 2.5 baths- Shared pool, hot tub & fitness center-...
Wailea Ekahi 52B | Resort Level Amenities!
With 34 acres of landscaped resort bordering one of Hawaii’s best beaches, Wailea Ekahi 52B is the ideal place to experience the very best of Hawaii. It’s affordable luxury that’s perfect for two couples wanting to share an island getaway. There’s a minimum stay...
Lush Palm View in Casual Maui Condo w/Full Kitchen, AC, WiFi–Kamaole Sands 8210
Captivating and recently remodeled, the kitchen and bathroom will have guests ready to move into their 'home away!' Upon entry, guests will feel the welcoming flow in the tile flooring, tropical accents, and consistent rattan theme. Begin the day with coffee or tea in...
Golf-view condo with golf discounts & lanai
Summary:Gorgeous Mountain Views, Includes Discount Golf Package, Near Ocean and ShopsThe Space:Welcome to your peaceful Waikoloa retreat overlooking Mauna Kea and lush fairways – perfect for relaxation, golf, and island exploration:- Sleeps 4 | 2 bedrooms | 2 beds | 2...
Maui Resort Rentals: Kaanapali Ali'i – Oceanfront Ground Floor + Yard Area, 6 Total Bedrooms+DEN, Sleeps 20, Steps to Pools, Beach, BBQs!
This one-of-a-kind 6BR plus den ground-floor listing at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach brings together an oceanfront 2BR suite and two luxurious neighboring 2BR partial ocean view suites. This combination offers a massive 5,000+ sq ft of...
Beach condo with shared pool & hot tub/private lanai - near beaches/restaurants
Kona Bali Kai #331Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next Kona vacation is about to get a whole lot better when you book this fantastic condo conveniently located...
Makena Surf G105 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf G105 is a prime oceanfront vacation condo that spans 1,510 sq. ft. and is situated on the ground floor. This inviting unit features two spacious bedrooms and two bathrooms, accommodating up to six guests comfortably. The bedding arrangement includes a king...
Central Air, modern furniture well maintained grounds and close to the sea
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